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About 139 results

19:11 Officer has his sexual ways with his prisoner Officer has his sexual ways with his prisoner by slobonmyknob on Jan 23, 2012 160,560 views and 91 likes

20:22 Guard falls for the prisoner and fucks Guard falls for the prisoner and fucks by SupaGayMan on Feb 23, 2012 118,803 views and 40 likes

05:24 Prison guard gets his dick sucked by prisoner Prison guard gets his dick sucked by prisoner by lustylucy on Feb 27, 2013 151,022 views and 12 likes

12:23 officer gets prisoner to suck and get fucked. officer gets prisoner to suck and get fucked. by BigTurk on Jun 16, 2011 558,227 views and 118 likes

03:59 Sex prisoner caught in extreme group sex BDSM Sex prisoner caught in extreme group sex BDSM by PubGay9 on Jun 30, 2012 64,653 views and 22 likes

04:11 Gay sex slave prisoner bound in chains Gay sex slave prisoner bound in chains by StevWilc on Sep 18, 2013 15,528 views and 6 likes

03:59 Gay prisoner treated like slave Gay prisoner treated like slave by PubGay9 on Sep 05, 2013 2,115 views

03:59 Gym locker room holds guy prisoner Gym locker room holds guy prisoner by PubGay9 on Aug 22, 2013 4,312 views and 1 likes

03:59 Old basement holds gay slave prisoner Old basement holds gay slave prisoner by StevWilc on Jun 25, 2013 2,329 views

03:59 Handsome gay prisoner is flogged Handsome gay prisoner is flogged by StevWilc on Jun 06, 2013 8,847 views and 1 likes

04:00 Drooling prisoner is flogged Drooling prisoner is flogged by StevWilc on Jun 13, 2013 11,853 views

05:08 His prisoner is good for one thing His prisoner is good for one thing by hotstuff81 on Jan 28, 2013 6,018 views and 2 likes

11:07 3D prisoner gets double teamed 3D prisoner gets double teamed by h0wdyp45 on Mar 16, 2013 50,267 views and 3 likes

11:43 3D shemale prisoner gets fucked 3D shemale prisoner gets fucked by jj1zzny on Apr 11, 2013 823 views

05:00 Bottom prisoner sucking two cocks Bottom prisoner sucking two cocks by menofuk3 on Oct 30, 2014 2,375 views and 2 likes

05:30 Rough muscled guards drilling prisoner Rough muscled guards drilling prisoner by str8togay on Nov 07, 2014 2,465 views and 1 likes

05:30 Muscled prison guards make prisoner suck Muscled prison guards make prisoner suck by str8togay on Dec 19, 2014 5,636 views and 1 likes

05:29 Bisexual horny prisoner group fuck orgy Bisexual horny prisoner group fuck orgy by hotmary29 on May 13, 2013 2,185 views and 4 likes

05:03 He has his way with his prisoner He has his way with his prisoner by Myrate on May 27, 2013 13,039 views and 2 likes

03:10 CBT Bound like a prisoner on St Andrews. CBT Bound like a prisoner on St Andrews. by balls00uch on Jun 11, 2013 1,250 views

03:10 Bound like a prisoner I bash his balls. Bound like a prisoner I bash his balls. by balls00uch on May 30, 2013 11,157 views and 2 likes

02:00 Leo Forte Throating A Tattooed Bound Prisoner Leo Forte Throating A Tattooed Bound Prisoner by jepoyabnoy on Jun 28, 2013 1,518 views and 1 likes

02:00 Cop gives y-ung prisoner an anal examination Cop gives y-ung prisoner an anal examination by Lexuss on Aug 25, 2013 5,571 views and 1 likes

02:00 jailer turning a prisoner into his toy b-y jailer turning a prisoner into his toy b-y by Lexuss on Aug 24, 2013 6,566 views and 1 likes

07:29 3D prisoners having anal sex 3D prisoners having anal sex by h0wdyp45 on Mar 26, 2013 13,965 views and 4 likes

