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…

Four Poster BedI’m staying in a Beautiful Hotel Room with a Four Poster Bed in Prague with my good friends Lily May and Trisha and we are going to have…

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…

Dynamite Teen PantyDo you fantasize about 19-year old girls in their panties? If so, Playtimes 4’10” Dynamite is just what the doctor ordered. This little “spinner” shows you her white…

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…

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…

Trisha & Slut Kelly Two Naughty NursesHere is a movie I made back in 2010 with BBW Slut Kelly. We had a lot of fun as two horny nurses with…

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.”…

Summer Angel Lee & Trisha Home After a Night Out. My Good friend Summer Angel lee and I had been out for a night on the town but now were…

Magic Moments Presents Charity & Jessy. A blonde comes into the woods, gets naked and masturbates. She comes indoors and showers and then plays with herself again, this time using…

Kelly Kline Panty. Not Nice! Not Mean! Just Real Natural J/O Talk from this Cute Sexy Tease! Panty Stuffing! Incredible POV. Views! Under the Sun Panty Flashing! Schoolgirl! Panty Changing!…

Addicted To Toys. Girls love their toys! And so will you after watching this playtime pleasure-fest! Using a high quality vibrator adds an extra special ‘buzz’ to an already smokin’…

Sloppy Seconds. Director Aiden Riley lets his all-female cast get wild and messy in the freewheeling lesbian marathon Sloppy Seconds. Aiden specializes in long, intimate sexual encounters that show the…

Toys In Her Box. It’s playtime for hot girls and their toys, and it’s a good thing there are plenty to go around in this all-girl romp from Penthouse..

Please, Cum Play With Me! I’ve been waiting for these little girls to finally turn 18. Now I can ask them to come play with me without getting in trouble….

Whip it out, it’s playtime! When a group of horny babes get together in search of big orgasms and soaked sheets, sometimes there’s not enough cock for each of them!…

Sweet TS Playtime The hottest Tgirl scenes with horny sexy Tgirls stroking their hard cocks and playing with their assholes all for your viewing pleasure.

Sweet TS Playtime Your favorite TS all in one title with sweet dripping tgirl masturbation and delicious asses!!

Big Time Ass Worship! First Caroline and Kata compete to show off their buns and assholes in various form-fitting sexy outfits, in vatious poses, and with sexy rolling cheeks… As…

Doll House Vol. 5, The Come play house with the most beautiful – yet nastiest – cum cravin’ cuties in XXX. These real life dolls are anatomically perfect – from…

Sweet TGirl Masturbation Action Sweet horny Tgirl playtime with dripping shecocks and stuffed thirsty asses!

Starring Dillion Harper! As you get fatter and older, the girls get skinnier and younger! Might as well take advantage of it and hire a hot little piece of ass…

Studio A All Anal!Director Joey Silvera’s home doubles as his personal soundstage, a magical place where his perverse sexual fantasies come to cinematic life. And when hot starlets want to…

“Anally motivated director Jay Sin focuses on the gender-bending world of she-males in his new “TS Playground 3.” It’s full of gorgeous, feminine transsexuals taking on girls, guys and other…