United States v. Bennett , 823 F.3d 1316 ( 2016 )


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  •                                                                     FILED
    United States Court of Appeals
    Tenth Circuit
    May 26, 2016
    PUBLISH                Elisabeth A. Shumaker
    Clerk of Court
    UNITED STATES COURT OF APPEALS
    TENTH CIRCUIT
    UNITED STATES OF AMERICA,
    Plaintiff-Appellant/
    Cross-Appellee,
    v.                                            Nos. 14-1384 and 14-1402
    CLIFTON BRETT BENNETT,
    Defendant-Appellee/
    Cross-Appellant.
    APPEAL FROM THE UNITED STATES DISTRICT COURT
    FOR THE DISTRICT OF COLORADO
    (D.C. NO. 1:13-CR-00395-CMA)
    William A. Glaser, Appellate Section, Criminal Division (Leslie R. Caldwell,
    Assistant Attorney General, and Sung-Hee Suh, Deputy Assistant Attorney
    General, Appellate Section, Criminal Division, United States Department of
    Justice, and John F. Walsh, United States Attorney, and Robert M. Russel, Chief,
    Appellate Section, United States Attorney’s Office, Denver, Colorado, with him
    on the briefs), United States Department of Justice, Washington, DC, for
    Appellant/Cross-Appellee.
    Dean Sanderford, Assistant Federal Public Defender (Virginia L. Grady, Federal
    Public Defender, with him on the briefs) Office of the Federal Public Defender,
    Denver, Colorado, for Appellee-Cross-Appellant.
    Before TYMKOVICH, Chief Judge, BALDOCK, and HARTZ, Circuit Judges.
    TYMKOVICH, Chief Judge.
    Clifton Bennett pleaded guilty to federal child pornography charges and the
    district court sentenced him to fifty-seven months of imprisonment to be followed
    by several conditions of supervised release. Bennett and the United States each
    contend the district court erred at sentencing.
    The government argues the court should have found Bennett had a prior
    Colorado conviction relating to child pornography, which would trigger a ten-year
    mandatory minimum sentence under 18 U.S.C. § 2252A(b)(2). We agree that
    Bennett’s prior Colorado misdemeanor conviction for sexual exploitation of a
    child “relates to” child pornography, and he is therefore eligible for the
    mandatory minimum.
    Bennett also appeals, challenging the district court’s imposition of a special
    condition of supervised release that requires he undergo mandatory testing for
    sexual attraction to minors. But we are faced with too many speculative factors,
    too far in the future, to make a decision sounding in constitutional principles, so
    we dismiss Bennett’s cross-appeal without prejudice on ripeness grounds.
    I. Background
    The United States Postal Inspection Service searched Clifton Bennett’s
    Colorado Springs apartment and discovered thousands of images of child
    pornography and child erotica, featuring boys ranging from toddlers through
    -2-
    young teenagers. Bennett pleaded guilty to knowingly possessing child
    pornography under 18 U.S.C. § 2252A(a)(5)(B). 1
    This was not Bennett’s first conviction for sex-related conduct involving
    children. In 1997, he pleaded guilty to sexual exploitation of a child, a
    misdemeanor under Colorado law, and was sentenced to 140 days in jail.
    Based on this prior conviction, the parties disagreed whether federal law
    required a ten-year mandatory minimum under 18 U.S.C. § 2252A(b)(2). Looking
    at the Colorado statute, the district court concluded that because the Colorado law
    punished a broader range of activities than the federal crime of possession of
    child pornography, the prior conviction is not a child pornography offense for
    statutory purposes. The court sentenced Bennett to fifty-seven months of
    imprisonment and ten years of supervised release.
    1
    Subsection (a)(5)(B) provides:
    Any person who . . . knowingly possesses, or knowingly
    accesses with intent to view, any book, magazine, periodical,
    film, videotape, computer disk, or any other material that
    contains an image of child pornography that has been mailed,
    or shipped or transported using any means or facility of
    interstate or foreign commerce of in or affecting interstate or
    foreign commerce by any means, including by computer, or
    that was produced using materials that have been mailed, or
    shipped or transported in or affecting interstate or foreign
    commerce by any means, including by computer . . . shall be
    punished as provided in subsection (b).
    18 U.S.C. § 2252A(a)(5)(B) (emphasis added).
    -3-
    At sentencing, Bennett also objected to the condition of supervised release
    that required him to undergo a test for sexual attraction to minors using a device
    called a penile plethysmograph. 2 The district court rejected this challenge and
    concluded:
    I have sufficient concern for the young men – the under-age men
    in the community, that I think that in this particular case, to
    effectively supervise and treat the defendant, and to protect the
    community; in particular, these young boys from additional
    crimes by the defendant, that both the computer internet access
    limitation and the proposed sex offender evaluation treatment
    condition of supervised release, which would include, if
    necessary, plethysmograph examination, does comport with the
    statutory requirements of 18 United States Code Section 3583(d)
    and are appropriate in this case.
    R., Vol. III, at 27.
