Stefany Kyler is a stunning bride, but she shouldn’t exactly be wearing white. The runaway bride slips out of her reception to sneak off with one the groomsmen, Charlie Dean….
Rachel Starr’s husband Daryl is a lazy shiftless bastard who’d rather stay home from work than provide for his beautiful wife. When Daryl’s boss Toni Ribas shows up one day…
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…
Johnny Castle may be a little old for trick or treating but that doesn’t mean that Ariana Marie will deny him some sugar, even if her husband is right in…
Shot entirely on HD, Jack’s Teen America 19 features Jesse Jane and Sophia Santi in intimate and seductive hardcore action! The Jack’s Teen America series arodies beauty pageants and Jack’s…
Christen Courtney feels bad for her stepbrother, Chris Diamond, who wants to play his fantasy role-playing game but doesn’t have any friends. Christen decides to be nice and humors Chris,…
In the heightened sensual state Keisha’s in today, just pulling her panties down the crack of her ass and between her legs sends a shiver of delight up her spine….
Mr. Lee and his wife just moved into their dream house and settled in for an unpacking session when Raven turns up at their door with a basket of goodies….
Ichijo Manami is a horny Asian girl that enjoys putting out for men and getting filled with semen in the bed of their hotel rooms. Bubbling jizz loads leaking out…
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….
Kelsi is filming an exercise routine when she starts feeling wet and horny, and the only guy there is the lucky camera man. All those endorphins are about to be…
Teagan Presley & ANAL ” does the rest of this description even matter? Jack is really busy casting big, bouncing, beautiful butts for music videos. They shake, they roll and…
Alessandra is a pretty girl who loves to have perfect make-up. But when she ends up with two surprise dicks, she can’t wait to have her face destroyed…
Check yourself into Dr. Madison Scott’s clinic if you need anything from a check-up to a full-panel. But if you find the good doctor horny as hell and wanting to…
For the first time in Digital Playground history, we will be hosting a nationwide search to find the next DP Star. We were accepting video submissions for the entire month…
Skye never thought her man would lose, but she never figured that the game was going to be fixed either. The truth is Skye isn’t that bright and these black…
A.j. Applegate is a home nurse that will do anything to assist her patients. When her patient sees how cock worthy her booty looks in her scrubs, he pretends to…
Simply put this scene is fucking great!The sexy Veronica Rayne got naked outside in the backyard,got her big round ass oiled up,then took the show inside!She said that she wanted…
Alex Coal is here to represent our casting crew! Her very first interview is Elsa Violet, a 24 year old newcomer who is nervous but oh so eager to please….
Today is the day of her big interview, but little does she know, she’s about to have hot sex with this younger Asian dude. After she hears the news, they…
