Charlotte Sartre is just trying to take a break from her transient lifestyle and maybe get some quarters- sitting on the street, she’s unimpressed when uptight businessman Xander Corvus walks…
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…
Atsushi thought his sempai Chidori had arranged everything when she asked him to tutor a teen named Arisa, but when he arrives, Arisa’s stepmom is surprised to see a man….
The gorgeous Desiree Dulce is a fitness freak who loves to work up a sweat. This busty beauty bends high and low as she stretches out her hot bod, before…
Rachel Starr is the host of a shopping show and her guest, Erik Everhard, demonstrates how to properly apply sunscreen on their model Anissa Kate. But Rachel soon learns that…
Ethan is just chilling by the pool naked like it’s normal; when his step mom Danielle comes home early from work. He quickly puts back on his boxers embarrassed. Danielle…
The lovely Halle Hayes and her boyfriend (Charles Dera) are supposed to go to a party tonight, but Charles wants to stay home. Halle tries to entice him into going…
Maya Bijou loves working out to the max. She especially loves how wet her pussy gets after a full body pump. Maya will take any opportunity to sculpt her tight…
Markus has caught himself a wild wet ass in its prime. Luna’s hungry for cock in her gaping hole and she’s feisty enough to warrant a frantic fucking. After Markus…
Teagan Presley & ANAL ” does the rest of this description even matter? Jack is really busy casting big, bouncing, beautiful butts for music videos. They shake, they roll and…
When Mark and Alessandra Jane snuck by step-mother Candy working out in the living room, they hoped to be able to screw as loud as they wanted, and let loose…
Jennifer White just got traded for a deal two syndicates made. She’s going to show these homies how to treat a whore the way she learned before. They were going…
Slutty TSA agents Julia Ann and Alison Tyler have returned to fuck with frequent flyers! This time our two horny heroes are hungry for some fleshy man meat, so they…
Investigative reporter Clea infiltrates the 1-800-Phone-Sex offices in hopes of uncovering their connection to the local police force. She sees police cars parked outside of the building at all hours…
Reagan is more than willing to do her part for the environment. When she hears that there’s a water shortage, she figures it would be perfectly fine for her step-son…
Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….
Today black-haired fitness vlogger Gal Ritchie takes you through a few poses to limber you up. Gal shows some stretches you can do on your own, then invites trainer Mick…
Casey and Ryan bask in the pale blue light of the clear sky behind them. Relaxed and ready to go, they share an afternoon of pleasures and worldly delights.
A.j. Applegate is a home nurse that will do anything to assist her patients. When her patient sees how cock worthy her booty looks in her scrubs, he pretends to…
Karin Kusunoki is from Japan. She’s got nice little tits and a massively hairy bush. She’s extra horny today and takes on two Japanese guys who can’t wait to stuff…
Sienna, like many bosses, needs someone to tend to her more…personal needs. So, she decided that Alex would be the perfect candidate as her “personal help”. Now all that’s left…
Van Wylde didn’t realize that his buddy’s girlfriend, Cassidy Luxe, would be living with them, too, but on move-in day, the blonde moves in on him hard! She grips Van’s…
Charles Dera can’t believe his ears when Tiffany Watson confesses that being tickled makes her squirt, and he can’t believe his eyes when she proves his doubts wrong! Looking to…
Anissa Kate was bored to tears reading outside, wishing a hot guy would come by and liven up her day. Good thing her friend Matt was creeping up behind her,…
Saucy brunette Rahyndee James is all alone in the office today, and she’s feeling randy! So, she pulls up her online webcam profile, and adds a new video of her…
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…
