United States v. Perez-Rodriguez ( 2021 )


Menu:
  •           United States Court of Appeals
    For the First Circuit
    No. 19-1538
    UNITED STATES OF AMERICA,
    Appellee,
    v.
    RAFAEL PÉREZ-RODRÍGUEZ,
    Defendant, Appellant.
    APPEAL FROM THE UNITED STATES DISTRICT COURT
    FOR THE DISTRICT OF PUERTO RICO
    [Hon. Pedro A. Delgado-Hernández, U.S. District Judge]
    Before
    Kayatta, Lipez, and Barron, Circuit Judges.
    Linda A. Backiel for appellant.
    Julia Meconiates, Assistant United States Attorney, with whom
    W. Stephen Muldrow, United States Attorney, and Mariana E. Bauzá-
    Almonte, Assistant United States Attorney, were on brief, for
    appellee.
    September 2, 2021
    LIPEZ,        Circuit     Judge.         Rafael    Pérez-Rodríguez      was
    convicted by a jury of attempted enticement of a minor for unlawful
    sexual activity in violation of 
    18 U.S.C. § 2422
    (b).                            He was
    apprehended through a sting operation in which a government agent
    created a profile on an adults-only dating application posing as
    a gay adult man, and, after being contacted by Pérez, then offered
    to arrange a sexual encounter with his minor "boyfriend."                          Pérez
    appeals    on       several     grounds,     including      insufficiency     of    the
    evidence and the denial of a jury instruction on the entrapment
    defense.     While we find Pérez's challenge to the sufficiency of
    the   evidence        meritless,     we   conclude     that    the   district    court
    committed       plain        error   in    failing     to     give   the   entrapment
    instruction.          We therefore vacate the conviction and remand for a
    new trial.
    I.
    In 2015, Ryan Seig, a special agent with the child
    exploitation unit of Homeland Security Investigations ("HSI"),
    conducted       a    sting     operation    using     the     geosocial    networking
    application Grindr.            Agent Seig testified that the purpose of the
    application is "to talk and usually meet with someone else who
    shares your interests."               On cross-examination, he added "it's
    social networking among homosexuals."                 Grindr describes itself as
    "the largest social networking app for gay, bi, trans, and queer
    people."            About,    Grindr,     https://www.grindr.com/about/            (last
    - 2 -
    visited August 25, 2021).         Grindr allows users to create profiles
    and to exchange messages with other users with profiles in their
    geographic area.     Per Agent Seig's testimony, "[a] profile is a
    small blurb about what you are looking for, possibly what you look
    like, and sort of a general description of who you are and what
    you want."     Grindr requires users to be eighteen years of age or
    older and does not allow individuals to use the platform to seek
    sexual encounters with minors.
    Agent Seig created a Grindr profile under the name "Dave
    W."   He wrote in his profile, "Looking for young fun or to share
    my young fun."    He testified that he chose this text as a "veiled"
    reference to a sexual encounter with a minor, explaining that
    "someone who was familiar with the way pedophiles communicate on
    the internet could read this and know what it meant."           The profile
    also described "Dave W." as "Muscular, White, Single."
    On     December   30,    2015,   the   Dave   undercover   profile
    received a message from a profile with the name "Mirando," a
    profile created by Pérez.         Dave and "Mirando" exchanged messages
    on Grindr, and then moved to text messaging.            The precise language
    of the messages is crucial to this case.1          Thus, we reproduce key
    parts of the exchange in full.        The conversation began as follows:
    1The messages were primarily in Spanish. We draw from the
    certified English translations that were admitted into evidence.
    - 3 -
    Pérez: Hello what are you doing?
    Dave: Hey what's up
    Pérez: Let's see you
    Dave: Cool, do you like really young guys?
    Pérez: Yes
    Age?
    I started at 8
    Dave: Me? 35, but my boyfriend is young
    Pérez: Hahhaha Okk
    How old is he?
    What does your boyfriend like?
    Dave: He likes everything :)
    He is very young, what age do you like?
    Pérez: The younger the better
    I don't discriminate
    I started at 8 hehehhe
    So you tell me
    What does he like to do?
    We are close, we can come up with some fun
    From there up I do it all
    Dave: Do you understand English? I speak only a little
    Spanish
    My boyfriend is 11 years old. Do you want to play
    with him?
    Pérez: Mmmm yessss
    Where is he?
    I speak little only a little English?
    Share pics??
    You tell me when and where???
    Do you prefer to call?
    Yes, I want to play
    Dave:   We live in[] San Juan.
    We're free next week.
    - 4 -
    Pérez: Ok
    Have whatsapp?
    Send me pics?
    Can you now?
    Dave: Yes I'm busy with a party
    Pérez: Ok, but you are close
    Can you get away?
    Can you*
    Dave: Last night, no haha :)
    Do you want anal with him or oral?
    Pérez: Everything
    I want the 3 of us to play
    You for a while and me for a while.   You like?
    Dave:   Me too
    Yes
    Pérez: Send me something to see you playing with him
    I like taboo
    Dave:   Me too :)
    Pérez: Have a pic?
    Are you with him at the party
    Dave: I don't want to send a pic because I won't know
    who you are until we meet
    Yes, he is here
    You can take pics if this happens. Just no faces
    I don't have whatsapp
    But I can text
    Pérez: Text is better
    Pérez then sent two photos of himself to "Dave," and Dave provided
    Pérez with a telephone number.
    The next day, December 31, Pérez sent Dave a text message
    to continue the conversation.    He again expressed sexual interest
    in "Dave's" minor "boyfriend."     Dave messaged, "we're going to
    - 5 -
    have a lot of fun, friend. :) . . . Him you and I[.]"          Pérez
    requested pictures of "Dave."       Pérez asked Dave questions about
    his relationship with the minor.     ("How did you get him?" and "How
    long have you had him?").
    On January 1, Pérez messaged Dave and said, "Happy New
    Year."   He again said, "I want your boyfriend."      Pérez and Dave
    discussed their availability for a meeting that week.           They
    exchanged messages about what Pérez wants to do during the sexual
    encounter.     Pérez asked several questions about how Dave met the
    minor, what the minor's parents think, and whether "Dave's" family
    knows about the minor.    "Dave's" answers included "He's my friend"
    and "I am a 'good influence.'"
    On January 2, Dave initiated the conversation.       He
    writes, "Just saying hi.        Very busy with family!     Happy new
    year ;)[.]"     The following day, Dave and Pérez discussed meeting.
    Pérez: Let's see each other tomorrow to get to know you
    Dave: Ok, what time can you do it?
    Pérez: Write me when you wake up
    I get up early
    Where should we meet?
    Dave: Are we using your house or mine for the threesome?
    Pérez: Yes. I live alone. But if it's at home, then it
    should be in the afternoon
    But I want to see you before to get to know you
    and see what you want to do so that I'm
    comfortable
    Dave: I understand.   Me too.
    - 6 -
    Pérez: Ok
    Dave: Where is a good place for us all to meet?
    Pérez: Where should we meet
    Dave: We can meet and then go to your house for sex with
    all of us?
    I can meet anywhere. It doesn't matter. We'll
    talk in the morning when you know more concerning
    your schedule
    Pérez: Yes
    Depends on what we talk about and we'll go
    I am free. Write to me tomorrow.
    Pérez then requested a picture of Dave again.           He asked Dave
    several more questions about his relationship with the minor. Dave
    said that the minor is "excited, happy" about the planned sexual
    encounter.     They agreed to meet at Guaynabo Plaza.    Pérez stated
    "first I see you" and asked "Can you come alone?"       Dave replied,
    "I can leave him at my place and you can follow me there, ok?"
    Pérez responded, "Yes."
    The following morning, Monday, January 4, Dave started
    the conversation again, initiating this exchange:
    Dave: Can you meet at 3?
    Pérez: Ok
    Dave: Cool
    Pérez: Ok
    Dave: I spoke with him and he's excited :)
    He's worrie[d] about what clothes to bring
    LOL
    What parking do you want to meet in?
    Are you busy?
    - 7 -
    Pérez: Hahahhahha
    Go to Guaynabo Plaza and I'll tell you where
    we'll meet
    Remember that I want to talk to you first. I
    need to feel safe.
    Dave: Yes, me too, it's a good idea.
    I am also scared.
    Pérez: That's why I want to see you by yourself.
    I would like to know you first.
    Dave: Yes, he will be at my house
    Pérez: Ok
    Dave: Waiting with the XBOX and beers LOL
    Pérez: What are you like, physically?
    Mmmmm
    I like beer
    He doesn't get in trouble for drinking?
    Dave: Like in my profile.
    5'9" or 5'10". Brown hair.
    Pérez: Gym body?
    Dave: Yes, I lift weights 4-5 days a week
    I am not fat
    Pérez: And what's he like?
    Dave: Skinny, like a young guy.     He is Boricua, with
    short hair.
    Pérez: Ok
    Dave: He likes soccer jerseys?
    He's very intelligent and friendly
    Pérez: Let's see one another now to talk and be horny
    about what we're going to do.
    - 8 -
    The two men eventually agreed to meet at the Martinez Nadal train
    station at 4 p.m.
    At the appointed time, Agent Seig drove to the station
    and parked his vehicle in the parking lot.   Seig had informed other
    members of his unit about the meeting, and several additional HSI
    agents were also waiting in the parking lot.    Pérez drove into the
    parking lot, pulled up alongside Agent Seig's vehicle, and got out
    of his car.    HSI agents immediately arrested him.
    On January 27, 2016, a grand jury returned an indictment
    charging Pérez with one count of attempted enticement of a minor
    in violation of 
    18 U.S.C. § 2422
    (b).    Prior to commencement of the
    jury trial, the parties submitted proposed jury instructions.
    Pérez filed a separate ex parte request for an entrapment jury
    instruction.
    A two-day jury trial was held beginning on May 15, 2017.
    The   government's   case   primarily   consisted   of   Agent   Seig's
    testimony and the transcripts of the Grindr and text messages.2
    Pérez did not present any witnesses.3 At the close of the evidence,
    2The government also presented testimony from two other HSI
    agents present at the arrest.     An AT&T security manager also
    explained how he confirmed that the phone which sent the messages
    belonged to Pérez.
    3Pérez attempted to present character witnesses, but the
    court excluded the testimony as impermissible under the Federal
    Rules of Evidence because there was no pertinent character trait
    associated with the crime charged.
    - 9 -
    Pérez moved for acquittal under Rule 29. The district court denied
    the motion.          The parties participated in a charging conference,
    which was not recorded.            Nevertheless, the record indicates that
    Pérez renewed his request for an entrapment jury instruction at
    that conference because the district court denied the entrapment
    instruction in a docket entry, stating, "The ruling is based on
    the arguments presented by the government and defendant's response
    during the charging conference in connection with predisposition.
    In the end, the evidence presented at trial did not justify an
    entrapment instruction."              Before instructing the jury, the court
    asked       the     parties   if   there      were    "any     objections      to   the
    instructions."         Pérez did not raise any objections at that time.
    After       charging    the   jury,    the   district    court    did    not    invite
    objections from the parties.               Pérez did not raise any objection.
    The jury deliberated for less than one hour and returned a guilty
    verdict.          On May 14, 2019, Pérez was sentenced to 151 months of
    incarceration.
    Pérez    timely     filed     this    appeal.      In    addition    to
    challenging the sufficiency of the evidence, he asserts that the
    district court erred in rejecting his request for an entrapment
    instruction.4
    Pérez raises four additional claims of error: (1) inadequate
    4
    questioning during voir dire, (2) violations of the Jones Act, see
    
