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…

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Poor lonely Levi – all he wants for Christmas is a blushing new bride. But when the overeager young man makes two desperate wishes, he wakes up to discover that…

Kelly Diamond has been bouncing around from job to job for a while, never able to find something that holds her attention. So when a waitress at the local diner…

The skies are a whole lot friendlier when a group of the world’s most beautiful stars pose as slutty flight attendants and sneak onto a plane to shoot a reality…

T.T. Boy gets his hands on a fresh piece of fruit named Kiwi and fucks the hell out of it! His splooge has never looked better than it does modeled…

You never know when inspiration will strike! When sweet redhead Maddy has to strip off her shorts after spilling nail polish on them, it gives her BFF Karlee an idea!…

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…

Yes, perverted anal slut Alice Maze loves having her arsehole fisted. A good opportunity to teach three guys how to fist a slut’s arse. The first PuzzyFun boss stretches the…

Jasmine Jae’s husband has been doing the dirty deed with her bestie… and he’s busted. She’s decided there is only one way to rectify the situation; by fucking his best…

Teagan has always been the perfect sister. She’s got her younger sister Kayla and her brother-in-law Jessy coming to visit her and her husband Jessy for the first time in…

Demi Sutra is surprised with a night at the strip club by her girlfriend. She enjoys watching Karma Rx perform and jumps at the chance for a private lap dance….

All Missa wants to do is put on a private show just for you. Let this beautiful brunette seduce you with a slow, seductive striptease, riling you up with her…

Riley Jenner is desperate for a job so when she walks into an office to apply for a position, she’s heartbroken when it appears the boss, Charles Dera, has no…

Melissa can’t believe her boyfriend Tyler. He refuses to go down on her because of her bush! Her new stepmom, Eva can’t help but overhear how much a jerk Tyler…

While sexy and curvy Jayden Starr tries to relax in her bubble bath one afternoon, her son’s idiotic friend Ricky Spanish drops by her house and interrupts her much-needed alone…

His worst nightmare? Black Friday shopping with the bitchy girlfriend. Luckily, the sexy shop girl helps him escape to the back room to suck and fuck the day away. Talk…

Hot blonde MILF Sindy knows the importance of pleasure, and she’s taking some “me time” to admire her hardbodied physique and big tits in the mirror before settling in to…

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….

Milf Spa: Part 3 It’s Charli Phoenix’s turn to experience next level pleasure at this exclusive, elite spa. Not knowing what to expect, she enters her massage room and disrobes….

Karlo drops off a birthday gift to his friend Jada Stevens, the sexy girl who he turned down four years ago when she was 16. She’s an adult now and…

Digital Playground brings you the hottest porn stars in the industry. Go behind-the-scenes and meet some of the sexiest girls in the biz as they answer intimate personal questions and…

Eva Murkovski dreams of traveling the world, but she needs to learn geography perfectly for that. Unfortunately, the cutie faces some problems memorizing the positions of the countries on the…

Keiran’s never given much thought to his teen tomboy neighbor Alex. Little does he know that her idea of a good time is spying on him as he’s jerking off…

Erotica FM: a late-night confession show where callers share their stories over the airwaves with sexy and classy radio host, Miranda (Stella Cox). As Miranda’s listeners recount their tawdry tales…

Masturbate Of Her Domain Roommates Sara Retali and Carla Boom challenge each other to a no masturbating contest: whoever lasts longest wins a jar of cash. But these horny babes…

Are you a wholesome stepmom (Sheridan Love) who is tired of her house smelling so clean? Would you enjoy taking off your top, letting your titties drop, and getting down…