Uploaded: 2024.02.08 2024.02.08 Show more…

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…

From the very first moment he walked in the door of his hosts on exchange, Jessy caught a peek of Darling Danika’s bare ass peeking out beneath her skirt, and…

Three The Nipple! When Blake uses a fake adhesive to convince her new boyfriend Mighty that she has 3 nipples, their fun get tripled! But Mighty’s roommate Alex is a…

Uploaded: 2024.03.14 2024 Show more…

When Vinna Reed noticed her girlfriend Lucy walking into the bedroom wearing a naughty pair of sheer lingerie that let her nipples show through, she just had to take her…

When Tyler breaks up with Trish because he wants to fuck other people, Trish threatens to spread a rumor at school that he has a small dick and is bad…

Kelsey Kane is back from a softball game to shower up at her friend’s house. Parker, her friend’s brother, can’t resist taking a look at Kelsey’s sexy body all lathered…

Trinity St Clair is a cute brunette teen who’s lazy, except for when she’s offered her favorite treat! Ano older man’s cock is always sure to get a rise out…

Bikini-clad and horny for the intimate pleasures only she knows how to give herself, Sapphira stepped outside to enjoy the feeling of a stiff breeze against her bare skin. While…

Ariella is new in town and adamant about taking part in the PTA. She has a great idea for a school fundraiser but unfortunately has been getting a lot of…

Petite brunette Charity Crawford is super excited about getting her first pro-size cock, and having sex on camera for her first time ever! These eco-warrior shows up for her debut…

Let yourself get caught up in the heat of the moment with two of our most passionate lovers. As soon as Amber Nevada lay down with Franck, she closed her…

Uploaded: 2024.02.19 2024.02.18 Show more…

Darcie Dolce and Chloe Cherry are new stepsisters who have to share a room. The girls aren’t too happy about having to bunk with one another, and that’s because Darcie…

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…

Day one of training, the golf pro shows up at Karin Mizuno’s house very early in the morning. In order to gauge her enthusiasm, he has her give him a…

Gina Gerson was spending some time at her luxurious estate when her and her boyfriend decided to try something new. They invited over a close friend for some hardcore fucking…

Lucy walks in on her step dad Jovan fresh out the shower. Her eyes are filled with amazement as she can’t believe the size of his third leg. She later…

Jessy Jones has completely forgotten that he’s supposed to make a presentation at the company’s next meeting—where his busty boss Juelz Ventura will be evaluating him! Jessy, visibly nervous, can…

When Danny joins a new painting class he isn’t quite prepared for what is in store! He didn’t know his teacher’s wife would be posing as a nude model or…

Percy Sires is a gorgeous blondie with some amazing big titties. She is 19 years old and originally from Indiana. This babe comes all the way out to get her…

Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…

Uploaded: 2024.03.05 2024 Show more…

Amazing Autumn Falls is helping her boyfriend, Xander Corvus, study for his upcoming exam. Long-haired Autumn has come up with a perfect studying method – for every question Xander gets…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Jack finds pleasure deep…

Victoria Voxxx is a sexy maid, currently cleaning house for Charles Dera. While cleaning, Victoria discovers a hidden room full of dildos and fuck machines. Victoria can’t resist starting to…