Jack’s at it again! But this time, he’s focusing in on hot babes with BIG, FUN ASSED… It’s more cushion for the pushin’…. Forget professional… this volume is all about…
The lovely Halle Hayes and her boyfriend (Charles Dera) are supposed to go to a party tonight, but Charles wants to stay home. Halle tries to entice him into going…
Austin Lynn needs some lingerie to wear for her wedding anniversary, so she goes over to her sister’s house to borrow a few things. While trying on lingerie, her brother-in-law…
Everyone loves a great cosplay scene, and Digital Playground is no different! Six girls, four scenes, and all of the colorful costumes and wigs that you could ask for. Indulge…
If you can’t make it to the hospital don’t worry, Nurse Nikki makes house calls. Today she’s visiting Markus, who refuses to take his medicine. But that’s okay, Nurse Nikki…
Every morning Chloe wakes up next to her loving husband in a big beautiful house. She has no idea hubs has a gambling addiction that has left them with next…
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…
Tyler Nixon is over at his friend’s house as they organize a yard sale to make some cash to pay for an escort. Only, Tyler soon realizes that his friend’s…
“I’m horny all the time…” seems to be the common attitude for a large majority of milf’s. With this in mind, we present Kristine Madison, a very busty mommy who…
When nature calls…sometimes you WILL use the ladies bathroom. And when you get caught with your pants down by a sexy stewardess…a deep dicking always speaks louder than words…and maybe…
During their test, Rachel decides that the only way to pass is to cheat off the school nerd, Trent. This would be the perfect opportunity since their teacher had to…
A soft horn, translucent curtains and cups of sheer black lace, the late afternoon sun ignites fiery highlights in Jenna’s chestnut hair. Her lower lips silhouetted against the light, lust…
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…
Busty housewife Christina Cinn has had just about enough of her husband controlling her spending habits, if she wants to buy dildos who is he to stop her! For an…
Don’t miss Digital Playground’s Exclusive Contract Star, Stoya in her debut boy / girl scene. Jack’s POV 9 is off the hook sex! All the screamin’ hot sex in Digital…
At a private water park, Kagney Linn Karter is ready to get wild and wet! Watch as this sexpot shakes what her momma gave her–that beautiful bouncy booty! After twerking…
Principal Collins can’t believe what girls wear to school these days. They look like sluts!! He won’t tolerate that in his school so he is going to punish them, but…
Business negotiations with such a strong-willed, beautiful woman like Simon Kitty requires your personal attendance… and all your vigilance and stamina. Having to fly over to your sister company has…
Alex is trying to raise some money for his college basketball team, when his new Stepmom decides to lend him a hand. Kianna says it will be the perfect bonding…
There’s an end of school party at Savannah’s place and everyone’s invited. School teachers Ms West and Mr Sins know there will be some illegal activities going on at the…
It’s Valentine’s Day, and Addis couldn’t be more excited. She has vivid ambitions for this day and imagines her wildest dreams will come to fruition. She fantasizes with Fiona about…
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…
Who wants their tonsils swabbed?! Wait, this is a DENTAL appointment?! Zara needs practice to get over her gag reflex…and she won’t be dick-stappointed. She just needs tip her head…
Brandi’s a hot, love-starved teacher who despite her big tits can’t seem to land a man. Alone again on Valentine’s Day, she grades papers in her empty classroom – but…
