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About 164 results

07:29 3D prisoners having anal sex 3D prisoners having anal sex by h0wdyp45 on Mar 26, 2013 14,469 views and 4 likes

04:01 A commander enjoys his prisoners screams A commander enjoys his prisoners screams by ervin1st on Nov 24, 2011 25,515 views and 10 likes

07:13 Vintage Gay Prisoners On The Run Vintage Gay Prisoners On The Run by Alexa16 on Mar 01, 2012 98,020 views and 50 likes

05:29 Horny bisexual prisoners blowjob orgy Horny bisexual prisoners blowjob orgy by hotmary29 on Jun 09, 2013 22,548 views and 12 likes

05:24 Nasty bi prisoners Nasty bi prisoners by lustylucy on Feb 19, 2013 68,690 views and 2 likes

07:29 3D prisoners sucking cock 3D prisoners sucking cock by h0wdyp45 on Jan 26, 2015 4,002 views

05:00 Prisoners tight ass banged by guards Prisoners tight ass banged by guards by menofuk3 on Nov 30, 2014 2,008 views and 1 likes

05:59 Prisoners ass  violated by gay soldier Prisoners ass violated by gay soldier by Randy4life on Apr 17, 2015 2,366 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 363,761 views and 200 likes

32:15 Prison Master lays down the law Prison Master lays down the law by prisonMaster on Feb 21, 2012 54,311 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 166,536 views and 94 likes

06:24 Vintage Gay Prison Hardcore Sex Porn Vintage Gay Prison Hardcore Sex Porn by Alexa16 on Feb 23, 2012 411,020 views and 46 likes

20:22 Guard falls for the prisoner and fucks Guard falls for the prisoner and fucks by SupaGayMan on Feb 23, 2012 120,251 views and 45 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 779,090 views and 56 likes

05:10 Interracial gay sex in a prison cell Interracial gay sex in a prison cell by biskoppen on Aug 13, 2013 5,940 views and 2 likes

05:16 Criminal fucks his old prison cell mate Criminal fucks his old prison cell mate by PRISONSTUD on Jul 18, 2012 182,306 views and 110 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 155,380 views and 12 likes

01:59 Delinquent Jail LadsFucking Inside A Prison Delinquent Jail LadsFucking Inside A Prison by jepoyabnoy on May 29, 2013 10,804 views and 12 likes

35:50 HOT PRISON b-ys Fuck And Cum HOT PRISON b-ys Fuck And Cum by cutegays on Jan 17, 2014 24,659 views and 22 likes

23:58 PRISON GUYS PRISON GUYS by cutegays on Feb 07, 2014 28,634 views and 12 likes

05:29 Bisexual horny prisoner group fuck orgy Bisexual horny prisoner group fuck orgy by hotmary29 on May 13, 2013 3,102 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 13,557 views and 2 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 565,206 views and 120 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 66,538 views and 22 likes

04:01 Nasty doctor fucks prison patients Nasty doctor fucks prison patients by StevWilc on Feb 14, 2013 28,852 views and 19 likes

04:11 Gay sex slave prisoner bound in chains Gay sex slave prisoner bound in chains by StevWilc on Sep 18, 2013 19,092 views and 9 likes

03:59 Gay prisoner treated like slave Gay prisoner treated like slave by PubGay9 on Sep 05, 2013 2,970 views

03:59 Gym locker room holds guy prisoner Gym locker room holds guy prisoner by PubGay9 on Aug 22, 2013 5,480 views and 1 likes

09:15 Prison Guard Pounds Inmate In Jail Cell Prison Guard Pounds Inmate In Jail Cell by osospolicias on Oct 08, 2012 72,747 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 836,992 views and 377 likes

03:59 Old basement holds gay slave prisoner Old basement holds gay slave prisoner by StevWilc on Jun 25, 2013 2,777 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 29,697 views and 11 likes

03:59 Basement prison holds men tied Basement prison holds men tied by StevWilc on Jun 08, 2013 1,952 views

06:31 Incredible Prison Orgy - You Must See This! Incredible Prison Orgy - You Must See This! by Chad Ryan on Nov 01, 2012 50,754 views and 35 likes

03:59 Handsome gay prisoner is flogged Handsome gay prisoner is flogged by StevWilc on Jun 06, 2013 9,616 views and 1 likes

04:00 Drooling prisoner is flogged Drooling prisoner is flogged by StevWilc on Jun 13, 2013 12,134 views

06:10 Tranniesgold Amateur Prison Guard Tranniesgold Amateur Prison Guard by islandbucks on Apr 24, 2013 1,154 views

05:08 His prisoner is good for one thing His prisoner is good for one thing by hotstuff81 on Jan 28, 2013 6,215 views and 2 likes

16:21 Prison Fuck HQ With Gorgeous Men WOW Prison Fuck HQ With Gorgeous Men WOW by shadow8 on Feb 21, 2013 153,509 views and 69 likes

11:07 3D prisoner gets double teamed 3D prisoner gets double teamed by h0wdyp45 on Mar 16, 2013 50,806 views and 3 likes

04:26 3D prison threesome 3D prison threesome by dpaulnr3 on Mar 30, 2013 7,461 views

11:43 3D shemale prisoner gets fucked 3D shemale prisoner gets fucked by jj1zzny on Apr 11, 2013 843 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 19,379 views and 1 likes

02:01 Sexual punishment for attempted prison break Sexual punishment for attempted prison break by Lexuss on Aug 27, 2013 72,720 views and 2 likes

02:00 Sweet curly b-y attacked by gay prison guard Sweet curly b-y attacked by gay prison guard by Lexuss on Sep 01, 2013 10,991 views and 2 likes

01:50 Prison guard examines the asses of convicts Prison guard examines the asses of convicts by Lexuss on Sep 02, 2013 10,488 views and 1 likes

25:46 Threesome gay guys 19yo prison bareback Threesome gay guys 19yo prison bareback by gaysex18 on Sep 05, 2013 23,024 views and 30 likes

21:58 Older gay guy fuck hard a tw-nk in the prison Older gay guy fuck hard a tw-nk in the prison by nudeboys18 on Sep 17, 2013 38,134 views and 32 likes

09:48 Hot Gay gun once a prison b-tch Hot Gay gun once a prison b-tch by nudeboys18 on Nov 02, 2013 33,637 views and 10 likes

17:08 Prison Gay Porn Fuck Prison Gay Porn Fuck by nudeboys18 on Dec 01, 2013 12,536 views and 9 likes

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