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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 356,717 views and 196 likes

06:24 Vintage Gay Prison Hardcore Sex Porn Vintage Gay Prison Hardcore Sex Porn by Alexa16 on Feb 23, 2012 408,053 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 774,227 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 5,433 views and 1 likes

05:16 Criminal fucks his old prison cell mate Criminal fucks his old prison cell mate by PRISONSTUD on Jul 18, 2012 179,728 views and 109 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 153,541 views and 12 likes

01:59 Delinquent Jail LadsFucking Inside A Prison Delinquent Jail LadsFucking Inside A Prison by jepoyabnoy on May 29, 2013 9,721 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 23,774 views and 21 likes

23:58 PRISON GUYS PRISON GUYS by cutegays on Feb 07, 2014 27,595 views and 11 likes

32:15 Prison Master lays down the law Prison Master lays down the law by prisonMaster on Feb 21, 2012 53,751 views and 35 likes

04:01 Nasty doctor fucks prison patients Nasty doctor fucks prison patients by StevWilc on Feb 14, 2013 26,725 views and 17 likes

09:15 Prison Guard Pounds Inmate In Jail Cell Prison Guard Pounds Inmate In Jail Cell by osospolicias on Oct 08, 2012 71,824 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 806,915 views and 360 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 29,163 views and 11 likes

03:59 Basement prison holds men tied Basement prison holds men tied by StevWilc on Jun 08, 2013 1,717 views

06:31 Incredible Prison Orgy - You Must See This! Incredible Prison Orgy - You Must See This! by Chad Ryan on Nov 01, 2012 49,963 views and 35 likes

06:10 Tranniesgold Amateur Prison Guard Tranniesgold Amateur Prison Guard by islandbucks on Apr 24, 2013 940 views

16:21 Prison Fuck HQ With Gorgeous Men WOW Prison Fuck HQ With Gorgeous Men WOW by shadow8 on Feb 21, 2013 151,927 views and 69 likes

04:26 3D prison threesome 3D prison threesome by dpaulnr3 on Mar 30, 2013 7,373 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 18,628 views and 1 likes

02:01 Sexual punishment for attempted prison break Sexual punishment for attempted prison break by Lexuss on Aug 27, 2013 71,786 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 10,628 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 9,853 views and 1 likes

25:46 Threesome gay guys 19yo prison bareback Threesome gay guys 19yo prison bareback by gaysex18 on Sep 05, 2013 20,112 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 34,204 views and 30 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 32,826 views and 10 likes

17:08 Prison Gay Porn Fuck Prison Gay Porn Fuck by nudeboys18 on Dec 01, 2013 12,070 views and 9 likes

27:30 PRISON b-tch Gets HARD FUCKED PRISON b-tch Gets HARD FUCKED by nudeboys18 on Jan 06, 2014 50,316 views and 31 likes

05:56 the new guy in prison the new guy in prison by Zphant77 on Feb 14, 2014 16,010 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 43,855 views and 34 likes

05:00 Muscled top prison guard drilling bottom Muscled top prison guard drilling bottom by menofuk3 on Apr 05, 2014 11,324 views and 11 likes

05:00 Bottom prison cell mate penetrated hard Bottom prison cell mate penetrated hard by menofuk3 on Sep 21, 2014 2,662 views and 1 likes

05:10 Muscled prison jock amateur ass fucking Muscled prison jock amateur ass fucking by Luis8722 on Oct 29, 2014 1,334 views and 1 likes

05:30 Horny bottom b-tch spitroasted in prison Horny bottom b-tch spitroasted in prison by str8togay on Oct 30, 2014 4,699 views and 8 likes

05:00 Prison bottom tight butt pounded roughly Prison bottom tight butt pounded roughly by menofuk3 on Nov 05, 2014 755 views

05:30 Bottom bitches spitroast prison blues Bottom bitches spitroast prison blues by str8togay on Nov 15, 2014 6,543 views and 6 likes

05:30 Horny prison top gay gets bj from bottom Horny prison top gay gets bj from bottom by str8togay on Nov 17, 2014 5,215 views and 4 likes

05:30 Muscled prison guards make prisoner suck Muscled prison guards make prisoner suck by str8togay on Dec 19, 2014 7,062 views and 2 likes

05:12 Gay prison sex threeway with two tops Gay prison sex threeway with two tops by str8togay on Jan 13, 2015 1,890 views and 1 likes

05:59 Prison orgy with inmate Johnny Rapid Prison orgy with inmate Johnny Rapid by MenNetwork on Feb 05, 2015 10,023 views

05:59 Marcus Ruhl in a five way prison orgy Marcus Ruhl in a five way prison orgy by MenNetwork on Feb 15, 2015 2,581 views and 3 likes

05:59 Prison line up that turns into a bj orgy Prison line up that turns into a bj orgy by MenNetwork on Feb 25, 2015 7,337 views and 4 likes

18:55 hardcore prison sex hardcore prison sex by rimjob on Oct 15, 2011 52,173 views and 33 likes

14:49 Prison sex Prison sex by manmeat on Sep 29, 2011 242,882 views and 41 likes

05:17 Bisexual Sex in Prison Bisexual Sex in Prison by denise1992 on Apr 24, 2013 2,045 views

02:21 Steve Pierce: Prison Cage Anal Break Steve Pierce: Prison Cage Anal Break by jepoyabnoy on Dec 12, 2013 1,901 views and 2 likes

17:12 Great in prison fuck hard and deep Great in prison fuck hard and deep by rcmpsuck on Jun 08, 2014 11,421 views and 10 likes

20:22 Guard falls for the prisoner and fucks Guard falls for the prisoner and fucks by SupaGayMan on Feb 23, 2012 119,509 views and 40 likes

07:29 3D prisoners having anal sex 3D prisoners having anal sex by h0wdyp45 on Mar 26, 2013 14,194 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 162,793 views and 93 likes

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