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….

Teanna loves teasing and fucking her stepbrother Johnny. He thinks it’s wrong, but she loves a challenge. He’s trying to watch TV when she comes and stands in front of…

While Cassidy and Jessy were in the shower fucking, they noticed Jessy’s new stepmother running around cleaning. Did she catch them in the act or no? The answer was clear…

Abandoning her life as an influencer, “Kitty” (Janice Griffith) moves away from the city and into a secluded mansion with her sugar daddy, “Sir” (Michael Vegas). But what good is…

RawWhiteMeat – Ashlyn Peaks – Huge tits ebony bounces on white dick

Tyler is fed-up having to deal with Evelin’s stepmom. He has to go to ridiculous lengths to see her because Diamond has banished him from the house. So he’s decided…

Danny Mountain’s fiancé has a hot niece named Kendall Kayden who is desperate for a massage, and while Danny may be engaged, he’s not the type of chap that can…

Tasha Reign always gets what she wants, especially when it comes to finding her dream home. The place may be out of her price range, but it’ll take a lot…

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Penny, oh Penny. She’s all natural, she likes sucking on things and she can take a big cock like no other. Perfect woman? YES. In this scene , my main…

Joseline Kelly is the fantasy football commissioner and she loves watching football! When her 10 man league doesn’t show up and only “medium hands” is there to play, and she…

Natalia is ready to heat it up during one of her hot yoga sessions. After loosening up with some warm up stretches, Xander appears with a bottle of oil and…

Madison Ivy takes a seat in the VIP room at the strip club and loves what she sees when the sexy Monique Alexander makes a grand entrance and privately performs…

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…

Sandra Romain came to see us saying that she hadn’t had sex in more than two weeks and that she was really horny. She asked us to give her a…

Kimber Woods is a long way from home with no car and no money, so she sticks her thumb out and begins her long journey back to the homestead. Car…

Filthy Moms 5 Alyssa just moved in with her new husband and his son, this sexy MILF loves cleaning naked and her husband loves it too. Her stepson Lucas is…

Violet Gems is a sweet girl with a couple of fetishes. She wanted to get railed by two guys so we got her what she wanted. After an interview where…

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…

You’ve loved Hannah in everything and now you can enjoy her work as you never have before, with all the production values Digital Playground is famous for. Hannah Harper is…

Out on the course, Karin is having a hard time concentrating while she and the golf pro are out in the rough. She has overshot, and is now frustrated trying…

Ricky and his girlfriend are fooling around trying to find new places to make out in the house while her parents are around. Ricky leads his girlfriend into the garage…

Beautiful MILF Tucker Stevens gets a sexy and sinister idea when her stepdaughter goes to her doctor’s appointment, leaving behind her young, lesbian girlfriend, Ashlynn Taylor. Olive-skinned Ashlynn is relaxing…

Nia Nacci has never made a porn movie before but we knew she had it in her. After taking her out for a fun day at the carnival, we got…