    48 U.S.C. § 864
     (requiring that all trial proceedings in the
    - 10 -
    II.
    We review de novo the district court's denial of Pérez's
    properly preserved claim that the evidence presented at trial was
    insufficient to support the jury's verdict.        See United States v.
    Tanco-Baez, 
    942 F.3d 7
    , 15 (1st Cir. 2019).             In evaluating a
    sufficiency of the evidence claim, "we examine the evidence, both
    direct and circumstantial, in the light most favorable to the
    prosecution   and   decide   whether    that   evidence,   including   all
    plausible   inferences   drawn   therefrom,    would   allow   a   rational
    factfinder to conclude beyond a reasonable doubt that the defendant
    committed the charged count or crime." United States v. Velázquez-
    Aponte, 
    940 F.3d 785
    , 798 (1st Cir. 2019) (quoting United States
    v. Díaz-Rosado, 
    857 F.3d 116
    , 120–21 (1st Cir. 2017)).
    A. The Elements of the Offense
    Pérez was found guilty of violating 
    18 U.S.C. § 2422
    (b),
    which provides:
    Whoever, using the mail or any facility or
    means of interstate or foreign commerce, or
    within the special maritime and territorial
    jurisdiction of the United States knowingly
    persuades, induces, entices, or coerces any
    individual who has not attained the age of 18
    District of Puerto Rico be conducted in English), and the Court
    Reporter Act, see 
    28 U.S.C. § 753
    (b) (requiring federal court
    proceedings to be recorded verbatim), (3) improper opinion
    testimony, and (4) improper exclusion of a character witness.
    Except for some observations on the voir dire process, we do not
    address the other issues raised given our conclusion that Pérez's
    conviction must be vacated on the basis of the court's failure to
    give an entrapment instruction.
    - 11 -
    years, to engage in prostitution or any sexual
    activity for which any person can be charged
    with a criminal offense, or attempts to do so,
    shall be fined under this title and imprisoned
    not less than 10 years or for life.
    To support a conviction under the attempt portion of the statute,
    the government must show that the defendant attempted to "(1) use
    a facility of interstate commerce (2) to knowingly persuade,
    induce, entice, or coerce (3) an individual under the age of 18
    (4) to engage in illegal sexual activity."5       United States v. Berk,
    
    652 F.3d 132
    , 138 (1st Cir. 2011) (quoting United States v.
    Gravenhorst, 
    190 F. App'x 1
    , 3 (1st Cir. 2006) (per curiam)).
    To prove an attempt, the government must establish both
    a   specific   intent   to   commit   the   substantive   offense   and   a
    substantial step toward its commission.         
    Id. at 140
    .   Hence, for
    conviction under § 2422, the specific intent required is the intent
    to persuade, induce, entice, or coerce a minor into engaging in
    illegal sexual activity.      We have interpreted this requirement as
    broadly requiring an intent "to achieve a mental state -- a minor's
    assent -- regardless of the accused's intentions vis-à-vis the
    actual consummation of sexual activities with the minor."           United
    States v. Dwinells, 
    508 F.3d 63
    , 71 (1st Cir. 2007) (emphasis
    omitted).
    5Here, the government argued, the illegal sexual activity
    was sexual assault under Puerto Rico law. See 
    P.R. Laws Ann. tit. 33, § 5191
    (a) (defining sexual assault to include sex with someone
    under age sixteen).
    - 12 -
    A substantial step toward commission of an offense is
    "less than what is necessary to complete the substantive crime,
    but more than 'mere preparation.'"      Berk, 
    652 F.3d at 140
     (quoting
    United States v. Piesak, 
    521 F.3d 41
    , 44 (1st Cir. 2008)).             This
    requirement    serves   to   "distinguish   between   those   who   express
    criminal aims without doing much to act on them and others who
    have proved themselves dangerous by taking a substantial step down
    a path of conduct reasonably calculated to end in the substantive
    offense."     United States v. Doyon, 
    194 F.3d 207
    , 211 (1st Cir.
    1999).   We have found that a variety of actions, including actions
    short of meeting the minor in person, can constitute a substantial
    step toward a § 2422(b) offense.       See United States v. Rang, 
    919 F.3d 113
    , 121 (1st Cir. 2019) (defendant reserved hotel room and
    sought consent from the minor's mother for a "sleepover" with the
    minor); Berk, 
    652 F.3d at 140
     (defendant offered to help a woman
    find housing in exchange for sex with her daughter and sent the
    woman leads about homes for rent); Gravenhorst, 190 F. App'x at 4
    (defendant sent minors sexually explicit messages and proposed
    meeting in person).     But see Berk, 
    652 F.3d at 140-41
     (noting that
    "explicit sexual talk alone" does not constitute a substantial
    step toward a § 2422(b) offense (citing United States v. Gladish,
    
    536 F.3d 646
    , 652 (7th Cir. 2008))).         Direct communication with a
    minor, real or fictitious, is not required.           A person can commit
    a § 2422(b) offense by communicating with an adult who acts as an
    - 13 -
    "intermediary" between the defendant and a minor.    See Berk, 
    652 F.3d at 140
    .
    B. The Sufficiency of the Evidence Against Pérez
    On the first element, intent, Pérez argues that the
    government failed to provide enough evidence to allow a jury to
    conclude that he intended to persuade, induce, entice, or coerce
    a minor.    He asserts: "There was no reason to do that [i.e.,
    persuade, induce, entice, or coerce] here because the agent offered
    [a minor] he presented as already ready, willing, and experienced,
    'lik[ing] everything.'"   In his view, the evidence, at most, could
    allow the jury to conclude that Pérez communicated with an adult
    with the intention of "bringing about a meeting at which prohibited
    conduct was supposed to, or likely to occur."
    Pérez's focus on the fictitious minor's supposed sexual
    experience and willing participation is seriously misplaced.     A
    child who has previously been sexually abused or is otherwise
    depicted as "experienced" can still be a victim of persuasion,
    inducement, enticement, or coercion.   See United States v. Hinkel,
    
    837 F.3d 111
    , 116 (1st Cir. 2016) (upholding a § 2422(b) conviction
    where the minor was described as "15 but experienced").      And a
    child's expression that he "like[s] it" and wants to engage in
    illegal sexual activity does not mean that persuasion, inducement,
    enticement, or coercion could not possibly play a role.        See
    Dwinells, 
    508 F.3d at 67
     (upholding a § 2422(b) conviction where
    - 14 -
    law enforcement agents posing as minors responded positively to
    the defendant's sexual advances, including one fictitious minor
    who "assured him that she would consent" to sexual activity in
    person).   To suggest otherwise is to misunderstand the nature of
    child sexual abuse.   See United States v. Gonyer, 
    761 F.3d 157
    ,
    167 (1st Cir. 2014) (describing the process of a sexual predator
    "grooming" a child to form an emotional connection which would
    lead the child to be persuaded to engage in sexual activity);
    United States v. Brand, 
    467 F.3d 179
    , 203 (2d Cir. 2006) ("Child
    sexual abuse is often effectuated following a period of 'grooming'
    and the sexualization of the relationship." (quoting Sana Loue,
    Legal and Epidemiological Aspects of Child Maltreatment, 
    19 J. Legal Med. 471
    , 479 (1998))).
    It was reasonable for the jury to believe that the
    fictitious eleven-year-old boy Dave "offered" to Pérez would not
    participate in the planned sexual encounter absent persuasion,
    inducement, coercion, or enticement -- at a minimum, "implicit
    coaxing or encouragement."    See United States v. Montijo-Maysonet,
    
    974 F.3d 34
    , 42 (1st Cir. 2020) ("[T]he four verbs Congress
    used -- including 'entice' and 'induce' -- plainly reach implicit
    coaxing or encouragement designed to 'achieve . . . the minor's
    assent' to unlawful sex[.]" (second omission in original) (quoting
    Dwinells, 
    508 F.3d at 71
    )).    And it was reasonable for the jury to
    conclude that Pérez must have been cognizant of that reality and
    - 15 -
    was relying on Dave to affect his "boyfriend's" mental state such
    that the minor would participate.          Although Agent Seig's text
    messages can be read to imply that Dave had already groomed the
    minor for the sexual activity, the jury could reasonably infer
    that Pérez intended to use Dave as an intermediary to "entice"
    (meaning "to draw on by arousing hope or desire: allure, attract,"
    id.) the minor into participating in illegal sexual activity with
    Pérez on January 4, 2016.
    On    the   second    element,    substantial   step,     Pérez
    emphasizes that he never communicated directly with a minor.          Such
    communication is not required to establish a substantial step
    towards commission of a § 2422(b) offense.      In Berk, we recognized
    that "a defendant can be convicted [of a § 2422(b) offense] even
    if the relevant communications are with an intermediary."             
    652 F.3d at 140
    .    Berk involved communications between the defendant
    and parents of minor children, but we did not state that only
    parents could serve as intermediaries in the commission of a
    § 2422(b) offense.    See id.   Indeed, the rationale for relying on
    a sexual predator's use of intermediaries extends to any adult
    with sufficient influence or control over a minor.           As explained
    by the Third Circuit, in an opinion cited in Berk,           § 2422(b) is
    "part of an overall policy to aggressively combat computer-related
    sex   crimes   against   children[]   [and]   [i]t   would     be   wholly
    inconsistent with the purpose and policy of the statute to allow
    - 16 -
    sexual predators to use adult intermediaries to shield themselves
    from prosecution."       United States v. Nestor, 
    574 F.3d 159
    , 162 (3d
    Cir. 2009); see also Montijo-Maysonet, 974 F.3d at 42 ("Congress
    . . . meant to cast a broad net (consistent with the Constitution)
    to catch predators who use the Internet to lure children into
    sexual encounters." (citing H.R. Rep. 105-557, at 21 (1998), as
    reprinted in 1998 U.S.C.C.A.N. 678, 678–79)).
    The "broad net" plainly must cover a defendant who
    attempted    to    use     any   intermediary    adult   perceived    to    have
    sufficient    sway    to    "lead   a   child    to   participate    in   sexual
    activity."     See United States v. Douglas, 
    626 F.3d 161
    , 164 (2d
    Cir. 2010). The defendant's understanding of the nature and degree
    of the adult's control over the minor is a question of fact for
    the jury.    Here, the jury could reasonably infer that an adult man
    whose "boyfriend" is a minor, and who confidently invites another
    man to have sex with the child, would have been viewed by the
    defendant as      someone with the power        to elicit the minor's assent
    to illegal sexual activity.6
    Pérez   similarly      argues   a    lack   of   evidence     of   a
    substantial step because the evidence showed he arrived at the
    6 Pérez mischaracterizes the evidence by describing Dave as
    "a part-time tutor" to the minor. While Dave did mention that the
    minor was his student, he more importantly described him as his
    "boyfriend" and a person with whom he had an ongoing sexual
    relationship for six months.
    - 17 -
    parking lot to meet Dave, not the minor. We agree with the district
    court that "the act of traveling to meet an intermediary . . . has
    been held sufficient to establish a 'substantial step.'"            United
    States v. Pérez-Rodríguez, No. 16-041 2016, WL 7442650, at *2
    (D.P.R. Dec. 27, 2016) (citing Berk, 
    652 F.3d at 140
    ).             Drawing
    all inferences in favor of the government, a rational jury could
    find that Pérez's communications with Dave and his subsequent
    arrival   at   the   meeting   he   arranged   with   Dave   constituted   a
    substantial step to persuade, induce, entice, or coerce a minor.
    Thus, there was sufficient evidence to convict and the motion for
    acquittal was properly denied.
    III.
    The district court declined to instruct the jury as to
    the elements of Pérez's primary defense, entrapment, because, in
    its view, the record did not contain sufficient evidence to warrant
    the instruction.      Pérez argues that this omission denied him a
    fair trial.
    A. Standard of Review
    Preserved objections to the denial of a requested jury
    instruction are subject to plenary review. United States v. Joost,
    
