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…
Step behind the scenes with Theodora Day and funny man Ryan Pownall of Pillowtalk, a popular porn podcast. Theodora Day is getting ready to get a massive dick in her…
Tonight’s the night Cali’s supposed to meet her husband’s boss for the first time… but she has already met him. In fact, she’s been fucking him behind her husband’s back…
Willow Ryder’s bored and horny while she’s home from college, and she wants to have some fun with her new stepbrother. She gets between Duncan Saint and the TV during…
Jasmine is a nymphomaniac, and she can’t hold down a job because she spends too much time having sex and getting fired for fucking in the workplace. Nick’s a business…
Between working overtime on the development of their new erogame and giving artist Kisara Himeno and writer Momoka Fujiwara sexual inspiration, Tomoya Mochizuki is pretty busy, but when the cute…
I saw this sexy chick Rahyndee jogging down the street in some tight booty shorts and knew right away that she was down to fuck. After a quick poolside blowjob,…
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…
Hot cop Abigail Mac is about to go undercover at a Mexican brothel, but first she tries on some hooker outfits for her rich boyfriend Keiran. This is going to…
Trying to keep his resolution to keep his dick in his pants, Simon (Oliver Flynn) comes back to the house and finds the door answered by another mysterious housemate, Cherry…
Victoria Di Prada has a new teacher, a hot man who’s never been with a tranny before. He’s curious, and just can’t keep his hands off of this hot Latina…
Hot brunette Ivy Ireland doesn’t even look away from her game as her boyfriend takes his dick out in her face. When he pulls open her onesie butt flap and…
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…
Danny can’t help but notice beautiful his beautiful neighbor Cassidy hanging her laundry on the line. He also can’t help but notice his wife’s undergarments have somehow made their way…
Bridgette B spends her first 4th of July in America, and has a scene during it. When the scene ended, and things were wrapping up, the cops showed up to…
Cathy Heaven is a sexy MILF throwing her son a big birthday party for his 18th birthday. One of the guests at the party, Jordi, isn’t having a great time…
With a keen eye for sexual deviance, The Collector (Eva Parcker) travels the universe in search of raunchy specimens to abduct. Of course Danny D, with his famous schlong, is…
Laela Pryce makes a quick detour to the wrong side of town to hang out with her homies. This always happens when her sex drive gets unleashed. One cock is…
Katie Morgan is a naughty housewife that has a worker over to fix her stairwell while her husband is away at work. She notices how sexy he is and can’t…
Justin has a serious problem with his new co-worker, Monica. He believes that she was responsible for getting his friend Jeff fired, and having sex with their boss to take…
This Valentine’s Day is gonna be a big deal for Melody Marks and her stepbro. They’re all hyped to hang out with their new crushes. But there’s always stuff that…
