Vacated and remanded by published opinion. Judge GREGORY wrote the opinion, in which Senior Judge HAMILTON joined. Judge LUTTIG wrote a separate opinion concurring in the judgment.
GREGORY, Circuit Judge:
William “Bill” Rise pled guilty to two counts of sexual exploitation of children. At sentencing, the district court applied multiple sentencing enhancements and sentenced the defendant to 365 months’ imprisonment. On appeal, Rise’s counsel filed a brief in accordance with Anders v. California, 386 U.S. 738, 87 S.Ct. 1396, 18 L.Ed.2d 493 (1967), stating that, in his view, there were no meritorious issues for appeal, but raising three issues related to sentencing: (1) whether the district court erred in denying Rise credit for acceptance of responsibility; (2) whether the district court abused its discretion in departing upward on the ground that Rise’s criminal history significantly under-represented his past criminal conduct; and (3) whether the district court abused its discretion in departing upward for extreme conduct. Having reviewed the entire record in accord with Anders, we scheduled the case for oral argument and directed counsel to focus on the first issue. At oral argument, Rise’s counsel stated that despite his filing of an Anders brief, his further review of the first issue in preparation for argument led him to conclude that it is, in fact, a meritorious claim. We agree. While we find the last two Anders issues lack merit, we conclude that the district court erred in denying Rise credit for acceptance of responsibility.
I.
A.
Bill Rise is a 63-year-old pedophile who admits that he has had sexual contact with “several hundred” children throughout his lifetime. Rise has acknowledged his mental illness and has stated that he does not believe his condition is curable. Following his arrest and subsequent three-count indictment, charging him with two counts of sexual exploitation of children and one count of interstate transmission of child pornography, Rise pled guilty to one count of use of minors in the production of visual depictions of sexually explicit conduct and one count of permitting a minor over whom he had custody and control to be used in the production of visual depictions of criminally explicit conduct. 18 U.S.C. §§ 2251(a), 2251(b). After imposing various sentencing enhancements under the United States Sentencing Guidelines, the district court determined Rise had a total offense level of 39 and criminal history category of I, and sentenced Rise to 240 months’ imprisonment on count one and 125 months on count two, with the sentences to run consecutively for a total of 365 months, the upper limit of the applica[769]*769ble Guideline range. Additionally, the court sentenced Kise to a term of three years of supervised release.
Federal authorities began investigating Kise after the United States Secret Service received information from a confidential informant (“Cl”), who had been arrested for receipt and possession of child pornography in January 2001. On April 30, 2001, federal agents conducted a search of Kise’s home with his consent. Kise also engaged in voluntary discussions with the authorities in which he admitted that he had exchanged child pornography over the internet with the Cl. Furthermore, Kise identified himself and two prepubescent boys (hereinafter “Child A” and “Child B”) depicted in photos the government received from the Cl. Ease knew each child’s respective families, and Child B had been left alone in Kise’s custody for extended periods during school vacations, while Child A had been left in Kise’s custody on numerous occasions for shorter spans of time — typically evenings and weekends.1
During his conversation with the agents, Kise admitted having molested Child A and Child B, who were nine to ten years old during the period of abuse. He told the agents that he had taken thousands of pictures of the children, depicting his sexual abuse of the children, as well as photos of Child A and Child B engaged in sexual activity with each other. Kise told the agents that he stored the images in his computer, and also had three web sites on which he posted photos of the children. Kise proceeded to describe each of the photos presented to him by the federal agents which had been recovered from the Cl’s computer.
