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….
Natalia is ready to heat it up during one of her hot yoga sessions. After loosening up with some warm up stretches, Xander appears with a bottle of oil and…
Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…
The homeboyz are thrilled to have a chance to pork a white girl like Amber Rox. She obviously spent her teen years under one white man after another… but servicing…
I threw my daughter a birthday party because she’s a good kid, but most importantly she has a lot of hot slutty friends. One of her best friends, Melissa May,…
Jack’s casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In the second volume, Digital Playground’s…
When Gracie shows up to rich bitch Amethyst’s house to clean, Amethyst is anything but pleased – she expected her regular cleaning guy, not some amateur who can’t seem to…
After watching the girl of his dreams fucked to orgasm in the bathroom by the school bully, Sato worries that she will tumble into a downward spiral of kinky desires….
Tiffany Watson is a panty-stealing, sock-sniffing little perv and she particularly loves the scent of her cute roommate Lulu Chu.Tiffany watches Lulu work out in the living room, while going…
“Jesse Jane: All-American Girl” tells the fun and provocative story of a popular girl, coming of age in prep school. She playfully embraces her sexuality in a delicious tale of…
Pixie-haired MILF Ryan Keely may be a little out there with her holistic yoga sessions, but at the end of the day she’s just wants to make sure her daughter’s…
Inside this mansion, the owner hides a secret treasure that both of these burglar goddesses want to get their hands on. Breaking their way in, they discover together that their…
Keisha has been waiting all day for her boyfriend to come over. She decided to keep herself busy with a little phone sex session, teasing her clit while he tells…
Gorgeous Arya Fae is on a date with Ryan Mclane and can’t wait to show him her place. They two are touching and flirting, they can’t wait to get inside!…
Cali’s mother-in-law is driving her insane. The woman is all kinds of crazy as she struts around the house in the buff, demanding a lot of poor Cali, so this…
Tyler gets tricked by these guys out at the pool. They offer to help her with the suntan lotion and she agrees before finding out that they meant the high…
Wandering the beach not far from her resort, Julia meandered further and further from her room to drink in the ocean view. As she wandered down the sand, she crossed…
