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…
Foot Fashion Show #6 Jerk Off Encouragement. Innocent Kat is on her couch in jeans, T-shirt, red socks and tennis shoes. But don’t let her innocence fool you. She knows…
Unsatisfied Redhead Wife Nova Sky Gives Jerk Off InstructionsNova Sky just hasn’t felt satisfied with your performance in bed and she’s ready to try some new things. Her hot body…
Kylie Wilde Teen Jerk Off Encouragement PantyHot bodied blonde sexpot Kylie Wilde asks “Are you a naughty boy who likes looking up girls skirts?” She lifts her little skirt to…
Carmen McCarthy Teen Jerk Off Encouragement PantyhoseFirst time wet dream teen 18 year old Carmen McCarthy does her best to get you off. She strokes her slender legs encased in…
Austin Dhers Teen Jack Off Encouragement PantyhoseScene One: Austin doesn’t understanding your pantyhose fetish but she is willing to throw them on and bend it over for you anyway. She…
Jessica Valentino Teen Jerk Off Encouragement PantyhoseScene One: Innocent 18 year old Jessica Valentino in pantyhose will get your cock hard! She gets you pumping as you view her pussy…
Kat Amateur Teen Jerk Off Encouragement Non Nude Pantyhose 2Scene One: 19 year old tease Kat is back as she gives you shots up her short skirt at her round…
Bethany aka Elexis Monroe Pantyhose Jerk Off EncouragementScene One: Another Playtime beauty is here! Bethany, a 20 year old sexy, brunette who loves to tease boys with her pantyhose. She…
Thick Tattooed Girlfriend Scarlett Sommers Helps You Jerk OffYour hot blonde girlfriend, Scarlett Sommers, misses you dearly and knows you miss her too. That’s why she called her friend to…
Taylor BBW MILF Tells Hand Job Story & Jerks BF Off POVTaylor a big chubby BBW with big titties is in wearing sexy lingerie while her boyfriend is playing with…
Cheating Girlfriend Graycee Baybee Wants To Help You Jerk OffGraycee Baybee is your best buddy Jason’s girlfriend and she caught you off guard while you were visiting his home. Surprisingly…
Busty Hottie Lacy Doll Offers Jerk Off Instructions To Thank YouThick blonde bombshell Lacy Doll is waiting for you as there’s a sink that needs fixing. Dressed in hot red…
Shower Me With CumWhen life hands you lemons, or in Mila’s case, a water-wasting, shower-masturbating roommate, you make fucking lemonade! Oliver has been running up the water bill, and when…
Busty Kaia Martin Helps Her Professor Jerk Off For GradesKaia Martin invited her professor over to help her study and find a solution for her falling grades. She faces her…
Tall Thick Ex-girlfriend Gives You Jerk Off InstructionsHot thick busty Avalon Mira is your ex-girlfriend. She knows about your wife who is out for work and never gives time to…
Lexi Stone Jerk Off Encouragement Panty/LingerieThis is a movie that will play against your senses, against your mind, and against what causes you the most pleasure. Lexi will give you…
Mia Beck Teen Jerk Off Encouragement Pantyhose 2″”Hey you fucking bastard, did you miss me?” 20 year old Mia Beck asks as she struts into the room in her black…
Dani Jensen Jerk Off EncouragementDani Jensen is Playtimes new red hot model in her first nude scenes. This adorable red head is so cute and bubbly in her skin tight…
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…
Tranny with Big Cock Jerks off Blows Her LoadYou spy black and beautiful Kim at the local pub playing pool. You notice her immediately. Her long lean legs are killer….
JOI Babes – Petite Teen Brooke Johnson Giving Jerk Off Instructions to StepdadWhenever Brooke Johnson stays with you she notices the looks you’re giving her. After all, she’s a fresh,…
Dolly & Lonnie Pantyhose Jerk Off EncouragementPlaytime superstar Dolly coaches the beautiful blonde Lonnie on how to get the boys to jack off. Both girls wear short skirts, sexy heels…
Monique Alexander Sweet Jerk Off Encouragement Panty 2Scene One: A very popular panty model, Monique Alexander, stopped by to tease you once again. Monique begins outside by the pool in…
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…
Jamie Lynn Jerk Off Encouragement PantyhoseSexy, long legged Jamie Lynn lets you know how much she missed you so she raises her black mini skirt to let you see the…
Abigail Mac Jerk Off Encouragement Explicit Pantyhose #2Abigail Mac returns for another installment of Playtime Video’s Jerk-Off Encouragement Explicit Pantyhose, and oh boy, get ready to absolutely worship this living…
Paola Rey Explicit Jerk Off Encouragement Panty CommandsPaola Rey knows she’s a sexy little cock tease and she can’t wait for you to have a good time with her today….
Blowjob in the ShowerFanky Town is in the shower while her boyfriend is filming her. As she lets the water run all over her naked sexy body he gets turned…
Catalina L’Amour Jerk Off Instruction PantyhoseThe title is up for grabs. Catalina LaMour is out of retirement to stake her claim as the nastiest pantyhose jerk-off queen. Catalina starts on…
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…
Kylie Wilde Sexy/Naughty Jerk Off Instruction/Encouragement Pantyhose 2Kylie Wilde will tame your pantyhose perverted ass as she gives you sweet shots of her pussy and ass encased in black sheer…
Odette Delacroix Jerk Off EncouragementShe’s blonde, she’s cute, she’s horny and she’s sexy ? and knows it! OMG! Get to pound away to this little jerk-off doll. Odette is a…
Erika Jordan Goddess Jerk Off Encouragement Panty/Lingerie 2Erika Jordan is a panty tease and she’s fucking hot! She lays on the bed to model a purple lace thong panty 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…