The photos themselves are extremely graphic and exploitive; as the district court recognized at sentencing, they depict humiliating and degrading conduct toward children. Kise photographed the boys while they engaged in oral sex with one another, or performing oral sex on him. In some photos, Kise was shown touching and penetrating the children’s rectums. In other photos, Kise showed the boys bound or tied up in intricate knot patterns (“dcsnl773.jpg” and “dcsnl772.jpg”), or wearing other devices associated with bondage and sadomasochism such as chain collars or small metal rings through which the boys’ penises and scrotums passed. Specifically, photos submitted at sentencing showed, a child’s penis and scrotum tightly bound with twine (“tie up [child], age 9.jpg”), a child with duct tape applied to his buttocks so as to expose his rectum (“ducktape.jpg”), a child with red marks from spanking on his bare buttocks (“northwestern.jpg”),2 a child with a bite mark on his buttocks (“clear hole and bite, jpg”). In yet another photo, Kise wrote a message in marker to one of his pedophile friends on the child’s buttocks (“himi-key.jpg”), while in another he wrote “my [770]*770little hole” on the child’s buttocks with arrows pointing toward the boy’s anus. Kise distributed these and other photographs to various friends in electronic format.
B.
Following Kise’s entry of his plea, a Presentence Investigation Report (“PSR”) was prepared. The Probation Officer (“PO”) calculated a base offense level of 27, U.S.S.G. § 2G2.1(a), for each count. The PSR recommended that these bases be increased four levels because the victims were younger than twelve years old, see U.S.S.G.§ 2G2.1(b)(l), and recommended two-level increases because the minors were in Kise’s supervisory control, see U.S.S.G. § 2G2.1(b)(2). In addition, the PSR recommended two-level increases pursuant to U.S.S.G. § 3Al.l(b)(l) because Child B was unusually vulnerable. Thus, the PSR calculated the adjusted offense level for each count as 35, and the total offense level increased to 37 because there were multiple-counts. See U.S.S.G. § 3D 1.4. Additionally, the PSR recommended that, pursuant to U.S.S.G. § 3El.l(a)-(b), Kise receive a three-level reduction in offense level for his acceptance of responsibility. Finally, the PO found that Kise had zero criminal history points, giving him a criminal history category of I.
Thus, the PSR recommended that Kise be sentenced using a total offense level of 34 and a criminal history category of I, which would have yielded a guideline range of 151-188 months’ imprisonment. However, the PSR detailed two factors which could warrant departure. First it stated that, pursuant to U.S.S.G. § 4A1.3(e), upward departure could be warranted because Kise’s criminal history category under-represents the seriousness of his criminal history and the likelihood that he would commit further crimes.3 Additionally, it noted the possibility of an enhancement pursuant to U.S.S.G.
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Vacated and remanded by published opinion. Judge GREGORY wrote the opinion, in which Senior Judge HAMILTON joined. Judge LUTTIG wrote a separate opinion concurring in the judgment.
GREGORY, Circuit Judge:
William “Bill” Rise pled guilty to two counts of sexual exploitation of children. At sentencing, the district court applied multiple sentencing enhancements and sentenced the defendant to 365 months’ imprisonment. On appeal, Rise’s counsel filed a brief in accordance with Anders v. California, 386 U.S. 738, 87 S.Ct. 1396, 18 L.Ed.2d 493 (1967), stating that, in his view, there were no meritorious issues for appeal, but raising three issues related to sentencing: (1) whether the district court erred in denying Rise credit for acceptance of responsibility; (2) whether the district court abused its discretion in departing upward on the ground that Rise’s criminal history significantly under-represented his past criminal conduct; and (3) whether the district court abused its discretion in departing upward for extreme conduct. Having reviewed the entire record in accord with Anders, we scheduled the case for oral argument and directed counsel to focus on the first issue. At oral argument, Rise’s counsel stated that despite his filing of an Anders brief, his further review of the first issue in preparation for argument led him to conclude that it is, in fact, a meritorious claim. We agree. While we find the last two Anders issues lack merit, we conclude that the district court erred in denying Rise credit for acceptance of responsibility.
I.
A.
Bill Rise is a 63-year-old pedophile who admits that he has had sexual contact with “several hundred” children throughout his lifetime. Rise has acknowledged his mental illness and has stated that he does not believe his condition is curable. Following his arrest and subsequent three-count indictment, charging him with two counts of sexual exploitation of children and one count of interstate transmission of child pornography, Rise pled guilty to one count of use of minors in the production of visual depictions of sexually explicit conduct and one count of permitting a minor over whom he had custody and control to be used in the production of visual depictions of criminally explicit conduct. 18 U.S.C. §§ 2251(a), 2251(b). After imposing various sentencing enhancements under the United States Sentencing Guidelines, the district court determined Rise had a total offense level of 39 and criminal history category of I, and sentenced Rise to 240 months’ imprisonment on count one and 125 months on count two, with the sentences to run consecutively for a total of 365 months, the upper limit of the applica[769]*769ble Guideline range. Additionally, the court sentenced Kise to a term of three years of supervised release.
