Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Sophia Santi alongside Selina Draagen, Alyssa Chase, Carli Banks, Marlena, Christina Brooks…

During her spring break vacation, Mila Marx has finally been able to let loose and exhibit her wild side. She’s ready to slut it up on her vacation and what…

Uploaded: 2024.02.19 2024.02.14 Show more…

Kristen thinks her mom’s new boyfriend is a total loser… until she discovers he has a huge cock. Kristen catches Danny leaving a gift on her mom’s bed and being…

When Angela White’s dryer just doesn’t work like it used to… and by “work”, we mean it doesn’t give her an orgasm when she uses it to help her masturbate!…

Karma Rx is a legendary star that finds herself attractive to masculine hotties. She’s got a pipeline of commentary coming for you, this babe is as bubbly as they come!…

In a city far from her friends and family and newly out of a job, Gianna isn’t sure how she’s going to make rent when by chance she crosses paths…

Professor Ardell gets more student cock than the football locker room … all except for the overachieving Jason Cox. She’ll just have be a little more matter of fact!

Ivy Rose is a posh, spoiled brat who gets whatever she wants whenever she wants it! What does she want today? Champagne, caviar, jewels… oh, and a big juicy cock…

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….

Ashley might look like a sweet girly girl, but she knows a thing or two about cars. She works hard for her money and gets sweaty doing it. But bending…

We are once again on the hunt for some fresh girls on spring break, this time we almost got lucky and got two. Well only the blonde chick by the…

Megumi Haruka has volunteered to be a sex object at an all male party. In Japan it is good for a woman to please a man in any way her…

Jessy faked being sick to get out of having to go to school, and it totally fooled his new step-mother! Lisa went to work, leaving Jessy free to bone his…

All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…

Uploaded: 2024.02.29 2024.02.29 Show more…

When sexy MILF Ryan Conner catches her daughter’s boyfriend Xander sneaking out of her home after spending the night, Ryan decides to make the most of the situation by fucking…

Molly Stewart is a notorious restaurant critic and has come to scrutinize a newly opened fine dining establishment. She’s familiar with the tyrant chef’s cuisine, and Molly’s presence is so…

Feel the sun warming your skin, and a gentle breeze swishing your hair as it passes. Staci Silverstone loves to be nude, even more when she can be nude outdoors…

MILF Pounded With Christmas Joy Sexy MILF Cherie Deville always goes the extra mile for her family on Christmas morning… too bad they never do the same for her. Cherie…

Raven-haired hottie Anissa Kate is getting everything ready for a New Year’s Eve party with her friends. Before the guests arrive, her husband Darrell Deeps tempts her into sucking his…

Ever wondered how life was going for our DP Star winner?  Here’s your chance, because we’re taking you up close and personal inside our exclusive contract star’s world to witness the…

Aint nothing that makes a black man smile more than Christmas Cunt. These little helpers don’t care a bit about Santa, the only sack of toys they want to help…

Every week Hershel has to see his therapist, Demi. But when Demi realizes that it is Hershel’s wife that is making him unhappy, and that he has a big dick,…

Uploaded: 2024.02.14 2024.02.14 Show more…