Every empire must eventually fall, and as business tycoon Mr. Dred launches his most ambitious plan ever, the wealth and power he’s amassed–both through his savvy and his habit of…

Moving In A big step sister moves into her brother’s room for a few days and makes sure he understands who’s in charge…. Frances Bentley

Emily Right’s eccentric, nerdy, and largely hopeless husband is a bumbling inventor. However, he’s managed to secure a meeting with slick potential investor Small Hands. Despite her husband’s asinine inventions,…

Working from a home office certainly has its advantages. For one, you can have any coworkers you like, and that’s why every day when his spirits are low, Johnny Black…

Misty feels unsafe and has decided to get a home alarm system. Sales representative Charles Dera, has the worst security package ever but somehow, she manages to persuade this sexy…

Sophia is sick and tired of her annoying landlord Johnny pestering her for rent money. After three months of non-payment, Johnny is finally fed up – he lets himself into…

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….

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When no-nonsense businesswoman Ryan discovers her husband is the sugar daddy for a hot college girl, she’s furious! She lets him know she’s going to find a way to get…

What good is a walk-in shower if you don’t ever have any fun in it? Come along with Karina White as she gets wet up-ending a whole bottle of mineral…

Skylar Green is a horny slut and sometimes it strikes at inopportune moments, like when she was at her friends house. Skylar couldn’t help but get wet and before she…

Jason loves big tits. He also loves to film himself stealing bikini tops from girls who are tanning topless and watch them run after him… until sexy lifeguard Carly warns…

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…

They say we’ve all got an angel and a devil on our shoulders, but what happens when the two are left alone in the bedroom? The sexy devil, Abigail Mac,…

Tall brunette Ryan Keeley was hoping she would have a magical evening with her man as she slipped into sexy lingerie and a hot party dress, but her night hasn’t…

Nicole was feeling bored at work. While her boss has been on vacation, she’s been busy playing with her pussy. When Mr. Lee returns ready to present for the quarterly…

No one works the pipe like Courtney Cummz. This whoring Milf has such strong head game guys line up for the feel of her million-dollar mouth. When Dakota walked in…

Bonnie has a rare medical condition – she needs cum to live! She’s been dry for weeks and is rushed into the emergency room. Doctor Danny D is one of…

Sexy, short-haired college girl Lexi Luv gets so horny thinking about her roommate Yeri Blue, she just has to touch herself! Lexi sneaks to the bathroom to watch Yeri in…

Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…

Weed Princess called someone over to fix her sink. The plumber was one hour late, so once he got there she was already irritated. She demanded to get a discount…