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….

Part two is where Carmen really earns her money. She has to dig deep to find the emotional reserves needed to overcome this ordeal, but not quite as deep as…

Skylar Vox is from Florida that just turned 20 years old! She has a pair of huge, luscious tits that she loves to be pleased by dick. Today she gets…

Riley is up for Jon Jon’s big black cock but the problem is Jon Jon’s playing video games with her brother and he doesn’t seem to notice her. She’ll have…

Soft focus, angelic face, a perfect body, and hints of aqua blue make the perfect setting for this classic Babes solo scene. Beautiful Cassie Laine plays with herself under cover,…

Digital Playground’s “Jesse Jane: Fuck Fantasy” is an ultra-horny, wall-to-wall sex montage. Each fantastic scene depicts a tangible, true to life fantasy with amazing heat and production value. Contract superstar…

Reality Kings stars Ricky Johnson and Morgan Lee are at the beach asking the beautiful people some questions, most importantly: “Smash or pass?” Not only do big-titty babe Alyx Star…

Maggie Green make look like a sweet stepmom, but looks can be deceptive! Maggie’s stepdaughter has her date, Johnny The Kid, over at the house, but Maggie keeps butting in…

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Tia always tells her husband he works way too hard – and she’s not wrong! When he surprises her with a trip to the spa, she’s excited to spend a…

Blonde model Aspen Celeste isn’t just smoking hot, she’s also hot while she’s smoking! Aspen gets naked by the pool and she puffs on her vape, then wraps her lips…

Brazilian babe Tahlia Lane has just argued with her boyfriend when her neighbours, Lorenzo and Emmanuel discover her struggling to unlock her apartment. She invites them in and makes them…

The real Vermin took down the evil mastermind behind the reign of terror in Paradise City, the corrupt Mayor Stone, but that doesn’t mean the fight is over. Mrs. Stone…

Det. Perron’s investigation of the murder the night of Fortune Frey’s private ball continues, and his next interview is with none other than Prime Minister Elixa (Catherine Knight) herself! Elixa…

Beautiful bombshell Vanessa Sky is used to getting her way and today what she wants is to fuck her boyfriend Davon Drake instead of going to a stupid holiday party…

Carmen Callaway has always wanted to be in porn, but she never knew how to get in. After being approached by this producer, there was no way she couldn’t follow…

When Dr. Emilianna’s patient asks for a penis enlargement she is a bit curious as to why he would need such a thing. Once he shows her what he’s packing,…

In the first part of our exclusive feature film Trouble on Tap, the staff of the Randy Bird pub are hard at work. Well, except the horny busboy Kristof, who’s…

My First Porn is a comical sex-spectacle of Jack directing his first porn movie

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…

My new step-sister is home from college break, and she’s horny. She’s been walking around the house butt-naked and I even caught her masturbating! We’re not related, so I make…

Flight 69 just took off and Helly Mae Hellfire is the stewardess serving the passengers. Her procrastination for masturbation caught the eye of Keiran Lee who would rather partake in…

Kenna James is about to go on her first date and she’s nervous as hell. Luckily her stepmom Eva Karera is around to impart some of her hard earned wisdom…

Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Sophia Santi alongside Selina Draagen, Alyssa Chase, Carli Banks, Marlena, Christina Brooks…

Health inspector Ava Addams is notorious in the restaurant scene for being an uptight bitch. With her reputation for shutting down restaurants for even the slightest transgressions, Ava is feared…