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05:06 Black porn in jail super hot Black porn in jail super hot by lukkepra on Nov 11, 2011 33,958 views and 18 likes

25:03 Jail guard gets some head, then a threesome Jail guard gets some head, then a threesome by iluvhead on Feb 09, 2012 309,758 views and 114 likes

16:07 Jail Mates fucking with hot wax Jail Mates fucking with hot wax by prisonMaster on Feb 19, 2012 23,601 views and 10 likes

05:07 Inmates bumping uglies in a jail cell Inmates bumping uglies in a jail cell by xxxdewild on Aug 17, 2012 12,348 views and 3 likes

16:49 Guy gets head threw a jail cell Guy gets head threw a jail cell by seemybutt on Jul 21, 2011 61,164 views and 30 likes

10:05 Just out of jail Just out of jail by twinkletoes on Nov 22, 2011 240,012 views and 40 likes

29:35 Jail baits having an orgy Jail baits having an orgy by prisonMaster on Feb 20, 2012 65,124 views and 34 likes

09:15 Prison Guard Pounds Inmate In Jail Cell Prison Guard Pounds Inmate In Jail Cell by osospolicias on Oct 08, 2012 50,325 views and 19 likes

04:34 Jail Cell Gloryhole Hardcore Jail Cell Gloryhole Hardcore by lnight03 on Jan 21, 2013 30,422 views and 10 likes

19:30 Hairy guy fucked in jail cell Hairy guy fucked in jail cell by eatmeout on Sep 14, 2011 67,119 views and 17 likes

05:01 nymphoty guys Rehearse Romeo and Juliet nymphoty guys Rehearse Romeo and Juliet by Standahead on Apr 02, 2012 8,672 views and 7 likes

32:15 Prison Master lays down the law Prison Master lays down the law by prisonMaster on Feb 21, 2012 41,053 views and 27 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 22,631 views and 11 likes

00:31 What Happens On The Bus What Happens On The Bus by johnty on May 10, 2011 23,689 views and 9 likes

16:09 Hairy office solo Hairy office solo by greatgreyjay on May 27, 2011 111,530 views and 20 likes

17:32 pretty blonde guy deep throats cock like a pro pretty blonde guy deep throats cock like a pro by seemybutt on Jun 05, 2011 42,687 views and 19 likes

17:40 2 Latinos fuck 2 Latinos fuck by eatmeout on Sep 15, 2011 13,978 views and 5 likes

24:22 Breaking and entering Breaking and entering by cowboycam on Sep 18, 2011 78,895 views and 78 likes

23:58 Stripped searched Stripped searched by cowboycam on Sep 20, 2011 94,298 views and 68 likes

05:11 Cop Thrashes Skater Cop Thrashes Skater by Alternadudes on Dec 29, 2011 82,837 views and 50 likes

09:58 Just another day in the gay ghetto Just another day in the gay ghetto by bigBANGtheory69 on Feb 03, 2012 52,088 views and 45 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 240,666 views and 102 likes

20:22 Guard falls for the prisoner and fucks Guard falls for the prisoner and fucks by SupaGayMan on Feb 23, 2012 100,153 views and 34 likes

14:25 Collection of Men.com Hotties w/ Great Bodies Collection of Men.com Hotties w/ Great Bodies by tobitickle on Jun 14, 2012 81,624 views and 33 likes

04:17 Drake Hanson  and Zac Zaven in intense Drake Hanson and Zac Zaven in intense by blubfrut on Jan 16, 2013 2,189 views and 1 likes

05:24 Nasty bi prisoners Nasty bi prisoners by lustylucy on Feb 19, 2013 32,634 views

16:21 Prison Fuck HQ With Gorgeous Men WOW Prison Fuck HQ With Gorgeous Men WOW by shadow8 on Feb 21, 2013 86,243 views and 58 likes

07:29 3D prisoners having anal sex 3D prisoners having anal sex by h0wdyp45 on Mar 26, 2013 5,808 views and 3 likes

04:26 3D prison threesome 3D prison threesome by dpaulnr3 on Mar 30, 2013 3,969 views

07:48 Cop fucks his offender in cell Cop fucks his offender in cell by marinvulle on Apr 02, 2013 159,844 views and 20 likes

05:23 Respect His Authority! Respect His Authority! by kaylakink on Apr 14, 2013 24,406 views

05:16 User Upload Untitled User Upload Untitled by blubfrut on Apr 11, 2013 90 views

05:23 User Upload Untitled User Upload Untitled by kaylakink on Apr 03, 2013 71 views