Federal authorities began investigating Kise after the United States Secret Service received information from a confidential informant (“Cl”), who had been arrested for receipt and possession of child pornography in January 2001. On April 30, 2001, federal agents conducted a search of Kise’s home with his consent. Kise also engaged in voluntary discussions with the authorities in which he admitted that he had exchanged child pornography over the internet with the Cl. Furthermore, Kise identified himself and two prepubescent boys (hereinafter “Child A” and “Child B”) depicted in photos the government received from the Cl. Ease knew each child’s respective families, and Child B had been left alone in Kise’s custody for extended periods during school vacations, while Child A had been left in Kise’s custody on numerous occasions for shorter spans of time — typically evenings and weekends.1
During his conversation with the agents, Kise admitted having molested Child A and Child B, who were nine to ten years old during the period of abuse. He told the agents that he had taken thousands of pictures of the children, depicting his sexual abuse of the children, as well as photos of Child A and Child B engaged in sexual activity with each other. Kise told the agents that he stored the images in his computer, and also had three web sites on which he posted photos of the children. Kise proceeded to describe each of the photos presented to him by the federal agents which had been recovered from the Cl’s computer.
The photos themselves are extremely graphic and exploitive; as the district court recognized at sentencing, they depict humiliating and degrading conduct toward children. Kise photographed the boys while they engaged in oral sex with one another, or performing oral sex on him. In some photos, Kise was shown touching and penetrating the children’s rectums. In other photos, Kise showed the boys bound or tied up in intricate knot patterns (“dcsnl773.jpg” and “dcsnl772.jpg”), or wearing other devices associated with bondage and sadomasochism such as chain collars or small metal rings through which the boys’ penises and scrotums passed. Specifically, photos submitted at sentencing showed, a child’s penis and scrotum tightly bound with twine (“tie up [child], age 9.jpg”), a child with duct tape applied to his buttocks so as to expose his rectum (“ducktape.jpg”), a child with red marks from spanking on his bare buttocks (“northwestern.jpg”),2 a child with a bite mark on his buttocks (“clear hole and bite, jpg”). In yet another photo, Kise wrote a message in marker to one of his pedophile friends on the child’s buttocks (“himi-key.jpg”), while in another he wrote “my [770]*770little hole” on the child’s buttocks with arrows pointing toward the boy’s anus. Kise distributed these and other photographs to various friends in electronic format.
B.
Following Kise’s entry of his plea, a Presentence Investigation Report (“PSR”) was prepared. The Probation Officer (“PO”) calculated a base offense level of 27, U.S.S.G. § 2G2.1(a), for each count. The PSR recommended that these bases be increased four levels because the victims were younger than twelve years old, see U.S.S.G.§ 2G2.1(b)(l), and recommended two-level increases because the minors were in Kise’s supervisory control, see U.S.S.G. § 2G2.1(b)(2). In addition, the PSR recommended two-level increases pursuant to U.S.S.G. § 3Al.l(b)(l) because Child B was unusually vulnerable. Thus, the PSR calculated the adjusted offense level for each count as 35, and the total offense level increased to 37 because there were multiple-counts. See U.S.S.G. § 3D 1.4. Additionally, the PSR recommended that, pursuant to U.S.S.G. § 3El.l(a)-(b), Kise receive a three-level reduction in offense level for his acceptance of responsibility. Finally, the PO found that Kise had zero criminal history points, giving him a criminal history category of I.
