Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….
What a sweet surprise for Marie McCray’s man this afternoon. He came home early from work and found her masturbating in bed. Watching her in the throes of pleasure made…
Ryan doesn’t know how lucky she is. The boys actually chipped in to buy a cushion for the house yesterday. Before that they had been fucking whores on the floor…
Danica Dillon is substitute teaching etiquette at a local all girl’s private school, and she’s come prepared. Rocking a suitcase full of dildos, Danica tries to teach those slutty schoolgirls…
Art student Natty may be shy and quiet, but she’s managed to seduce her beautiful model Veronica without saying a word! Over their sessions together, Veronica has fallen in love…
Katsuni makes crazy-sex and delivers superb anal scenes throughout Digital Playground’s fourth installment of Video Nasty. She proves her pure and delicious nastiness in a sexually charged three-way and in…
Bridgette B loves to give sloppy wet blowjobs- she slobbers all over that dick, letting the drool drip down to her massive tatas, all the better to lube them up…
Honey Foxxx has never been in such nice digs before. Usually her John’s hide who they are, but not this wealthy patron! he admits he’s never been with a tranny…
What happened when redhead Dominica agrees to let a few black dudes buttfuck her? Exactly what you thought would happen… these homeboyz practically trip over their own dicks racing toward…
It’s a beautiful day out, and Presley Dawson can’t wait to head out and feel the air on her gorgeous body. Her smooth skin is kissed by the California sunshine…
Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Jesse Jane®. She fucks Ben English every which way in true gonzo…
New Rules My stepdaughter, Aliya Brynn, wants her bestie, Jackie Rogen, to stay over the house this weekend. Of course, I’ll only allow it if Jackie fully understands the house…
Ricky Johnson’s first date with the stunning Kenna James is off to a rocky start when he spills her drink on her and burns the appetizers. Lucky for Ricky, Kenna’s…
When Johnny Sins opens his eyes and sees two hot nurses in sexy little outfits standing over his bedside, at first he’s excited. But when one of the horny hotties…
What could be better than finding Bailey Brooke in a hot tub? How about a naked Bailey fondling her body before she lets you fuck her tits, mouth, and wet…
Digital Playground’s Katsuni was the inspiration for this passionate film. Written and directed by Celeste, Minx is based entirely around Katsuni’s own dominant sexual persona and many fantasies she dreamt…
Jack’s Playground 32, features Digital Playground’s contract babe, Sophia Santi, eager to make it in the music video scene. She shows her distinct talents and raw, exquisite beauty in two…
Gorgeous Anny Aurora is soaping up her amazing body in her sister’s shower – he sister’s husband, Alex Legend, is Anny’s target and she’s going to get what she wants!…
Violet Rain wants nothing more than to have a stranger’s cock in her tight pussy. She leaves a posting online requesting a stranger’s visit and Damon Dice is lucky enough…
Violet Starr and her girlfriend are watching a scary movie. Xander Corvus, meanwhile, can’t help but want to continue to flirt with Violet some more. To lesbian Lyra’s horror, her…