    92 F.3d 7
    , 12 (1st Cir. 1996).        If, however, the defendant fails
    to preserve his claim of entitlement to a jury instruction, the
    claim is forfeited, and we review the district court's decision
    under the plain error standard of Rule 52(b) of the Federal Rules
    - 18 -
    of Criminal Procedure.            United States v. Baltas, 
    236 F.3d 27
    , 36
    (1st Cir. 2001).          It has been the longstanding rule of this circuit
    to treat a challenge to jury instructions as forfeited if the
    defendant fails to object to the instructions after the judge has
    charged the jury, regardless of whether he previously brought the
    matter to the judge's attention.               United States v. Wilkinson, 
    926 F.2d 22
    , 26 (1st Cir. 1991) ("As we have repeatedly held, . . .
    [a] party may not claim error in the judge's charge to the jury
    unless that party 'objects' after the judge gives the charge but
    before the 'jury retires . . . .'" (quoting Fed. R. Crim. P. 30)),
    overruled on other grounds by Bailey v. United States, 
    516 U.S. 137
    , 149 (1995).          Though Pérez requested an entrapment instruction
    before the trial and argued for it at a charging conference, he
    did   not   lodge     a    post-charge    objection    to   the    denial   of   the
    instruction.7         Thus, Pérez's claim is subject to plain error
    review.
    To meet the heavy burden of establishing plain error, an
    appellant must show "(1) that an error occurred (2) which was clear
    or    obvious   and       which   not   only   (3)   affected     the   defendant's
    substantial rights, but also (4) seriously impaired the fairness,
    Pérez also failed to make an objection when the judge invited
    7
    objections on the record directly before instructing the jury.
    Even if Pérez had made such an objection, his claim would still be
    subject to plain error review under our precedent because he did
    not renew it after the instruction, and we hold parties strictly
    to that timing. See Wilkinson, 
    926 F.2d at 26
    .
    - 19 -
    integrity, or public reputation of judicial proceedings."                United
    States v. Duarte, 
    246 F.3d 56
    , 60 (1st Cir. 2001).                   The first
    prong, "error," consists of "[d]eviation from a legal rule."
    United States v. Olano, 
    507 U.S. 725
    , 732-33 (1993).                 The second
    prong requires that the error identified in the first prong is not
    "open to doubt or question," though an appellant can meet this
    requirement even in the "absence of a decision directly on point."
    United States v. Morales, 
    801 F.3d 1
    , 10 (1st Cir. 2015).8                    To
    establish the third prong, the appellant must show that "it is
    reasonably probable that the . . . error affected the result of
    the proceedings."        United States v. Latorre-Cacho, 
    874 F.3d 299
    ,
    303 (1st Cir. 2017).            Our analysis under the fourth prong is
    guided by our fundamental concern with "the public legitimacy of
    our    justice    system[,]     [which]   relies   on   procedures    that   are
    'neutral, accurate, consistent, trustworthy, and fair.'"               Rosales-
    Mireles v. United States, 
    138 S. Ct. 1897
    , 1908 (2018) (quoting
    Josh       Bowers &   Paul H.    Robinson,    Perceptions of Fairness and
    We note that, in our circuit, the second prong is sometimes
    8
    described as "clear and obvious error," e.g., United States v.
    Scott, 
    877 F.3d 42
    , 49 (1st Cir. 2017), while in other opinions it
    is phrased as "clear or obvious error," e.g., United States v.
    Aquino-Florenciani, 
    894 F.3d 4
    , 7 (1st Cir. 2018). As far as we
    can tell, there is no substantive difference between the two
    usages. In fact, we are unaware of any decision suggesting that
    the words "clear" and "obvious" have different meanings. We will
    use the "clear or obvious" formulation here, which appears to be
    the more frequent usage.
    - 20 -
    Justice: The Shared Aims and Occasional Conflicts of Legitimacy
    and Moral Credibility, 
    47 Wake Forest L. Rev. 211
    , 215–16 (2012)).
    The plain error standard is a difficult burden for any
    appellant to meet.      See United States v. Gelin, 
    712 F.3d 612
    , 620
    (1st Cir. 2013) ("This multi-factor analysis makes the road to
    success   under   the    plain      error       standard     rather    steep;   hence,
    reversal constitutes a remedy that is granted sparingly.").                        It is
    a particularly challenging standard to meet in the context of an
    unpreserved objection to jury instructions.                   See United States v.
    Paniagua–Ramos, 
    251 F.3d 242
    , 246 (1st Cir. 2001) ("[T]he plain
    error hurdle, high in all events, nowhere looms larger than in the
    context of alleged instructional errors.").                   Nonetheless, on rare
    occasions, the severity of an error in instructing the jury does
    rise to the level of plain error and requires vacatur of the
    conviction.    See, e.g., Latorre-Cacho, 874 F.3d at 310; United
    States v. Delgado-Marrero, 
    744 F.3d 167
    , 189 (1st Cir. 2014).
    B. The Entrapment Defense
    Entrapment       provides       a    defense      if    law   enforcement
    officers "originate a criminal design, implant in an innocent
    person's mind the disposition to commit a criminal act, and then
    induce    commission    of    the    crime       so   that    the     Government    may
    prosecute."    Jacobson v. United States, 
    503 U.S. 540
    , 548 (1992);
    see United States v. Teleguz, 
    492 F.3d 80
    , 84 (1st Cir. 2007)
    ("Congress could not have intended that its statutes were to be
    - 21 -
    enforced by tempting innocent persons into violations." (quoting
    Sherman v. United States, 
    356 U.S. 369
    , 372 (1958)).                     The defense
    has two prongs: (1) improper government inducement and (2) the
    defendant's lack of predisposition to commit the offense charged.
    Id.
    1. Improper Inducement
    Improper inducement, also referred to as "government
    overreaching,"     occurs    when   law     enforcement        agents     engage    in
    conduct "of the type that would cause a person not otherwise
    predisposed to commit a crime to do so."                Hinkel, 837 F.3d at 117.
    The mere creation of an "opportunity to commit a crime" through a
    "sting" operation does not, in and of itself, constitute improper
    inducement.    United States v. Gendron, 
    18 F.3d 955
    , 961 (1st Cir.
    1994)   (quoting   Jacobson,       
    503 U.S. at 550
    ).      Rather,     "[a]n
    'inducement' consists of an 'opportunity' plus something else --
    typically, excessive pressure by the government upon the defendant
    or the government's taking advantage of an alternative, non-
    criminal type of motive."           
    Id.
         "Plus" factors that may tip a
    government    operation     from    a     permissible      sting       operation   to
    improper     inducement     include,      for    example,        intimidation      and
    threats,     "dogged   insistence,"         playing       on     the    defendant's
    sympathies, and "repeated suggestions."                 
    Id.
     (collecting cases).
    "[E]ven very subtle governmental pressure, if skillfully applied,
    can amount to inducement."          United States v. Poehlman, 217 F.3d
    - 22 -
    692, 701 (9th Cir. 2000).        The judgment of whether government
    conduct has crossed the line from valid law enforcement tactic to
    improper inducement is often a difficult factfinding question for
    the jury because "the facts [may] fall somewhere in a middle ground
    between what is plainly proper and what is plainly improper."
    United States v. Acosta, 
    67 F.3d 334
    , 338 (1st Cir. 1995); see
    also 
    id.
     ("To assume that we are dealing with a sharp boundary
    rather than a spectrum is an illusion.").
    2. Lack of Predisposition
    The second element of the entrapment defense turns on
    whether the "defendant was disposed to commit the criminal act
    prior to first being approached by Government agents."          Jacobson,
    
    503 U.S. at 549
    .   Our   decision   in   Gendron   sets   forth   our
    understanding of this element as follows:
    The right way to ask the question, it seems to
    us, is to abstract from -- to assume away --
    the present circumstances insofar as they
    reveal government overreaching. That is to
    say, we should ask how the defendant likely
    would have reacted to an ordinary opportunity
    to commit the crime. By using the word
    "ordinary," we mean an opportunity that lacked
    those special features of the government's
    conduct that made of it an "inducement," or an
    "overreaching."      Was     the     defendant
    "predisposed" to respond affirmatively to a
    proper, not to an improper, lure?
    Gendron, 
    18 F.3d at 962
     (citation omitted).         The purpose of this
    predisposition inquiry is to determine whether the defendant is
    "someone who would likely commit the crime under the circumstances
    - 23 -
    and for the reasons normally associated with that crime, and who
    therefore poses the sort of threat to society that the statute
    seeks to control, and which the government, through the 'sting,'
    seeks to stop."       
    Id. at 963
    .          The "critical time"       for the
    predisposition analysis is the time "in advance of the government's
    initial intervention."       United States v. Gifford, 
    17 F.3d 462
    , 469
    (1st Cir. 1994); see also United States v. Gamache, 
    156 F.3d 1
    , 12
    (1st Cir. 1998) ("[T]he concept of predisposition has a definite
    temporal reference: 'the inquiry must focus on a defendant's
    predisposition     before     contact    with    government   officers    or
    agents.'" (quoting United States v. Brown, 
    43 F.3d 618
    , 627 (11th
    Cir. 1995)); Poehlman, 217 F.3d at 703 ("Quite obviously, by the
    time a defendant actually commits the crime, he will have become
    disposed to do so.    However, the relevant time frame for assessing
    a defendant's disposition comes before he has any contact with
    government     agents,      which   is    doubtless    why    it's    called
    predisposition.").       While evidence of the defendant's response to
    the government's inducement may be relevant to the predisposition
    inquiry, that evidence must be evaluated in terms of what it
    reveals about the defendant's readiness to commit the crime before
    the government contacted him.       See Gifford, 
    17 F.3d at 469
    .
    We have advised trial courts that the following factors
    may be useful in evaluating the evidence of predisposition or lack
    thereof:
    - 24 -
    (1) the character or reputation of the
    defendant; (2) whether the initial suggestion
    of criminal activity was made by the
    Government; (3) whether the defendant was
    engaged in the criminal activity for profit;
    (4) whether the defendant showed reluctance to
    commit the offense, which was overcome by the
    governmental persuasion; and (5) the nature of
    the inducement or persuasion offered by the
    Government.
    Gamache, 
    156 F.3d at
    9–10.     The second, fourth, and fifth of these
    factors are also relevant to the improper inducement analysis.
    Thus, while improper inducement and lack of predisposition are two
    separate prongs, the same factual evidence will often be relevant
    to both prongs.
    3. The Defendant's Burden of Production
    A   defendant   is   entitled   to   a   jury   instruction   on
    entrapment if he meets a modest burden of production on the two
    prongs of the defense.     United States v. Rodriguez, 
    858 F.2d 809
    ,
    814 (1st Cir. 1988).      This rule is in keeping with the "general
    proposition [that] a defendant is entitled to an instruction as to
    any recognized defense for which there exists evidence sufficient
    for a reasonable jury to find in his favor."          Mathews v. United
    States, 
    485 U.S. 58
    , 63 (1988).
    In analyzing whether the defendant has met his burden,
    the court must construe the evidence in the light most favorable
    to the defendant.    Rodriguez, 
    858 F.2d at 813
    .           An entrapment
    instruction is required if the evidence, viewed in this charitable
    - 25 -
    fashion, "furnishes an arguable basis for application of the
    proposed rule of law."    
    Id. at 814
     (quoting United States v. Coady,
    
    809 F.2d 119
    , 121 (1st Cir. 1987)).            In other words, the record
    must contain evidence that makes the entrapment theory "plausible"
    or "superficially reasonable."         Gamache, 
    156 F.3d at 9
    .        As we
    have previously emphasized, "[t]his is not a very high standard to
    meet."   
    Id.
    A defendant does not need to introduce his own evidence
    to meet this burden.     Rodriguez, 
    858 F.2d at 813
    .        He may rely on
    "evidence adduced during the government's case" or "any probative
    material in the record."       
    Id.
        The proof may be "circumstantial
    rather than direct."     
    Id.
        If there are factual disputes in the
    record, the court is not permitted to "weigh the evidence, make
    credibility determinations, or resolve conflicts in the proof."
    Gamache, 
    156 F.3d at 9
    . If the parties argue competing inferences,
    the court must draw all reasonable inferences in favor of the
    defendant's entrapment theory.        
    Id.
       Ultimately, if "a reasonable
    jury could view the evidence as establishing that defendant was
    entrapped . . . [the defendant] [i]s entitled to an entrapment
    instruction."     Teleguz,     
    492 F.3d at 84
    .   Determining   whether
    government conduct has crossed the line into improper inducement
    or whether a person was predisposed to commit an offense are
    delicate questions of fact for the jury to sort out.           See Acosta,
    
    67 F.3d at 338
    .    Thus, a judge should not hesitate to send the
    - 26 -
    question to the jury if there is even ambiguous evidence of
    entrapment.
    Once   the   defendant   meets   his    burden   of    production,
    entrapment becomes a question of fact for the jury.              
    Id.
        At that
    stage,   the   government   bears   the   burden    of   proving       beyond   a
    reasonable doubt either that there was no improper inducement or
    that the defendant was predisposed to commit the offense.               
    Id.
         If
    "a rational jury could decide either way, its verdict will not be
    disturbed."    
    Id.
    IV.
    Consistent with our earlier explanation of the plain
    error standard, Pérez is entitled to relief if he is able to
    demonstrate that: (1) the district court erred in failing to give
    an entrapment instruction; (2) his entitlement to that instruction
    was clear or obvious; (3) the omission affected his substantial
    rights; and (4) it undermined the fundamental fairness of the
    trial.   See Duarte, 
    246 F.3d at 60
    .
    A.   Error
    The district court denied Pérez's requested entrapment
    instruction for failure to meet his burden of production on the
    lack of predisposition prong, without addressing whether Pérez had
    met his burden of production on the improper inducement prong.
    Because the defendant is required to meet the burden of production
    on both prongs, a court may deny an entrapment instruction based
    - 27 -
    on a failure to show evidence on one prong or the other, without
    discussing both.    See, e.g., United States v. Rivera-Ruperto, 
    846 F.3d 417
    , 431 (1st Cir. 2017); United States v. Sánchez-Berríos,
    