    II. Discussion
    We first discuss whether Bennett’s prior state misdemeanor conviction
    triggers the mandatory minimum enhancement. We conclude it does. We then
    turn to the special condition requiring plethysmograph testing, and conclude that
    the imposition of testing is too speculative at this point for us to consider
    2
    “Penile plethysmograph testing is a procedure that ‘involves placing a
    pressure-sensitive device around a man’s penis, presenting him with an array of
    sexually stimulating images, and determining his level of sexual attraction by
    measuring minute changes in his erectile responses.’” United States v. Weber,
    
    451 F.3d 552
    , 554 (9th Cir. 2006) (quoting Jason R. Odeshoo, Of Penology and
    Perversity: The Use of Penile Plethsmography on Convicted Child Sex Offenders,
    14 Temp. Pol. & Civ. Rts. L. Rev. 1, 2 (2004)).
    -4-
    Bennett’s due process challenge. He can challenge the testing if and when it is
    actually imposed.
    A. Mandatory Minimum Enhancement
    Under 18 U.S.C. § 2252A(b)(2), the mandatory minimum applies if
    Bennett’s prior conviction relates to a variety of state sexual abuse and child
    pornography crimes:
    Whoever violates . . . subsection (a)(5) shall be fined under this
    title or imprisoned not more than 10 years, or both, but . . . if
    such person has a prior conviction . . . under the laws of any
    State relating to aggravated sexual abuse, sexual abuse, or
    abusive sexual conduct involving a minor or ward, or the
    production, possession, receipt, mailing, sale, distribution,
    shipment, or transportation of child pornography, such person
    shall be fined under this title and imprisoned for not less than 10
    years nor more than 20 years.
    18 U.S.C. § 2252A(b)(2) (emphasis added). 3 The district court determined
    whether the prior Colorado conviction counted for enhancement purposes using
    the so-called categorical approach.
    1. Categorical Approach
    The government argues that under the categorical approach Bennett’s 1997
    Colorado conviction for sexual exploitation of a child qualifies as a prior
    conviction relating to the possession of child pornography. Under this
    assessment, it contends the court may only consider whether the elements of the
    3
    The enhancement also applies if the defendant has a prior federal
    conviction under “this chapter, chapter 71, chapter 109A, or chapter 117, or under
    section 920 of title 10[.]” 18 U.S.C. § 2252A(b)(2).
    -5-
    Colorado statute categorically relate to the possession of child pornography.
    Bennett disagrees that the categorical approach applies. He contends that our
    decision United States v. McCutchen, 
    419 F.3d 1122
    (10th Cir. 2005), requires
    that we must find his prior conduct actually relates to the possession of child
    pornography. And because the limited record does not disclose his prior conduct,
    we could not make that determination.
    But a careful reading of McCutchen confirms that the proper analytical
    framework begins with the categorical approach. In McCutchen, the defendant
    pleaded guilty to knowing possession of child pornography under 18 U.S.C.
    § 2252(a)(2) 4 and 
    (1)(4)(B). 419 F.3d at 1123
    . McCutchen had a prior
    conviction—a guilty plea for sexual battery under Kansas law. The question was
    whether that prior conviction related to abusive sexual conduct involving a minor.
    Although sexual battery could be committed against children or adults,
    McCutchen had in fact abused an eight-year-old. 
    Id. at 1124.
    The district court
    found that where the statutory language of the prior conviction was broad enough
    to encompass crimes that would trigger the enhancement and crimes that would
    not, it was allowed to look beyond the elements of the offense. United States v.
    McCutchen, No. 04-10140-01, at 4 (D. Kan. Dec. 15, 2004), aff’d, 
    419 F.3d 1122
    (10th Cir. 2005).
    4
    The enhancement under 18 U.S.C. § 2252(a)(2) contains relevant
    language identical to the language here.
    -6-
    We affirmed the district court. In doing so, we “reject[ed] the narrow
    categorical approach to application of § 2252(b)(2) advocated by McCutchen.”
    
    McCutchen, 419 F.3d at 1127
    (emphasis added). But we did not upset the general
    presumption that the categorical approach applies. 5 Rather, we merely rejected
    the notion that courts must focus “exclusively” on the elements of the prior
    conviction and are confined “solely” to the elements of the statute. 
    Id. at 1126–27.
    We found “no basis” to require sentencing courts to “focus exclusively
    on the elements of a defendant’s prior state conviction in determining whether
    such conviction triggers application of the sentence enhancement provisions.” 
    Id. at 1126.
    Thus, in applying § 2252A(b)(2) we start with the categorical approach,
    even if we do not end there. Consequently, we first ask whether the language of
    the prior conviction categorically triggers the enhancement. If not, we may
    proceed beyond the categorical approach if two pre-requisites are met. First, we
    must have access to court documents such as those approved of in Shepard v.
    United States, 
    544 U.S. 13
    (2005), that demonstrate the elements of the crime the
    defendant committed. Second, the statute of prior conviction must be divisible,
    5
    In McCutchen, the government and the defendant both agreed that “courts
    generally appl[y] a categorical approach” in determining whether a defendant’s
    prior conviction triggers the mandatory minimum. McCutchen, No. 04-10140-01,
    at 3. The government merely argued that the court go beyond the statute “if the
    statute or conviction is ambiguous or broader than the definitions in 2252(b)(2) . .
