Teaching SubmissionThe day Milan Cheek walked into your office changed your perspective of having a submissive woman for a lover. Her captivating beauty and intelligence instantly made you interested, and…

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.Co-Ed ThreesomesThis naughty little…

Apple for the TeacherProfessor Holmes (logy teacher) is a hot but strict uptight bitch and you’ve used your knowledge about chemistry to whip up a special Apple for the Teacher….

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.Filthy First Timers 27These…

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.Gigi Dior in Hot…

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.

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.Meet The Fuckers –…

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.These Naughty Girls Bully…

Stepmom Teaches Virgins SexYour dad is out of town for a couple of days, and it is a perfect time to get to know your new step-mom. However, she finds…

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.

Hot Teacher Ellie Tay Gives You JOI TutoringYou haven’t been doing too well in Ellie Tay’s class because all you can do is stare and fantasize about her hot MILF…

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.

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…

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…

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.

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.

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…

How to Train Your WifePascal has been sent to help a husband’s naughty wife from spending all his money by trying something new on her but she turns horny and…

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.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…

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…

My MILF Teacher Seduced MeSierra Spunk, Bunny Madison, Barbie Feels, and Adira Allure are your dream educators! They’re beautiful MILF with a passion to help men do things to their…

Curvy Babe Cece Mecta Teaches Husband With BBC Cuckold. Cece’s husband Suave has been getting life lessons from his friends Ace Bigs but one aspect he’s still not good in…

My Mother, My Stripper!. SCENE ONE. Jodi is frustrated, working on the computer again in the kitchen. She is balancing her bank account, and it just seems that no matter…

Prep School Punishments. Here’s a spanking video beyond compare for beauty, wit, severity and charm. If you love Eve Howard’s Shadow Lane stories you’ll surely agree that this is the…

Penny Flame Panty 2. Cock draining babe, Penny Flame, is back to do her thing – belittling you and teasing your cock with her sexy lingerie.. In her business suit,…

Get Your Ass Out Of My Face!. Proclaiming, “I’m going to teach you a lesson you’ll never forget,” stunning Frenchwoman Renee proves that turn-on Cleo is correctly called “one crazy…

My Teacher Seduced Me. Sierra Spunk, Bunny Madison, Barbie Feels, and Adira Allure are your dream educators! They’re beautiful MILFs with a passion to help men do things to their…