    424 F.3d 65
    , 77 (1st Cir. 2005).           Because we disagree with the
    district court's assessment of the evidence on predisposition, we
    must consider both prongs.        If the defendant failed to meet his
    burden of production on the improper inducement prong, an error by
    the judge in the assessment of the predisposition prong would be
    harmless.
    We   also    repeat     that      improper     inducement      and
    predisposition     are   analytically        linked   in     that     improper
    inducement, and the defendant's responses to it, are part of the
    evidence courts should consider in deciding whether the defendant
    met his burden of production on the lack of predisposition prong.
    Gamache, 
    156 F.3d at
    9–10; see Joost, 
    92 F.3d at 13-14
     ("As for
    the absence of predisposition prong, much of what we have pointed
    to [in the improper inducement analysis] is relevant.").                    In
    evaluating the question of whether the defendant was predisposed,
    the factfinder must "abstract from -- . . . assume away -- the
    present     circumstances   insofar     as     they      reveal     government
    overreaching."     Gendron, 
    18 F.3d at 962
     (emphasis omitted).              If
    there was no improper inducement, we already have our answer as to
    how the defendant would respond to "an ordinary opportunity to
    commit the crime" and any further analysis of predisposition is
    - 28 -
    unnecessary.    
    Id.
     (emphasis omitted).           But if there was improper
    inducement, the nature of that inducement and the defendant's
    responses to it are relevant to the predisposition analysis to the
    extent that they allow inferences about the defendant's state of
    mind prior to the government's intervention.            Rodriguez, 
    858 F.2d at 816
     (considering evidence of the defendant's responses to
    improper inducement because "later events often may shed light on
    earlier motivations").
    1.   Improper Inducement
    Agent Seig created a Grindr profile appearing to belong
    to an adult named "Dave W."               The profile described Dave as
    "[m]uscular, [w]hite, [s]ingle."            Pérez sent a message to that
    profile, presumably believing he was speaking with that adult man.
    Dave quickly turned the conversation towards sexual activity with
    a minor by offering to arrange a sexual encounter with his eleven-
    year-old "boyfriend."       Dave said that both he and the minor would
    be part of the encounter, stating it would be "him you and I" and
    describing the encounter as a "threesome."            This type of "bundling
    of licit and illicit sex into a package deal" can constitute a
    "plus factor" for purposes of establishing improper inducement.
    Hinkel,   837   F.3d   at   118;   see    also    Gendron,   
    18 F.3d at 961
    (describing "the government's taking advantage of an alternative,
    non-criminal type of motive" as a "typical[]" example of an
    inducement plus factor).
    - 29 -
    Agent Seig, writing as Dave, represented from the start
    that the eleven-year-old minor was his "boyfriend" -- a term which
    suggests    the legally impossible notion that         the minor was a
    consenting participant in a sexual and romantic relationship with
    Dave.   Agent Seig repeatedly stated that this imagined encounter
    would be a positive experience for the minor.             Such repeated
    suggestions "downplay[ing] the harm" caused by child sexual abuse,
    or otherwise justifying it, can constitute a "plus factor" which
    a jury may rely on to find improper inducement.          See Hinkel, 837
    F.3d at 118 (stating that the defendant presented evidence of
    "clever and sophisticated inducement" where the law enforcement
    agent "on numerous occasions, downplayed the harm that could be
    expected to flow from the commission of the crime by describing
    how 'amazing' the encounter would be, how 'excited' 'Samantha'
    was, and how 'Lisa' 'appreciate[d]' how 'honest and caring' Hinkel
    had been in his messages"); Gamache, 
    156 F.3d at 11
     (stating that
    the   law   enforcement   agent's   repeated   "justifications   for   the
    illicit activity (intergenerational sex) by describing 'herself'
    as glad that Gamache was 'liberal' like her, expressing that she,
    as the mother of the children, strongly approved of the illegal
    activity, and explaining that she had engaged in this conduct as
    a child and found it beneficial" constituted evidence of improper
    inducement); see also Jacobson, 
    503 U.S. at 540
     (describing the
    government's     improper     inducement       as   including    repeated
    - 30 -
    "suggesti[ons] that petitioner ought to be allowed to do what he
    had been solicited to do," i.e., purchase child pornography).
    Hence, the record contained evidence that would allow a
    jury to find      two significant "plus" factors in Agent Seig's
    communications with Pérez: first, Seig's linking the opportunity
    for adult sexual activity, a lawful objective of Grindr users,
    with the unlawful sexual activity involving a minor -- establishing
    a kind of prerequisite for the adult activity; second, Seig's
    repeated suggestions that the illegal conduct was not harmful, but
    actually beneficial, to the minor.        Thus, a reasonable jury could
    have found improper inducement -- a necessary precondition for a
    defendant    to     meet   his   burden   of   production   on   lack   of
    predisposition.
    2.    Lack of Predisposition
    Pérez met his burden of production on the lack of
    predisposition prong if the record would permit a reasonable
    inference by the jurors that, before his interaction with Agent
    Seig, Pérez was not predisposed to commit the crime of enticing a
    minor to commit unlawful sexual activity.        See Gendron, 
    18 F.3d at 962
    .   The five factors identified in Gamache guide our analysis.
    See 
    156 F.3d at 9-10
    .
    As to the first factor, the character or reputation of
    the    defendant,    the   evidence    might   include   prior   criminal
    convictions for similar offenses or a history of sexual interest
    - 31 -
    in minors.      Tellingly, the record contains no such evidence.                   See
    
    id. at 12
     ("[T]here was no evidence presented that Gamache had
    engaged in similar activities independent of this sting operation.
    The jury could have relied on this evidence to find a lack of
    predisposition . . . ."); see also Hinkel, 837 F.3d at 118 (stating
    that the defendant produced sufficient evidence to "clearly" meet
    his prima facie burden of a lack of predisposition because, inter
    alia, "the government had not uncovered any evidence suggesting
    that he had other underage victims").               The absence of any kind of
    negative    character       evidence    relating     to    sexual    activity     with
    minors     is   one   point     in     favor   of    allowing       the   entrapment
    instruction.
    There    are    two     statements     from   Pérez     early   in   the
    conversation with Dave that "I started at 8."                   As noted earlier,
    the exchange begins as follows:
    Pérez: Hello what are you doing?
    Dave: Hey what's up
    Pérez: Let's see you
    Dave: Cool, do you like really young guys?
    Pérez: Yes
    Age?
    I started at 8
    Dave: Me? 35, but my boyfriend is young
    Pérez: Hahhaha Okk
    How old is he?
    - 32 -
    What does your boyfriend like?
    Dave: He likes everything :)
    He is very young, what age do you like?
    Pérez: The younger the better
    I don't discriminate
    I started at 8 hehehhe
    So you tell me
    What does he like to do?
    We are close, we can come up with some fun
    From there up I do it all
    Dave: Do you understand English? I speak only a little
    Spanish
    My boyfriend is 11 years old. Do you want to play
    with him?
    Pérez: Mmmm yessss
    Where is he?
    I speak little only a little English?
    Share pics??
    You tell me when and where???
    Do you prefer to call?
    Yes, I want to play
    The dissent states that, "in context," the exchange
    plainly reflects a "stark pre-dispositional admission by Pérez."
    In fact, however, the dissent ignores the context of Pérez's
    statements that "I started at 8."   Both statements are made before
    the notion of sex with a minor entered the conversation ("My
    boyfriend is 11 years old.   Do you want to play with him?").    Until
    Dave   talks   about   his    eleven-year-old     "boyfriend,"    the
    conversation, which took place on a dating app for adults, can be
    read as discussing sex with young adults.       When Dave refers to
    himself as thirty-five, he could be saying that he is thirty-five
    - 33 -
    years old, or that he started having his sexual experiences at age
    thirty-five.     Clearly, he (i.e., Agent Seig, posing as Dave) is
    not saying that his partners in his sexual experiences are thirty-
    five.     It thus remains unclear, when Pérez reiterates that he
    "started at 8," whether he is referring to the beginning of his
    own sexual experiences or the age of boys with whom he has had
    sex.
    The dissent similarly ignores the context when Pérez
    says, "the younger the better."          Here, too, he makes the statement
    before Dave made any reference to his "boyfriend" being underage.
    Thus, it is hardly clear that Pérez is admitting to having an
    interest in children rather than meaning that he is interested in
    younger    adults.      The    latter      interpretation    is    plausible,
    particularly in light of Dave's reference to "really young guys,"
    (the word "guys" tending to imply adults), and the fact that Pérez
    made the comments on an adults-only dating app.              As for Pérez's
    apparent eagerness when he discovers that Dave's "boyfriend" is
    only eleven, we have said in our case law that " eagerness alone
    . . . is not sufficient to remove the predisposition question from
    the jury's purview."     Gamache, 
    156 F.3d at 12
    .
    Hence, the text is ambiguous enough that a jury, not a
    judge, needed to determine its meaning.               See 
    id. at 9
     ("[T]he
    court's function is to examine the evidence on the record and to
    draw    those   inferences    as   can   reasonably   be   drawn   therefrom,
    - 34 -
    determining whether the proof, taken in the light most favorable
    to the defense can plausibly support the theory of the defense.").
    Thus,       for   the   purpose   of     evaluating   the   evidence   on   the
    predisposition prong, the "I started at 8" statements do not
    provide evidence of a history of sexual interest in minors.
    On the second factor, the initial suggestion of criminal
    activity, it is indisputable that the government first suggested
    the sexual abuse of a minor.              In fact, as we have noted, Pérez
    encountered law enforcement on a forum intended to be used only by
    adults.9      The jury could reasonably draw the inference from Pérez's
    use of Grindr that, before his conversation with "Dave," he was
    interested in sex with other adult men, not children.             Indeed, the
    expert psychologist who testified at sentencing drew this same
    inference, stating: "A pedophile will not be using, my personal
    clinical opinion, I don't think they will use Grindr because he
    will be easily identified."            Although Agent Seig testified that he
    designed his profile to contain "veiled" references which would be
    understood as suggesting sexual abuse of a minor "by someone who
    was versed in communicating in the realm of pedophiles," we must
    interpret the evidence in the manner most charitable to Pérez.
    Agent Seig testified that profiles explicitly seeking sexual
    9
    encounters with minors "would be removed from the social network,
    because many people would report that and then the owners of the
    network would remove it."
    - 35 -
    Here, there is no basis for concluding on this record that Pérez
    understood these veiled references.
    The third factor -- whether the defendant engaged in the
    criminal activity for profit -- is not relevant here, but we note
    that monetary profit was not at issue.
    As for the fourth factor, "whether the defendant showed
    reluctance to commit the offense," the transcripts show that Pérez
    insisted on meeting Dave without the minor's presence.      Taken in
    the light most favorable to Pérez, as it must be at this stage,
    this insistence can be read as a sign of some reluctance to commit
    the crime.     Pérez made clear that any subsequent meeting with the
    minor would depend on how the meeting with Dave went, and it is a
    reasonable inference from the messages that Pérez had not made up
    his mind about actually meeting the child.        A jury could also
    conclude from Pérez's insistence on meeting with Dave alone, his
    repeated statements that he wanted to get to know Dave first, and
    his clear interest in Dave, that Pérez was hesitant about moving
    beyond the realm of fantasy with a minor and was motivated by a
    desire to "be horny" with an adult in whom he was sexually
    interested.      Although a jury could also conclude that Pérez
    intended to proceed directly to a meeting with the minor after
    seeing Dave and ensuring he was not a law enforcement officer,
    that plausible inference is not sufficient to take the entrapment
    defense from the jury.      See Gamache, 
    156 F.3d at 10
     (explaining
    - 36 -
    that whether the government disputes the defendant's version of
    the facts is "irrelevant to the question of whether it raises an
    issue of entrapment to be put before the jury"); Rodriguez, 
    858 F.2d at 815
        (explaining   that    it    is   sufficient      that   "[the
    defendant's] version, whether or not it strikes us as particularly
    credible,    is    neither   thoroughly       implausible    nor    constructed
    entirely of gauzy generalities").
    The fifth factor, "the nature of the inducement or
    persuasion offered by the Government," brings us back to the
    improper inducement analysis.           From the very beginning of the
    conversation, Pérez expressed his interest in "Dave," an adult
    man.   Before either party said anything about a minor, Pérez said
    to Dave, "Let's see you," likely meaning that he wanted to see a
    picture of "Dave."        Later in the conversation, Pérez asked Dave
    for pictures again and for a physical description of his body.                 A
    juror could reasonably infer that Pérez was primarily motivated by
    sexual interest in "Dave," not the minor.             Pérez also asked Dave
    questions about how he "got" his "boyfriend."               Drawing inferences
    in favor of Pérez, these questions suggest that he asked them
    because he had not ever thought about or tried to entice a minor
    into sex before, and would not do so without the encouragement of
    the government agent and repeated statements "downplaying the
    harm,"   Hinkel,    837   F.3d   at   118,    or,   even    more   offensively,
    normalizing the sexual behavior with the minor.
    - 37 -
    To be sure, there are different inferences one could
    draw from the communications between Pérez and Dave.        But, in
    determining whether the defendant has met his burden of production,
    we are required to draw all inferences in favor of the defendant.
    The evidence relevant to the factors listed in Gamache provides at
    least some evidence of lack of predisposition.    Thus, the record
    met Pérez's modest burden of production, and the district court
    erred by denying the entrapment instruction.
    B.   Clear or Obvious Error
    1.   Relevant First Circuit Precedent
    Prior to Pérez's trial in May 2017, our court had decided
    two significant cases addressing the circumstances in which a
    defendant is entitled to jury instructions on the entrapment
    defense in the context of child sexual abuse sting operations:
    Hinkel, 837 F.3d at 111, and Gamache, 
    156 F.3d at 1
    .   Because these
    cases reveal the clarity of the district court's error, we describe
    their facts in some detail.
    a.   Hinkel
    Hinkel was convicted of attempted enticement of a minor
    in violation of § 2422(b) -- the precise offense at issue here --
    after email correspondence with a law enforcement agent posing as
    "Lisa," the thirty-eight-year-old mother of a fictitious fifteen-
    year-old girl, "Samantha."    Hinkel, 837 F.3d at 116.       Hinkel
    contacted "Lisa" based on a personal ad posted to an "online
    - 38 -
    message      board    .    .   .    frequented        by     those   seeking     adult    sex
    partners."      Id. at 115.             The ad stated, "mom with daughter looking
    for taboo relationship."                  Id. at 116.        Hinkel responded with an
    email containing "graphic descriptions of sexual acts that he
    imagined engaging in with 'Lisa' and her daughter."                               Id.     The
    government agent posing as "Lisa" promptly told Hinkel that her
    daughter was "15 but experienced," to which Hinkel responded,
    "Sounds very naughty!              I am concerned about her age since legally
    she should be 16 or older."                 Id.      The agent answered "she[']s not
    [16 or older] so i guess this conversation is over."                            Id.    Hinkel
    immediately replied, "Nope..... It is not over! I want to talk
    more!   I'm    very       intrigued        by   it    all.    Such   taboo   and      naughty
    play!!!!"      Id.
    For the next month, Hinkel continued to correspond with
    Lisa    in    "lurid      detail"         about    his     desire    to   have    sex    with
    "Samantha,"      though            he     occasionally        expressed      "conflicting
    feelings." Id. at 116-17. Lisa reassured Hinkel, writing "i think
    you will love her...and i appreciate the way you describe our
    situation."      Id. at 117.              Hinkel also exchanged sexually graphic
    emails with Samantha directly.                    Id.      Hinkel and Lisa made plans
    for Hinkel to visit and have sex with Samantha.                           Id.    Lisa told
    him that the planned encounter would be "such an amazing experience
    for us to have together." Id. When Hinkel arrived at the appointed
    time and place, he was arrested and subsequently charged and
    - 39 -
    convicted of a § 2422(b) offense. Id. At his trial, the government
    introduced evidence of "five cartoons, which consist of detailed
    anime drawings of adults and minors engaged in sex acts" that law
    enforcement had found on Hinkel's computer.    Id. at 122.
    Hinkel's primary defense at his trial was entrapment,
    and -- unlike here -- the district court instructed the jury on
    the elements of that defense.   Id.    On appeal, Hinkel claimed the
    government's evidence was insufficient to overcome the entrapment
    defense. Id. We rejected that challenge because it was reasonable
    for the jury to find that entrapment had not occurred.       Id. at
    120.   Of importance here, however, is our explicit consideration
    of whether Hinkel had satisfied his burden of production even
    though the district court had instructed the jury on entrapment.
    Id. at 118.    Hence, although the posture of Hinkel was different,
    its discussion of the facts that clearly met the threshold for an
    entrapment instruction is directly applicable here.
    b.   Gamache
    Following a postal service correspondence with a law
    enforcement agent posing as a mother of three young children,
    Gamache was convicted of travel with intent to engage in illicit
    sexual conduct with a minor in violation of 
    18 U.S.C. § 2423
    (b),
    and an attempt to use a minor to produce sexually explicit images
    in violation of 
    18 U.S.C. § 2251
    (a).    Gamache, 
    156 F.3d at 2
    .   The
    agent had published a personal ad in an adult magazine which read,
    - 40 -
    in part, "female, 31; Single mom, two girls, one boy, seeks male
    as partner and mentor, seeks fun, enjoys travel and photography."
    