    . .” 
    Id. (emphasis added).
    -7-
    Descamps v. United States, 
    133 S. Ct. 2276
    , 2282 (2013), meaning the statute
    lists alternative ways it may be violated.
    Other circuits apply a similar approach. For example, in applying
    § 2252(b)(2), the Ninth Circuit explained that a court may apply a modified
    categorical approach if (1) the statute of prior conviction criminalizes more
    conduct than the federal triggering offense, and (2) the statute of prior conviction
    is divisible. United States v. Sullivan, 
    797 F.3d 623
    , 635 (9th Cir. 2015), petition
    for cert. filed, (Jan. 26, 2016) (No. 15-7875)) (applying the categorical approach
    in interpreting § 2252(b)(2) but clarifying that a modified categorical approach is
    appropriate where the prior criminal conviction language is both broad and
    divisible). Likewise, the Fourth Circuit starts with the categorical approach in
    determining whether a prior conviction relates to sexual abuse or abusive sexual
    conduct involving a minor. United States v. Colson, 
    683 F.3d 507
    , 509 (4th Cir.
    2012) (applying the categorical approach in interpreting § 2252A(b)(1) because
    no Shepard documents were available). While the Fourth Circuit allows the
    sentencing court to consider Shepard documents to “reveal the facts on which the
    conviction necessarily rested,” if no such documents are available, the sentencing
    court may look only to the statutory language of the prior conviction to determine
    whether that conviction was related to the triggering offenses. 6
    6
    See also United States v. Davis, 
    751 F.3d 769
    (6th Cir. 2014) (applying
    the categorical approach in interpreting § 2252A(b)(2) and explicitly rejecting a
    (continued...)
    -8-
    Similarly here, we have no facts beyond the guilty plea. As a result, we
    apply the categorical approach.
    2. Relating To Child Pornography
    We next examine the statutory definition of Bennett’s 1997 Colorado
    conviction to determine whether it categorically qualifies as an offense relating to
    the possession of child pornography. The relevant Colorado statute provided:
    A person commits sexual exploitation of a child if, for any
    purpose, he knowingly . . . Possesses or controls any sexually
    exploitative material for any purpose . . . .” 7
    Colo. Rev. Stat. § 18-6-403(3)(b.5) (1995) (footnote added). The statute thus
    triggers the mandatory minimum if it is a statute “relating to . . . the production,
    6
    (...continued)
    factual approach); United States v. Simard, 
    731 F.3d 156
    , 162 (2d Cir. 2013)
    (applying the categorical approach in interpreting § 2252(b)(2) and clarifying that
    the modified categorical approach would have been appropriate with a divisible
    statute); United States v. Linngren, 
    652 F.3d 868
    (8th Cir. 2011) (applying the
    categorical approach in interpreting § 2252(b)(1) but using Shepard documents
    because the statute of the prior conviction was broad); United States v. Galo, 
    239 F.3d 572
    (3d Cir. 2001) (applying the categorical approach in interpreting
    § 2251(d)).
    7
    “Sexually exploitative material” is visual material that “depicts a child
    engaged in, participating in, observing, or being used for explicit sexual conduct.”
    Colo. Rev. Stat. § 18-6-403(2)(j). Explicit sexual conduct can be “sexual
    intercourse, erotic fondling, erotic nudity, masturbation, sadomasochism, or
    sexual excitement.” § 18-6-403(2)(e). Relevant here, erotic nudity can include
    “the human breasts, or the undeveloped or developing breast area of the human
    child, for the purpose of real or simulated overt sexual gratification[.]” § 18-6-
    403(2)(d).
    -9-
    possession, receipt, mailing, sale, distribution, shipment, or transportation of
    child pornography.” 18 U.S.C. § 2252A(b)(2) (emphasis added).
    The Colorado child exploitation statute may punish the possession of visual
    depictions that fall outside the federal definition of child pornography. 8 First, the
    Colorado statute, unlike the federal law, may punish possession of an image of a
    child whose breasts, but not genitals, are exposed. Second, the Colorado statute
    may punish possession of an image of a child observing, but not engaged in,
    sexually explicit conduct. In fact, the government concedes the statutes do not
    completely overlap. Principal Br. for United States 29. But a conviction
    qualifies as a predicate conviction if it relates to the possession of child
    pornography.
    We have held, as have the other circuits, that “relating to” has a broadening
    effect on § 2252A. 
    Colson, 683 F.3d at 511
    –12 (“Numerous courts of appeals
    agree that Congress chose the expansive term ‘relating to’ in § 2252A(b)(1) to
    ensure that individuals with a prior conviction bearing some relation to sexual
    abuse, abusive conduct involving a minor, or child pornography receive enhanced
    minimum and maximum sentences.” (citations omitted)); 
    McCutchen, 419 F.3d at 8
            Federal law defines “Child pornography” as any visual depiction that:
    was produced using a minor engaged in sexually explicit conduct, depicts a minor
    engaged in sexually explicit conduct, or appears as though an identifiable minor is
    engaged in sexually explicit conduct. 18 U.S.C. § 2256(8). “Sexually explicit
    conduct” includes graphic sexual intercourse, graphic or lascivious simulated
    masturbation, and graphic or simulated lascivious exhibition of the genitals or
    pubic area. 18 U.S.C. § 2256(8).
