Victoria Cakes has hired Kenzie Reeves to babysit for her because she wants to head out for a hot date, which is long overdue. However, Kenzie has invited her boyfriend,…

Since Mikey is leaving for the whole summer he visits his favourite teacher, Mrs. Banner, to find out what his final grade is for her class. Although she doesn’t give…

After a serious argument, JMac and his girlfriend put their relationship on ice. JMac, now at his wits end, heads to the only person he thinks could help save this…

Joseline Kelly is the fantasy football commissioner and she loves watching football! When her 10 man league doesn’t show up and only “medium hands” is there to play, and she…

August was not gonna let her boss Mr. Dera get thrown in jail and lose all his money, so she decided that if he signed over all his cash to…

Anny Aurora’s 18th birthday was supposed to be a special day for her and her boyfriend to finally fuck, but he forgot to buy condoms. But while he’s out looking…

Filthy cousins chilling in their perverse club. Martin gets a phone call saying his stepdaughter Anna has been suspended from university. All the uncles try to calm down the whole…

Jane Wilde’s financial stress is keeping her up at night, and she doesn’t realize there’s someone else awake in the dark house until he startles her in the kitchen: her…

Lena Paul finds herself in need of some deep relaxation. She approaches her hammock and begins showing off her incredible tits and fantastic ass. After a nice stretch of sexy…

Married couple Danny D and Romi Rain D are renting a room to local college student Melissa May. At first Melissa can’t believe her luck at scoring such high-end accommodations…

Malena Doll’s stepbrother is possessed by the Demon of Lust and wants to fuck her all the time. They go to a priest to exorcise the guy.

Ritta Rush looks cool and collected when her gonzo style scene with Manuel Ferrara gets started. But before long she’s a hot, sweaty mess after throating Manuel’s monster cock. He…

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…

Presley Hart can’t get enough of when her girlfriend embraces her from behind, and reaches around with skillful fingers to play with her pussy. The feel of Aaliyah Love’s fingers…

Beige Gamer’s BF Sneaks Slutty Emo Pussy Mick Blue and his girlfriend are going head-to-head gaming. When Mick loses, he tries to get some action, but girlfriend don’t wanna play…

Who could know better how to use tongue and fingers to please a lady than another woman? Jenny was having a wild night at her favorite bar, when a gorgeous…

Stacked Blonde Gets Spitroasted Miss Jackson attracts the attention of two good samaritans willing to help her home. Miss Jackson thinks she can’t thank them enough, but her curves are…

This pool party is just like any college pool party – babes, bikinis, and bros! Honestly, what more could you want from a hot, sweaty, summertime party? Everyone at the…

What happens when a white couple gets pulled over by a black cop? Things get heated when Deanna’s husband mouths off to the cop, which gets him thrown into handcuffs….

Bobby Dinker really needs a job – but is he willing to submit? These sexy MILFy executives are used to getting what they want!

By day she’s a working professional, and by night she’s Number 4. Get entranced in the morphed world of DP contract star, Eva Lovia, as she conforms into nymph-like submission,…

Shot entirely on HD, Jack’s Teen America 19 features Jesse Jane and Sophia Santi in intimate and seductive hardcore action! The Jack’s Teen America series arodies beauty pageants and Jack’s…

Laura Lyons is a Eurowhore who is used to having American guys be impressed by the fact that she does anal. The joke is on her this time because Tristan…

When Akiyoshi’s girlfriend dumps him because he’s too much of a weakling, he needs a way to get in shape fast. He can’t afford a gym membership, but luckily, he…

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…