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….
Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Teagan Presley. She takes a big cock in the butt and we…
Sybil hates being an empty nester. She tracks her son down in the college locker room and insists on cleaning up while he hits the field. Jake walks in after…
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…
On the eve of her retirement, head maid Mikage delivers a final special service to her young master Shinkurou, who has always dreamed of getting a paizuri tit-fucking between her…
When Maserati catches Alice and Markus Dupree trying to fool around right behind her back, Maserati drags Alice to her room and locks her in, then gives Markus a stern…
Attempting to make sense of the heights of lewdness he’s seen and experienced in the home of the man he hopes will become his artistic mentor and patron, Xander returns…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than a mouthful, more than…
Cherry Poppens crouches down without kneeling. She does it that way for two reasons. One, she doesn’t want splinters in her knees… and secondly, she knows her man may want…
Adira Allure is a ravishing blondie that loves for her holes to get stuffed. She puts on her hottest skimpy outfit and dances for you to get the mood just…
Jillian is a cheerleader who has a huge crush on her landscaper–and his big cock! She teases him with her cheerleading routine, stretching out her ass cheeks and showcasing her…
Baby and her boyfriend Jordi are ready to fool around after school, but Baby’s slutty stepmom Ashley is home. She doesn’t want Baby fucking her boyfriend so she makes her…
Gorgeous babe Eveline Dellai is hard at work in the office when her demanding boss, Erik adds to her evergrowing to do list. Eveline finds him charismatic and tries to…
Lilli’s got a new job working the mailroom at an office. The workday chores of licking, stamping and sealing envelopes are getting a little tedious – Lilli would rather be…
Blair Williams is a flexible blonde cutie who has made a name for herself in the porn biz because she is always down for anything. This is made more than…
Summer Brielle has never seduced her boss before, but she noticed him staring at her huge tits, and she’s in the mood for some fun! Baring her breasts for him…
Danny D is studying for his final exam but his dorm roommate wants to party. When his roommate and a lucky lady from the evening return to the dorm, Danny…
Stella Cox meets Manuel Ferrara outside for a deep penetration of her ass only! Dressed as a new bride who’s only saved one hole for her husband, Stella looks stunning…
It’s Keiran Lee’s big chance to impress big-shot TV producer Ashton Blake, and her assistant has just one vital piece of advice: focus on sex! Keiran does as he’s told…
Brandi and Alexis leave their husbands – for each other. But is there something missing from this wet lesbian paradise? With two stepsons on the loose, forgetting about the dick…
When Zac Wild peeks through Jane Wilde’s door and sees her cute ass facing the doorway, he gets an idea for a hilarious prank! He crawls into the room a…
Massage For She, Nuru For He Nicole Aniston, a new age-y masseuse, goes to her friend’s house to give her and her husband, Mick Blue, a couple’s massage. Right away,…
Gorgeous, bombshell Karissa Shannon wants to move abroad but first, she has to learn the language – Karissa is trying her best but keeps getting distracted by her handsome tutor,…
Aubrey Sinclair’s dad has invited his employee, Sean Lawless, over to discuss some important business. Only Sean’s in for a treat when he meets the sweet and innocent looking Aubrey,…
What would happen if four families each contributed one member to create a new family? In this episode of Family Swap, Angel Gostosa is dressed a bit slutty as she…
When Xander Corvus’ toy lands in Ava Adam’s backyard, he considers forgetting about it entirely. However, today is no ordinary day… Xander refuses to lose another toy to his mean…
With a roommate as hot as Aubree Valentine, how can you blame Xander Corvus for peeping on her? Wearing tight shorts that barely cover her ass, Aubree slips away into…
