Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America.” Put it in and cast your vote! Jack’s at it…
Alena Croft came to ZZ Academy to bring her stepson Jessy Jones his lunch. She dropped it with his teacher and then stopped in the washroom to use the facilities,…
Picking up where we left off, Kuleana delivers the scepter to a grateful Pillow King (Michael Vegas), who allows Kuleana to start sucking his dick. The Pillow King then fucks…
Gary is a huge football fan and decides to have his friends over to watch the Superbowl, but his wife Tracy isn’t too pleased; he isn’t paying any attention to…
Alexa Nova shows up for her audition in a beautiful black lace dress. She bends over and presents what’s between her fine legs as she wears her black thong and…
Tia Cyrus, a wealthy socialite, has taken up a new hobby: fencing. But her interest lies less in the nuances of attacking and parrying than in her private instructor, the…
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…
Courtney Taylor is a librarian who is bored out of her mind. With more and more people going to the library less and less, Courtney decides to spice up her…
Julia Ann is worried about her step-son since he often has girls come over and then suddenly leave. Julia decides to ask Jessy about his luck with the ladies, and…
Petite Ana Foxxx gets home after a hard day’s work only to find the house a mess made by her girlfriend, busty Jezabel Vessir. She demands that Jezabel cleans the…
Shot entirely on HD, Jack’s Teen America 18 parodies beauty pageants and Jack’s lovely contestants all compete for the crown. They take off their clothes, they masturbate, they suck, they…
Women love coming to this luxury massage sex salon, where they can make their fantasies come to life. As the masseuse rubs her oiled hands over their naked bodies, she…
Yuji holds a strange power over women. During a trip to a natural hot spring spa, every female guest he encountered became a lewd and lustful slut, begging to be…
Casey Calvert is so horny, so she really needs to let off some steam. Thank goodness her sexy cleaning guy Seth Gamble is in the kitchen scrubbing the floors. Casey…
Charlie Dean has played a terrible card game and now he’s desperate for cash, and now he’s come begging to his wife Cherry Kiss to put her perfect ass on…
Naomi Bennet takes her time, pampering herself from head to toe before her big date with a wealthy older man. Hoping to marry up, this socialite dresses in her best…
Keiran has lost everything in the divorce settlement. His home, his money and his livelihood. Set on a severe revenge against Dana, he hires kidnappers to teach Dana a hard…
Jessy doesn’t understand the union. They’ve sent him off the construction site for some mandatory workplace compensation that he doesn’t remember signing up for. Maybe next time he should be…
Poor innocent Miko just wants to take a piss in private, but the prim princess is caught off guard by the class badgirl Cassidy. Too proper to relieve herself with…
After a makeout session with her boyfriend Jason started to get hot and heavy, Lexi Dona thought that a little dip in the pool would be just the thing to…
Logan is the only one who knows how to treat Natalie’s feet right – other guys fake it but Logan is honestly and completely obsessed with her perfect feet! Gorgeous…
Venus, a former assassin, awakens from a year-long coma from the loud moans of Belladonna, another assassin, screwing the security guard. Her boss and ex-lover Bill aka the Florist attempted…
A desperate team of scientists have enlisted the expertise of Xander, a top-notch sexologist, to help them investigate their latest discovery – Missy, aka the horniest woman on earth. While…
Busty Cuban Serena Santos has finally hit our podcast! After some really good conversation though, she went right to slut mode. She started off by deepthroating on a huge dig…
Would kind of terrible luck had Seth working late at the office just as the clock ticked down to the new year? Thankfully his girl Peta Jensen arrived to surprise…