    -10-
    1126–27. 9 Therefore we have applied the Supreme Court’s ordinary interpretation
    of “relating to” from Morales v. Trans World Airlines, Inc., 
    504 U.S. 374
    , 383
    (1992). See, e.g., United States v. Becker, 
    625 F.3d 1309
    , 1310 (10th Cir. 2010).
    Under this interpretation, “the offense need only ‘stand in some relation to,’
    ‘pertain to,’ or ‘have a connection’ with” the possession of child pornography.
    
    Becker, 625 F.3d at 1312
    (10th Cir. 2010) (quoting 
    McCutchen, 419 F.3d at 1127
    ). Bennett’s Colorado conviction meets these standards, and therefore
    “relates to” the possession of child pornography.
    To counter, Bennett argues that the recent Supreme Court case, Mellouli v.
    Lynch, 
    135 S. Ct. 1980
    (2015), has undermined our precedent and that of the
    other circuits. In Mellouli, the Court held that a Tunisian citizen was not
    removable for his state drug paraphernalia offense because the state offense
    criminalized paraphernalia for substances beyond those contained on the federal
    list of controlled substances. Bennett argues Mellouli mandates the enhancement
    here can only be triggered by a state child pornography statute punishing images
    that meet the federal definition of child pornography. Bennett Supp. Br. at 1.
    This interpretation is incorrect for several reasons.
    9
    See also 
    Sullivan, 797 F.3d at 637
    –38; United States v. Allen, 
    750 F.3d 209
    , 213 (2d Cir. 2014); United States v. Spence, 
    661 F.3d 194
    , 200 (4th Cir.
    2011); United States v. Weis, 
    487 F.3d 1148
    , 1152 (8th Cir. 2007); United States
    v. Hubbard, 
    480 F.3d 341
    , 347 (5th Cir. 2007).
    -11-
    First, Mellouli was decided, not on the definition of “relating to,” but on
    the particular removal statute’s surrounding text and history. At issue in Mellouli
    was whether an alien’s Kansas drug paraphernalia conviction triggered removal
    under the immigration laws, 8 U.S.C. § 1227(a)(2)(B)(i). The removal statute in
    question provided an alien can be removed if “convicted of a violation of . . . any
    law or regulation of a State, the United States, or a foreign country relating to a
    controlled substance (as defined in section 802 of Title 21).” 
    Id. (emphasis added).
    The Kansas definition of controlled substances included at least nine
    substances that the federal list did not. 10 
    Id. The Supreme
    Court held that
    § 1227(a)(2)(B)(i) is limited to predicate convictions involving only those drugs
    defined in 21 U.S.C. § 802. 
    Id. at 1990–91.
    In doing so, the Court acknowledged
    that “relating to” generally has a broadening effect. 
    Id. at 1990.
    But, the Court
    explained, “relating to” cannot skew a statute beyond its breaking point. Relying
    on the “statute’s text and history,” it concluded that “relating to” should be read
    narrowly in the removal context. 
    Id. Here, neither
    the text nor the history of the enhancement statute, 18 U.S.C.
    § 2252A(b)(2), suggest Congress intended to reference only state child
    pornography offenses that match the federal child pornography offense in the
    10
    The drug Mellouli was discovered with, Adderall, is a controlled
    substance under both federal and Kansas law. But the criminal complaint did not
    identify the substance, so the Supreme Court applied the categorical approach,
    looking only to the elements of the prior conviction.
    -12-
    same way Congress intended to reference only state drug offenses involving
    substances defined in § 802.
    First, the enhancement statute does not limit “child pornography” by
    linking it to the federal definition. In fact, Mellouli explicitly noted that a broad
    reading of “relating to” would have made sense if Congress did not insert a
    qualification limiting its application to federal controlled substances. 
    Mellouli, 135 S. Ct. at 1988
    n.9 (“[T]he dissent shrinks to the vanishing point the words ‘as
    defined in [§ 802].’ If § 1227(a)(2)(B)(I) stopped with the words ‘relating to a
    controlled substance,’ the dissent would make sense. But Congress did not stop
    there. It qualified ‘relating to a controlled substance’ by adding the limitation ‘as
    defined in [§ 802].’”).
    Additionally, a broad reading of the enhancement provision does not stretch
    it “to the breaking point,” as it did to the removal statute in 
    Mellouli. 135 S. Ct. at 1990
    . The removal statute requires only that the state law relate to a controlled
    substance, but mentions no actus reus. The Court took issue that a broad reading
    would mean the removal statute could reach any crime “associated with the drug
    trade in general.” 
    Id. at 1988
    (quoting In re Martinez Espinoza, 25 I. & N. Dec.
    118 (BIA 2009)). This concern was especially present for Mellouli, where an
    ordinary piece of clothing—a sock—qualified as drug paraphernalia, triggering
    deportation under a broad reading. 
    Id. at 1983.