20:01 3 way inmate fuck fest in a small prison cell 3 way inmate fuck fest in a small prison cell by mathewg on Feb 03, 2012 350,768 views and 192 likes

32:15 Prison Master lays down the law Prison Master lays down the law by prisonMaster on Feb 21, 2012 53,082 views and 35 likes

05:10 Interracial gay sex in a prison cell Interracial gay sex in a prison cell by biskoppen on Aug 13, 2013 5,175 views and 1 likes

06:24 Vintage Gay Prison Hardcore Sex Porn Vintage Gay Prison Hardcore Sex Porn by Alexa16 on Feb 23, 2012 406,044 views and 44 likes

05:41 Hairy horny bears prison sex adult dvd scene Hairy horny bears prison sex adult dvd scene by sharon1974 on Jun 03, 2012 765,502 views and 56 likes

05:16 Criminal fucks his old prison cell mate Criminal fucks his old prison cell mate by PRISONSTUD on Jul 18, 2012 175,459 views and 109 likes

01:59 Delinquent Jail LadsFucking Inside A Prison Delinquent Jail LadsFucking Inside A Prison by jepoyabnoy on May 29, 2013 9,117 views and 11 likes

35:50 HOT PRISON b-ys Fuck And Cum HOT PRISON b-ys Fuck And Cum by cutegays on Jan 17, 2014 22,916 views and 21 likes

23:58 PRISON GUYS PRISON GUYS by cutegays on Feb 07, 2014 25,764 views and 11 likes

16:21 Prison Fuck HQ With Gorgeous Men WOW Prison Fuck HQ With Gorgeous Men WOW by shadow8 on Feb 21, 2013 149,528 views and 68 likes

04:01 Nasty doctor fucks prison patients Nasty doctor fucks prison patients by StevWilc on Feb 14, 2013 25,330 views and 17 likes

04:01 A commander enjoys his prisoners screams A commander enjoys his prisoners screams by ervin1st on Nov 24, 2011 24,017 views and 10 likes

07:13 Vintage Gay Prisoners On The Run Vintage Gay Prisoners On The Run by Alexa16 on Mar 01, 2012 96,472 views and 49 likes

09:15 Prison Guard Pounds Inmate In Jail Cell Prison Guard Pounds Inmate In Jail Cell by osospolicias on Oct 08, 2012 70,353 views and 27 likes

20:48 Gorgeous men in prison w/ double penetration Gorgeous men in prison w/ double penetration by aledre54 on Jan 04, 2013 786,566 views and 356 likes

06:12 A gay guide to passing time in prison A gay guide to passing time in prison by sharon1974 on Aug 21, 2012 28,836 views and 11 likes

03:59 Basement prison holds men tied Basement prison holds men tied by StevWilc on Jun 08, 2013 1,394 views

06:31 Incredible Prison Orgy - You Must See This! Incredible Prison Orgy - You Must See This! by Chad Ryan on Nov 01, 2012 49,476 views and 35 likes

05:29 Horny bisexual prisoners blowjob orgy Horny bisexual prisoners blowjob orgy by hotmary29 on Jun 09, 2013 21,430 views and 11 likes

06:10 Tranniesgold Amateur Prison Guard Tranniesgold Amateur Prison Guard by islandbucks on Apr 24, 2013 634 views

05:24 Nasty bi prisoners Nasty bi prisoners by lustylucy on Feb 19, 2013 67,876 views and 1 likes

04:26 3D prison threesome 3D prison threesome by dpaulnr3 on Mar 30, 2013 7,230 views

07:29 3D prisoners sucking cock 3D prisoners sucking cock by h0wdyp45 -- 3,513 views

02:00 Prison adventures of an adorable y-ung latino Prison adventures of an adorable y-ung latino by Lexuss on Aug 30, 2013 17,581 views and 1 likes

02:01 Sexual punishment for attempted prison break Sexual punishment for attempted prison break by Lexuss on Aug 27, 2013 57,385 views and 2 likes

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