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 Van Wylde’s girlfriend, Kayla Kayden, brings him home to meet her stepmom, Cherie Deville, and her step-grandmother, Van could never have imagined what would be in store for him….

Tia Layne is a busty blonde slut who loves to go to the opera. Nothing turns her on more than seeing all of those classy people in their fancy outfits,…

Heather has the afternoon to herself and as always is looking forward to hunkering down with a big old dildo. Thing is she is in need of a bigger piece…

Alexis Adams just got to college a few weeks ago, and she hasn’t really had a chance to have any real fun yet. But when Jessy Jones spots her in…

Kristina Shannon is ravishing in red, shaking her tits and twerking her ass. Once Alex Legend joins her, he gets Kristina all wet…in more ways than one!

Digital Playground’s “Jesse Jane: Fuck Fantasy” is an ultra-horny, wall-to-wall sex montage. Each fantastic scene depicts a tangible, true to life fantasy with amazing heat and production value. Contract superstar…

Nick took several pain killer bills but what he didn’t know is that his friend gave him viagra instead. He has had a boner for the past 24hrs and his…

Tricia Oaks has some rims and tires for sale and she needs the funds to post bail for her boyfreind who is locked up in jail. She’s got some shiny…

Allie Nicole is a blonde cutie that has a gorgeous smile and and amazing big eyes. After a riverside date gets her pussy warm and wet, they go back to…

We’re ending the year on a high note and letting Maddy O’Reilly do whatever she wants with a big cock. Lucky for us she wants it in her thick ass!…

Uploaded: 2024.01.31 2024.01.31 Show more…

Dean Sins has had to call a lot of students into his office for plagiarizing over the years, but they’ve never been sexy sluts like Charity Bangs before! It turns…

Mandy Waters is a physical therapist and her neighbor, Derek, knows this. So Derek stops by Mandy’s place because he needs some help. It seems like he’s always hard. Mandy…

Jessica Rex is a gorgeous brunette teen who can’t wait to be filmed for her first time taking cock on camera. She never wears a bra, and finds it fun…

Ellena seems like your average straight girl, but she’s been fooling around with Skin for weeks now. Ellena’s boyfriend has no idea, not even when Skin shows up in the…

Madison’s friends had a great idea for her birthday party. They decided to get her the biggest present they could. Once she arrived the plan was set for Ramon to…

Featuring exclusive contract superstar, Devon alongside Jesse Jane, in their first production of 2005, Devon: Erotique tells a dreamy tale of decadence and debauchery. From desire to reality, join Devon,…

Baby Got Boobs Vol. 20 Ashley is a wild cowgirl working the mechanical bull, but she’d rather take Robby for a ride. There’s nothing quite like getting bucked and fucked….

Shot entirely on HD, Shay: Sexual Freak 3 features Digital Playground’s newest contract star, the lovely Shay Jordan, in a plethora of deviant and mischievous erotic play. Sexual Freak 3…

Lola Aiko is a bit shy when she knocks on the Cum Fiesta door, but with her perky little tits, she’s definitely in the right place! Once she’s chatting on…

Mrs. Lauren has TJ in her class because she can’t figure out how he’s graduating. She refuses to believe that he actually studied and worked hard. So when TJ finally…

Jessa can’t stop fucking up at her new job. When CEO Xander sees her on her hands and knees cleaning up latest mess, things are about to get a whole…

The homeboyz are thrilled to have a chance to pork a white girl like Amber Rox. She obviously spent her teen years under one white man after another… but servicing…

Michael is single, has a shitty job, and an even shittier apartment; he would do ANYTHING to have a better life. One night, he meets a mysterious and gorgeous woman…

Rebecca loves unicorns, butterflys, and flowers. Especially the flower between her legs because when she touches it, there is a big surprise waiting. Just watch and she will show you!…

Tattooed and big breasts? Lilith Lavey’s got it all! Her tits have such a weight to them that they flop to the side as her pussy is eaten out. She…

Jake and his mom order a pizza, only to discover they don’t take anything but cash! Annoyed, Jake’s mom leaves to the bank. When she returns, she discovers her son…

Adriana Chechik brings the HEAT! Are you ready to be transcended to the depths of this amazing filth that she has in store for you!? She gets her asshole nice…

With her bunny ears on as a remember to keep going and going and going our ever-ready whore does her best to service three men from the basketball team in…