Thus, the PSR recommended that Kise be sentenced using a total offense level of 34 and a criminal history category of I, which would have yielded a guideline range of 151-188 months’ imprisonment. However, the PSR detailed two factors which could warrant departure. First it stated that, pursuant to U.S.S.G. § 4A1.3(e), upward departure could be warranted because Kise’s criminal history category under-represents the seriousness of his criminal history and the likelihood that he would commit further crimes.3 Additionally, it noted the possibility of an enhancement pursuant to U.S.S.G. § 5K2.8, governing conduct that is “unusually heinous, cruel, brutal or degrading to the victim.”
At sentencing, the district court imposed both the departure and the enhancement. Despite the PO’s recommendation and the government’s lack of objection, the district court did not apply the three-level reduction for acceptance of responsibility. Therefore, the district court imposed sentence by using a total offense level of 39 and a criminal history category of II, [771]*771yielding a sentencing range of 292-365 months. The district court sentenced Kise to 240 months on count one and 125 months on count two, to run consecutively, with a term of three years of supervised release thereafter. This appeal followed.
II.
At oral argument, Kise’s counsel contended that the district court erred in denying his client a three-level reduction of offense level for acceptance of responsibility under the United States Sentencing Guidelines § 3El.l(a)-(b) (2001). The Guidelines provide for a two-level reduction in offense level where the defendant “clearly demonstrates acceptance of responsibility.” U.S.S.G. § 3El.l(a). If a defendant qualifies under § 3El.l(a), his or her offense level is 16 or greater, and the defendant has assisted authorities by (1) timely providing complete information to the government concerning his or her involvement in the offense; or (2) timely notifying authorities of his intention to plead guilty, thus allowing the government to conserve resources that would be expended on trial, the offense level is to be decreased by one additional level. Id. § 3El.l(b).
We review the district court’s decision to deny a reduction in the offense level based on the defendant’s acceptance of responsibility for clear error. United States v. Pauley, 289 F.3d 254, 261 (4th Cir.2002), cert. denied, 537 U.S. 1178, 123 S.Ct. 1007, 154 L.Ed.2d 925 (2003); see also United States v. Holt, 79 F.3d 14, 17 (4th Cir.1996) (per curiam).
A guilty plea does not automatically entitle a defendant to a reduction for acceptance of responsibility. See United States v. Harris, 882 F.2d 902, 906 (4th Cir.1989) (Á district court is not obligated to grant an unrepentant criminal a two-step reduction in return for grudgingly cooperating with authorities or merely going through the motions of contrition.”). Rather, the district court is to evaluate the defendant’s acts and statements to determine whether the defendant has accepted responsibility for his or her criminal conduct. See United States v. Gordon, 895 F.2d 932, 936 (4th Cir.1990); United States v. White, 875 F.2d 427, 431-32 (4th Cir.1989).[I]n order to receive a reduction under § 3E1.1 for acceptance of responsibility, the defendant must prove by a preponderance of the evidence that he has clearly recognized and affirmatively accepted personal responsibility for his criminal conduct.” United States v. May, 359 F.3d 683, 693 (4th Cir.2004) (internal quotation marks and citations omitted). The commentary to the guideline at issue notes that [t]he sentencing judge is in a unique position to evaluate a defendant’s acceptance of responsibility. For this reason, the determination of the sentencing judge is entitled to great deference on review.” U.S.S.G. § 3E1.1, cmt. n.5 (2001); accord White, 875 F.2d at 431.
In this case, the PSR recommended that Kise receive a three-level reduction for acceptance of responsibility. The PO detailed that Kise readily and immediately confessed to the federal authorities in April 2001. As detailed above, Kise admitted to his life history as a criminal sexual predator, rather than merely confessing to the crimes for which he was being investigated. Furthermore, the PSR reported that Kise remarked, “I feel terrible. This has ruined my life. I went through this when I was a kid. I didn’t intend to harm them, but I am sure I did.” Finally, the PSR detailed that Kise was admitted to the residential sex offender treatment program (“SOTP”) of the Federal Correctional Institution at Butner, North Carolina for a psychiatric evaluation, and that Kise [772]*772sought treatment of his pedophilia.4 The government did not object to the recommendation for acceptance of responsibility.
