https://www.thepornstar.com/tags/jail-sex/ Mon 18 May 2026 12:19:07 +0200 https://www.thepornstar.com/videos/153312/scamangels-abella-danger-zoe-monroe-seduce-fuck-prison-guardian/
Abella Danger gets locked up, and she needs Zoe Monroe to get out. They seduce the jail guardian and suck his big dick inside the cell. He fucks these hot girls, and after the intense sex session, these women scam him into letting them go. ]]> Sun 27 Jul 2025 14:38:49 +0200 https://www.thepornstar.com/videos/153312/scamangels-abella-danger-zoe-monroe-seduce-fuck-prison-guardian/ https://www.thepornstar.com/videos/177959/the-tasty-tight-holly-just-turned-not-jailbait/
The lovely Holly Hendrix is just 18, but don't let her age fool you! She is one kinky young gal, who is always up for some Cocksucking and Sex! ]]> Fri 13 Jun 2025 20:43:26 +0200 https://www.thepornstar.com/videos/177959/the-tasty-tight-holly-just-turned-not-jailbait/ https://www.thepornstar.com/videos/103895/prison-lesbo-sex-with-a-shy-asian-cutie/
Life in prison is hard, no doubt. But having a cute cellmate can certainly improve the conditions. Short-haired lesbian Lily Cade seduces her Asian cellmate Marika Hase and quickly removes her orange jumpsuit to satisfy her pussy like no one before. ]]> Wed 14 May 2025 19:18:11 +0200 https://www.thepornstar.com/videos/103895/prison-lesbo-sex-with-a-shy-asian-cutie/ https://www.thepornstar.com/videos/141184/skanky-whore-abella-gets-painful-anal-from-a-big-dark-dong/
Abella loves the thrill she gets from taking a risk, and today's sex act in an adult bookstore's arcade room could land her in jail. When she sees his size and girth, Abella offers up all three holes, and she offers it.. ]]> Thu 20 Mar 2025 11:19:37 +0200 https://www.thepornstar.com/videos/141184/skanky-whore-abella-gets-painful-anal-from-a-big-dark-dong/ https://www.thepornstar.com/videos/165640/porn-blonde-burglar-chloe-rose-ravaged-in-prison-by-detective/
Blonde Thief Chloe Rose Fucked In Jail By Detective ]]> Sat 16 Nov 2024 17:54:09 +0200 https://www.thepornstar.com/videos/165640/porn-blonde-burglar-chloe-rose-ravaged-in-prison-by-detective/ https://www.thepornstar.com/videos/165366/two-sexy-teens-scarlett-cadey-having-some-alone-time/
Former prisoner Cadey has just come out from jail, and she bumps into a unsuspecting teen that wants to know everything about life behind bars. They start kissing on the bed and smiling at each other, but after that they swiftly undress each other and the rest is history. ]]> Sat 12 Oct 2024 17:51:11 +0200 https://www.thepornstar.com/videos/165366/two-sexy-teens-scarlett-cadey-having-some-alone-time/ https://www.thepornstar.com/videos/217570/jailhouse-rock-with-lexi-who-loves-to-swallow/
It takes a lot to look sexy in a jumpsuit, but Lexi Swallow pulls it off. And she even takes time to look after her potassium needs! ]]> Sun 07 Jul 2024 04:52:27 +0200 https://www.thepornstar.com/videos/217570/jailhouse-rock-with-lexi-who-loves-to-swallow/ https://www.thepornstar.com/videos/274807/case-no-7906147-stripper-in-trouble-anna-chambers/
Security officer Mike Mancini brings suspected thief Anna Chambers into the backroom for some questioning, after feeling like he knows her from somewhere he discovers that she's a dancer at the local stripclub. Anna denies all of his accusations but Officer Mancini soon finds a bunch of *** items in her purse, so he submits her to a strip search and finds *** makeup under her bra. In order for Anna to avoid going to jail, Officer Mancini demands a free lap dance followed by some sexual favors! ]]> Tue 02 Jul 2024 13:33:21 +0200 https://www.thepornstar.com/videos/274807/case-no-7906147-stripper-in-trouble-anna-chambers/ https://www.thepornstar.com/videos/202387/sub-jailbird-ravaged-rough-in-cell/
Obvious Sexual Deviant Cleo Clementine is a cheeky chick, who may look cute on first sight, but she actually is a vi0lent offender! OMG. ]]> Tue 02 Jul 2024 02:25:25 +0200 https://www.thepornstar.com/videos/202387/sub-jailbird-ravaged-rough-in-cell/ https://www.thepornstar.com/videos/200217/messy-teen-jailbait-holly-p-o-v-sex-party-with-landlord/
Holly Hendrix hates to clean but loves to party. This is a no-go with Mr. Landlord unless you have something to make up for it. Luckily Holly has the means to comply ]]> Tue 02 Jul 2024 01:56:32 +0200 https://www.thepornstar.com/videos/200217/messy-teen-jailbait-holly-p-o-v-sex-party-with-landlord/