    Section 2252A(b)(2), by contrast,
    limits the triggering offenses through a universe of actions: “production,
    -13-
    possession, receipt, mailing, sale, distribution, shipment, or transportation of
    child pornography.” 18 U.S.C. § 2252A(b)(2). “Relating to” can therefore have
    a broadening effect without criminalizing all acts associated with child
    pornography in general.
    Third, the structure of the removal statute emphasizes the need for
    complete overlap between state and federal predicate offenses in a way that
    § 2252A(b)(2) does not. The removal statute groups state and federal convictions
    together: “any law or regulation of a State, the United States, or a foreign country
    relating to a controlled substance (as defined in Section 802 of Title 21).” 8
    U.S.C. § 1227(a)(2)(B)(i). Because federal law only reaches federally-defined
    substances, a narrow reading of “relating to” is required, or else “relating to”
    would have two meanings at once. In contrast, § 2252A(b)(2) does not group
    state and federal convictions together:
    a prior conviction under this chapter, chapter 71, chapter 109A,
    or chapter 117, or under section 920 of title 10 (article 120 of the
    Uniform Code of Military Justice), or under the laws of any State
    relating to aggravated sexual abuse, sexual abuse, or abusive
    sexual conduct involving a minor or ward, or the production,
    possession, receipt, mailing, sale, distribution, shipment, or
    transportation of child pornography.
    A narrow reading is therefore not required for coherence. In fact, the text points
    the opposite direction. If Congress had intended to reference only those state
    laws that punished federally-punishable conduct, it could have said so. See, e.g.,
    18 U.S.C. § 3559(e)(2) (defining “state sex offense” as one that “consists of
    -14-
    conduct that would be a Federal sex offense”); 18 U.S.C. § 2426(b)(1)(B)
    (defining “prior sex offense conviction” as an offense “consisting of conduct that
    would have been an offense under [this chapter, chapter 109A, chapter 110, or
    section 1591]”). The text of § 2252A(b)(2) does not favor a narrow reading of
    “relating to.” 11
    Our reading is further supported by the comparative historical backgrounds
    of the statutes. Under the deportation statute, Congress and the BIA had “long
    required a direct link” to an exact list of federally defined drugs. Mellouli, 135 S.
    Ct. at 1990. Bennett points to no historical background in favor of a narrow
    reading of § 2252A(b)(2), because none exists. We have already cited wide
    agreement among the circuits that “relating to” is expansive in this context and
    we see no reason to depart.
    The post-Mellouli decisions align with our interpretation. The Sixth,
    Eighth, Ninth, and Eleventh Circuits have each affirmed that “relating to” remains
    11
    This reading is confirmed by Lockhart v. United States, 
    136 S. Ct. 958
    (2016), where the Supreme Court found that state laws pertaining to sexual abuse
    satisfied the § 2252(b)(2) enhancement even if they did not involve a minor. The
    Court acknowledged that Congress did not require total parity between federal
    and state predicate convictions. Justice Kagan in dissent urged an interpretation
    that would have resulted in great disparity between federal and state triggering
    offenses under § 2252(b)(2). 
    Id. at 975
    (Kagan, J., dissenting). The dissent
    pointed out that many federal triggering offenses lacked state matches. The
    majority responded that even though its reading yielded greater parity, its
    “construction of § 2252(b)(2)’s sexual abuse predicates [did] not rely on a
    general presumption that Congress sought full parity between all the federal and
    state predicates in § 2252(b)(2).” 
    Id. at 966.
    -15-
    broad in this context. See United States v. Miller, ___ F.3d ___, No. 15-13555,
    
    2016 WL 1658671
    , at *3 (11th Cir. Apr. 27, 2016); United States v. Sumner, ___
    F.3d ___, No. 15-1509, 
    2016 WL 1085751
    , at *3 (8th Cir. Mar. 21, 2016)
    (affirming the broad interpretation of “relating to” from United States v. Weis,
    
    487 F.3d 1148
    , 1152 (8th Cir. 2007)); 
    Sullivan, 797 F.3d at 638
    –40 (“Because
    neither context nor history tugs “in favor of a narrower reading,” we define the
    phrase “relating to” in § 2251(e) and § 2252(b)(2) broadly.” (quoting 
    Mellouli, 135 S. Ct. at 1990
    )); United States v. Mateen, 
    806 F.3d 857
    , 860–61 (6th Cir.
    2015), cert. denied, No. 15-8467, 
    2016 WL 900281
    (Apr. 18, 2016) (“While
    enhancing a sentence for a prior federal offense under section 2252(b)(2) requires
    an offender to commit a specified crime, including crimes listed in chapter 109A,
    a prior state conviction requires only that the defendant have been convicted of a
    state offense “relating to . . . sexual abuse.” (quoting United States v. Barker, 
    723 F.3d 315
    , 322 (2d Cir. 2013)).
    Because neither the text nor the history of the enhancement statute limits
    triggering offenses to those mirroring federally-defined offenses, we apply the
    ordinary interpretation of “relating to.” We ask whether the statute of Bennett’s
    1997 Colorado conviction stands in some relation to, pertains to, or has a
    connection with the possession of child pornography. 12 See 
    Becker, 625 F.3d at 12
             Bennett more or less agrees “relating to” broadens the statute. Bennett
    Supp. Br. at 9. But under his reading, the enhancement would be appropriately
    (continued...)
