One afternoon, Maci started fooling around with her phone, languidly playing with her breasts and taking sexy selfies. When Staci slipped in from sunning herself in the yard, she caught…
Dirtydanii_69 came to her step sons room and as always it was a mess. He didn’t bother cleaning up, he was too busy masturbating all the time. The AC was…
Jack’s casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In volume 3, Digital Playground’s contract…
After Sofia Rose left Small Hands hanging with his dick in a pocket pussy, he was hungry for the real thing. Sofia catches him peeping and wiggles her ass in…
Jimmy’s stepsister, Tigerlilly, stopped by to visit him. The moment she arrived, Jimmy’s best friend, Kai, was instantly infatuated with her. From there, Kai made a bet with Jimmy. First…
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….
Charles Dera trains London River in her home gym. He has her workout to her max, but can’t help showing off his muscles in an attempt to impress her. Luckily…
Her pussy gets creamed a lot, but something about the way this gay grasps her round tits and squeezes them together while squatting down to hump his dick into her…
Gently is a cute little Asian girl that loves bundling up and going outside in the cold. This dude meets her and things she’s really cute, so he invites her…
Finding a brand new girl who has never been filmed before it’s easy. Getting one as pretty as April Brookes is even harder. Locating one who has a bottomless shaft…
Ri-Ai Saotome is a horny slutty Japanese newbie with big round tits and an extra hairy cunt. She wants to make a good impression with her first time on camera…
Kat is going to get her first Brazilian bikini wax because her new husband isn’t a big fan of her bush. But her esthetician, the sexy Krissy, wants to convince…
Petite Scarlett Bloom and redheaded Lacy Lennon are irresistible influencers! They pose on the runway in matching, sexy green outfits, flirtatiously showing off their amazing bodies and blowing kisses to…
Mikayla was substituting a class when she realized two of her students were being down right mean to another student, so she decided to teach them a lesson by fucking…
Mona Azar is a thicc whore who can’t get enough dick. After a striptease showing off her huge natural tits and huge ass, she gets down on her knees to…
Peta Jensen has a perfect body and a beautiful face, but she’s also got one huge problem: she’s never had an orgasm before! Lucky for her, Dr. Sins is in…
“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…
Abella Danger and Katana Kombat have developed quite the rivalry, looking to impress everyone at their dance class, but the studio may not be big enough for the two of…
Nata Ocean is a European blonde who loves to do yoga and is quite flexible. That training does give her some sore spots though and her friend Josh was willing…
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…
Kana Mimura is a kinky Japanese girl who loves anything having to do with sex. Two guys toy with her holes, sticking fingers in her ass and pussy. She sucks…
