Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 3 of this delicious show,…

Uploaded: 2024.02.11 2024.02.10 Show more…

Horny nerds Tyler and Ariana can’t wait to get laid. With grad 1 month away, and top colleges on the horizon, they just have to avoid super bitch Jen and…

Jimmy’s stepsister, Tigerlilly, stopped by to visit him. The moment she arrived, Jimmy’s best friend, Kai, was instantly infatuated with her. From there, Kai made a bet with Jimmy. First…

Karlee loves the feeling of her big natural tits all wrapped up in fishnet. She can’t help but squeeze them, especially when they’re covered in oil. If only there were…

Paula Shy cooked up a special treat for her lover, an erotic sampling menu of sensations meant to transport her somewhere entirely new. After Sarah offered up her ankles and…

Veronica will do anything to fix the ache in her back. She thinks the problem is her massive titties, but her doctor suspects it might be something else. After an…

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…