The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 5 features the amazing and oh-so-beautiful Jana Cova in two delicious scenes, plus…

Brandi Love has a fantasy of two guys ravaging her body at the same time. Her pussy gets wet just thinking about two men using her and having their way…

“Naked Aces 2” stars Jesse Jane® and is a luscious tribute to powerful, sexy women. The A-list cast are frocked in revealing velvet bikinis and sport an arsenal of weaponry….

A clever young man convinced his neighbor Devil Khloe to be an expert at hacking WhatsApp, promising to reveal juicy secrets about her boyfriend. She, intrigued, fell for the deception,…

Jessie wore her black and white striped sweater today because her boyfriend is usually wearing a shirt that matches it whenever he picks her up. Sure enough, he’s wearing the…

Shot entirely on HD, Jack’s Teen America 18 parodies beauty pageants and Jack’s lovely contestants all compete for the crown. They take off their clothes, they masturbate, they suck, they…

Retiring after the wildest career as a super spy, you just want to live a simple life. Your ex-boss and foreign intelligence agencies have a different idea about this. You…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than a mouthful, more than…

It’s anal time for Remy Lacroix, the ultimate cutie with a booty! She’s back and ready for that big wet butt action, and this time she’s brought her cute striped…

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…

SexArt – Freya Parker – Anniversary Video Gorgeous brunette Freya Parker sets the table for a special dinner, as Cherry Kiss’ erotic film “Anniversary” begins. Richard Glaze is delighted by…

Katy Kiss has a massive fan base and we feature her in one of her best scenes to date. Katy gets this party started in the pool as she gives…

Theodora Day loves to fuck, especially men in football uniforms. Dressed as a cheerleader, she makes it clear to her stepbrother Parker Ambrose that she’s open for business and wants…

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….

Blaten Lee is a petite sexpot that loves to flash her entire body for everyone to see! She is wearing a sundress with no panties or bra underneath, and she…

Ada Lapiedra met with Alberto Blanco in the middle of the city. They started to kiss passionately. He removed her bikini top. She started to suck his dick. Three ladies…

Bigwetbutts current and soon to be members, anal lovers and Shyla Stylez fans you’re going to love this update!!See shyla stylez as you’ve never seen her before!Getting her whole body…

New Year’s Eve and the party’s raging, but Alexis is having a hard time catching anyone’s attention. Hmm… maybe if I lift my dress a little here and drop it…

“Deeper 3” is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane® in 2 twisted and mind-blowing fuck scenes, Deeper…

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…

Come have some fun with Cali Carter as she strips off sexy lingerie to play with her big, fake tits and twerk her round ass. Nothing makes Cali feeling sexier…

Ava Eden meets a hot guy in the park and he takes her back to his girlfriends place to fuck her. She puts on her panties and then lays him…

Selva Lapiedra, an avid racing enthusiast, receives a track session with an instructor as a birthday gift. The adrenaline rush fuels her during the race, culminating in an intense, passionate…

Maddy May is an insatiable girl with lots of tattoos and pierced nipples. The sex is definitely hot, but Ryan Pownall brings in the jokes that makes our Bang! scene…

Lexi Lore is our next Nubiles interviewer. Her interviewee is Selina Imai, who has just graduated from high school and is looking for her first adult job. Lexi takes Selina…

Val is fed up with her husband’s sister crashing at their house. She tells her husband it’s either her or her sister, and she can’t handle this any longer. Allie…