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….

Kristen Scott is a horny teen who has a serious craving for a big, fat cock to suck and fuck. When she brings another guy home, she’s disappointed by his…

Jessy’s cock is stuck in his favorite fleshlight and he can’t get it out! Looks like a trip to the emergency room. But an embarrassing situation quickly turns into a…

Marci Koltermann received a sensual massage that stimulated her G-spot so much that she ended up ecstatic and squirting.

Alexis comes across an outdoor fruit stand and chats up the farmer Charles. She admires the fruit on display and he explains how he grows it all himself. Alexis is…

Welcome to College Etiquette 101, where the sexy schoolgirl Eliza Ibarra is here to show us what happens when your uniform’s too skimpy. Tossing her books aside in favor of…

Jessa is married, but that doesn’t mean she’s a faithful wife. Her husband has no idea she loves to cheat on him around the clock. But Jessa can’t help it,…

Whenever Tyler Nixon comes home to find his girlfriend Tiffany Tyler wearing her high leather boots, he knows he’s in for some really hot sex. This one night, Tiffany didn’t…

Ren is a beautiful Japanese girl in red glasses who is being filmed having sex on camera for her very first time. She reveals her pretty pink panties, before taking…

Harlow Harrison is a nymphomaniac and wants to make the most buck for her bangs so she decides to prostitutes herself on the street. When a friend, Prince Yahshua notices…

Ava Addams has a horny stepson, Jessy Jones, who just won’t listen to her rules. She’s tried everything from discipline to bargaining, but nothing seems to get through to him….

Detective Scott Nails goes to prison to interview Gina Valentina, a sexy criminal with a known for fucking men, then leaving them handcuffed and humiliated. When Detective Nails comforts Gina…

After MILF Ayane Kido becomes a true nympho, she needs some special treatment for her condition, so she moves into the hospital where horny orderlies can fuck her mouth and…

Aria’s neighbors are having a pool party, but Aria isn’t invited and it’s so lonely in her kitty pool! So when the sexy next door neighbor accidentally volleys a beach…

Today’s steamy scene will have you thinking back to the good old days when men were men and women just wanted a handsome guy to take them right to bed….

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…

In Part 4 of Something Borrowed, Something Blue – it’s the final hour before the wedding and Stirling Cooper and beautiful Dana DeArmond are toasting the success of their evil…

Lithe and luscious with a perky rack to boot, Sarah Jessie is equally at home juggling a soccer ball as she is riding a cock. When boorish couch potato Tony…

Alyssia Kent and her boyfriend are trying to spice things up, so Alyssa buys herself a remote controlled vibrator, which Alyssia decide to try out in the changing room Jay…

Angels of Hardcore 6on2 Nicole Black & Ivy Maddox, only anal/DAP, anal creampie to other girl mouth, gapes, 0% pussy, ATOGM, pee drinking Uploaded: 2024.02.05 2024.01.24 Show more…

Even though college guy Ricky Spanish is in desperate need of tutoring, he just can’t pay attention – his eyes seem to be permanently glued to his phone! However, when…

Carmen caught the volleyball team coach’s assistant sniffing her panties. She knows what the pervert wants and since he is also assistant to the history teacher, she asks him to…

Uploaded: 2024.02.21 2024.02.19 Show more…

When she started cleaning up Mr. Maxwell’s lavish home, AJ Applegate never imagined the heat he was packing. But that all changed the day she walked into the bathroom and…

Lisa’s outside tanning on her birthday when she hears her doorbell ring. Xander, her neighbor, is at the doorstep with flowers and a birthday gift. She invites him in to…

Starring Digital Playground contract superstars Jesse Jane® & Stoya, Kiss Kiss documents very sexy and private encoun-ters taking place in the suburbs of a bustling tourist city. The erotic vignettes…

Sometimes the best therapy is fucking your therapist’s son…Eva knows dick is a cure for what ails – especially when that cock is young, hard and loaded with cum. This…

As the office Christmas party wrapped up, Abigail Mac found herself all alone at her desk, wishing she had a certain someone to take her to bed for a magical…

Kana Aizawa is sitting around the house all dressed up waiting to go out for the night when the urge hits her to fuck. There’s not a man around to…

Uploaded: 2024.02.14 2024 Show more…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…