Even some of the most powerful men have their insecurities. In this series of vignettes, we follow John, Mick, James and Keiran as they explore and deal with the challenges…

Kallie Taylor is a legit college student who started camming during her last years of school and then went head first into porn. We get her over to our pool…

Starring Digital Playground contract superstars Jesse Jane® & Stoya, Kiss Kiss documents very sexy and private encoun-ters taking place in the suburbs of a bustling tourist city. The erotic vignettes…

Lifelong friends Chloe and Alex have always been purely platonic, even changing in front of each other or sleeping in the same bed. But one morning when Chloe sees Alex’s…

Maria knows the peaks and valleys of her luscious body better than anyone, and when she’s too horny to concentrate, there’s no one better to turn to than herself. Slowly…

Ditched by her friends, Britney Amber takes Alex up on his offer to play a round. They have a little fun, but Britney has a better idea. She ups the…

Cum Fiesta In The Woods Norah Juliette has a dick appointment in the woods with the Cum Fiesta! She likes playing video games, but her favorite is naked games, and…

Blonde bombshell Aislin may be spending a quiet evening at home, but it’s anything but boring. You’ll believe Christmas has come early as you watch this beauty in bright red…

Clover’s got two of the juiciest teen butts in the biz to feast on today, and you know he’s going to fuck his fill. After watching these two hotties splash…

The party is hours from now, but I had to come early to take a peek at the sexy Anya Ivy. She’s so hot and wants me to play pool…

Katie Kinz has requested that she get two hot buff guys to fuck her at the same time! Her request video was a perfect tease, so we set up the…

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…

Ayane thought giving Shougo her virginity under the sakura tree would make him hers forever, but his other fiancees, Yoko, Mone, and Moka, won’t give up that easily! Shougo may…

Desde siempre, la vida de Danny D se ha visto complicada por el enorme tamaño de su verga. Incluso ahora, en el día de su boda, dos de las damas…

Leana Lovings was in college double majoring in biology and psychology before taking up her career in the porn industry. She started web camming originally to get out of her…

AJ Applegate is a white girl that has always loved taking dick. She didn’t come here to have anal, but she’s willing to give it a try. Watch her take…

James is a retired hit man, enjoying his continuous bedroom romps with his horny wife, Abigail Mac. In the middle of the night, intruders kidnap his wife as they beat…

The art teacher knows that Kira Noir might have a hard time behaving herself during the life drawing class, especially with an attractive male model like Alex Jones, so he…

Kendra Sunderland and Madison Ivy are two hot as fuck ladies in string bikinis just discovering each other’s perfect bodies. Kendra with her pale ivory skin, blonde hair, and big…

A young man finally found the woman of his dreams: his new roommate. But that’s just the beginning of his problems, since every woman that comes across his path instantly…

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…

“Hush” features Jesse Jane® and Shay Jordan, two of Digital Playground’s hottest babes, alongside an amazingly gorgeous, all-star cast in well over 2 hours of hot erotic exploits. With a…

Kimmy’s teacher Mr. Sins has come over to her house to talk some sense into the wayward teen. It seems her parents are concerned about their daughter skipping class, causing…

Big titted Kaitlyn came over for a breast exam, she tried doing it herself but did not fully understand the procedure. Doctor Jordan showed her his technique and took her…

Jennifer White is probably best known for loving big black cock. She legit can’t get enough of it and she’s fucking one in this scene. See for yourself how much…