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07:29 3D prisoners having anal sex 3D prisoners having anal sex by h0wdyp45 on Mar 26, 2013 14,890 views and 4 likes

04:01 A commander enjoys his prisoners screams A commander enjoys his prisoners screams by ervin1st on Nov 24, 2011 28,558 views and 10 likes

07:13 Vintage Gay Prisoners On The Run Vintage Gay Prisoners On The Run by Alexa16 on Mar 01, 2012 99,830 views and 50 likes

05:29 Horny bisexual prisoners blowjob orgy Horny bisexual prisoners blowjob orgy by hotmary29 on Jun 09, 2013 23,806 views and 12 likes

05:24 Nasty bi prisoners Nasty bi prisoners by lustylucy on Feb 19, 2013 69,670 views and 2 likes

07:29 3D prisoners sucking cock 3D prisoners sucking cock by h0wdyp45 on Jan 26, 2015 4,496 views

05:00 Prisoners tight ass banged by guards Prisoners tight ass banged by guards by menofuk3 on Nov 30, 2014 2,703 views and 1 likes

05:59 Prisoners ass  violated by gay soldier Prisoners ass violated by gay soldier by Randy4life on Apr 17, 2015 3,306 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 373,398 views and 207 likes

32:15 Prison Master lays down the law Prison Master lays down the law by prisonMaster on Feb 21, 2012 55,293 views and 35 likes

19:11 Officer has his sexual ways with his prisoner Officer has his sexual ways with his prisoner by slobonmyknob on Jan 23, 2012 177,126 views and 98 likes

06:24 Vintage Gay Prison Hardcore Sex Porn Vintage Gay Prison Hardcore Sex Porn by Alexa16 on Feb 23, 2012 418,469 views and 48 likes

20:22 Guard falls for the prisoner and fucks Guard falls for the prisoner and fucks by SupaGayMan on Feb 23, 2012 121,879 views and 69 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 789,131 views and 58 likes

02:36 Prisoner Fantasy from MuscleWorship.com Prisoner Fantasy from MuscleWorship.com by Muscleworshipcom on Aug 08, 2015 707 views and 1 likes

05:10 Interracial gay sex in a prison cell Interracial gay sex in a prison cell by biskoppen on Aug 13, 2013 6,988 views and 5 likes

05:16 Criminal fucks his old prison cell mate Criminal fucks his old prison cell mate by PRISONSTUD on Jul 18, 2012 188,855 views and 114 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 158,614 views and 13 likes

01:59 Delinquent Jail LadsFucking Inside A Prison Delinquent Jail LadsFucking Inside A Prison by jepoyabnoy on May 29, 2013 13,047 views and 13 likes

35:50 HOT PRISON b-ys Fuck And Cum HOT PRISON b-ys Fuck And Cum by cutegays on Jan 17, 2014 30,713 views and 25 likes

23:58 PRISON GUYS PRISON GUYS by cutegays on Feb 07, 2014 31,131 views and 14 likes

06:00 Muscle guys love having sex in prison Muscle guys love having sex in prison by meninhd on Apr 22, 2016 7,457 views and 11 likes

06:59 Muscular prison guards fucking on break Muscular prison guards fucking on break by icongay on Mar 03, 2017 1,053 views and 4 likes

10:10 Black amateur prisoner Black amateur prisoner by sue555532 on Oct 12, 2017 1,379 views and 1 likes

10:10 Prisoner spunked by bbc Prisoner spunked by bbc by sue555532 on Oct 13, 2017 1,768 views and 1 likes

10:00 Black prisoner cum creams Black prisoner cum creams by sue555532 on Dec 25, 2017 1,817 views and 4 likes

06:59 Big muscle prisoner fucking dirty guard Big muscle prisoner fucking dirty guard by icongay on Dec 12, 2017 2,006 views and 4 likes

10:00 Black face fucks prisoner Black face fucks prisoner by robp26 on Jan 18, 2018 512 views

10:00 Ebony prisoner jizzes Ebony prisoner jizzes by sue555532 on Feb 27, 2018 1,188 views

06:00 Handsome jock wanks cock in prison cell Handsome jock wanks cock in prison cell by menofuk3 on Apr 21, 2018 464 views and 1 likes

10:00 Prisoner jizzes from bbc Prisoner jizzes from bbc by richieq26 on May 10, 2018 1,877 views and 2 likes

05:29 Bisexual horny prisoner group fuck orgy Bisexual horny prisoner group fuck orgy by hotmary29 on May 13, 2013 4,211 views and 5 likes

05:03 He has his way with his prisoner He has his way with his prisoner by Myrate on May 27, 2013 13,935 views and 2 likes

06:00 Kurt gets fucked by a prison guard Kurt gets fucked by a prison guard by meninhd on Oct 28, 2016 3,468 views and 1 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 573,756 views and 128 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 68,716 views and 22 likes

04:01 Nasty doctor fucks prison patients Nasty doctor fucks prison patients by StevWilc on Feb 14, 2013 35,777 views and 21 likes

04:11 Gay sex slave prisoner bound in chains Gay sex slave prisoner bound in chains by StevWilc on Sep 18, 2013 21,947 views and 9 likes

03:59 Gay prisoner treated like slave Gay prisoner treated like slave by PubGay9 on Sep 05, 2013 4,002 views and 1 likes

03:59 Gym locker room holds guy prisoner Gym locker room holds guy prisoner by PubGay9 on Aug 22, 2013 7,263 views and 3 likes

09:15 Prison Guard Pounds Inmate In Jail Cell Prison Guard Pounds Inmate In Jail Cell by osospolicias on Oct 08, 2012 76,072 views and 28 likes

20:48 Gorgeous men in prison w/ double penetration Gorgeous men in prison w/ double penetration by aledre54 on Jan 04, 2013 907,073 views and 403 likes

03:59 Old basement holds gay slave prisoner Old basement holds gay slave prisoner by StevWilc on Jun 25, 2013 3,540 views

06:12 A gay guide to passing time in prison A gay guide to passing time in prison by sharon1974 on Aug 21, 2012 30,807 views and 12 likes

03:59 Basement prison holds men tied Basement prison holds men tied by StevWilc on Jun 08, 2013 2,912 views and 1 likes

06:31 Incredible Prison Orgy - You Must See This! Incredible Prison Orgy - You Must See This! by Chad Ryan on Nov 01, 2012 52,696 views and 36 likes

03:59 Handsome gay prisoner is flogged Handsome gay prisoner is flogged by StevWilc on Jun 06, 2013 10,519 views and 1 likes

04:00 Drooling prisoner is flogged Drooling prisoner is flogged by StevWilc on Jun 13, 2013 12,516 views

06:10 Tranniesgold Amateur Prison Guard Tranniesgold Amateur Prison Guard by islandbucks on Apr 24, 2013 1,502 views

05:08 His prisoner is good for one thing His prisoner is good for one thing by hotstuff81 on Jan 28, 2013 6,524 views and 2 likes

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