Despite the fact that Rise’s post-offense conduct substantially conformed to many of the factors listed as “appropriate considerations” in determining whether an individual qualifies for the acceptance of responsibility reduction under the guidelines, the district court did not grant the reduction. See, e.g., U.S.S.G. § 3E1.1, cmt. n.l(a) (“truthfully admitting the conduct comprising the offense(s) of conviction”); id. cmt. n.l(b) (voluntary withdrawal from criminal conduct or associations); id. cmt. n.l(d) (“voluntary surrender to authorities promptly after commission of the offense”); id. cmt. n.l(e) (“voluntary assistance to authorities in the recovery of the fruits and instrumentalities of the offense”); id. cmt. n.l(g) (“post-offense rehabilitative efforts {e.g., counseling or drug treatment)”). Instead, during the sentencing colloquy, the district court questioned Kise regarding what he had told prison psychologists regarding his pedophilic beliefs. Consistent with Rise’s past mental health evaluations, supra note 3, the But-ner psychiatrists diagnosed Kise as a pedophile and concluded that he suffered from depression. The evaluation revealed that Kise “identified a system of beliefs which are commonly seen in individuals engaged in sexual activity with minors.” Specifically, Kise told the psychiatrist that he believed that “children had a sexuality and should be able to consent to sexual activity. He expressed a belief that a child’s ability to consent to sexual activity began around the age of 10.”5
During the plea colloquy, in turning to the issue of acceptance of responsibility, the district court seized upon Rise’s statements from his psychiatric sessions at But-ner and stated: “Now, on acceptance of responsibility, Mr. Kise, do you believe that a child at age ten has the ability to give consent to an adult to have sex with him?” J.A. 72. This exchange followed:
The Defendant: Your Honor, I just—
The Court: Yes or No?
The Defendant: Yes, Your honor.
The Court: You think that a ten year old child can consent with an adult to have sex?
The Defendant: As our society knows it, no.
The Court: As you know?
The Defendant: Within me, yes, I know. I believe it.
The Court. You lose acceptance of responsibility. It is clear to me you have not accepted the illegality of what you were doing. Let me say, your comment right there is completely consistent with what you say in the report. You lose accep[773]*773tance of responsibility. You do not get acceptance of responsibility.
J.A. 72.
From this colloquy, it is clear that because Kise believed that children could consent to sexual conduct, the district court found, ipso facto, that Kise had not accepted responsibility for his conduct. We find that determination clearly erroneous. To hold otherwise would punish defendants like Kise for acknowledging their disorders and for seeking the very counseling and rehabilitation they require. Essentially, it would establish a per se rule that individuals similarly situated to Kise who suffer from, but are not yet cured of, mental disorders cannot qualify for the acceptance of responsibility reduction; we cannot square such a determination with the guideline. See U.S.S.G. § 3E1.1, cmt. n.l(g) (stating that an appropriate consideration in determining whether a defendant should receive the reduction is whether he or she has engaged in “post-offense rehabilitative efforts” such as counseling).
The district court presented Kise with what was ultimately a Hobson’s choice: answer honestly and in accord with the psychiatrist’s report and be denied acceptance of responsibility, or answer dishonestly and in a manner contrary to the report and be denied acceptance of responsibility and possibly incur an enhancement for obstruction of justice. The same scenario would confront any pedophile similarly situated to Kise, and is thus akin to a categorical bar against any such individual receiving the acceptance of responsibility reduction. The Diagnostic and Statistical Manual of Mental Disorders TV (“DSM ”) defines pedophilia as a paraphilia — that is, a disorder causing “clinically significant distress or impairment in social, occupational, or other important areas of functioning.” American Psychiatric Association, DSM-IV-TR 535 (4th ed.2000). It notes that individuals with pedophilia “generally report an attraction to children of a particular age range,” and — completely consistent with Butner’s diagnosis of Kise — it states that when pedophiles act on their urges with children, they commonly rationalize the sexual experience, reasoning “that they have ‘educational value’ for the child, that the child derives ‘sexual pleasure’ from them, or that the child was ‘sexually provocative’ — themes that are also common in pedophilic pornography.” Id. § 302.2 at 571; see also J.A. 120 (during allocution, Kise stated “in talking to my psychiatrist about [pedophilia], he brought out the fact that generally people who are pedophiles have a tendency to place the age of consent on what they are attracted to.”).
