The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 6 features the amazing anal queen, Delilah Strong in a butt scene with…

Katana finds out that her step daughter, Kristen, has humiliated poor Xander on the school’s campus. Katana takes this opportunity to teach Kristen a lesson in respect and drags her…

As a realtor shows him around a new house, Danny’s making a video because his wife couldn’t make it. The realtor has to find a way to convince him to…

Come away with Celeste Star, as she whisks you away with her on an erotic journey wherever her fantasies take her. All day, she couldn’t wait to get home and…

Jamie Jackson is one of the best Doctors in her field because she always keeps her promises. So when she tells Keiran Lee that he’s going to walk again, she’s…

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…

When Aria starts thinking that the daily grind is beneath her, this blonde draws a hot bath, slips on black lingerie, and dials a grind that’s a head taller. Uploaded:…

Busty babe Katrina Moreno is late on her rent–again! Her landlord Jordi has gone to collect from her. Tired of having to come and collect his money from this slutty…

Erica Fontes could not be more excited for her deep tissue massage this afternoon. Before her masseur arrives at her house to rub oil into her body and stretch her…

For the first time in Digital Playground history, we will be hosting a nationwide search to find the next DP Star. We were accepting video submissions for the entire month…

Loser Lexx is down to fuck! This girl has some of the ripest tits in Florida and she shows them off on the pier. She pulls up her crop top…

Woody lo tiene todo resuelto. Él ha tratado siempre de que Verónica Rodríguez se enamore de él. El nuevo virus que ha creado para agregar infinitos “No Me Gusta” a…

To test her students’ discipline, Blanche Bradburry sees how long they can watch her get nasty before they start touching themselves, with the winner getting the chance to fuck her….

In Part 2 of Participant Observation, dark-haired Evelyn Claire continues her journey into the sex scene in LA. After taking Sabina’s business card, Evelyn decides to give her a call….

BNN News anchorman Keiran Lee has been trying to go out with his co-worker Weatherwoman Melissa Lauren for months. After getting stood up once again, Keiran finally loses it during…

Bailey and Cassidy have just been caught fucking by their moms! Misty can’t believe her daughter’s BFF is such a dirty slut, so she drags Bailey to the bathroom to…

Rino Mizusawa rises very early every morning in order to be at work when she’s supposed to, and the work starts immediately. There are endless jobs for this cute Asian…

The sexy and career-oriented Angela is done sucking her way to become lead anchorwoman.  She has a vision for the Channel 6 News and if upper management can’t see it, she’s…

Uploaded: 2024.02.29 2024.01.26 Show more…

Savannah Sixx calls up her girl and tells her how much she wants her stepdad now that she turned 18. She goes out to the pool while he is tanning…

After Eva Lovia’s girlfriend Abigail Mac left her just so she could get some dick, Eva thought they were through for good. But when Abigail came crawling back, she let…

Elegant and graceful in her figure-hugging leotard, Giselle wants to demonstrate some of her new ballet moves for her boyfriend Logan, but when she attempts a pirouette, she falls and…

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….

Uploaded: 2024.02.10 2024.02.10 Show more…

An obsessive college student is hired by her ex-lover’s oblivious wife to babysit. Once he catches the new babysitter snooping around in the home, he and his wife have no…

Raven haired hottie Claudia Bavel walks into the locker room for another day at the clinic and starts taking selfies for her boyfriend. She gives him a call and makes…

The sexy Cherie DeVille and Jenna Foxx have gone without sex for too long and something’s gotta give! The girls catch up with each other via video chat and their…

Abigail Mac and her husband, along with solo antique hunter Keiran Lee, have shown up to an estate sale. As everyone is given stickers to place on items they wish…

Eden Sin is a tight-bodied gypsy girl who loves to get it on in the great outdoors! She’ll spread her pussy wide open, showing off her pink pearl to any…

Abella Danger is all dolled up for a ball, her perfect ass and body looking as glamorous as ever, but as usual, her beau, Quinton James, is late. Hours late….

Gorgeous blonde Fibi Euro is in the garden, enjoying the sunshine with Sam Bourne, as Andrej Lupin’s erotic film “Someone Like You” begins. She serenades him with a soulful song;…

Down at ZZ University, Danny D and his buddies know about a secret hole in the women’s shower they can use to indulge their voyeuristic tendencies and check out busty…

When nurse Isis Love’s patients aren’t comfortable, she knows the best medicine to change their minds is a sip on her big fat titties and a hang on their boners….