Uploaded: 2024.03.12 2024 Show more…

Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…

There’s no rest for a hardworking stud when you’re the only guy on the beach surrounded by hot girls. As the other three girls watch, he fucks the sexy redhead…

Mr. Lee is completely oblivious about how horny his female students are. He barely notices how high their private school kilts are hiked up their teen asses, and how bad…

Victoria is a journalist with a one track mind. When a heavy hitting politician (Johnny Sins) holds a press conference to announce his intention to run for office, she can’t…

38-year-old stud Richard Glaze makes his See HiM Fuck debut today, and we paired HIM up with lovely Latina Sandy Love for this better-late-than-never update! Director Johnny Robins gets things…

“Don’t let your mouth write no check that your tail can’t cash!” Probably all this worldly wisdom flew right out of the head of the poor guy when he foolishly…

After having seduced her mother’s new husband/step-father, Bailey thinks she completely satisfied. Little does she know that her new step-brother is just a doorbell ring away. When Axil shows up,…

Bernice just can’t stop thinking about sex with her last boyfriend. The way he used to touch her body is still fresh in her mind, from the lightest caresses of…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

Madelyn Monroe’s private chef, Keiran Lee, has prepared another lavish dinner for two, but Madelyn’s husband, once again, has opted to work late. Fed up and frustrated with her seemingly…