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About 177 results

19:11 Officer has his sexual ways with his prisoner Officer has his sexual ways with his prisoner by slobonmyknob on Jan 23, 2012 170,872 views and 97 likes

20:22 Guard falls for the prisoner and fucks Guard falls for the prisoner and fucks by SupaGayMan on Feb 23, 2012 120,779 views and 61 likes

02:36 Prisoner Fantasy from MuscleWorship.com Prisoner Fantasy from MuscleWorship.com by Muscleworshipcom on Aug 08, 2015 526 views and 1 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 156,584 views and 13 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 568,545 views and 122 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 67,571 views and 22 likes

04:11 Gay sex slave prisoner bound in chains Gay sex slave prisoner bound in chains by StevWilc on Sep 18, 2013 20,328 views and 9 likes

03:59 Gay prisoner treated like slave Gay prisoner treated like slave by PubGay9 on Sep 05, 2013 3,266 views

03:59 Gym locker room holds guy prisoner Gym locker room holds guy prisoner by PubGay9 on Aug 22, 2013 6,227 views and 2 likes

03:59 Old basement holds gay slave prisoner Old basement holds gay slave prisoner by StevWilc on Jun 25, 2013 3,036 views

03:59 Handsome gay prisoner is flogged Handsome gay prisoner is flogged by StevWilc on Jun 06, 2013 9,923 views and 1 likes

04:00 Drooling prisoner is flogged Drooling prisoner is flogged by StevWilc on Jun 13, 2013 12,319 views

05:08 His prisoner is good for one thing His prisoner is good for one thing by hotstuff81 on Jan 28, 2013 6,251 views and 2 likes

11:07 3D prisoner gets double teamed 3D prisoner gets double teamed by h0wdyp45 on Mar 16, 2013 51,039 views and 3 likes

11:43 3D shemale prisoner gets fucked 3D shemale prisoner gets fucked by jj1zzny on Apr 11, 2013 863 views

05:00 Bottom prisoner sucking two cocks Bottom prisoner sucking two cocks by menofuk3 on Oct 30, 2014 2,866 views and 2 likes

05:30 Rough muscled guards drilling prisoner Rough muscled guards drilling prisoner by str8togay on Nov 07, 2014 3,088 views and 1 likes

05:30 Muscled prison guards make prisoner suck Muscled prison guards make prisoner suck by str8togay on Dec 19, 2014 8,325 views and 2 likes

06:01 Dirty ex prisoner is giving head Dirty ex prisoner is giving head by asiantwink on Mar 12, 2015 2,552 views and 3 likes

05:59 Military tw-nk Fucks his gay prisoner Military tw-nk Fucks his gay prisoner by Randy4life on Apr 18, 2015 4,987 views and 2 likes

05:26 Prisoner gets used by cell mate Prisoner gets used by cell mate by Delila88xx on Aug 20, 2015 283 views

07:00 Twink prisoner fucked by a cop Twink prisoner fucked by a cop by kym0sm4n1 on Sep 24, 2015 2,779 views

06:58 Young prisoner is banged by horny captor Young prisoner is banged by horny captor by icongay on Feb 02, 2016 2,553 views and 1 likes

05:29 Bisexual horny prisoner group fuck orgy Bisexual horny prisoner group fuck orgy by hotmary29 on May 13, 2013 3,388 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 13,682 views and 2 likes

03:10 CBT Bound like a prisoner on St Andrews. CBT Bound like a prisoner on St Andrews. by balls00uch on Jun 11, 2013 1,779 views

03:10 Bound like a prisoner I bash his balls. Bound like a prisoner I bash his balls. by balls00uch on May 30, 2013 12,041 views and 2 likes

02:00 Leo Forte Throating A Tattooed Bound Prisoner Leo Forte Throating A Tattooed Bound Prisoner by jepoyabnoy on Jun 28, 2013 1,688 views and 1 likes

02:00 Cop gives y-ung prisoner an anal examination Cop gives y-ung prisoner an anal examination by Lexuss on Aug 25, 2013 6,114 views and 1 likes

02:00 jailer turning a prisoner into his toy b-y jailer turning a prisoner into his toy b-y by Lexuss on Aug 24, 2013 7,165 views and 1 likes

05:28 Big Cock Prisoner Jock cums Big Cock Prisoner Jock cums by curiosoarrapato on Feb 22, 2015 1,517 views and 4 likes

05:59 Prisoner eats banana and gets anal fuck Prisoner eats banana and gets anal fuck by JohnnyDeep on Apr 27, 2015 2,842 views and 3 likes

07:29 3D prisoners having anal sex 3D prisoners having anal sex by h0wdyp45 on Mar 26, 2013 14,653 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 366,953 views and 204 likes

32:15 Prison Master lays down the law Prison Master lays down the law by prisonMaster on Feb 21, 2012 54,682 views and 35 likes

05:10 Interracial gay sex in a prison cell Interracial gay sex in a prison cell by biskoppen on Aug 13, 2013 6,345 views and 5 likes

06:24 Vintage Gay Prison Hardcore Sex Porn Vintage Gay Prison Hardcore Sex Porn by Alexa16 on Feb 23, 2012 413,821 views and 47 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 783,018 views and 58 likes

05:16 Criminal fucks his old prison cell mate Criminal fucks his old prison cell mate by PRISONSTUD on Jul 18, 2012 185,066 views and 111 likes

01:59 Delinquent Jail LadsFucking Inside A Prison Delinquent Jail LadsFucking Inside A Prison by jepoyabnoy on May 29, 2013 11,557 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 25,418 views and 23 likes

23:58 PRISON GUYS PRISON GUYS by cutegays on Feb 07, 2014 29,670 views and 12 likes

16:21 Prison Fuck HQ With Gorgeous Men WOW Prison Fuck HQ With Gorgeous Men WOW by shadow8 on Feb 21, 2013 154,587 views and 70 likes

05:59 Prisoners ass  violated by gay soldier Prisoners ass violated by gay soldier by Randy4life on Apr 17, 2015 2,634 views and 4 likes

04:01 Nasty doctor fucks prison patients Nasty doctor fucks prison patients by StevWilc on Feb 14, 2013 31,468 views and 20 likes

04:01 A commander enjoys his prisoners screams A commander enjoys his prisoners screams by ervin1st on Nov 24, 2011 26,897 views and 10 likes

07:13 Vintage Gay Prisoners On The Run Vintage Gay Prisoners On The Run by Alexa16 on Mar 01, 2012 98,566 views and 50 likes

09:15 Prison Guard Pounds Inmate In Jail Cell Prison Guard Pounds Inmate In Jail Cell by osospolicias on Oct 08, 2012 74,070 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 861,725 views and 387 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 30,095 views and 12 likes

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