    -16-
    1312. It undeniably does. The nature of sexual exploitation of a child, under
    Colorado law, is the possession of visual material depicting a child participating
    in explicit sexual conduct. We have little difficulty deciding that the statute
    relates to the possession of child pornography. 13
    Because Bennett’s prior conviction categorically relates to the possession
    of child pornography, we conclude that the district court should have applied the
    ten-year mandatory minimum under 18 U.S.C. § 2252A(b)(2).
    B. Plethysmograph Testing
    Bennett also argues the district court erred by imposing penile
    plethysmograph testing as a condition of his supervised release without sufficient
    findings. We must examine whether this challenge is ripe for review. Friends of
    Marolt Park v. U.S. Dep’t of Transp., 
    382 F.3d 1088
    , 1093 (10th Cir. 2004). The
    parties conceded ripeness, but “[a]s a jurisdictional prerequisite, ripeness may be
    examined by this court sua sponte.” 
    Id. (quoting Keyes
    v. Sch. Dist. No. 1,
    Denver, Colo., 
    119 F.3d 1437
    , 1444 (10th Cir. 1997)).
    12
    (...continued)
    triggered by, for example, “advertising or promoting” federally-defined child
    pornography. 
    Id. There is
    no good reason why “relating to” would only expand
    the explicit list of acts associated with child pornography.
    13
    This decision rests comfortably with other circuits’ interpretations. For
    example, some courts have even found attempt crimes where the defendant
    believed he was dealing with a minor, regardless of the age of the victim, related
    to sexual abuse of a minor. See United States v. Stults, 
    575 F.3d 834
    , 845–46 (8th
    Cir. 2009); United States v. Hubbard, 
    480 F.3d 341
    , 347 (5th Cir. 2007).
    -17-
    The government based its concession of ripeness on United States v. Mike,
    
    632 F.3d 686
    (10th Cir. 2011). In Mike, we said “supervised release terms are
    directly appealable, despite the fact that they are subject to later modification,
    because they ‘are part of the sentencing court’s final orders.’” 
    Mike, 632 F.3d at 692
    –93 (quoting United States v. Smith, 
    606 F.3d 1270
    , 1283 n.4 (10th Cir.
    2010)). But ripeness doctrine has both constitutional and prudential components.
    United States v. Vaquera-Juanes, 
    638 F.3d 734
    , 735–36 (10th Cir. 2011). So
    while an appeal regarding the conditions of supervised release may satisfy the
    Article III component, that appeal may nonetheless be dismissed on prudential
    ripeness grounds. 14 
    Id. at 738
    (dismissing appeal regarding conditions of
    supervised release on ripeness grounds because the defendant might be deported).
    We have acknowledged that plethysmograph testing presents different
    considerations than other terms of supervised release. See United States v.
    Dougan, 
    684 F.3d 1030
    , 1036 (10th Cir. 2012) (recognizing that plethysmograph
    testing implicates significant liberty interests and requires a strong nexus to the
    defendant’s history and characteristics before it can be imposed). So although
    supervised release terms may generally be directly appealed, we must inquire
    whether the prudential considerations here, especially related to plethysmograph
    testing, counsel restraint. They do.
    14
    “[E]ven in a case raising only prudential concerns, the question of
    ripeness may be considered on a court’s own motion.” Nat’l Park Hosp. Ass’n v.
    Dept’t of Interior, 
    538 U.S. 803
    , 808 (2003).
    -18-
    The Fifth, Sixth, and Seventh Circuits have dismissed immediate challenges
    to plethysmograph testing as unripe. United States v. Ortega, 485 F. App’x 656,
    660 (5th Cir. 2012) (unpublished); United States v. Rhodes, 
    552 F.3d 624
    , 628
    (7th Cir. 2009); United States v. Lee, 
    502 F.3d 447
    , 450 (6th Cir. 2007). The Lee
    court, for example, while recognizing that generally, “conditions of supervised
    release may be ripe for appellate review immediately following their imposition at
    sentence,” still concluded the defendant’s challenge to plethysmograph testing
    was not ripe because (1) the defendant would not be released for fourteen years,
    (2) his treatment plan was indefinite, and (3) the court was unsure whether
    plethysmograph testing would even be considered medically useful in 2021. 
    Lee, 502 F.3d at 450
    . Similarly, the Seventh Circuit dismissed a challenge to
    plethysmograph testing as unripe where the condition would not have been
    imposed for at least eight and one-half years. 
    Rhodes, 552 F.3d at 624
    . The court
    gave weight to the difficulty in requiring the district court to state why
    plethysmograph testing is appropriate for the particular defendant when the
    question would be “full of contingency and abstraction.” 
    Id. at 628.
    The First Circuit, however, rejected a ripeness challenge when it struck
    down plethysmograph testing as a potential condition of supervised release in
    United States v. Medina, 
    779 F.3d 55
    , 66-67 (1st Cir. 2015). As here, the
    sentencing court in Medina approved sex offender treatment “including”
    plethysmograph testing. 
