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….

Despite her brains, Aspen is unsure she’s going to be valedictorian for high school grad. Now that she’s eighteen, she’s going to take matters into her own hands. She shows…

Another year, another increase in profit. Yessir! Business is booming! So much that all this xtra bread just been sittin there for too long. Mite as well put it to…

Claire looks like she had her hair styled by a pet groomer but she does have a nice body and she really does her best to please her man. Now…

Sexy Kylie Kingston has been a good little temp at her new job. Things have been perfect, except for how horny and distracted she gets whenever her stern boss Keiran…

Uploaded: 2024.02.05 2024 Show more…

While Hope films an audition tape for a dance competition on TV, her older brother’s friend helps her discover her true talent.

Leigh has been lying to her husband for quite some time. She was fired months ago and has since found herself working as a stripper, but her husband thinks she’s…

Shot entirely on HD, “Control” is harder, faster and edgier than anything Robby has directed before. Delivered on 2 Discs, with 8 full scenes and tons of tease, Volume 2…

Chloe Rose is the ultimate slut in her own world ready to get you to bust a nut to show her what’s up! She can’t wait to let loose &…

Dr. Manson seemed to be having a bad day when a guy walked into her office complaining about a headache he couldn’t get rid of. She recommended aspirin to what…

I wanted to spend a chill summer break at home, but my stepbrother Axel wouldn’t stop teasing me. He is such an asshole, and our dad won’t do anything about…

Today’s scene will no doubt have guys who mistreat their women rethinking their ways! After being embarrassed by her husband in front of all of his friends, Diamond finds comfort…

This Asian hottie is happy to be out and about. She’s down for just about anything and she loves to show off her goods. She gets blindfolded and then strips…

Blonde bombshell Cherie Deville has just finished working a long shift at the bar and is looking to unwind and have a bit of fun. So, when she sees handsome,…

The sexy Azul Hermosa is hosting a 4th of July BBQ for some of her colleagues. Some of her workmates (including Scott Nails) show up to the party and are…

Take a peek at college cutie Kimber Day playing with her peachy pussy outdoors in the yard. The sun feels so fresh on her skin, and the air plays over…

Uploaded: 2024.02.14 2024.02.14 Show more…

Uploaded: 2024.02.19 2024.02.14 Show more…

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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…

When you find out your new girl is as into pussy as you are, you may as well let her cheat. When she gets caught, she’ll be guilty enough to…

Phoenix Marie likes to dominate men. Of course she gives them the ultimate pleasure when she lets them fuck her pussy and she sucks their cock, but they have to…