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….
Yui Shimizu is wearing the fishnet body stocking her master prefers her to wear. She has already been bound at the wrists on the sex chair, and she wets her…
John wants to hire Kimber James as his babysitter, but first he needs to understand what a transsexual is. The only way Kimber knows how to explain that she’s a…
Charlotte Rayn is enjoying a movie night with her new husband when her new stepson, Jimmy Michaels, tries to butt in and watch alongside them. Jimmy’s dad would rather he…
Who are friends, who are enemies, and who’s fucking who today? At this prestigious tennis club, winning is the only thing that matters, and rising star Honey Gold is about…
This older Asian man stays in great shape so he can score beautiful little girls like this one. He has her bend over and service his cock as he sticks…
Naomi is no ordinary nanny, she takes care of the whole family. Once the little ones are tucked into bed she tends to Xander’s hard cock. His hot wife Osa…
Tommy gets home from work and finds a note from his loving wife Phoenix: She’s left him a little gift on their bed upstairs. Tommy wonders what kind of surprise…
Horny Alexis Adams can’t help but stare at the passenger in seat 8A. To ensure his flight is as comfortable as possible, she screws the tension away with a perfect…
Danni Rivers has some tiny perky tits that she loves to show off in the park! She looks so sweet and innocent but we found her naughty side! Her glowing…
Leana Lovings was in college double majoring in biology and psychology before taking up her career in the porn industry. She started web camming originally to get out of her…
Summer Brielle doesn’t get along with her sexy stepmom Leigh Darby, who she thinks is just a gold digging bitch. But when that busty MILF catches Summer giving a blowjob…
Tittyfucking Fiesta The word of the Cum Fiesta has spread so far and wide, even the one and only Keisha Grey showed up for some dick! And did she ever…
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…
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…
After a particularly long day at work, Molly Stewart wants nothing more than to come home, put her feet up and relax with her loving, trustworthy boyfriend. However, when she…
When Tina Fire decided to find a roommate, she was looking for someone mature. Enter: Jordi ENP, a lazy slob and frat bro who is hardly a model tenant. Tina,…
Diamond Jackson loves being a prison warden because she gets to fuck fresh delinquent pussy whenever she wants. Alex Little is newly incarcerated and about to find out why all…
The guys in the hood laugh at Cici Rhodes when she heads into the kitchen for a bite to eat. She’s famished from being pimped out all night. These boys…
Ever wondered how life was going for our DP Star winner?  Here’s your chance, because we’re taking you up close and personal inside our exclusive contract star’s world to witness the…
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…
Darrell plans on selling his place, and hires the hottest realtor in the game Georgia. When she comes over to take pictures, she catches Darrell right before he was about…
Amanda is on the web surfing and having fun. She stumbles upon a webcam chat room and picks up a video chat with Justin. After a good visual teasing, she…
Nicole Bexley and her boyfriend are on the rocks. Nicole is mad that her boyfriend has a small cock and she’s not satisfied sexually. Her boyfriend’s roommate, Jordi, overhears them…