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…
Olivia Wilder has always wanted to be with two men, but her lover can be a little jealous. So, she finally convinces him to play out her fantasy when she…
Tip-toeing into the house, discarding her clothes along the way, Hayden sneaks up on her lover, Hey baby! “You’ve been working way too hard” she exclaims as she’s climbing onto…
In marriage therapy, the counselor has identified that the wife is too shy to open her cherry blossom to receive her husband’s seed. The therapist, instead of coaching the couple…
Justine Jakobs over hears her son’s friend Ethan on the phone with his girlfriend who seems to have issues with him being without her. Justine is there to make things…
Don’t miss Digital Playground’s Exclusive Contract Star, Stoya in her debut boy / girl scene. Jack’s POV 9 is off the hook sex! All the screamin’ hot sex in Digital…
After getting caught cheating by her husband on Valentine’s Day, Britney is distraught – if he files for a divorce, he’ll get the house, the cars… everything! She has no…
Blonde babe Harmony Rivers is looking sweet as candy with her thigh high socks and lollipop sliding in and out of her big pink lips. She’s so annoyed about her…
This older pair of Asian men have been craving the sweet insides of a younger little working girl for some time, so they order when to their hotel room. When…
Markus Dupree doesn’t go out much these days, but when he does, he’s dropping big money on the most exclusive dance at the club. Just a peek of ebony beauty…
Natalie Grace is a naughty secretary who wants to fuck her boss. Well, here we go. This European hottie stretches her ass to make her boss happy, only to open…
Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Jesse Jane®. She fucks Ben English every which way in true gonzo…
Molly Manning comes home from a long day at work and to her surprise finds her son’s friend Max there. Perfect for her because she’s been working all day and…
Master Robby D. delivers more hot pussy pounding and intense orgasmic blow jobs. This time he turns his attention to some sexy ass mothers we’d all like to fuck. Some…
Clouey is a black chick from France with a nice bald twat and a solid set of all natural tits. Her shimmering belly ring swings side to side every time…
Perverse and sinister eroticism, Devon Decadence is a sensual cinematic experience. Fetish and fashion reign as sexual doms and subs twiddle between planes of fantasy and reality weaving a wondrous…
“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…
Nina Rivera is about to settle in for a luxurious bubble bath, but her lover, Zac Wild, has snuck in and surprises her. Initially worried about getting caught, Nina can’t…
When sorority sis Jazmin and her frat boyfriend Alex decide to buckle down and do homework they soon get bored. Jazmin gives him a sloppy BJ but they’re interrupted by…
Sophie visits her neighbors and finds Billy hurt and upset over his girlfriend cheating on him with another neighbor and Sophie sees this as an opportunity to taste her neighbor’s…
Villainous femme fetale Rharri Rhound is in big trouble, and under interrogation from Detective Oliver Flynn. Faced with a folder of evidence showing her rubbing her pink pussy and exposing…
The kingdom of Euniphonia is in trouble, and they need your jizz! That’s what nerdy Tomohiro learns when he’s magically summoned to a fantasy kingdom, where he’s wedded to beautiful…
Interrogating Her Ass Lacey Jayne is being pulled in for interrogation regarding a case of stolen jewels. Investigator Mighty Dee watches in shock and Lacey reveals her cummy pussy and…
Xander is psyched that his girlfriend’s friend Nicole Aniston is on her way over, and his chick is at work! He’s always wanted to see Nicole’s big tits and fuck…
Brooklyn Gray is staying at a strangers house and she arrives and gives him a giant kiss on the lips! She is shamelessly ready to show him a great time,…
Justice brought his car to Rita Faltoyano hoping to get some quick service. Unfortunately, the only way for him to have his car fixed and pay the best price is…
Cute schoolgirl Dillion has a huge crush on her teacher, Mr. Price. Every day she sits at the back of his class and masturbates while he teaches. Today she gets…
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…