    Id. at 64
    n.7. The First Circuit rejected a ripeness
    -19-
    challenge because the condition would be imposed within the year, unlike the
    fourteen-year gap in Lee. 
    Id. at 67;
    Lee, 502 F.3d at 450
    . Additionally, Medina
    did not challenge how the testing would be imposed, but rather that
    plethysmograph testing was per se unlawful on the record before the district
    court. 
    Medina, 779 F.3d at 67
    .
    “A claim is not ripe for adjudication if it rests upon ‘contingent future
    events that may not occur as anticipated or indeed may not occur at all.’” Texas
    v. United States, 
    523 U.S. 296
    , 300 (1998) (quoting Thomas v. Union Carbide
    Agric. Prod. Co., 
    473 U.S. 568
    , 580–81 (1985) (internal quotations omitted)).
    Our prudential ripeness doctrine requires us to balance the fitness of the issue for
    judicial review with the hardship to the parties from withholding review. Awad v.
    Ziriax, 
    670 F.3d 1111
    , 1124 (10th Cir. 2012) (citation omitted).
    Turning first to whether the issue is fit for judicial review, we focus on
    “whether determination of the merits turns upon strictly legal issues or requires
    facts that may not yet be sufficiently developed.” Kansas Judicial Review v.
    Stout, 
    519 F.3d 1107
    , 1118 (10th Cir. 2008) (quoting New Mexicans for Bill
    Richardson v. Gonzales, 
    64 F.3d 1495
    , 1499 (10th Cir. 1995)). Bennett is not
    challenging the facial validity of penile plethysmograph testing, but rather its
    application to him. He argues that the district court did not make sufficiently
    particularized factual findings to impose testing. Even if we remanded, the
    district court would be faced with the nearly impossible task of determining how
    -20-
    effective plethysmograph testing might be for Bennett after completing his ten-
    year sentence. This factor weighs against review.
    We next consider whether the parties face “a direct and immediate
    dilemma.” 
    Stout, 519 F.3d at 1118
    . Of course, this consideration would counsel
    against adjudication for most conditions of supervised release where the
    defendant has a lengthy sentence. But Bennett faces additional contingencies
    before plethysmograph testing would be imposed. First, the treatment provider
    must evaluate him and find that testing is appropriate. Second, plethysmograph
    testing must be available as a treatment option, a destiny far from certain. See
    United States v. Lee, 
    502 F.3d 447
    , 450 (1st Cir. 2007) (noting circuit agreement
    that penile plethysmograph testing is deeply invasive and of questionable
    reliability). And Bennett can challenge the condition when he is released from
    his ten-year sentence if testing is still considered an appropriate treatment option
    at that time.
    In sum, we find the challenge to plethysmograph testing as not yet ripe.
    Bennett also raises issues of substantive due process, considering the invasive
    nature of the testing, but we need not reach that issue. Because Bennett’s cross-
    appeal is not yet sufficiently concrete, we dismiss without prejudice.
    -21-
    III. Conclusion
    For the foregoing reasons, we REMAND with instructions to the district
    court to VACATE the fifty-seven-month sentence and resentence Bennett to the
    ten-year mandatory minimum sentence. We DISMISS Bennett’s cross-appeal on
    ripeness grounds.
    -22-
    No. 14-1384, 14-1402, United States v. Bennett
    HARTZ, Circuit Judge, concurring and dissenting:
    I join the majority opinion except its holding that Bennett’s sentence could be
    enhanced based on his conviction under Colorado’s child-exploitation statute. On the
    application of the federal enhancement statute, I respectfully dissent because, as the
    majority opinion sets forth, the definition of child pornography in the Colorado statute is
    broader than the definition of the term in the federal enhancement statute. Following my
    understanding of the Supreme Court’s decision in Mellouli v. Lynch, 
    135 S. Ct. 1980
    (2015), I would hold that the Colorado statute is not a law “relating to… the production,
    possession, receipt, mailing, sale, distribution, shipment, or transportation of child
    pornography,” 18 U.S.C. § 2252A(b)(2).1
    I agree with the majority that the term related to is broad language. But its
    interpretation must somehow be anchored to prevent it from drifting aimlessly. We
    should try to identify some feature a statute must possess to qualify under § 2252A(b)(2).
    In my view, Mellouli provides guidance on how to do that.
    Mellouli considered an alien-removal (deportation) statute, which, like the
    enhancement statute here, referenced state laws “relating to” dealings with specifically
    defined materials. Under § 2252A(b)(2) the materials are “child pornography,” which is
    defined for purposes of that section by 18 U.S.C. § 2256(8). In Mellouli the materials
    were specifically defined controlled substances. The federal statute made an alien
    1
    I leave to another day whether we could apply the modified categorical approach to the
    Colorado statute.
    removable if he was “convicted of a violation of… any law or regulation of a State, the
    United States, or a foreign country relating to a controlled substance (as defined in
    section 802 of Title 21),” 8 U.S.C. § 1227(a)(2)(B)(i) (emphasis added). Mellouli did not
    limit what activity relating to controlled substances would be covered by the removal
    statute except that the activity could not relate to a substance other than a defined
    controlled substance. The enhancement statute at issue on this appeal similarly can be
    construed to include a great many activities relating to materials that are child
    pornography; it just should not be construed to include activities relating to materials that
    are not child pornography.
