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Amateur Home Movies Part 5 – Young Studs Older WomenThis Naughty Older Woman is on the Hunt for a Young Stud, when they meet up it is down to nothing…

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…

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…

Lesbian Adventures: Older Women Younger Girls Vol. 2There’s nothing sweeter than an older, more mature woman initiating a young and sweet girl into the sensual ways of lesbian romance. Sweetheart…

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…

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…

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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…

Crystal Pantyhose Jack Off EncouragementScene 1: Crystal White is 27 years old, 5’11” nasty talking blonde x-rated film star. She first appears in a red mini dress and super tight…

Adrian Hush Panty, Pantyhose, Swimsuit & Leggings Jerk Off EncouragementBoys meet your new “Beat Off” Queen, 23 year old 4’11” 94 pounds of cum taking delight! Adrian will make you…

Abigail Mac, Celeste Star and Erika Jordan Jerk Off Encouragement PantyAbigail, Celest,e and Erika are three total dick teasing panty goddesses and they’re all on one hot and sexy DVD….

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….

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.Motivational College PunishmentAs part…

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…

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…

Foot Fashion Show #5 Jerk Off EncouragementGirl’s feet! If that phrase makes your dick hard, Playtime has a sure-fire movie for you to jack off to! The beautiful Veronica Saint…

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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.Hogtied – Alina Lopez:…

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…

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.TS Seduction – The…

Ashley Roberts Jerk Off Encouragement PantyhoseAshley Roberts, a long legged blonde in black pantyhose to get you pumping. She lifts her short black skirt to show off her ass 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.Hard Licks In The…

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.Real Punishments: College Motivational…

Sheri vs DeniseLiving room wrestling! It’s a savage bra and panty versus bathing suit brawl between Sheri vs Denise. Watch them throw each other around on the floor, pinning each…

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.Old College Re-Try, TheTravel…

Perishing Old BoysThere is also place for old slaves in Lady Yultsi’s dungeon. She likes to torment their useless dicks, as they never will or can get erected, after all…

Andie Valentino Teen Jack Off Encouragement Panty/Lingerie #3. With her sultry looks, playful personality, tight little body and natural big tits; it’s no wonder the 19 year old Andie Valentino…

Dolly & Alyssa Lovelace Jerk Off Encouragement Panty. The most incredible panty video of all time is here! The Playtime favorite Dolly acknowledges she is the “Jerk off Encouragement Queen.”…

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Playtime Nudes Presents: Andie Valentino Teen Jerk Off Encouragement 2. Scene One: 19-year-old sweetheart Andie Valentino looks stunning in white thigh highs, a blouse that snaps at the crotch and…

Husbands cheated on and encouraged to suck cock!. CAUTION: This could happen to you! These faithful and loving husbands care so much about their wives’ happiness that they accept being…

Honeymoon Cuckold at Hotel Divine. Maitresse Madeline Marlowe brings her new feminized bride to Hotel Divine for their honeymoon weekend. Tony is beautiful in full feminization and is treated like…

A Provocative Punishment. Having a good impression on new neighbors is always important, those are the people that you’ll live around for awhile. Unfortunately, due to spite, Samantha Storm decided…

Over 40. Shelli likes to suck cock and get fucked. So I was the man to get the job done for her. So, I had my buddy give her a…

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…

56y Cuckold Wife Triple Creampie in Truck. What happens when a 56y Cuckold Wife Triple Creampie in Truck. She is picked up on the side of the road, cuckold wife,…