2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Old EnoughLucy stands cowering…
Heartbreaking Wives Cuckold You2020 AVN Award Nominee Best Polyamory ProductionCuckold porn is hot, but I’ve found that having a cuckold model in the actual scene is distracting from what turns…
Kinky Cuckold 42020 AVN Award Nominee Best Polyamory ProductionWhen just cheating on your husband isn’t enough…Insatiable women who stray and the men who love them. These girls find excitement, fulfillment…
Adrienne Manning Jerk Off Encouragement PantyhoseAdriane Manning is our newest member to the Playtime Family and you are in for a real tasty treat with this girl. This sexy girl…
Alektra Blue Jerk Off Encouragement Pantyhose 2Do you love a brunette with a beautiful face, big tits, and an overall bangin’ body? We’ll she’s here! Back again, the 24 year…
Anita Dark Jerk Off Encouragement Panty/LingerieAnita Dark is sitting before you in a sexy matching bra and panty combo with nude colored stockings and high heels. She has a special…
Addison Rose Jerk Off Encouragement 4The sultry and uber-sexy Addison Rose is back to make sure your cum pumping cock has nothing left to give as she sits before you…
English Punishment Series 2Prison Punishment 2Prisoners 56 and 57 are sent to the Warden to explain why their cells are such a mess and in one case has been discovered….
2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Husbands cheated on and…
Cuck Hunter – Skinny Beauty Trixie Squirts Takes Big Black Dick In CuckoldTrixie Squirts got her name for a reason. That’s because when a big cock like Will Tile’s comes…
Amy Reid Teen Jack Off Encouragement Pantyhose #2Scene One: Perfect tits and pantyhose, Playtime’s goddess Amy Ried is back and better than ever! Amy begins in her beige business suit…
1.5 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Cuckold DatingA must watch…
Older Ladies Get Crazy Part 3Who says older ladies don’t get crazy? These ladies sure do! They can’t possibly get enough sex! From party to party, these sexy swingers are…
Ashley Roberts Teenager Jerk off Encouragement18 years old, blonde buxom beauty, Ashley, was told about Playtime Video after her girlfriend shot with us! Now, she wants to join in on…
2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Kick Ass Guarantee No…
POV Cuckold Vol. 46Hot Blonde Skylar Madison consented to marry you, but now you must consent to her perverse demands. She sucks and deep throats your tiny dick to get…
Barbie Brill is sekstherapeute, ze zit midden in een relatiecrisis, maar ze heeft dé oplossing: een andere man! Alhoewel het Barbie heel wat tijd heeft gekost voordat ze het haar…
Old Fashion Schoolgirl SpankingKimberly is always in trouble and must stay after school. This time she was caught fighting another classmate. Her teacher feels like keeping her after school just…
Wife Cheats, Cuckold Is WitnessZoey’s a smokin’ hot, sexy, raven-haired MILF with a toned body who has come to us to make her husband to watch her revenge fuck on…
Diaper and Pissing PunishmentLily has blocked the toilet and is desperate for a piss. Sarah berates her for being such a filthy girl. She points out the wet patch on…
Anal Toilet PunishmentThe title and cover pretty much confirms that this sordid little number from Porn XN is not for the faint-hearted. Indeed, let’s be perfectly honest here and admit…
2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Husbands Cheated On And…
Older Ladies Get Crazy Part ElevenThey’re at it again. Older Ladies that just can’t seem to get enough! Watch as these Horny Ladies absolutely go to town on each other!…
The Mature WomenWhen a young boy becomes a man of legal age he really should find an older woman to teach him how to properly please a woman. An older…
English Punishment Series #51″Inppropriate Activity At ST. Lukes”A junior teacher has been summoned at Mrs. Ravenscroft’s classroom to explain why she has altered herdaughter’s exam papers. At first she denies…
Studio Chelsea – A Slavegirls TormentThere’s a latex clad Master with his sexy blond helper binding an older lady and then tormenting her! She’sbound and suspended and subjected to various…
Fair Measures & The PunishmentMandy and Nichola are preparing to open a busy town bar for the day when a Trading Standards Officer arrives and closes the pub for the…
Jelena Jensen Sexy/Sweet J/O Encouragement Pantyhose 4Our very confident voluptuous mistress wants you to worship her in 4 hot scenes! Wolford’s! Point & cum instructions! Socks over PH’s! shiny PH’s!…
Simone “Little Nymphet” Jack-Off EncouragementTight little Simone needs you to pull your dick out and jack off to her black sheer crotch pantyhose under sheer short dress as she stands…
Charlie Lane Nice/Understanding Jerkoff Encouragement Pantyhose 4Hey boys, Charlie Laine is back because you love seeing her cute ass in pantyhose! This sweetheart lifts her black skirt to expose that…
Charlie Laine Jerk Off Encouragement Pantyhose 3A Playtime favorite, 21 year old Hooters waitress, sweet Charlie Lane wants you to beat off to her tan pantyhose under her uniform. She…
2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Husbands cheated on and…
Jamie Lynn & AJ Jack Off Encouragement PantyhoseScene One: Two hot Playtime superstars, the sweet talking A.J. and mean girl Jamie Lynn tell you to jack off to their pantyhose….
Lena Nicole & Taylor Renee Jerk Off Encouragement Tights PantyhoseScene One: Lena Nicole and Taylor Renee have teamed up to bring you Playtimes Sexiest Sirens in tights! Lena starts you…
Lyla Lei Jerk Off Encouragement PantyScene One: Lyla Lei, a cute little Polynesian panty tease, lifts her skirt to let you see her white full cover panties as she shakes…
Jennifer Dark And Miko Sinz Jerk Off Encouragement Pantyhose/BodystockingJennifer Dark and Miko Sinz have joined together to bring you a pantyhose gift that will keep on giving for as long…
Annabelle Lee Jerk Off Encouragement Panty/LingerieAnnabelle Lee is the naughty red headed school girl that you just can’t get enough of. She wants to know if you have something in…