    Id. at 3
    .     Gamache responded with interest in the adult female
    author of the advertisement.    
    Id.
    The   agent,   posing     as     "Frances,"     steered   the
    correspondence toward sex with her three minor children, ages
    twelve, ten, and eight.    
    Id. at 4
    .       Frances wrote that she wanted
    to "introduc[e] an adult male to further [her] children's sexual
    education and experiences."    
    Id.
         Gamache responded that he was
    "not shocked" and that he would be "honored" to be chosen as the
    adult man to have sex with Frances's children.        
    Id.
        Over several
    months of continuing correspondence, Frances described sexual
    activities she wanted Gamache to engage in with her children, and
    Gamache replied in kind, sharing his own ideas and desires.           
    Id. at 4-7
    .   He also sent a letter to the children describing sexual
    activities he planned to engage in with them. 
    Id. at 7
    . Throughout
    the correspondence, Frances referenced a "kind" uncle who "taught
    [her] about sex when [she] was very young, and wanting the same
    type of experience for [her] children."         
    Id. at 4-5
     (alterations
    in original).     She told Gamache the children were "very excited
    about meeting" him, and they arranged for Gamache to meet "Frances"
    and her children at a motel.   
    Id. at 5-7
    .       When Gamache arrived at
    the motel, he was arrested.    
    Id. at 7
    .
    - 41 -
    Gamache   requested   an     entrapment     instruction   at   his
    trial, and the court rejected his request. 
    Id. at 3
    . His objection
    was properly preserved and subject to plenary review.            
    Id. at 9
    .
    We held that Gamache had met his burden of production on both
    prongs of the entrapment defense and that the court erred in
    failing to give the instruction.          
    Id. at 12
    .      We vacated the
    conviction and remanded for a new trial.
    c. Common Principles in Hinkel and Gamache
    Our review of Hinkel and Gamache reveals that, at the
    time the district court rejected Pérez's request for an entrapment
    instruction,   we   had   previously    held   that    certain   facts    in
    combination -- present in both of those cases -- entitled a
    defendant to an entrapment instruction.
    In both cases, the government originated the criminal
    design and invited the defendants to participate by placing an
    ambiguous advertisement in an adults-only forum; then, when the
    defendants responded to the advertisements, the government offered
    to arrange a sexual encounter involving a minor.         Hinkel, 837 F.3d
    at 116; Gamache, 
    156 F.3d at 10
    .       In both cases, we noted that the
    government agents used the tactic of "bundling . . . licit and
    illicit sex into a package deal," meaning that they offered a
    sexual encounter that would include both legal sex with an adult
    and illegal sex with a minor.     Hinkel, 837 F.3d at 118; see also
    Gamache, 
    156 F.3d at 10
    .    A key component of the government agent's
    - 42 -
    strategy in both cases was "downplay[ing] the harm" that would
    flow from the crime through repeated statements portraying sex
    with a minor as normal or even beneficial.             Hinkel, 837 F.3d at
    116; see Gamache, 
    156 F.3d at 10-11
    .        In both cases, the defendants
    manifested some hesitancy to commit the offense, though most of
    their   communications     expressed       eagerness    to   do   so,      and,
    ultimately, both defendants showed up for a meeting with the minor.
    Finally, in both cases, there was no evidence of the defendants'
    prior sexual activity with minors.             Hinkel, 837 F.3d at 116;
    Gamache, 
    156 F.3d at 10
    .
    Not surprisingly, given these similarities, we cited
    Gamache as apt precedent in stating that the defendant met his
    burden of production in Hinkel.         The cases, of course, are not
    identical.       Gamache   involved    a    more   prolonged      period     of
    correspondence and, arguably, more severe government manipulation.
    Despite those differences, however, when all inferences are drawn
    in favor of the defendant, the record in each case told, in
    essence, the same story: a defendant without any known prior sexual
    contact with minors moved from his initial, lawful inquiry about
    adult sex to what a jury could find was an attempt to commit an
    offense involving sexual exploitation of a minor, prompted by
    encouragement from the government that a reasonable juror could
    deem improper inducement.
    - 43 -
    2.   Comparing Pérez's Case with Hinkel and Gamache
    a. Initiation by the Government Agent
    Like the law enforcement agents in Hinkel and Gamache,
    Agent Seig purported to be an adult using a forum for adults
    seeking adult sexual partners, and alluded to the possibility of
    a relationship with a younger person without specifying the nature
    of the relationship or the age of the young person.      See Hinkel,
    837 F.3d at 116; Gamache, 
    156 F.3d at 10
    .     Pérez took the bait and
    contacted the agent.     Like Hinkel and Gamache, his initial message
    did not include any reference to sex with a minor.         He wrote,
    "Hello what are you doing?" and then "Let's see you."      It was the
    government agent who turned the conversation to sex with minors,
    asking if Pérez "liked really young guys," and then, when he
    responded affirmatively, making the offer of sex with a minor: "My
    boyfriend is 11 years old.      Do you want to play with him?"     When
    Pérez again responded affirmatively, Agent Seig made that offer
    more explicit, asking what sex act Pérez wanted to engage in with
    the minor.    While Pérez expressed enthusiastic interest, "[i]t was
    the Government that first mentioned the 'child[]' as [a] sex
    object[]; it was the Government that first used sexually explicit
    language involving the 'child[]'; [and] it was the Government that
    escalated the subject of sex with [the] child[]."       Gamache, 
    156 F.3d at 10
    .
    - 44 -
    b. Government's Bundling of Licit and Illicit Sex
    Agent Seig's sting operation relied on precisely the
    same tactic we described in Hinkel and Gamache: the "bundling of
    licit and illicit sex into a package deal." Hinkel, 837 F.3d at
    118; see also Gamache 
    156 F.3d at 10
    .      Pérez reached out to Dave
    -- described as a "[m]uscular, [w]hite, [s]ingle" adult man -- on
    an adult dating application.     He clearly remained interested in
    the adult throughout the conversation, including asking for photos
    just of Dave when Dave would not send photos of the minor.        These
    circumstances permit a plausible inference that Pérez was not
    predisposed to sexually abuse a child, but, rather, was motivated
    by interest in sex with Dave.   See Gamache, 
    156 F.3d at 10
     (noting
    a plausible argument that "all of [Gamache's] correspondence about
    sex with minors was a ruse to have sex with 'Frances,' who was his
    target from the time that he answered the ad").
    c.   Government   Agent's   Statements   Normalizing   Sexual
    Abuse
    Dave's comments repeatedly portraying sex with a minor
    as normal or even beneficial resemble those made by the agents in
    Hinkel and Gamache.   See Hinkel, 837 F.3d at 118 (stating that the
    agent "downplayed the harm that could be expected to flow from the
    commission of the crime by describing how 'amazing' the encounter
    would be"); Gamache, 
    156 F.3d at 11
     ("[T]he government agent
    provided justifications for the illicit activity         [by]    . . .
    - 45 -
    expressing that she, as the mother of the children, strongly
    approved of the illegal activity, and explaining that she had
    engaged in this conduct as a child and found it beneficial to
    her."). The government's perverse statements that the minors would
    enjoy and benefit from sexual exploitation were important because
    such suggestions have the potential to influence the mind of a
    person who is not predisposed to abuse children and convince him
    that sex with a minor is acceptable. See Gamache, 
    156 F.3d at 11
    ("These solicitations suggested that Gamache ought to be allowed
    to engage in the illicit activity . . . .").
    d. Defendant's Reluctance to Commit the Offense
    As in Hinkel and Gamache, some of Pérez's actions could
    be interpreted as reluctance to commit the offense.   He repeatedly
    insisted on meeting with Dave alone, without the minor's presence.
    That demand could be interpreted as an indication that he was
    reluctant to go through with meeting the minor, despite his many
    statements of enthusiasm about doing so.
    To be sure, Pérez's plausible expression of reluctance
    differed from the more explicit statements in Hinkel and Gamache.
    Still, there was no outright rejection of the criminal conduct in
    either of those cases.   Hinkel briefly indicated hesitation when
    "Lisa" told him that her daughter was fifteen, but clearly overcame
    his reluctance just moments later, stating in response to an
    obvious exit opportunity, "Nope..... It is not over! I want to
    - 46 -
    talk more! I'm very intrigued by it all.      Such taboo and naughty
    play!!!!"10    See Hinkel, 837 F.3d at 116.   Hinkel subsequently did
    arrange and show up at a meeting with the fictitious fifteen-year-
    old. Id. at 117.     Gamache initially resisted Frances's suggestion
    that he bring a video camera, but he stated his hesitance was based
    on technological ignorance, not any moral opposition to creating
    child pornography.     See Gamache, 
    156 F.3d at 12
    .      In the end,
    Gamache did show up for a meeting with the children and brought a
    video camera with him.
    e. Defendant's Eagerness to Commit the Offense
    Aside from his insistence on meeting Dave separately
    prior to meeting the minor, Pérez's responses to Dave's suggestions
    of sexual activity with an eleven-year-old boy were decidedly not
    reluctant.    His immediate response to Dave's offer of sex with his
    "boyfriend" was "yes," and he made explicit statements about the
    sex acts he wanted to engage in with the boy.11    Gamache and Hinkel
    10In an apparent attempt to suggest that Hinkel was reluctant
    to engage in sex with a minor in a way that Pérez was not, the
    dissent ignores this quick abandonment of any hesitation in its
    characterization of Hinkel's response to the prospect of sex with
    a minor.
    11The dissent focuses on this immediate affirmative response,
    suggesting that Pérez's enthusiasm made the necessity of an
    entrapment instruction in this case unclear, and, thus, its
    omission was not plain error. But our precedent has been clear on
    this point: "[E]agerness alone . . . is not sufficient to remove
    the predisposition question from the jury's purview."     Gamache,
    