In short, the district court punished Kise for admitting to and attempting to remedy his mental disorder. Kise did not challenge the fact that what he did was legally wrong,6 rather he repeatedly expressed guilt and remorse.7 In frank [774]*774terms, Rise admitted the deep scope and hold of his mental illness — the PSR noted that he fought against and wanted to seek help for the disorder throughout his lifetime,8 and actively sought help at Butner and elsewhere to remedy the condition. Rise’s response to the district court’s question regarding children’s ability to consent, though undeniably perverse to objective individuals without his paraphilia, was an honest response in accord with his disorder. In this light, even Rise’s alarming declarations that children can consent to sexual activity amount to “statements regarding his motivation [that] are relevant in that they shed light on the sincerity of an asserted acceptance of responsibility.” United States v. Greene, 71 F.3d 282, 235 (6th Cir.1996).
While we find Rise’s statements regarding consent objectively misguided and disturbing, they do not mean that Rise failed to accept responsibility for his offenses. To the contrary, Rise’s statements and actions in this case following his investigation by the federal government and eventual detention demonstrate his willingness to assist law enforcement and to submit to mental health treatment. On this record, it is clear that Rise actively took the initial steps to control, if not wholly eradicate, his disorder thereby minimizing the possibility of recidivism.9 See Federal Judicial Center, Special Needs Offenders Bulletin No. 3, Sex Offenders 6 (Sept.1998) (stating sexual deviance is treatable and that “offenders can learn to control, if not eradicate, their deviant interests and behavior,” but for treatment to work “the offender must be an active participant in identifying risky behavior and in developing coping strategies to address them”). Without disputing that Rise’s criminal conduct is of the most abhorrent type society knows, we also recognize that Rise immediately admitted to the wrongfulness of his conduct when approached by the authorities and has continued to do so, he turned over the instrumentalities of his criminal conduct, and he has sought help to take steps toward reforming his behavior in the future. All of these facts support our view that the district court clearly erred in finding that Rise did not accept responsibility for his crime. While we understand the district court’s expression of repugnance at Rise’s statements that he believes children can consent (though Rise admits that they cannot legally consent to sexual contact), to deny Rise and similarly situated pedophiles the acceptance of responsibility reduction in -such an instance would render § 3E1.1 wholly inapplicable to an entire class of criminals. Such a categorical bar [775]*775cannot be reconciled with the above-discussed purposes of the guideline, and moreover such a result would ironically serve to discourage honesty and full disclosure from pedophiles as they take the first step toward rehabilitation and possible reintegration into society — thus also undermining the very purposes and goals of the Butner SOTP, see supra note 4. As Rise’s counsel persuasively queried at oral argument, if such a bar were in place, how could a competent attorney implore a client suffering from a mental disorder to go to Butner or another correctional institution for a mental evaluation if the attorney knows that his client’s attempts to comply with the authorities and conform to the full disclosure policies in § 3E1.1 will only be used against the client?
Were we to hold that it is not clear error to deny acceptance of responsibility in this instance, it would create a perverse incentive within our case law. We would unintentionally encourage pedophiles similarly situated to Rise to refrain from telling authorities about their past crimes and predilections and from seeking the mental health care they severely require. Instead, they would be motivated to take their chances at trial, thus increasing administrative costs, preventing the offenders from obtaining the mental help they require — which, in turn, should translate into lower incidents of recidivism and greater protection of society as a whole— and, perhaps most importantly, putting great strain on the victims who have already suffered so deeply. This we cannot do.
III.
For these reasons, we hold that the district court’s denial of a three-level reduction for Rise’s acceptance of responsibility pursuant to U.S.S.G. § 3El.l(a)-(b) was clearly erroneous.10 Accordingly, we vacate the district court’s sentence and remand for resentencing in a manner not inconsistent with this opinion.
VACATED AND REMANDED