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…

It’s Cory Everson fellas!!! This european beauty’s juicy ass is one of everyone’s favorite and that’s exactly why we brought her back to our site. This time we got her…

Roxy Ryder is an adventurous young teen that likes to spend her time outdoors. She is also a raging slut that can barely keep her clothes on! They go to…

Danny D was on his way to class when he spotted a busty blonde hottie in a schoolgirl outfit named Sienna Day. He could tell by the looks that she…

Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Jesse Jane®. She fucks Ben English every which way in true gonzo…

Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America.” Put it in and cast your vote! Jack’s at it…

Uploaded: 2024.02.08 2024.02.08 Show more…

Marc’s latest obsession is a sexy webcam model named Taylor Sands, and he couldn’t be more psyched to go meet her. So after an enthusiastic blowjob from his hot and…

Who in their right mind could resist Siri’s big tits? They’re huge and 100% all natural. Siri uses them to tease and to please, because she loves to get them…

Hot Colombian psychologist Daniela Andrea treats a man with crazy ideas about undergoing surgery to reduce the size of his huge cock.

Devon puts in long, hard hours working at a secretary for multiple businessmen. She brings them coffee, answers their phones, lets them play with her huge tits, and sucks their…

A Threesome A Day Keeps Blue Balls Away Horny Ameena Green walks in on Ricky Johnson in the shower and has to pull him out by the dick to suck…

Fiona Frost loves being in porn because she gets to have sex all the time with the biggest dicks. She always dreamed of a job where she could orgasm as…

April Olsen has been professionally fucking for a few years now and she’s good at it. First she does a little striptease in her lacy lingerie, followed by straight up…

Bath time is relaxing, and this cute little Asian girl makes it even more enjoyable for her male friend by rubbing soapy water all over his back before giving him…

Riley Star is an amazingly bubbly blonde who craves big dicks. We first meet her on a sunny balcony where she flashes her pink pussy and shows off her body,…

Mild-mannered businessman Kusaki just got a promotion after sealing a big deal at work…with a little help from horny spirit Kisaku’s raunchy ways! Kusaki is so shy, he nearly doesn’t…

When politician George Steele gets caught with an escort, a fixer is sent in to manage the fallout of his election campaign, with unexpected consequences.

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…

Nade wanted to watch a movie with his stepsister, Kelsey Kane. However, she had other plans. She wanted to work out before watching so that she could sit down and…

European blonde Karol Lilien comes home from work and seduces her husband in a romantic session. She has the perfect body which is revealed after her hubby peels off her…

Girlfriends Alice Fabre and Cathy Heaven love having a little bit of naughty fun, even when they are having car trouble. When Lutro arrives valiantly to their aid as they…

Chloe accidentally walks in on Molly as she is masturbating in the locker room. Chloe hides and spies on Molly, secretly turned on. Molly catches Chloe spying and pulls her…

She may look scared, but this little Asian slut can’t wait to get used by all these dudes. They stimulate her nipples with wires and her clit with a big…

Kelly Greene is a cute little blonde girl that loves to get totally ravaged. Everyone is wondering what’s under that bandage of hers, but the cum on her face is…

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….

Oh my word. Where else have you ever seen such gorgeous ladies as Anie Darling, Lady Dee and Angel Princess indulging in an erotic afternoon that leaves them all breathless…

Aaliyah’s determined to buy her husband the perfect truck for his birthday, but she can’t help checking out some of the sexier cars on the lot. Saleswoman Kate England convinces…