Maid-of-honor Molly has planned tons of fun games and treats for her bestie Rharri’s bachelorette party, but for both the BFFs, their favorite part of the day is getting to…
What better way to spend Mother’s Day than to be spoiled rotten by your hot stepson Tyler Nixon and his cute girlfriend Lana Sharapova? Sexy MILF Sarah Vandella knows this…
Rissa May loves to play in the snow, but she isn’t having fun without her stepbrother Rion King paying attention to her. She dresses up in her best snow bunny…
Van Wylde’s new stepmom Chanel Preston can’t keep her hands off him, and it’s starting to affect his golf game. After “accidentally” spilling her lemonade all over the both of…
Anya loves getting wet. Armed with nothing but a white t-shirt and denim cutoffs, Anya teases and tantalizes Xander while stuck outside in the rain. She wiggles and writhes against…
Winter is cumming, and Digital Playground’s contract star Eva Lovia, patiently awaits for her powerful King. He arrives to the castle with his knight, and is asked to be alone…
Cailey and Melanie were planning to spend the day sunbathing but given the chance to cough up some saliva and drink down some man sauce they simply could not resist…
Jordan’s physician Asa Akira examines him for a litany of ailments he complains about — most of which he deduces are caused by his nagging, bitching wife. However, the swelling…
Kieran is making plans to see his Dad for dinner later that night to meet his new stepmom for the first time. Meanwhile, Kieran goes up on MILFTracker.com to find…
This April Fool’s Day, Lilly Hall and her mischievous stepbrother want to prank their stepdad, so they pretend to fuck as he walks in the door. The only problem is,…
Morgan Ray has some special requests for her contractor Danny, who her husband has working on their house. She specifically made it clear to her husband to relay the message…
Danny has been Lena’s massage therapist for a few months now, and he’s always managed to remain professional… but today she wants him to massage her tits. Danny tries to…
A husband enters the lingerie store that beautiful Nicole Aniston is running. He’s looking for the perfect present for his wife, but he can’t choose! Nicole offers her flawless body…
A girlfriend (Leana Lovings) and boyfriend (Jacob Coldwater) are shopping for some paint samples when yet another disagreement sends them to different parts of the store to find a professional…
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…
Bill Bailey has come home to find his girlfriend’s sister Dakota Skye packing up half the household items. Turns out Bill is being dumped thanks in no small part to…
She’s the fastest runner on the track team, and when she catches her pervy coach spying on her in the locker room, she proves to him that she’s number one…
After a frustrating day at work, Nick Gill came home to a wickedly sexy surprise. His girlfriend Blanche Bradbury was sprawled out in bed in a stunning set of lingerie,…
Alice Visby is the bosses daughter and she likes to feel out the new employees in the office on their first day. She is pretty forward and asks him to…
