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About 190 results

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 326,051 views and 175 likes

06:24 Vintage Gay Prison Hardcore Sex Porn Vintage Gay Prison Hardcore Sex Porn by Alexa16 on Feb 23, 2012 395,441 views and 42 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 747,031 views and 55 likes

05:10 Interracial gay sex in a prison cell Interracial gay sex in a prison cell by biskoppen on Aug 13, 2013 3,857 views

05:16 Criminal fucks his old prison cell mate Criminal fucks his old prison cell mate by PRISONSTUD on Jul 18, 2012 164,986 views and 101 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 144,310 views and 10 likes

01:59 Delinquent Jail LadsFucking Inside A Prison Delinquent Jail LadsFucking Inside A Prison by jepoyabnoy on May 29, 2013 6,867 views and 9 likes

35:50 HOT PRISON b-ys Fuck And Cum HOT PRISON b-ys Fuck And Cum by cutegays on Jan 17, 2014 18,383 views and 20 likes

23:58 PRISON GUYS PRISON GUYS by cutegays on Feb 07, 2014 19,159 views and 10 likes

32:15 Prison Master lays down the law Prison Master lays down the law by prisonMaster on Feb 21, 2012 50,045 views and 34 likes

04:01 Nasty doctor fucks prison patients Nasty doctor fucks prison patients by StevWilc on Feb 14, 2013 19,549 views and 11 likes

09:15 Prison Guard Pounds Inmate In Jail Cell Prison Guard Pounds Inmate In Jail Cell by osospolicias on Oct 08, 2012 66,737 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 696,665 views and 325 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 27,658 views and 11 likes

03:59 Basement prison holds men tied Basement prison holds men tied by StevWilc on Jun 08, 2013 597 views

06:31 Incredible Prison Orgy - You Must See This! Incredible Prison Orgy - You Must See This! by Chad Ryan on Nov 01, 2012 47,155 views and 32 likes

06:10 Tranniesgold Amateur Prison Guard Tranniesgold Amateur Prison Guard by islandbucks on Apr 24, 2013 145 views

16:21 Prison Fuck HQ With Gorgeous Men WOW Prison Fuck HQ With Gorgeous Men WOW by shadow8 on Feb 21, 2013 139,634 views and 67 likes

04:26 3D prison threesome 3D prison threesome by dpaulnr3 on Mar 30, 2013 6,967 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 14,372 views

02:01 Sexual punishment for attempted prison break Sexual punishment for attempted prison break by Lexuss on Aug 27, 2013 46,300 views

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 7,601 views and 1 likes

01:50 Prison guard examines the asses of convicts Prison guard examines the asses of convicts by Lexuss on Sep 02, 2013 7,469 views and 1 likes

25:46 Threesome gay guys 19yo prison bareback Threesome gay guys 19yo prison bareback by gaysex18 on Sep 05, 2013 13,444 views and 27 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 19,054 views and 26 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 27,516 views and 9 likes

17:08 Prison Gay Porn Fuck Prison Gay Porn Fuck by nudeboys18 on Dec 01, 2013 9,738 views and 9 likes

27:30 PRISON b-tch Gets HARD FUCKED PRISON b-tch Gets HARD FUCKED by nudeboys18 on Jan 06, 2014 41,593 views and 29 likes

05:56 the new guy in prison the new guy in prison by Zphant77 on Feb 14, 2014 11,005 views and 3 likes

35:50 4 Jail birds Gay Hoy Guys Prison Fuck 4 Jail birds Gay Hoy Guys Prison Fuck by HelixGuys on Feb 11, 2014 25,687 views and 27 likes

05:00 Muscled top prison guard drilling bottom Muscled top prison guard drilling bottom by menofuk3 on Apr 05, 2014 5,192 views and 5 likes

18:55 hardcore prison sex hardcore prison sex by rimjob on Oct 15, 2011 43,744 views and 28 likes

14:49 Prison sex Prison sex by manmeat on Sep 29, 2011 226,608 views and 39 likes

05:17 Bisexual Sex in Prison Bisexual Sex in Prison by denise1992 on Apr 24, 2013 1,669 views

02:21 Steve Pierce: Prison Cage Anal Break Steve Pierce: Prison Cage Anal Break by jepoyabnoy on Dec 12, 2013 1,153 views and 2 likes

20:22 Guard falls for the prisoner and fucks Guard falls for the prisoner and fucks by SupaGayMan on Feb 23, 2012 114,568 views and 39 likes

07:29 3D prisoners having anal sex 3D prisoners having anal sex by h0wdyp45 on Mar 26, 2013 12,743 views and 4 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 148,210 views and 84 likes

05:29 Horny bisexual prisoners blowjob orgy Horny bisexual prisoners blowjob orgy by hotmary29 on Jun 09, 2013 19,051 views and 11 likes

05:29 Bisexual horny prisoner group fuck orgy Bisexual horny prisoner group fuck orgy by hotmary29 on May 13, 2013 867 views and 4 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 545,556 views and 114 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 62,003 views and 21 likes

04:01 A commander enjoys his prisoners screams A commander enjoys his prisoners screams by ervin1st on Nov 24, 2011 20,404 views and 8 likes

04:11 Gay sex slave prisoner bound in chains Gay sex slave prisoner bound in chains by StevWilc on Sep 18, 2013 8,651 views and 3 likes

07:13 Vintage Gay Prisoners On The Run Vintage Gay Prisoners On The Run by Alexa16 on Mar 01, 2012 92,888 views and 49 likes

03:59 Gay prisoner treated like slave Gay prisoner treated like slave by PubGay9 on Sep 05, 2013 607 views

03:59 Gym locker room holds guy prisoner Gym locker room holds guy prisoner by PubGay9 on Aug 22, 2013 1,698 views

03:59 Old basement holds gay slave prisoner Old basement holds gay slave prisoner by StevWilc on Jun 25, 2013 1,727 views

03:59 Handsome gay prisoner is flogged Handsome gay prisoner is flogged by StevWilc on Jun 06, 2013 7,371 views and 1 likes

04:00 Drooling prisoner is flogged Drooling prisoner is flogged by StevWilc on Jun 13, 2013 9,860 views

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