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….

The day before her stepson Robby, goes away to college, Krissy wants to give the future freshman a going away gift he’ll never forget. She knows how much he loves…

Sarah and her lover take some time off for an afternoon treat.

Xochi Moon is spending a few days at her friend’s house when her friend’s husband, Ryan, asks for her help. Ryan bought his wife a gift and he wants Xochi’s…

Sarah Taylor is having her Chiropractor go to work on her after a car accident, but she’s feeling soo much better that she decides that maybe it’s best for her…

This Asian hottie likes dick so much that she gets in a gangbang every chance she gets. Today she gets her nice perky tits rubbed by all the men in…

After hearing a stranger recall the story of his latest hookup, busty bartender Lea Lexis can’t help but get turned on. She excuses herself for a quick masturbation session, but…

Jana Cova is “Porcelain.” This intimate and artful production shines new light on Digital Playground’s exclusive contract super star, Jana Cova. In this glamorous and smart vignette, director Celeste effortlessly…

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…

From the makers of 2007’s Best Release “Babysitters”, 2008’s Best Seller & Best Release “Cheerleaders”, and 2009’s 1 hit “Nurses”, comes the bigger, sexier “Teachers”! Textbooks, homework, detention, lube, dildos…another…

Bailey loves her relationship with sugar daddy Mick. Most of the time, she gets to do exactly what she wants, when she wants, but when the silver fox is in…

Uploaded: 2024.03.13 2024.02.02 Show more…

This big titted Asian chick came to us demanding to be fucked, and we are always ready to please a milf with some nice juggs. Tia came dressed in mini…

Jillian’s the horniest wife in the world. Her husband must take severe measures to prevent his nympho spouse from fucking the whole neighborhood – he ties her up with a…

When Russian beauty Candy Alexa gives a massage, not only does she put her entire body into it, she puts her client’s cock into all the different parts of her…

Deeper 7 takes you deep inside Digital Playground’s lovely and exotic Katsumi. She captivates the screen in sensational ANAL scenes with Steve Holmes and Chris Charming. Featuring insane intros, state…

Baby Doll gets thrown around like a rag doll in this episode. She is so young… and so full of dark dick in this clip. She gets 3PDd by her…

Blessed with a great ass, tight pussy, gorgeous face, and a rack that just won’t quit, Peta Jensen is the definition of "marriage material." Peta has an appetite for dick…

Lucy Lee fans are in for a real treat because this is the second scene she ever filmed. Get a good look at her innocent self years before so many…

Noelle Easton’s a busty midwestern schoolgirl who just moved to a new city. her guidance counselor told her that she needs some more extra-curricular activities, so she’s decided to join…

Honey Heston is so glad she let her son’s friend Lawson tag along on their family vacation. Her husband and son always have a great time doing things on their…

Danni Rivers was worried her summer would be a total bust, until she got a membership to an exclusive country club where she could swim in the pool, tan on…

Having huge boobs has gotten this horny Asian woman a lot of dick, and today she’s having sex on a gray couch. She suck his hairy dick till its nice…

Naked Aces 4 stars Digital Playground contract superstars Shay Jordan, Adrianna Lynn & Sophia Santi with in-dusty babes, Alektra Blue & Jada Fire. This fourth volume is a luscious tribute…

Kayley Gunner needs to pick an outfit for her date tonight, so she asks her roommate Scott Nails to help. The curvy blonde isn’t shy to change in front of…

Uploaded: 2024.01.31 2024.01.31 Show more…

Lily Adams is an outspoken Texan who got into porn by meeting a sugar daddy online. She has never done an interracial threesome before and has been waiting patiently for…

Amber Sym doesn’t need to bring anyone else into the picture to have a good time. Spend the afternoon exploring your exhibitionist side with Amber as she basks in the…

Slutty Jessie Volt was giving a random guy a blowjob in the parking lot, but she discovers a voyeur filming the entire thing! She tracks the guy down, and demands…

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 new POV Playground, YOU will…

Ri-Ai Saotome is a horny slutty Japanese newbie with big round tits and an extra hairy cunt. She wants to make a good impression with her first time on camera…

Linda Lan got home from a flight and her luggage was misplaced by the airline. Luckily it was received and sent to her house by a carrier. Linda asked the…

Angel Jessa Rhodes is on standby ready to fulfill your wildest dreams. She plays with her heavenly tits as she patiently awaits some company. When Johnny Sins arrives he can’t…