In Part 4 of Something Borrowed, Something Blue – it’s the final hour before the wedding and Stirling Cooper and beautiful Dana DeArmond are toasting the success of their evil…
Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
Robby is over at his girlfriend Bailey’s house as they prepare to study for their college midterm exams. Reagan, Bailey’s stepmom, really wants her stepdaughter to focus on her studies…
This pool party is just like any college pool party – babes, bikinis, and bros! Honestly, what more could you want from a hot, sweaty, summertime party? Everyone at the…
Ever wondered how life was going for our DP Star winner?  Here’s your chance, because we’re taking you up close and personal inside our exclusive contract star’s world to witness the…
Ahoy Matey! River Fox’s big naturals are on full display – well almost, that is. She’s just waiting for Van Wylde to remove her suspenders and unleash her luscious tits!…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 3 of this delicious show,…
For 5 broke ass college girls, the hustle is real. Plagued by shady stepdads, boss bitches and gentrified rents, these forever-interns have decided to drop the pants from their broke…
Things were starting to heat up between Shay Fox and her boyfriend, but when they were interrupted by officer Danny D, Shay Fox decided to use her charm and big…
Naomi Foxxx gets stood up by her date and decides to get a ride home. She was looking forward to fucking this date because she’s so fucking horny. When her…
The holiday season is upon us, and it’s making me so horny! Ok, I’m horny all the time, but that doesn’t mean the season isn’t doing anything to me. Thankfully,…
Leah Lee is a gorgeous babe that has a perfect body. She gets herself nice and wet in the pool backyard and gets nice and clean before going back inside…
Help My Boy: A Lexi Luna Story While taking a family vacation at a resort, a stepmom, Jolene, along with her husband Michael (Will Pounder), watch her stepson, Danny (David…
The ever-horny Paige Owens is staying with her sister and her hot husband, Charles Dera. After a long day of shopping with her sibling, Paige decides to call it quit…
Richelle Ryan is tired of her new stepdaughter’s bad attitude and messy habits, so when Xxlayna Marie and her boyfriend Matt Cash are cuddling on the couch, the busty MILF…
Any time Nancy A gets excited to have sex with her boyfriend Martin, her heart races and a rush of warmth floods her crotch. When she’s this turned on, she…
Sneaky Kendra Spade has a dirty fetish. She likes to flash her big blue strap-on dildo at unsuspecting ladies on the street. But when she flashes Maserati, she’s fucked with…
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…
Carolina Sweets and Kyle Mason are just friends, but that doesn’t mean Kyle isn’t tempted to check out Carolina’s tits and ass when she strips and changes into a new…
Curvy brunette Mona Azar is a dream. A baddie body, seductive smile, and an attitude that will snatch your soul. She teases us in both the bedroom and living room,…
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….
Zoey Monroe and her boyfriend decide to attend Michael Vegas’ Halloween party. But when Zoey and her boyfriend arrive, they’re the only guests at the party! Feeling horny as fuck…
Cameron Dee was having fun down at the golf course, distracting golfers from their swings with a flash of her skin. But when she actually tried to do some golfing…
