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….
Captain Warren (Penny Barber) is on the warpath after the jailbreak, and Officers Bishop (Nicole Kitt) and Jones (Alex Jones) are the first targets for her wrath, but when a…
What is it about a hot blonde business woman with big tits that makes them so hot? Julia Ann looks rocking in her black skirt and white button down. Fresh…
Haley Spades is watching her stepfather read the paper as he does every morning. This is his private time and he does not like to be disturbed. Today is going…
Donna’s nervous about the launch of her new fashion collection on the fashion runway, but world-renowned fashion designer Hugo finds a way to alleviate her tension.
Johnny came home with a dozen roses for Valentine’s Day, but his wife Adriana Chechik had her own plans in store for an unforgettable night. The moment Johnny walked in…
Cutie Melanie Marie is a big fan of video games, and is always happy to kick some toxic gamers asses online. During a recent match, she found herself facing off…
Jessy has been laid up in the hospital for weeks with two broken arms. Unable to jerk off, he’s desperate for some relief. After inspecting his throbbing problem Dr. Ventura…
Being the big boss’s daughter has come with all kinds of perks for Casey Cumz. Not only does she make her assistant Bill Bailey do her dry cleaning, and slip…
Richelle is a mom, a housewife and a drug dealer. And she hooks up all her son’s friends with that sweet mary jane whenever they want! But she doesn’t give…
Letting these men handcuff her to the chair and write on her with different colored markers really set the mood for the rest of this session. She wore her crotch…
Jeanne is an older lady with a silver air mattress that she loves to massage dudes on. She sucks this Asian dude’s dick till its nice and hair before slipping…
Scarlett Hampton is as horny as she can be. The first time she got caught masturbating and trying to fuck her Professor, nothing really happened to her, and thus she…
Seeing her stepdaughter Gia Paige in her prom gown is bringing back a flood of horny memories for Eva Notty, so when Gia’s date Xander shows up, Eva can’t resist…
Mackenzie Moss is a compulsive masturbator who loves to squirt! Alexis Fawx, however, is fed up of cleaning up after Mackenzie’s wet mess. Just when Alexis has had enough of…
Felicity doesn’t normally do this sort of thing — at least that’s what she kept telling everyone as she prepared to have her holes rammed by black stallions. Watch the…
Charles just wants a nice lap dance but his uptight girlfriend is being a naggy shithead. Fortunately for him, sexy stripper Kayla Kayden knows a thing or two about subtlety,…
It’s time yet again for another public bang! We have with us for another round, the lovely Samantha Cruz and her banging body. We talk for a bit with her…
People have been acting strange around Shougo since he moved into his late grandfather’s house. First, his grandfather’s cute and busty maid greeted him with a sloppy blowjob and fucked…
Matt Ice thought he had the perfect Valentine’s Day surprise worked out for his girlfriend Anissa, a thoughtful gift of jewelry and a night of romance. But Anissa had something…
When Gina arrives home she discovers an anonymous note from a secret admirer. She walks upstairs and finds a gift in her room. Gina opens the gift and is surprised…
Getting paid to clean can suck, but when Ava Addams gets a break she lets loose by salaciously dancing to the beat of her tunes, unaware that the owner is…
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…
What would happen if four families each contributed one member to create a new family? In this episode of Family Swap, Katie Kush is enamored with her swap dad Clark…
Vanessa Lane was outside roller blading when we first hooked up with her wearing tight booty shorts and a lil top. She got my man so hot in those tight…
The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…
Restless and angry about the blonde con artist making a play for her husband, Maxine (Cherie DeVille) decides to calm herself down by squeezing her big tits and fingering her…
Romi Rain sexts with her boy toy Keiran Lee, sending him racy lingerie photos. She’s having a good time until she’s interrupted by the doorbell. Romi goes to the door…
Victoria barely has time in her busy schedule to fit in a massage, so she’s going to need to multi-task. Keiran isn’t exactly used to mixing business with pleasure, but…
A booty girl handing out flyers on the street caught our attention. We proposed to her an easier way to earn money. She accepted and auditioned for SEXMEX. Her name…
Sexy professor Britney Amber has her hands full with yet another clueless film student. Xander has a lot to learn when it comes to making erotic films, so she shows…
