Hiking through a country trail, it was only a matter of time before Chloe Lacourt and her boyfriend Matt Ice pulled off the path to fool around. When they came…

A good mail-room clerk has to be punctual and efficient — luckily for Ryan Ryder, his charm and good looks are enough to make up for his clumsiness. When he…

If Markus Bay took a job managing his father’s company with the expectation that he’d be able to wield any authority over its sexy female employees, then he made a…

The last thing Veronica Vain expected when she uploaded a video of herself shaking her thick booty to the internet was for her coworkers to come across it. But when…

How could Max Dior spend so much time at his girlfriend Coco Del Mar’s house without developing a wandering eye for her MILF step-mother Billie Star? One fateful day, as…

When Matt showed up at to paint his client’s house, he wasn’t expecting a knockout babe like Ani Blackfox to answer the door. He could barely focus on getting his…

Stefanie’s father has stood her step-mother Cathy up, claiming that he has to work late. Feeling sorry for her, Stephanie invites her to join her and her boyfriend on their…

Girlfriends Alice Fabre and Cathy Heaven love having a little bit of naughty fun, even when they are having car trouble. When Lutro arrives valiantly to their aid as they…

Of all the times Victoria Summers could have chosen to seduce her boss, it was during his long distance call with his wife that she finally made her move. Screw…

Zoe Doll and her boyfriend Sam Bourne were spending their weekend cuddling in bed and taking selfies. But Zoe’s stepmom Karlie Simon had other plans for the couple. Asking Sam…

When Antonio came home to his girlfriend’s place, he covered her eyes for a little game of “Guess Who”. Donna couldn’t guess who has behind her until she reached her…

Mia Manarote craves passion and excitement every day of her life. She rarely spends a night alone, but when she chooses to, she fills up her bed with memories of…

After having seduced her mother’s new husband/step-father, Bailey thinks she completely satisfied. Little does she know that her new step-brother is just a doorbell ring away. When Axil shows up,…

Gina Valentina has never felt the sinful pleasure of a big black cock between her thighs. When her businessman father brings home his big burly colleague Flash, the tiny teen’s…

When Alina boldly visits the home of her crush under the guise of borrowing some notes from school, she has no idea the kind of wild ride she’s about to…

Hopeless romantic Leny Ewin wanted to surprise his fiancee Violette Pink with a sexy surprise, sprinkling rose petals on her bed and covering her eyes with a blindfold. Little did…

Relaxing in the resort’s infinity pool, Martina Gold felt every ounce of tension slip away into the distance. When Joel slipped up behind her to surprise Martina with a kiss…

Iwia has been flunking out of math, so her sexy stepmom Klarisa Leone brought in a tutor. But as Klarisa watches Leny work, she gets hornier and hornier unril she…

The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars Sophia Santi…

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…

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…

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…

Skye Blue is looking as beautiful as ever in a bohemian wedding dress, but she’s as sad as she is pretty – sobbing by a pool, devastated by a wedding…

Young Kendra is left in her mansion all alone for the weekend, her father is out of town but has left the trusty butler, Mick Blue, in charge. Devious Kendra…

Prom night may have gotten off to a rough start for prom-queen-hopeful Avi, what with her bestie being late and screwing up her perfect arrival at prom, but things definitely…

Self-isolation is tough for a real nympho like Tina Kay. She misses fucking her boyfriend so much she records a dirty little video for him where she covers her sexy…

Luna is set adrift. She’s isolated. Alone. Feeling rejected, distant, unconnected. She’s drowning in overwhelming loneliness. What she needs is to be touched, caressed, clung to… Take her life and…

Gorgeous Sofi Ryan is an employee at a very special kind of massage parlor, and she loves every minute of it! On days that dark-haired Sofi doesn’t work, she craves…

Lucas Frost was planning on going out, but when he spots his hot blonde stepmom Nina Elle sunbathing nude and playing with her pussy and a fat butt plug, he…

In Part 4 of The Breeders, bodacious Britney Amber seduces dark-haired Katya Rodriguez away from her husband in hopes that they can have some of their own fun. Blonde Amber…

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…

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…

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…

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…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…