College slut Kayla Kayden has a serious neck ache from the stress of school, so her loving mother signed her up for a massage with Ramon, the most popular big…

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…

When a detective brings in a prostitute (Ariella Ferrera) to the hospital to be cleaned up before she goes to jail, the doctor (Danny D) has a hard time trying…

This Asian hottie is happy to be out and about. She’s down for just about anything and she loves to show off her goods. She gets blindfolded and then strips…

With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one…

Finally, it’s nut bustin’ time and each of these well hung thugs has got something special for Carmen’s filthy face. She kneels down knowing that they have won and preparing…

Sera Ryder starts to grill her step bro Damion about some rumors she heard around her friends. Apparently she found out Damion has a huge cock and wanted to see…

Tall and sexy brunette, Bella Rolland, strips down to a cute red thong, in preparation for a massage.The masseur (Small Hands) shows up and gets right to work,oiling Bella up…

Super cute little Hazel introduces herself outdoors in a short white dress which she immediately pulls up to show off her hairy privates and sexy legs! She’s definitely open to…

A.j. Applegate, Whitney Wright, Ivy Lebelle get into some wild scenarios that you won’t believe! AJ is a hot nurse that gets tricked into giving home therapy to a throbbing…

Uploaded: 2024.02.02 2024.02.02 Show more…

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…

Abigail is nervous about her job interview and is willing to do anything to land the job. When her interviewer informs her that they will be testing her ability to…

Paisley Porter and is hanging out with her roommate, Xander Corvus channel surfing. When remote fighting turns into motorboating, September Reign catches her girlfriend breaking the one cardinal rule of…

Yum Thee Boss is doing her usual yoga regimen but she seems to have forgotten today is the 5th and bills are due more specifically rent is due! and Mr….

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….

August and Eva are free-spirited hotties who love a good joyride. They’re having so much fun they catch they attention of an off-duty cop, who pulls them over for speeding….

When Xander Corvus’ demanding boss sends him into the office on a Saturday to pick up an important package, the overworked employee is less than thrilled – until he spots…

Filthy Moms 6 Brazzers (2021)

Jack Vegas has taken his blonde girlfriend, Cali Carter, on a fancy hotel getaway, but when he can’t put down his phone long enough to satisfy her needs, she storms…

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…

Lilli’s got a new job working the mailroom at an office. The workday chores of licking, stamping and sealing envelopes are getting a little tedious – Lilli would rather be…

Uploaded: 2024.02.10 2024.02.10 Show more…

Hunter has a big mouth. It always got her in trouble growing up but now that she is eighteen her mouth being big is about to become a great thing!…

One peaceful afternoon, Xander relaxes on his couch and catches up on some literature. From the corner of his eye, he sees – an ass? Stunned by Diamond Kitty’s bouncing…

Riley Reid is sexy in her bondage gear. This petite pornstar gets fucked on cold tile. Her lingerie restraints don’t seem to restrain her orgasm.

Katie Morgan is a naughty housewife that has a worker over to fix her stairwell while her husband is away at work. She notices how sexy he is and can’t…

Princess Jas’ husband has given up his lucrative job as an investment banker to become a professional magician, much to her dismay. When her stepson son, Danny D, comes home…

Casca Akashova isenjoying her day home when Johnny her sons college study buddy arrives for their appointed study day. Her son isnt home so Johnny studies alone today as Casca…

Real Gamers Only Pause For Dick Gamer girls Lily Lou and Mikey Star get so competitive as they PVP in their tiny outfits and striped socks, they start messing with…

Sheena Ryder knows all about the art of seduction. This guy is no match for her sexy ways and Sheena was all about riding that growing boner in his jeans!…

Ivy Lebelle is ready for the halloween party and shows up in her sexy snow white outfit! She sees that the two hosts are two hot black men with huge…

Riley’s going through a hard time and turns to her friend Mary for support! But, while bunking in the guest room, she can’t help but start fantasizing about Mary’s live-in…

Dirty blonde stunner Brianna Dymond has amazing tattoo work, including gorgeous floral inking on her ass and thighs. She wears sexy, white fishnet stockings for her private date with star…