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….

This beautiful Asian brunette with a skinny body and a hairy twat needs it so bad. She is solo tonight and she definitely makes the best of it. She makes…

Haley Reed couldn’t pay for her pool anymore, and she had a huge hole in her yard as a result. She decided to use her other hole to get the…

A sudden cloudburst takes Jade Baker by surprise, but when she realizes she’s locked out, she decides to strip down to her skin and enjoy the warm rain! Her lover,…

Today Monique is responding to a call from a a young man who needs help with his girlfriend. Jessy can’t get Skyla to talk dirty or even put her phone…

Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…

Jazzy Jamison gets treated to some bling when her white lover brings home a shiny new butt plug for her to wear. She won’t get to shy away, this time,…

“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…

Jack’s Playground 33, features Digital Playground’s one and only insatiable and sexy Devon. She’s eager to make the music video cut and demonstrates her distinct talents on Scott Nails’ throbbing…

Riley keeps things vanilla with her husband – she’s always telling him she’s much too innocent for anything as dirty as anal. Little does her husband know, she’s been thinking…

Stepmom Is Wet For Santa – S22:E10 Bunny Madison loves her Christmas. She especially loves the idea of role playing Santa with her stepson Jayden Marcos. She anonymously sends a…

Nurse Noelle Easton just discovered her boyfriend has been cheating on her, and to get a little payback she’s decided to let him watch as she strokes, sucks, and fucks…

Any first year law student would be able to tell you that breaking and entering Ashley Long’s pussy without her permission would be illegal. However, for reasons unknown to us…

What Charles Dera, the janitor, can’t seem to understand is that sex continuously gets him into trouble. This time the boss, Niki Wylde, caught him on a hidden security camera…

Hailey and her husband’s car breaks down on the highway. Luckily for them, Tony DiSergio happens to be riding his brand new ride and offers his help. Hailey has to…

When Zena was craving a little something more intense in the bedroom, she made sure to let her man know. Thomas was thrilled to hear his girlfriend wanted to add…

She spent all night picking out her outfit, but that was clearly a mistake as this little Asian slut gets her tights ripped open so her pussy can be stimulated…

Uploaded: 2024.02.22 2024 Show more…

Manuel was in town and his best friend let him crash for a few days. But there was one huge problem. His friends sister Miia was fucking smoking and she…

“Control” is a new line by director Robby D, shot entirely on HD. “Control” is harder, faster and edgier than anything Robby has directed before. A culmination of Robby D’s…

With a teacher as sexy as his, could you blame this student for dreaming about her dripping wet pussy, or feeling her Milf lips on his hard cock, then fucking…

Tony, a convict released from prison is ready to regain his power, wealth and appetite for women. He was the big shot in Spain, but in LA, he’s no one….

As a final attempt to salvage their dysfunctional marriage, Hayley and James (Jane Wilde and Tyler Nixon) begrudgingly spend a weekend in a designated house under their therapist’s (Sovereign Syre)…

Ricky Spanish only has one dream, and that’s to be a professional lucha libre wrestler, to the point where he’s decided to never take his mask off until he joins…

The good thing about living so close to my step-Gran Syren De Mer is that I (Johnny Love) never have to go far to get kitchen supplies. Cup of sugar,…

A mysterious, silent caller infiltrates the life of Brooke, a lonely 1-800 Phone Sex operator, gradually revealing the extent of an all-consuming, dangerous obsession. Sensing she’s being perpetually watched, Brooke…

After Anya and Gina discuss their boring sex lives, they decide that what they both need is to swap boyfriends, and film it to see how each other’s guys actually…