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….
Introducing Lady Spencer from England. Sexy Blonde with a tight little body with big ole arse!…straight up beautiful ass! We brought this lady back to the hood and it wasn’t…
Harlow Harrison is a nymphomaniac and wants to make the most buck for her bangs so she decides to prostitutes herself on the street. When a friend, Prince Yahshua notices…
Nat Turner was doubly screwed when his car broke down and left him stranded at the same time his cell phone ran out of battery! Salvation came when Nat looked…
Lauren is a beautiful and horny young woman on an exchange in college! She just wants some alone time with her boyfriend so they can fool around, but her host…
Directed by Celeste, Shay Jordan Lust is all about desire and succumbing to carnal pleasures. It features Digital Play-ground”s lovely Eurasian, SHAY JORDAN in three scenes, and one of them…
April Olsen is super hot and gets fucked in the ass on one of our sets, but during all that fuckery, Ryan Pownall bring in some comic relief which you…
Johnny thinks he has it made: a hot wife with big tits and two sexy side pieces, all of whom worship his giant cock. Little does he realize the ladies…
Raven Lane just found out her man has been cheating so now she’s on her own. Taking out the trash she gets approached by a stranger that lives close by….
Penelope Cross surprises her boyfriend Jordi ENP with the greatest gift of all: herself! Amidst a heated gaming session, Penelope struggles to get Jordi’s attention; but when she stands in…
Betty Blue goes butt wild for Nacho Vidal and his special brand of ass crashing, rectum thumping action. This girl could not be happier unless the Mythbusters set up a…
Mia Divine does a great job sucking cock in this clip. A lot of other stuff happens as well but there is something particularly hot about watching her face ride…
The one and only Katie Morgan invites you to watch her play with bearded bad boy Xander Corvus, who knows how to treat a good pussy, licking and fucking it…
Bridgette B has been in the business of porn for over 15 years. The busty MILF has seen and done it all, from gangbangs, to multiple penetrations, and has the…
With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one…
Nikky Dream can’t decide which guy she wants, so she invites both of them over to screw her brains out! This blonde beauty with natural big tits is dressed to…
Sexy Jade Kush strips out of her skin-tight workout wear, revealing her big, bouncy tits and full, firm ass. Lucky Logan Long then oils her up, rubs her down and…
Spencer Bradley is a fun-sized treat that has an enormous amount of pent up sexual energy! She’s a petite ball of fun! When she opens her gorgeous eyes and strokes…
Angel is bound for an electric encounter, and counting all the ways she might experience ecstasy.Angel is bound for an electric encounter, and counting all the ways she might experience…
Ricky Spanish is the boarding student at Eva Notty and her husband’s house, but his semester abroad is proving to be more challenging than he could have anticipated – and…
India Summer is having her bachelorette in Vegas, and before that sexy beauty gets tied down to one dick for the rest of her life, she’s determined to get one…
“Jesse Jane: All-American Girl” tells the fun and provocative story of a popular girl, coming of age in prep school. She playfully embraces her sexuality in a delicious tale of…
There’s never a dull moment at this hospital! When no-nonsense blonde doctor Alexis (Blair Williams) overhears her boyfriend Sam (Damon Dice) flirting with cute new doc Kelly (Kimmy Granger) again,…
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…
Gorgeous, curvy Bailey Brooke is cooling down in an outdoor shower, it’s hot outside and Bailey is just trying to beat the heat. When Quiton James stumbles upon big-breasted Bailey,…
Kleio is at home when she receives a unexpected visitor. Nickey is at the door, demanding that Kleio stop bullying her little sister. Kleio is amused and Nickey pushes her…
