Staying after school can be a dangerous thing… Professors and married couple Darla Crane and Tom Byron take an active interest in their students’ education. For Darla that means helping…

Joey Silvera, a groundbreaking director and inventive lecher, has created a new video of linked, school-themed vignettes that explore the unique perversity of girl-on-guy pegging. ‘Strap For Teacher 2’ shows…

3 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.PositionsStruggling ballet dancer Florence…

Oral Examine – Threesome EditionThese two hot schoolgirls are waiting for their teacher to come in after class to give them a private lesson. After waiting patiently, he comes in…

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.That’s Teen Spirit #3When…

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Hardcore DetentionThis naughty student has been misbehaving so was told to stay after class to be properly taught a lesson in detention. In her bright yellow underwear she gets teased…

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Lazy Student Gets A Lesson In Obedience – The Tutor E02 – MILF StellaI love being a teacher and educating my students. And I never mind helping a student out…

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There’s A Slut For YouIt’s the day of “There’s a slut for you”, a 44 year old from Naples has been selected among the millions of participants and will make…

Perving Out On The Perv Alektra and Monique have seen all kinds of stupid pranks from the recruits in boot camp. Today they caught Sunny peeking at their big tits….

When Hubby’s Away MILFS Will Play. Screwing The Stalker Busty MILF Janet Mason has been getting anonymous gifts from a secret admirer lately and she would love nothing more than…

Mature Kathy is Always Getting SpankedKathy stars in 4 short spanking clips. In one of them she is a housewife who gets spanked by her husband who is up set…

Momster TitsWatching Devon Lees tits bounce while she rides hard dick is quite the sight, but watching our stud shoot his load all over her beautiful face is something youll…

4 PM DetentionAnnette knows all the tricks when it comes to getting her own way. Detention class was designed as a punishment for stubborn students. But Rodney, the teacher in…

Bondage Selections 8Domestic Bondage – Having been found out by the spoiled daughter of her employer, an illegal alien must submit to Bondage Discipline for her mistakes. Humiliated she does…

Their trust, their bond, their desire.It isn’t being young and misunderstood, and when these girls lack direction and need some guidance, only an older man can lead them to the…

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Nursing School Diaries. Cassie Fire, Cherry Kiss, Ivana Sugar, Nikky Thorne, Rebecca Volpetti and Suzy Rainbow are taking a Nursing curse. Their teacher, Pablo Ferrari, is a well-known doctor who…

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Hot DancersSilvia Dellai’s dance academy is everything you d imagine it to be & and everyone’s invited! With a teacher as sexy as Silvia around, you d be forgiven for…

OMG! I Fucked My Bratty StudentCharles Dera asks his student Coco Lovelock to stay after class so he can talk to her. Charles tells her that there are some stories…

Family Fantasies – MILF 985 – Aunt Rachel Watches The KidzRachel arrived to stay with her niece and nephew for 2 weeks while their mother was away in Europe. They…

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“I just need some good, hard guidance.”These students’s just need some good hard guidance. The teachers are there for them to give them all the teachings they can. Alexas Texas…

We Swallow 35Elizabeth Bentley & Rodney”Who’s The Boss Now?” “Once again, Rodney’s in hot water and his job at work is in great jeopardy. His sniping boss Elizabeth is not…

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Addison Rose – J/O Pantyhose 2Addison Rose got a new job and she is dressed in her two piece skirt suit with grey sheer to waist pantyhose and black high…

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…

English Punishment SeriesMagician’s Methods & The Band Played On – A tope entertaining job on a cruise liner during the summer months is just what magician Sir Larry has up…

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.Rocco’s Perfect Slaves #112018…

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Slutty Times At Innocent High 9Class is in session but that doesn’t mean these teachers are saved by the bell! The ninth installment of “Slutty Times At Innocent High” feature…

Fighting Girls CanedThis is a simple story about two girls, friends who fall out with very painful consequences for the both of them. Ash went into Milas room and stole…

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.Tempted TutorLia Lin is…

The better the sex, the better the student body.2015 XBIZ Award Nominee for Best Director of the Year – Feature Release – James Avalon2015 XBIZ Award Nominee for Couples-Themed Release…