“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…
When Gia Derza arrives at her new boyfriend’s friends’ house for a dinner party, she looks overdressed… or underdressed we should say. The women at the party eye her judgingly…
Sorority girlfriends Alex Coal and Jewelz Blue are looking to spice up their sex lives and get a little experimental – they are in college after all! Jewelz surprises Alex…
Reena’s got the house to herself – her daughter is at her boyfriend’s place and her husband is still at work, so it’s the perfect time to take a relaxing…
Last time we saw Cassidy Klein the Slutty Babysitter, she had just gotten caught in the middle of a wild lesbian love romp with her sexy girlfriend, teen slut Alli…
It’s Lennox’s wedding day and she’s alone in her room, unsure if she really wants to do this! Her fiancé tries calling her but she won’t pick up, so he…
Harley Rosembush’s neighbor invited her to his house to offer her some furniture. She got horny just by looking at the guy’s muscular arms and they ended up fucking.
Brandi Love & Dee Williams are a hot duo that want to experience a steamy threesome encounter. They are some of the hottest MILFs you will see and they take…
Lexi Brooks is such a sex fanatic that she just can’t stay away. Every spare minute she and her boyfriend have alone, Lexi wants to fuck. Even though he’s tired,…
A cute blonde is trying to lose her virginity before summer is over, but she hasn’t had any luck until meeting me. She’s a fast learner, before long she’s managed…
This chick really knows how to cover her bases. She started out rubbing her own crotch before she slowly graduated up to sucking dick and getting her pussy reamed. Now…
Angelina receives a special gift for Valentine’s Day. This basket of lingerie and toys is undoubtedly from Nathan. Angelina puts on her skimpy bunny outfit and dances around the house,…
Romi Rain looks delicious in bright workout spandex. She teases us for a bit, showing off her beautiful tits, ass and pussy, before finding a suitable workout partner in Quinton…
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…
What would happen if four families each contributed one member to create a new family? In this episode of Family Swap, Nickey Huntsman is cleaning up when her swap son…
Setsuya was set adrift in time when an impostor took over his house and turned his maids into lust-filled nymphos for his own satisfaction. Now, only devoted maid Kasumi, using…
“Hush” features Jesse Jane® and Shay Jordan, two of Digital Playground’s hottest babes, alongside an amazingly gorgeous, all-star cast in well over 2 hours of hot erotic exploits. With a…
When Angela White’s dryer just doesn’t work like it used to… and by “work”, we mean it doesn’t give her an orgasm when she uses it to help her masturbate!…
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…
With sorority mother Cory Chase in charge, proceed with caution! Pervy Zac Wild discovers what happens when you try to stiff a Zeta Zeta sister after Cory pays him an…
Gently is a cute little Asian girl that loves bundling up and going outside in the cold. This dude meets her and things she’s really cute, so he invites her…
The sexy Kendra Spade has invited some of her girlfriends over for a pajama party; romantic movies, popcorn, pillow fights! This catches the attention of her pervy neighbor Kyle Mason…
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 2 of this delicious show,…