    156 F.3d at 12
    . Similarly, the dissent emphasizes that Pérez went
    - 47 -
    expressed similar reactions to law enforcement agents' criminal
    suggestions.        See    Hinkel,      837    F.3d     at   118    (describing          the
    defendant's    response        as    "eager[]");      Gamache,      
    156 F.3d at 11
    (describing the defendant's response as "enthusiastic").                              Both
    Hinkel and Gamache gave graphic descriptions of the sex acts they
    wanted to engage in with minors.                 See Hinkel, 837 F.3d at 116
    (stating that "Hinkel corresponded frequently and in lurid detail
    with 'Lisa' and her fictitious daughter 'Samantha'" and that he
    "describ[ed] his own sexual desires in detail"); Gamache, 
    156 F.3d at 6
       (describing       a    letter    from        Gamache      to     Frances     that
    "explain[ed], at length and in detail, how he will carry about the
    sexual 'education' of 'Frances'' 'children'").
    Our holdings in Hinkel and Gamache make clear that a
    defendant     can   meet       his    burden     of     production        on   lack      of
    predisposition even if he responded eagerly or enthusiastically to
    the proposed criminal conduct.                As we have noted, in Gamache we
    explained, "[W]hile 'ready commission of the criminal act can
    to meet with Dave just five days after the first message. This
    time frame may be another display of eagerness, certainly worthy
    of the jury's consideration, but it did not warrant withholding
    the entrapment instruction from the jury when other evidence in
    the record supported a finding of a lack of predisposition. The
    dissent also overlooks the fact that Pérez was arrested, not at a
    planned meeting with the minor, but rather, at a meeting with Dave.
    Read in the light most favorable to Pérez, he was prepared to meet
    with the adult intermediary alone, but had not clearly agreed to
    meet with the minor. By contrast, Hinkel and Gamache were arrested
    at planned meetings with minors.     See Hinkel, 837 F.3d at 116;
    Gamache, 
    156 F.3d at 7
    .
    - 48 -
    itself adequately evince an individual's predisposition' and thus
    provide sufficient evidence to support a jury's finding that the
    defendant was predisposed to commit the offense, eagerness alone,
    when coupled with the 'extra elements' present in this sting
    operation, is not sufficient to remove the predisposition question
    from the jury's purview."          
    156 F.3d at 12
     (citation omitted)
    (quoting   Gifford,    
    17 F.3d at 469
    );   see   also    id.    at   11-12
    ("[W]illingness to commit the crime, although clearly relevant to
    the jury's inquiry, is not sufficient by itself to mandate a
    finding that he was predisposed."); Rodriguez, 
    858 F.2d at 816
    ("Although a jury might well find that Rodriguez's wiliness, and
    the level of experience and enthusiasm which he subsequently
    exhibited,     were   inconsistent       with    the   claim     of    initial
    unreadiness, such a finding would not be inevitable.").
    f. Prior Sexual Interest in Children
    As Pérez notes, the trial record contained "absolutely
    no evidence that, aside from this virtual conversation, Mr. Pérez
    had engaged, tried to engage, or would have considered engaging in
    sex with a minor."12    In Gamache, we emphasized the importance of
    the absence of evidence of prior similar conduct in meeting the
    defendant's burden of production on lack of predisposition. See
    12 As noted    above in Section IV.A.2., the meaning of Pérez's
    statements that    "I started at 8" is ambiguous. If all inferences
    are drawn in his   favor, those statements do not constitute evidence
    of prior sexual    interest in children.
    - 49 -
    Gamache, 
    156 F.3d at 12
     ("[T]here was no evidence presented that
    Gamache had engaged in similar activities independent of this sting
    operation.    The jury could have relied on this evidence to find a
    lack of predisposition . . . .").
    Of course, to address the burden of production on the
    predisposition issue, a defendant could introduce some evidence of
    positive relationships with children, though Gamache makes clear
    that the defendant need not introduce such evidence to meet that
    burden.   See 
    id.
         Indeed, Hinkel offered evidence that he "had
    raised two adult children and had not been accused of having an
    inappropriate relationship with either of them."       Hinkel, 837 F.3d
    at 118.      However, in Hinkel, there was contrary evidence that
    Hinkel had sexual interest in children before the contact with the
    government, in the form of cartoon images of adult sexual conduct
    with children recovered from his computer.        Id. at 122.      Hinkel
    challenged the admission of that evidence on appeal.              Id.   In
    rejecting that claim, we recognized that the images were "probative
    of   Hinkel's    predisposition"   and   may   tend   to   show   "sexual
    inclination towards children."       Id. (quoting United States v.
    Chambers, 
    642 F.3d 588
    , 595–96 (7th Cir. 2011)).       Still, even with
    the record containing evidence of Hinkel's sexual inclination
    towards children, we agreed with the district court that Hinkel
    had provided enough evidence of lack of predisposition to mount a
    - 50 -
    "credible entrapment case." Id. at 118.                 Again, there was no such
    evidence of Pérez's prior sexual interest in children.
    3.      Conclusion
    As we have described, this case is strikingly similar to
    Hinkel and Gamache.          Agent Seig used the same tactics we saw in
    those cases -- placing an ambiguous lure on an adults-only forum,
    inviting the defendant who responded to the lure to engage in a
    "bundled"    sexual     encounter    with     an    adult     and    a    child,    and
    repeatedly insisting that this sexual abuse was beneficial to the
    child.      Pérez    responded     similarly       to   Hinkel      and   Gamache   --
    enthusiastic     interest        coupled     with       a   weak     expression     of
    reluctance.      And as in Gamache, the record at Pérez's trial
    contained no evidence of any sexual interest in children prior to
    the government's intervention.
    In Hinkel, we stated that the facts "clearly" met the
    defendant's "'modest' burden of making a prima facie showing that
    there is some evidence both elements [of the entrapment defense]
    are satisfied."        Hinkel, 837 F.3d at 117; see also id. at 118
    (stating that the evidence at Hinkel's trial supported "a credible
    entrapment case").       In Gamache, we concluded that "appellant met
    the dual burdens required for an instruction on entrapment, because
    the   evidence      raises   a   reasonable     doubt       that    the   Government
    improperly induced a citizen to commit crimes that he was not
    predisposed to commit, yet crimes for which he was charged and
    - 51 -
    convicted."   Gamache, 
    156 F.3d at 12
    .    The district court ignored
    our precedents when it decided a trial record containing strikingly
    similar core facts did not warrant an entrapment instruction
    because the defendant did not meet his burden of production on the
    predisposition prong of the defense.
    Tellingly, the government's brief on appeal does not
    even mention Hinkel or Gamache, much less attempt to distinguish
    those cases from the circumstances present here.    The government's
    primary argument is that Pérez cannot meet his burden on lack of
    predisposition because he "jumped at the opportunity to 'play'
    with the 11-year-old boyfriend."         That position is obviously
    foreclosed by our case law, and, if it influenced the district
    court's decision to deny the entrapment instruction, it should not
    have.
    The dissent claims that comparing this case to Hinkel
    and Gamache is like "saying apples and oranges are 'clearly and
    obviously' the same because they both grow on trees in orchards."
    To be sure, there are distinctions among the three cases, but all
    three involve a mix of evidence -- some favorable to the entrapment
    defense, some tending to disprove entrapment.     Each case involved
    statements reflecting eagerness and others reflecting reluctance.
    Although those statements appeared in conversations which played
    out across different time frames featuring different modes of
    communication, and the specific facts of the cases do not perfectly
    - 52 -
    align, there is the significant overlap in the categories of facts
    that we have described.   The district court's failure to see that
    overlap between this case on the one hand, and Hinkel and Gamache
    on the other -- cases in which we stated the predisposition issue
    needed to go to the jury -- was a clear error.    Although there are
    many varieties of apples, they are apples all the same.
    C.   Substantial Rights
    Next, we ask whether the clear or obvious error affected
    the defendant's substantial rights.       By refusing to give an
    entrapment instruction, the court denied Pérez an opportunity to
    have the jury consider his primary defense.     See United States v.
    Benavidez, 
    558 F.2d 308
    , 309 (5th Cir. 1977).    As we have discussed
    at length, Pérez's entrapment defense, reviewed in the light most
    favorable to him, as required by law, was plausible.     There was a
    reasonable probability that a rational jury could credit the
    defense, even in the face of the government's attempt to disprove
    the entrapment defense beyond a reasonable doubt.         See United
    States v. Benjamin, 
    252 F.3d 1
    , 9 (1st Cir. 2001) (stating that to
    determine whether an error affected the defendant's substantial
    rights, the court "must determine 'whether the record contains
    evidence that could rationally lead to a contrary finding with
    respect to the omitted [jury instruction]'" (quoting Neder v.
    United States, 
    527 U.S. 1
    , 19 (1999))).   Thus, Pérez's substantial
    rights were affected.
    - 53 -
    D.   Fundamental Fairness
    Finally,   we    ask   whether     this   error   is   one   that
    "impugn[ed] the fairness, integrity, or public reputation of the
    criminal proceeding as a whole."         United States v. Padilla, 
    415 F.3d 211
    , 221 (1st Cir. 2005). Our analysis under this final prong
    of plain error review is "flexible . . . and depends significantly
    on the nature of the error, its context, and the facts of the
    case."     United States v. Gandia-Maysonet, 
    227 F.3d 1
    , 6 (1st Cir.
    2000).
    Entrapment is a judicially created defense reflecting a
    recognition that "[m]anifestly, [the law enforcement] function
    does not include the manufacturing of crime."            Sherman, 
    356 U.S. at
    369 (citing Sorrells v. United States, 
    287 U.S. 435
    , 443
    (1932)).      Given the importance of the defense,            erroneous or
    confusing jury instructions regarding entrapment compromise the
    fairness of a trial.        E.g., United States v. Kopstein, 
    759 F.3d 168
    , 182 (2d Cir. 2014) (holding that misleading jury instructions
    regarding    entrapment,    the    defendant's   "only   viable    defense,"
    created so much confusion as to "call into question the fairness
    and integrity of [the defendant's] conviction" (quoting United
    States v. Rossomando, 
    144 F.3d 197
    , 201 (2d Cir. 1998))); United
    States v. Burt, 
    143 F.3d 1215
    , 1219 (9th Cir. 1998); United States
    v. Duran, 
    133 F.3d 1324
    , 1335 (10th Cir. 1998); Here, we did not
    have an instruction that was problematic because it was confusing.
    - 54 -
    Rather, we had a complete failure to instruct the jury on the
    defendant's primary defense.       See Benavidez, 
    558 F.2d at 310
    .
    Because   of   the   court's   refusal   to   give    Pérez's   requested
    instruction, "the jury was not in a position to fairly evaluate
    the defendant's case," see 
    id.,
     as it did not know that the
    government was required to prove beyond a reasonable doubt that
    either no improper inducement took place, or that Pérez was
    predisposed to commit the offense.       It is fundamentally unfair to
    allow a jury to convict without instructing it on the law relevant
    to a plausible entrapment theory that was "fairly raised" at trial.
    