    In Mellouli the problem was that the Kansas list of controlled substances was
    slightly larger than the federal list; it included at least nine substances that did not satisfy
    the definition in 21 U.S.C. § 802. The Supreme Court rejected the argument that the state
    list was so similar to the federal list that the state law was one “relating to a controlled
    substance (as defined in section 802 of Title 21).” It said that “the Government’s
    construction of the federal removal statute stretches to the breaking point, reaching state-
    court convictions, like Mellouli’s in which ‘[no] controlled substance (as defined in [§
    802])’ figures as an element of the offense.” 
    Mellouli, 135 S. Ct. at 1990
    . “The
    Government,” it said, “offers no cogent reason why its position is limited to state drug
    schedules that have a ‘substantial overlap’ with the federal schedules. A statute with any
    overlap would seem to be related to federally controlled drugs.” 
    Id. (citation omitted).
    Justice Thomas’s dissent observed, fairly I think, that “[t]he majority appears to conclude
    that a statute ‘relates to’ a federally controlled substance if its definition of the offense of
    2
    conviction necessarily includes as an element of that offense a federally controlled
    substance.” 
    Id. at 1993
    (emphasis and additional internal quotation marks omitted).
    The parallel to the statute before us is obvious. Under the approach taken in
    Mellouli, it would not be enough that almost everything defined as child pornography
    under the Colorado statute is also child pornography under the federal statute; it would be
    required that the state offense on which Bennett was convicted necessarily include as an
    element some material that is child pornography under the federal definition.
    Unlike the majority opinion, I do not read the Court’s concern about stretching the
    scope of the statute to the “breaking point” as relating to the various actions involving
    controlled substances; its concern related solely to the substances involved. Also, I fail to
    see how it makes any difference that in the removal statute considered in Mellouli the
    relating-to provision explicitly cross-referenced a definition of controlled substance,
    whereas there is no explicit cross reference to a definition of child pornography in the
    enhancement statute before us. The explicit cross reference was necessary in the removal
    statute because the referenced definition was in a separate title of the United States Code;
    but there was no need for such a cross reference in the enhancement statute because the
    definition in the nearby section of the same chapter of the same title explicitly stated that
    it applied throughout the chapter. See 18 U.S.C. § 2256 (“For the purposes of this
    chapter,” the listed terms are defined to have the following meanings). What was
    important is that there was an explicit federal definition of the term.
    In addition, I am puzzled by the majority’s argument that one ground supporting
    the Mellouli interpretation of relating to is that otherwise the reference in the removal
    3
    statute to both federal and state law would mean that “’relating to’ would have two
    meanings at once.” Maj. Op. at 14. The Supreme Court did not rely on such an
    argument; and I do not think we would say that a term has two different meanings just
    because its application leads to different results in different jurisdictions. There would be
    nothing outrageous about more (and, perhaps, broader) state statutes “relating to”
    controlled substances (whatever the definition of the term) than there are federal statutes
    relating to them.
    I do recognize, however, that the Supreme Court in Mellouli relied on one feature
    of the removal statute that does not apply to the child-pornography enhancement. It
    noted “that Congress and the BIA [Board of Immigration Appeals] have long required a
    direct link between an alien’s crime of conviction and a particular federally controlled
    drug.” 
    Mellouli, 135 S. Ct. at 1990
    . Perhaps this history was essential to the Court’s
    holding in that case. But I am inclined to doubt that. The Court’s “stretches to the
    breaking point” language was independent of the statutory history, and the vigor of the
    Court’s language suggests that it alone would be a sufficient ground for decision.
    Moreover, there is a reason for a strict limitation to federally defined “child
    pornography” that does not apply to a federally defined “controlled substance.” Congress
    may have wished to be somewhat flexible with regard to state definitions of controlled
    substance because creative “chemists” continually come up with new dangerous drugs.
    The Mellouli dissent pointed out that under the majority’s construction of the removal
    statute, “whenever a State moves first in subjecting some newly discovered drug to
    regulation, every alien convicted during the lag between state and federal regulation
    4
    would be immunized from the immigration consequences of his conduct.” 
    Id. at 1994.
    Apparently, two of the nine drugs that were controlled substances under Kansas law but
    not under federal law at the time of Mellouli’s arrest were included in the federal
    definition within a year of the arrest. See 
    id. In contrast,
    Congress would have had no
    doubt about alternative definitions of child pornography when it enacted its detailed
    definition. For whatever reason, it chose a more restrictive definition than the one
    enacted in Colorado.
    Finally, I do not think that reversal in this case would create a split with decisions
    after Mellouli by other circuits interpreting the enhancement provision at issue in this
    case. None of the four opinions cited by the majority opinion concerned state child-
    pornography statutes. All addressed whether state statutes related to “sexual abuse” or
    “abusive sexual conduct,” which are not terms defined by the federal statute.
    This is not an easy case. But in my view, fidelity to the approach in Mellouli
    requires affirmance of the district court’s decision not to impose the enhancement.
    5