It was december the 22th. We wanted Angie to wear a “Santa Claus” style outfit so she can give my Christmas present. There is no better present than letting me…
Karmen Karma is just casually hosing herself down as she masturbates in her garden, when pervy Keiran Lee decides to sneak a peek at his neighbor’s big fake tits! One…
For the first time in Digital Playground history, we will be hosting a nationwide search to find the next DP Star. We were accepting video submissions for the entire month…
It’s been three long years and Cadence Lux has paid her dues, worked hard, kept her nose to the grindstone, and now it’s time to reap the rewards of her…
Ricky Spanish is checking out some ghost decorations when his stepsister Lana Smalls and her friend Molly Little walk in. Lana is talking about wanting to fuck her stepdad, and…
When Alexis surprises her boyfriend on games night, he’s more excited about his new VR set than her, so she entertains herself with his friend instead.
Principal Taylor caught Mickey smoking with girls in the bathroom again. This incident could get him expelled once and for all. But Principal Taylor gives him a last chance to…
Maggie (Romi Rain) and Roger (Danny Mountain) are a sex-crazed married couple… but there is more to their marriage than what meets the eye. After a fulfilling day of separate…
Desiree Dulce is a substitute teacher who just wants an easy day, so she proposes that the class watch an educational movie. Once she has the class focused on the…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than a mouthful, more than…
You can try all day and night to hold Ashley Sinclair back, but there’s no question this nympho teen is destined to be a porn star. Guidance counselor Johnny Sins…
On the day after his high school reunion, Zac Wild pays a visit to his old high school bully’s house and meets his drop-dead gorgeous mother, Cherie Deville. Planning to…
How many fingers can Bill slip into Shay Fox’s big wet ass? With a thick and juicy MILF booty like that, you better believe she can fit more than one!…
The voluptuous and petite gym member with the Spanish accent turned out not be a member at all, but yet another tourist trying to use my gym for free. This…
Dr. Melquiades Buenaventura Jr. treats Colombian Naty Delgado. She wants a breast augmentation even though her tits are already huge. The doctor will show her that her tits are the…
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….
A lover’s spat can be a real pain, but thank goodness there’s make-up sex. “Sorry baby” may not quite be enough, but most women will warm up if you put…
Rose Ballentine was in the yoga studio for a one-on-one lesson, going through poses in tandem with her instructor Niki Lee Young. When Niki stopped and put her hands on…
Elena is a high femme (or, lipstick lesbian) and her girlfriend (Abella) is a butch femme (seductively beautiful but with a more masculine energy that permeates not only her fashion…
Daisy went to shop for a bit but she illegally parked behind a guys car and kept him blocked for 45 minutes!! The gentleman was quite irate when she finally…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 2 of this delicious show,…