    Id.
    This is not the common plain error case where the failure
    of a defendant to properly preserve an objection for de novo review
    means that the trial court never had an opportunity to rule on the
    matter at issue.     Pérez requested an entrapment instruction before
    trial and renewed his request at a charging conference shortly
    before the jury instructions were delivered.         Although these steps
    did not preserve Pérez's challenge under our circuit's law --
    because he did not renew his objection after the court charged the
    jury -- the fact remains that the court was fully advised that
    Pérez sought the instruction, and objected to its denial, because
    he intended to rely, and did in fact rely, on entrapment as a
    - 55 -
    defense.13 Yet, the court denied the request in a single conclusory
    sentence, providing no explanation for its determination that
    Pérez had not met his burden of production on the predisposition
    prong of the defense.14
    Pérez is now serving a sentence of 151 months' (twelve
    and a half years') imprisonment based on the outcome of a trial at
    which the court summarily and improperly excluded his primary
    defense.     Under these circumstances, the trial court's clear or
    obvious error in refusing to present Pérez's entrapment defense to
    the   jury   affected   his   substantial   rights   and   undermined   the
    fundamental fairness of his trial.       To correct that error, we must
    remand for a new trial.
    V.
    Given that we are remanding for a new trial, we choose
    to comment on one aspect of any new trial: the voir dire process.
    As noted above, Pérez also failed to object on the record
    13
    when the judge invited objections immediately before instructing
    the jury.   Despite this omission, the trial record makes clear
    that the district court was aware of Pérez's objection.
    To the extent that it might be relevant to the fourth prong
    14
    analysis, we note that the retrial in this case will not require
    a victim to endure a second trial. Obviously, there was no actual
    victim of child sexual abuse in this attempt case.      Cf. United
    States v. Colon-Nales, 
    464 F.3d 21
    , 29 (1st Cir. 2006) ("Given the
    unchallenged nature of the evidence in this case . . . the greater
    threat to the 'fairness, integrity and public reputation of
    judicial proceedings' would be to send this back for trial . . .
    thereby requiring the carjacking and rape victim to testify
    twice.")
    - 56 -
    See, e.g., United States v. Gonzalez-Maldonado, 
    115 F.3d 9
    , 13
    (1st Cir. 1997) ("In order to give as much guidance as possible to
    the district court, we also discuss some of the other claims that
    are likely to resurface if there is a new trial.").     Pérez insists
    that there was error in the district court's handling of the voir
    dire.   We do not go that far.     But the briefing has convinced us
    that the court would be well-advised to explore the issue of anti-
    gay bias more thoroughly than it did in the voir dire process
    reflected in the record.
    The court devoted only one question to the topic of anti-
    gay bias, asking the panel: "Do you feel that you would not be
    able to render a fair and impartial verdict based on the evidence
    and my instructions if the defendant were homosexual or gay?"       On
    remand, the court should carefully consider Pérez's argument that
    this single self-assessment question "was inadequate to permit
    discovery of stereotypical and pejorative notions rooted in an
    extremely relevant bias."        As Pérez notes, this case raises
    particular concerns about anti-gay bias not only because the
    defendant is gay, but because of the graphic sexual nature of the
    evidence   and   the   repugnant     but    unfortunately   widespread
    prejudicial belief that gay men are likely to sexually abuse
    - 57 -
    children.15     Questions probing prospective jurors' actual bias
    against gay men -- rather than their self-assessment of their
    ability to be impartial at a criminal trial where the defendant is
    gay -- would be more useful in identifying jurors who could not be
    fair and impartial in dealing with the difficult facts of this
    case.
    Vacated and remanded.
    - Concurring Opinion Follows -
    See Perry v. Schwarzenegger, 
    704 F. Supp. 2d 921
    , 983 (N.D.
    
    15 Cal. 2010
    ) ("[S]tereotypes imagine gay men and lesbians as . . .
    child molesters who recruit young children into homosexuality. No
    evidence supports these stereotypes."), aff'd sub nom. Perry v.
    Brown, 
    671 F.3d 1052
     (9th Cir. 2012); Luke A. Boso, Dignity,
    Inequality, and Stereotypes, 
    92 Wash. L. Rev. 1119
    , 1142-43 (2017)
    (discussing manifestations of the false stereotype that gay men
    are likely to be pedophiles).
    - 58 -
    LIPEZ, Circuit Judge, concurring.      I write separately to
    urge our court in a future en banc proceeding to abandon the rigid
    and outdated interpretation of Rule 30(d) of the Federal Rules of
    Criminal Procedure that we had to apply in this case.          We are the
    only circuit that -- without regard for the specificity or timing
    of a party's initial objection to jury instructions -- deems that
    objection forfeited if it is not repeated after the court instructs
    the jury.    See United States v. Roberson, 
    459 F.3d 39
    , 45 (1st
    Cir. 2006). That preservation requirement serves no useful purpose
    in   the   administration    of   justice,   and   it   is   premised   on
    practicalities that no longer exist.
    To be clear, I do not raise this issue because of any
    reservations about the strength of the majority's plain error
    analysis in this case.      Rather, I am concerned about the impact of
    our existing rule on criminal defendants who cannot meet that
    exacting standard in other instances where it is inappropriately
    applied.    Pérez's case provides a helpful illustration of why the
    rule requiring a pointless post-charge objection is misguided.
    Before his trial commenced, Pérez filed an ex parte
    request for an entrapment jury instruction.             At the close of
    evidence in the two-day trial, the parties participated in an
    unrecorded charging conference.        Even without a record of the
    conference, it is clear from the district court's docket entry
    that Pérez renewed his request for an entrapment jury instruction.
    - 59 -
    The district court denied the instruction, stating: "The ruling is
    based on the arguments presented by the government and defendant's
    response    during   the   charging    conference   in    connection     with
    predisposition."16    Following the conference, the attorneys gave
    their closing arguments and the court then proceeded to charge the
    jury. It did not invite objections from the parties, and Pérez did
    not raise an objection.
    Under our court's interpretation of Rule 30(d), Pérez
    forfeited   his   claim    that   he   was   entitled    to   an   entrapment
    instruction, subjecting that claim to plain-error review.                 See
    Fed. R. Crim. P. 52(b).     In other words, our law faulted Pérez for
    failing to reiterate an objection that had just been rejected at
    the charging conference.      See United States v. Meadows, 
    571 F.3d 131
    , 146 (1st Cir. 2009) ("Objections registered during pre-charge
    hearings    are   insufficient    to   preserve   the    issue."     (quoting
    Roberson, 
    459 F.3d at 45
    )).
    Rule 30(d) does not require that interpretation.             It
    states: "A party who objects to any portion of the instructions or
    to a failure to give a requested instruction must inform the court
    16 Before instructing the jury, the court asked the parties
    if there were objections to the instructions. Pérez did not object
    at that time, but that lack of objection would not matter because
    our precedent requires the objection to be made after the jury is
    instructed.   See Roberson, 
    459 F.3d at 45
    .     Even if Pérez had
    objected when invited to do so by the judge, his claim would still
    be considered forfeited and subject to plain error review on
    appeal. 
    Id.
    - 60 -
    of the specific objection and the grounds for objection before the
    jury retires to deliberate." By its terms, then, the rule requires
    only   that    the   party's   objection   be   specific,   explained,   and
    presented before the jury deliberates.             Pérez satisfied each of
    those requirements.
    Our rule insisting on a post-charge objection under Rule
    30(d) has its origins in a decades-old, out-of-circuit precedent
    -- authored by one of our First Circuit colleagues sitting by
    designation -- that involved the similar requirement in civil cases
    to timely raise instructional challenges.           See Fed. R. Civ. P. 51.
    In that 1966 case, Judge Aldrich observed that "[t]he duty imposed
    upon counsel of 'stating distinctly the matter to which he objects
    and the grounds of his objection' cannot normally be performed
    until the charge has been heard in its entirety."              Dunn v. St.
    Louis-San Francisco Ry. Co., 
    370 F.2d 681
    , 684 (10th Cir. 1966)
    (Aldrich,      J.    sitting   by   designation)    (quoting   then-current
    language of Fed. R. Civ. P. 51).        Based on that view -- i.e., that
    specificity will likely be infeasible before counsel hears the
    instructions as given -- the panel in Dunn concluded that an
    instructional objection ordinarily will be deemed preserved only
    if it is voiced after the court charges the jury. See 
    id.
                     We
    subsequently adopted that post-charge preservation rule in our
    circuit, including for criminal cases governed by Rule 30(d).            See
    United States v. Leach, 
    427 F.2d 1107
    , 1113 (1st Cir. 1970) (citing
    - 61 -
    Dunn     as   precedent   for     concluding    that   a   claim       for   a   jury
    instruction was forfeited where counsel requested the instruction
    but did not renew his objection after the instructions were
    delivered).       While Dunn allowed for limited exceptions to the
    requirement that objections be made after the jury charge, see 370
    F.2d at 684, the First Circuit requires a post-charge objection in
    all criminal cases.17       See United States v. Coady, 
    809 F.2d 119
    ,
    123 (1st Cir. 1987) (rejecting an argument that a claim regarding
    jury     instructions     could    be   preserved      through     a    pre-charge
    objection, stating, "[t]hat counsel may have discoursed upon the
    nature of his theory at some time prior to the giving of the charge
    will not excuse noncompliance with the express mandates of Rule
    30").
    The Dunn rationale for requiring a post-charge objection
    in most cases may have been apt when it was articulated more than
    a half-century ago.       The judges of that era did not routinely give
    lawyers       advance   copies    of    their   proposed    instructions         for
    discussion and debate at charging conferences. Indeed, even during
    In a civil proceeding, the trial court has been required
    17
    since 2003 to "inform the parties of its proposed instructions and
    proposed action on the requests [for instructions] before
    instructing the jury and before final jury arguments," Fed. R.
    Civ. P. 51(b)(1) (emphasis added), and it "must give the parties
    an opportunity to object on the record and out of the jury's
    hearing before the instructions and arguments are delivered," 
    id.
    at (b)(2). The rule states that an objection is timely if made
    "at the opportunity provided under Rule 51(b)(2)."
    - 62 -
    my tenure as a Maine state trial judge two decades later -- in the
    late    1980s     and    early    1990s    --    most   judges     did     not    preview
    instructions with counsel in their entirety before delivering
    them.    Hence, the general practice supported the assumption that
    parties ordinarily could not object with the specificity required
    by   Rules   51    and    30(d)    until    they    heard    the    instructions         as
    delivered.
    That is simply not the current reality. Today, attorneys
    are well-positioned to make specific objections to assist the judge
    in correcting errors before he or she charges the jury.                                  The
    court's ability to distribute proposed instructions in advance and
    to easily revise them on the computer means that the attorney's
    obligation to object with specificity can now be -- and ordinarily
    is -- performed before "the charge has been heard in its entirety."
    Dunn, 370 F.2d at 684.           My experience as an appellate judge reading
    trial records tells me that, as a result of this current practice,
    surprises    in    the    instructions      as     given    are    rare.         Thus,   by
    maintaining our rule, we impose the harsh consequence of plain-
    error review without justification.
    We are an outlier in requiring a post-charge objection
    in criminal cases under all circumstances.                    Every other circuit
    that has considered the sufficiency of a pre-charge objection
    employs a more flexible approach, in which a pre-charge objection
    is evaluated for its adequacy in meeting Rule 30(d)'s requirements
    - 63 -
    to provide the trial court with specific notice of an asserted
    instructional error.     See United States v. Grote, 
    961 F.3d 105
    ,
    115 (2d Cir. 2020) (an objection prior to jury charge is not
    forfeited if "taking further exception under the circumstances
    would have been futile" (quoting United States v. Rosemond, 
    841 F.3d 95
    , 107 (2d Cir. 2016));     United States v. Russell, 
    134 F.3d 171
    , 178 (3d Cir. 1998) ("[T]he crux of Rule 30 is that the district
    court be given notice of potential errors in the jury instructions,
    not that a party be 'required to adhere to any formalities of
    language and style to preserve his objection on the record.'"
    (quoting United States v. O'Neill, 
    116 F.3d 245
    , 247 (7th Cir.
    1997)); United States v. Hollinger, 
    553 F.2d 535
    , 543 (7th Cir.
    1977) ("[S]pecific and distinct objections voiced in an earlier
    instructions conference held in the presence of a court reporter
    will be considered timely under [Rule 30(d)] . . . . [W]e shall
    henceforth   allow     counsel   to     incorporate   [objections]   by
    reference."); United States v. Kessi, 
    868 F.2d 1097
    , 1102 (9th
    Cir. 1989) (parties need not object following the instructions if
    doing so would be a "pointless formality"); United States v.
    Kottwitz, 
    614 F.3d 1241
    , 1270 (11th Cir. 2010) (objection is
    preserved so long as it is "sufficient to give the district court
    the chance to correct errors before the case goes to the jury"),
    opinion withdrawn in part on denial of reh'g on other grounds, 
    627 F.3d 1383
     (11th Cir. 2010); see also United States v. McDonnell,
    - 64 -
    
