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…
Superintendent Sins is visiting one of the schools in his district to see if its notoriously rowdy students have are being kept in line. Unfortunately, the school’s most badass student…
Ricky has cheated on his girlfriend and wants to prove that he still loves her. They agree to become contestants on a reality show meant to help troubled couples. Throughout…
Liz Jordan is the February 2024 Fantasy of the Month, and boy does this hottie deserve everything she dreams of. Dressed in sexy jammies, Liz wakes up to Will kissing…
Sarah and Sophia were on their way back home when their car broke down so they decided to ask other drivers for help. Luckily for them, Tommy was in the…
One morning, after Tommy tried his best to convince his side-piece Gabriella it was over, she let herself into his place and set up a giant sex swing in his…
Chloe Foster is a blonde bad girl that loves both boys and girls. She is adventurous on a scooter rental, with the wind in her hair and her tits exposed…
How could Max Dior spend so much time at his girlfriend Coco Del Mar’s house without developing a wandering eye for her MILF step-mother Billie Star? One fateful day, as…
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…
Jimmy Bud is fed up because he has to babysit his crazy, pain-in-the-ass horny stepsister Abigaiil. All she can think about is sex and when he introduces her to his…
Alura Jenson is as busy as she is sexy, which means this MILF loves a good, reliable babysitter like Quinton James to take care of the house when she’s away….
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 new POV Playground, YOU will…
Clover’s new office has some weird rules. The lady in charge Julia Ann enforced a super strict vibe all day long. But when break-time finally came, the other guys went…
The highlight of Codi Vore’s day is when her older lover Steve Holmes sneaks past her clueless boyfriend to give her the sexual satisfaction she craves. However, on this particular…
Pussykat is an international business woman that has made one too many under the table deals. Now she’s under interrogation but the tables turn when the cop helps her escape!…
Our goal is to set up some lucky dads with some of the hottest pornstars around. It’s now Steven’s turn to get lucky and after randomly picking Kira Perez, we…
Nina Elle is a personal trainer who gets the best out of her clients for one very specific reason: she’s hot as hell. So when Keiran starts getting tired halfway…
Joshua’s bedroom got turned into his dad’s new office, so the boy is now forced to share a room with his stepsister, Vanessa. Neither of them is happy about it,…
Carolina and Chris are finally wed and can’t wait to fuck, but these two young virgins don’t have a clue how to consummate their marriage. Horny wedding guest Leigh Darby…
Starring exclusive contract super star, Jesse Jane® alongside a delightful and sexy cast including Alicia Alighatti, Claire Robbins, Sandra Shine and Codi Milo! Directed by Celeste, Marvelous is an artistic…
Jessa is married, but that doesn’t mean she’s a faithful wife. Her husband has no idea she loves to cheat on him around the clock. But Jessa can’t help it,…
Haley Spades is a newcomer to the industry and our September Bang! Babe as well. We invited her for a talk on our Podcast which she was excited to do,…
Ivy Ireland is folding her lingerie laundry and her stepson Rion King comes in to creep on her. He claims he needs help because he sprained his finger last week….
Jack is really busy casting for music videos and he’s scored some super fine ass for volume 38. Digital Playground’s amazing contract super stars Teagan Presley and Lacie Heart join…
When always-horny student Shinya gets caught fucking the school nurse by innocent cutie Shizuku, it seems like that’s the end of his chance to get with her. At least until…
New sorority girl Autumn Falls has to complete her initiation by fucking a big cock and sending her sorority proof. Who would have thought that her step dad Keiran Lee…
