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…

Ivy Lebelle is a bona-fide good girl, but she has a dilemma: she knows she should stay pure until marriage, but if God didn’t want her to fuck: why did…

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…

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.

Word of evil general Cecil’s treatment of his female hostage has made it back to the Dark Elf Empire’s capital, and the Dark Elf Princess Teresa travels to Elfinrine to…

Alyssa Bounty looks so hot and horny, she caresses herself while sitting on the sofa. Opens her legs, plays with her tits and pussy…all this for a reason; to attract…

The naughty nurse’s boyfriend doesn’t care that she’s at work. He’s got to cop a feel of those big tits and he’s got to do it now! And as for…

Cougar Sightings 5 Brazzers (2021)

“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…

With the all-female Nutbusters team making their name and stealing their business, the Ghostbusters realize it’s time to bust back! But when faced with a sexy bride ghost who is…

Dr. Chase is doing a regular checkup on Mr. Jordan today. The checkup went well and Mr. Jordan was given a clean bill of health as well as the real…

Cheyne shows up at Dr. Marie’s office with a massive boner. It seems that his friends played a practical joke on him the night before, putting viagra in one of…

When it comes time for Kimberly’s annual evaluation, the dad calls her in from the pool and asks her to perform some special care-taking skills. Whipping out his dick, this…

After Anya and Gina discuss their boring sex lives, they decide that what they both need is to swap boyfriends, and film it to see how each other’s guys actually…

This long haired Asian girl loves getting done up. She doesn’t shave her pussy, and she doesn’t keep her red and black lingerie on for very long. As soon as…

Now that she’s been warmed up with those vibrators Kohen is ready to have three cocks shoved in her mouth! Go big or go home is her motto! Kohen gets…

August finally has some time to herself, so she’s scheduled in a little self-care time. Sean stops by to pick up her husband to take him to the auto show,…

Jack’s Playground 32, features Digital Playground’s contract babe, Sophia Santi, eager to make it in the music video scene. She shows her distinct talents and raw, exquisite beauty in two…

It was the hottest day of summer, but not even a pool could cool down the red-hot Abella Anderson. She was burning up with a different kind heat: Desire. Grinding…

Eliza Ibarra is meeting her new stepmom for the first time, but she wasn’t expecting a busty blonde MILF like Alura Jenson! With Eliza off in her room studying and…

Sydney Paige looks gorgeous and ready to take on her first-hand experience of the PervCity treatment. In her cropped black PervCity shirt, skimpy denim shorts, and black chained heels, this…

Uploaded: 2024.02.07 2024.02.07 Show more…

Asian Azumi is wet and fuck-tired from orgasm after orgasm, and goes out with a bang–a big one-girl gangbang. Opening her juicy box to four sets of fingers, she works…

Who wouldn’t want to get wet with the gorgeous Penny Pax? The smoking hot redhead drenches herself in oil, teases through bubbles and gets her ass and pussy pounded while…

Busty slut Cassidy Banks has sucked every cock in her school–except for the two nerds that no other girl will go near. Determined to suck every dick in her school,…

Destiny is horny for some hard cock and calls up her secret lover for a sexy rendezvous. Her lover can’t meet up, he has a meeting with his boss, and…

This short haired brunette is ready to show off her sex skills on camera. She gives a beautiful blowjob before getting pounded by her new lover’s hard cock. It is…

Reyna De La Cruz is having some naughty fun in front of the mirror, taking sexy selfies for her boyfriend while playing with her sweet pussy. Only problem is she…

Angelica Cruz has just gotten home from shopping for a few pairs of sexy new panties. She shows her boyfriend (Scott Nails) her purchases, then asks if he’ll take pictures…