Abella’s first interview went well, so today is the next phase: meeting with Brad, the community manager of the secret society devoted to bringing all its members’ dirtiest fantasies to…
After the raunchy thrills of her first fantasy threesome, this neglected wife went looking for more pleasure on a cruise for swingers who love to fuck. While suntanning her massive…
Aimee is an Asian girl that loves having sex with her boyfriend. He sports a buzz cut and eats out her hairy little pussy before getting some head himself, then…
Mr Hardwood gets caught off guard when Dr. Vanessa tells him that she needs to check his prostate. He refuses to get a finger up his ass so Dr. Vanessa…
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…
Fiery vixen Victoria June is as hot as they come. She showcases her sexy body by the fireplace while waiting for some hard cock to come pummel her perfect pussy….
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…
Shot entirely on HD, Jack’s Teen America 20 features Digital Playground contract stars, Shay Jordan, Sophia Santi and Jana Cova with industry babes Hillary Scott, Holly Morgan and Sue Diamond….
Attention busty ladies! The “Bra Collector” is on the hunt for some new brassieres to add to his collection! Jmac happens to be searching through Skyla Novea’s drawers when she’s…
In its glory days, Lenina Crowe’s free-use hotel (where a customer could have sex with any employee they desired) was a beloved, happening establishment full of potential. Today, it’s but…
Why is every girl Takumi knows acting so strange lately? His sweet neighbor Mizuki keeps getting flustered around him even though he’s known her forever. His new stepsister Saori is…
Johnny’s world got turned upside down when his girlfriend’s niece showed up at his place to tease him for a few days. The second he saw Aidra Fox’s pouty lips…
Jessy Jones and his girlfriend Jenny have been living together for a while now, and everything was going fine until her mom, busty Asian MILF Akira Lane, came to stay…
Keiran Lee has bought his inconsiderate son the hottest new video game of the season for his birthday. While Keiran’s game-obsessed son is absorbed in the game, Dana Wolf, his…
Jill Kassidy is the hottest babe! This Texas cutie is a real treat just for you. She plays with her perfectly trimmed bush in the bathtub and makes herself cum…
Bill Bailey has one last chance to prove to his wife that he can be faithful. So when she goes away for the weekend, he’s determined not to even think…
Tall brunette Ryan Keeley was hoping she would have a magical evening with her man as she slipped into sexy lingerie and a hot party dress, but her night hasn’t…
Natana Brooke brought her basketball play today and she lets him know that her biggest desire is to get fucked in the ass by a big black cock! She loves…
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 9 is over 2 hours and features Teagan Presley in a brand-new, amazingly…
Sean can’t work for Ms. White anymore, her clothing-optional attitude keeps getting him in trouble with his wife! But Ms. White is determined to keep her best employee. She gets…
Lana keeps getting ignored by her busy man and had about enough. While she’s texting her friends about this BS and intruder breaks into the house and finds this sexy…
Under pressure to finish his report, stressed executive Kai Taylor was growing tired, grumpy, and hungry. Bellowing for his sexy Russian secretary Eva Berger, he barked his lunch order and…
Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck and some…
Xander doesn’t have much experience with the ladies, so he’s a little nervous when he has to go to the pharmacy to buy some condoms. Lucky for him pharmacist Anna…
Glubbert Airlines has been steadily losing business for a while now, and if Johnny Sins, their VP of marketing, can’t figure something out soon, the whole airline’s toast. Luckily for…
Coco Velvett is a blonde debutante- but once you see her gaping pussy hole, you won’t believe what a naughty slut she really is! coco calls for room service, and…
