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.The New TeacherHeadmaster Tom…

Daughter Teaching MotherThese lucky men get some daughter/mother action where the daughter takes the lead in this threesome. Watch how mom takes a back to seat to her youthful daughter…

Slutty Times At Innocent High 4It’s just another typical day at Innocent High, where the students are slutty and the teachers are horny! Bespectacled Ava Taylor gets a ride home…

Time Out – Private’s SchoolYou’re in the principle’s office with your teacher Mrs. Fyre because you were caught grabbing girl’s butts in class. She calls in your sister Mandy to…

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…

Teaching Him The ABC’sPowerful brunette Kelly, 5’8, 148 lbs. proves to be quite a mean lady as she vanquishes the earnest and hard fighting Jim, who is really psyched for…

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…

Domestic Tickling Series #2This new series has snippets of College Anatomy 4, 5, and 6. Wendy Willks has plenty of explaining to do when she must be reprimanded at every…

Punishment PTTwo wayward schoolgirls must learn a harsh lesson. And their PT. Instructor Mr. Adams is just the one to teach it. After a callisthenic warm up they must bare…

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.Spanked In Punishment HallSamantha…

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.Tag Teaming The TeacherHot…

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.Flourish University Ep 01…

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.CAUGHT CHEATING E07 Anal…

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…

TeachersThe skillful touch of maturity is on display in MILFY.com’s Teachers. This series shows that a fine woman only gets sexier with age. Featured cover girl Millie Morgan teaches her…

2.5 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.

Sex Lesson featuring Marina Gold & Teacher Sexy LexyHome Sex Lesson For Marina Gold.

Teacher creampies chubby studentA chubby teen is about to take a test from his teacher. She has been dreaming about him for a long time and takes off her panties….

Busty Lesbians Break Meditation For Ass Licking And ToyingMILF meditation master Larissa Leite is teaching her hot new student Lola Morango how to achieve true inner peace. The only thing…

Oops, I Fucked The TeacherMy son’s teacher calls me to talk to me because Manuel draws obscene pictures in class and shows them to the girls. Seeing that the voluptuous…

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.Fun Times at the…

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.Pornstar Teaches AmateurAshlynn has…

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.

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.Sexy TeacherPablito fucked the…

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…

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…

Swedish Classics 132 – Warm WelcomeNumber 132 from Swedish ClassicsSally is home from college waiting for her old boyfriend Bill. After he arrives it’s only a few minutes before this…

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.The Spanking Punishment Of…

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.Please Daddy, Spank Me…

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.Paddled For Not Coming…

Jamie Lynn & Dolly aka Penny Flame Jerk Off EncouragementPantyhose boys take note, here is the hot Dolly teaching 20 year old Jamie Lynn how to tease guys with their…

Hot Blonde Wife Bree Brooks Needs Some BBC CuckoldBree Brooks caught her husband sniffing another woman’s panties and she’s about had enough of his quirks. She’s ready for a real…

WPOV Solo High Heel Mules Masturbation Then I Fucked The Camera GuyI had a customer order a super sexy solo vide of me dressed up in glasses and a teacher…

Trisha & Summer Angel Lee Filthy Lesbian SchoolgirlsMy good friend summer Angel lee and I had just got home from school after a hard day. The last lesson was in…

Trans Princess Livi Doll Dominated By Her TeacherLivi Doll is a beautiful sweet princess living in her castle very sheltered. But today she goes snooping around in the dungeon and…

Hot for TeacherTwo students will represent this school in the annual student-sex tournament. Miss Carla Morelli will be in charge of preparing these gifted guys.

Dry Humping Teacher’s PetBeautiful teenager Tamsin has a private tutor visit her house but she is not a happy girl. She is being coerced by the teacher into doing something…

Prime Vol. 1MILFY.com is rolling out the red carpet for the exciting premiere of Prime. This series introduces you to women with the confidence and swagger to prove they’re at…

My First Sex Teacher Vol. 88All spruced up with one thing on their minds, these mature cock-craving women are on the prowl, ready to pounce on their next young prey….