    792 F.3d 478
    , 504 & n.15 (4th Cir. 2015) (noting that the appellant
    objected at a pre-charge conference and should have repeated his
    objection     after   the   instructions   were   delivered,    but   still
    applying harmless error review, rather than plain error), vacated
    on other grounds, 
    136 S. Ct. 2355
     (2016);18 United States v.
    Bornfield, 
    184 F.3d 1144
    , 1146 (10th Cir. 1999) (stating that a
    party is "obligated to object on the record before the jury retired
    to preserve his objection for appellate review" and acknowledging
    that    the   objection     might   properly   occur   at   a   pre-charge
    conference).
    That flexible approach not only fulfills the notice
    purpose of Rule 30(d), but it also aligns with our forfeiture
    doctrine more broadly.       Issues not raised in the trial court are
    deemed forfeited, and subject to plain error review on appeal, to
    prevent a party from wasting judicial resources and undermining
    finality by "sandbagging" the court. See Puckett v. United States,
    
    556 U.S. 129
    , 134 (2009) ("[T]he contemporaneous-objection rule
    Indeed, on further review, the Supreme Court also applied
    18
    a harmless error analysis and vacated the conviction on the ground
    that an error in the jury instructions was not harmless.       See
    McDonnell, 136 S. Ct. at 2375. The Supreme Court did not comment
    on the timing requirements of Rule 30(d) or explicitly affirm a
    flexible application of the rule.      Although McDonnell is not
    binding intervening precedent that would require us to abandon our
    current rule, see United States v. Walker-Couvertier, 
    860 F.3d 1
    ,
    8 (1st Cir. 2017), it does give tacit approval to review for
    harmless error rather than plain error when an appellant objected
    at a pre-charge conference but not after the instructions were
    delivered.
    - 65 -
    prevents a litigant from 'sandbagging' the court -- remaining
    silent about his objection and belatedly raising the error only if
    the case does not conclude in his favor."); United States v.
    Correa-Osorio, 
    784 F.3d 11
    , 22 (1st Cir. 2015) (stating that the
    plain   error   rule   "(hopefully)   deters   unsavory   sandbagging   by
    lawyers (i.e., their keeping mum about an error, pocketing it for
    later just in case the jury does not acquit) and gives judges the
    chance to fix things without the need for appeals and new trials").
    Our obsolete interpretation of Rule 30(d) does nothing to prevent
    "sandbagging." Where, as in this case, a defendant files a written
    request for an instruction, and argues for that request at a
    charging conference, he is not "sandbagging" when he raises that
    same issue on appeal.        He has clearly brought the issue to the
    trial court's attention and given the court an opportunity to
    correct the instructions.
    Indeed, from a practical standpoint, an objection made
    during a charging conference, before the instructions have been
    delivered, should be preferred to a post-charge objection.              The
    earlier notice provides more timely opportunity for the court to
    correct   any    errors.      See   Hollinger,   
    553 F.2d at 542-43
    ("Ordinarily, trial judges will derive considerable benefit from
    a serious exchange of views by opposing counsel regarding the
    proper formulation of the applicable rules of law before they must
    charge the jury.").        In addition, when a request regarding jury
    - 66 -
    instructions has been discussed in detail at a charging conference,
    and the court has ruled, there is no advantage to anyone for
    lawyers to persist with the same objection.                To the contrary, such
    persistence can be awkward for counsel and off-putting for the
    court.    See United States v. Toribio-Lugo, 
    376 F.3d 33
    , 41 (1st
    Cir. 2004) ("To do her job, a lawyer must be forceful, but she
    also must handle her relationship with the presiding judge with
    care."); United States v. Kelinson, 
    205 F.2d 600
    , 601-02 (2d Cir.
    1953)    ("[Rule   30(d)]   does   not    require      a   lawyer     to    become   a
    chattering magpie.").
    Importantly, I am not suggesting that a party's failure
    to lodge an objection after the court has delivered the jury charge
    should    never    result   in   forfeiture       of   the    claim    on    appeal.
    Inevitably, some pre-charge objections will be insufficiently
    specific,    or    inadequately    explained,      and      will    therefore    not
    fulfill the notice objective of Rule 30(d).                  But Rule 30(d) does
    not require us to demand pointless repetition of objections that
    were distinctly raised and decisively denied.
    In short, our court's outdated, inflexible approach to
    Rule 30(d) neither advances the purpose of the rule nor serves the
    interests of justice and, hence, it poses an unjustifiable barrier
    to plenary appellate review of fully preserved objections.                           We
    should replace our outmoded instructional-error doctrine with the
    flexible approach that -- for good reason -- is now the prevailing
    - 67 -
    view.   In    other     words,   like   our   sister    circuits,      we   should
    recognize    that   a    pre-charge     objection      may    preserve      a   jury
    instruction   issue     for   appellate   review    if       the   objection    was
    sufficiently specific to give the trial court notice of the claimed
    error and repetition of the objection post-charge would be a futile
    exercise.
    - Concurring Opinion Follows -
    - 68 -
    BARRON, Circuit Judge, concurring.   I share the concern
    that Judge Lipez expresses about the way that our precedent
    currently requires us to construe Rule 30(d) of the Federal Rules
    of Criminal Procedure.     The text of the rule, his concurrence
    points out, does not compel the rigid procedure for preserving
    objections to jury instructions that our case law requires.   There
    may often be benefits to voicing objections to instructions after
    the charge to the jury has been given.    But, they are not manifest
    in every case.    Indeed, the case at hand exemplifies the point.
    The sole ground that the District Court gave at the charging
    conference for denying the requested instruction here was that the
    evidence developed at trial had failed to provide a factual basis
    for giving it.   Nothing about the charge itself could have called
    that ruling into question.   Yet, our precedent still requires that
    we treat this defendant's failure to seek reconsideration of that
    ruling as if it were a failure to have requested the instruction
    at all.   See United States v. Baltas, 
    236 F.3d 27
     (1st Cir. 2001).
    - Dissenting Opinion Follows -
    - 69 -
    KAYATTA, Circuit Judge, dissenting.
    The   majority's     analysis    hinges        crucially    on   the
    assertion that, as to the matter of predisposition, this case is
    so   like    Hinkel   and   Gamache   that   the    need    for   an   entrapment
    instruction was "clear or obvious."             Respectfully, I cannot see
    how this is so in this case.
    Here is what Hinkel said when he first learned that a
    15-year-old was involved:        "Sounds very naughty.            I am concerned
    about her age since legally she should be 16 or older."                   It then
    took a month before the continued enticement ripened into a planned
    meeting. Here, by contrast, is what Pérez said upon first learning
    that an eleven-year-old was involved:              "Mmmm yes."      Within three
    days Pérez was messaging, "I want your boyfriend."                     And within
    five days from the first message, the meet was on.
    There is more.     Hinkel offered affirmative evidence that
    he had never sought a relationship with someone not of legal age.
    Pérez offered no such evidence. Rather, when the agent asked Pérez
    at the outset of their communications "what age do you like?,"
    Pérez replied, "The younger the better.             I don't discriminate.       I
    started at 8.      Hehehe.    So you tell me."        And when asked "do you
    like really young guys?," he replied:               "Yes.     Age?      I started
    at 8."      So while Hinkel was saying he never even looked for sex
    with a minor, Pérez was highlighting a nondiscriminatory track
    - 70 -
    record.    And he was clearly saying in context that eight years old
    was not too young.
    Gamache is even further removed.               The defendant in
    Gamache    initially    expressed       interest     solely    in    an     adult
    relationship.     Only after "the Government's insistence and artful
    manipulation" over the course of eight months did he become ready
    to meet the supposed victims, and even then he was saying "this
    will be a new experience for me."            United States v. Gamache, 
    156 F.3d 1
    , 6, 10 (1st Cir. 1998).         Pérez, conversely, expressed eager
    interest immediately.     And unlike Hinkel and Gamache, he offered
    no evidence suggesting a lack of predisposition.
    The   majority's        effort   to    avoid   the      stark      pre-
    dispositional     admission    by    Pérez   at   the   very   outset     of   his
    exchanges with the agent warrants particular scrutiny.                  Ignoring
    Pérez's express assurance that he likes them the "younger the
    better," all the majority can do is claim that there is some
    ambiguity about what the agent meant when he subsequently referred
    to his own age.     And the majority's claim that it is not obvious
    what Pérez was saying is twice-flawed:            It certainly seems obvious
    he was indeed saying he likes them "the younger the better;" and,
    in any event, I do not see how it was possibly plain error for the
    trial court to have read Pérez's statement exactly as I do, i.e.,
    as a frank, un-coaxed profession of the precise predisposition at
    issue.    And since there is zero contrary evidence, I simply cannot
    - 71 -
    see how it was also plain error to conclude that Pérez failed to
    generate a sufficient claim of entrapment to get to a jury.                     See
    Gamache, 
    156 F.3d at 9
     ("The defendant carries the initial burden
    of producing some evidence of both the Government's improper
    inducement, and the defendant's lack of predisposition to commit
    the alleged offense, so as to 'raise a reasonable doubt as to
    whether he was an unwavering innocent rather than an unwavering
    criminal.'" (quoting United States v. Joost, 
    92 F.3d 7
    , 12 (1st
    Cir. 1996)) (second emphasis added)); see also 
    id.
     ("[T]he court's
    function is to examine the evidence on the record and to draw those
    inferences    as    can   reasonably    be    drawn   therefrom,       determining
    whether the proof, taken in the light most favorable to the defense
    can plausibly support the theory of the defense." (first emphasis
    added)).
    The bottom line is that the majority significantly errs
    in   comparing     Hinkel    and   Gamache    to   this    case   by   noting   the
    similarities     while      ignoring   or    downplaying    the   very   material
    differences.       The resulting reasoning is like saying apples and
    oranges are clearly and obviously the same because they both grow
    - 72 -
    on trees in orchards.    I would rule that it was not clear or
    obvious that an entrapment instruction was required in this case.19
    19  I do agree, however, with my colleague's concurrences that
    we should revisit our rule on preserving objections to jury
    instructions. As ably explained, our rule is not derived from the
    text of Rule 30(d), no longer fits practice, and is apt to produce
    unfair results. I also agree with Part V of the majority opinion.
    - 73 -