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…

Flying can always be stressful for some people, so when Ava travels she likes some cock before boarding a plane! She seduces her chauffeur with her juggernaut breasts and some…

You’d recognize her iconic silhouette anywhere! Curvy brunette bombshell Nicolette Shea is back in burlesque, and lucky patron Kyle Mason gets a private peep show and a sultry lap dance….

Today we have the young and busty Chavon Taylor. She is 18yrs old with 34Es!!!! The 34Es on her small frame is a must see…and oh did i mention they’re…

Temperamental model Cassie is taking her time getting ready in the sexy black and gold lingerie and bright pink couture pantsuit, and photographer Dorian is getting antsy! When he finally…

Nataly Porkman has been in the industry for just 2 months now and she is loving it! This Natalie Portman lookalike is a beauty! She has the perfect body and…

Mackenzie Mace is on the job search ands he shows up to her interview right on time. The hiring manager is filling in while his boss is away, and he…

Se suele pensar que dos mujeres no pueden compartir el mismo esposo y ser felices tomando turnos para ser cogidas en noche alternas. ¿Pero qué pasa cuando una de esas…

Eva Murkovski dreams of traveling the world, but she needs to learn geography perfectly for that. Unfortunately, the cutie faces some problems memorizing the positions of the countries on the…

When Joel wanted a moment alone to fool around with his girlfriend Amirah Adara, he needed to wait until everyone else at the resort had dozed off to make his…

“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…

It doesn’t take much to unleash the hardcore whore in Danica Dillan. Basically, a big dick to blow, and the promise of getting all of her holes filled makes Danica…

Its time for the main event and this little Asian slut knows how to deliver. Shes 23 and a perfect example of how to be a good slut in the…

Lithe and limber beauty Milana Ricci is anything but demure. All she wants is an audience. Milana throws off her coat, and steps up to the window, revealing her sexy…

Wealthy businessman Werner Lang (Mick Blue) knew what he wanted in a trophy wife, and he got exactly that with Vanessa (Natasha Nice). Vanessa dresses up like a society lady…

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…

Ethan stops by his sister’s place only to find his sister’s hot friend, Willow Ryder, taking nude selfies. He’s very concerned about these acts and warns her about how they…

There are few greater sights than Mandy Muse’s perfectly thick ass covered in sheer beige pantyhose, and she knows it. Watch her thick rump twerk, jiggle and bounce before it…

The kids have left for college, and Alison is struggling with empty nest syndrome. What can a gorgeous woman do to satisfy that empty feeling? After a failed couple’s therapy…

Dominica Phoenix and Tyra Moon were out shopping with Kai Taylor, taking turns showing off their fun new outfits in a sexy fashion show, when Dominica decided she wanted to…

Sierra Skye and Cece Stone are best friends who married some bi-sexual boys that were already sexually involved, so their swinging parties are super hot! The girls had to learn…

We were just riding in the bus when we came across Bunny, a cute and hot girl on her way home. I offered her some cash to just chat with…

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….

Ricky Spanish may be an adult, but his mom doesn’t trust him home alone. The last time he was home alone, Ricky masturbated in the living room and the neighbors…

When you’ve got a hot suspect under your thumb, there’s no better way to turn up the heat than the ol’ hot cop, mean cop routine! Jessa stripped down and…

Most teachers don’t want to be in charge of keeping the students out of the condemned old building on school grounds, but Mr. Ichizuka was more than happy to get…

Shot entirely on HD, “Control” is harder, faster and edgier than anything Robby has directed before. Delivered on 2 Discs, with 8 full scenes and tons of tease, Volume 2…

Uploaded: 2024.02.21 2024.02.21 Show more…