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….
After learning that he’ll die unless he can knock someone up, Akitoshi’s been spending his days creampieing his hot, tsundere stepsister Hitomi. But shinigami Mina’s boss is angry she told…
Pussy Payment Sexy blonde Venera Maxima checks into the Fake Hostel, and after letting Steve Q sniff her panties, the ever-horny vixen helps herself to his long, thick cock! With…
While Jade Marris is loading the dishwasher angrily, her stepbrother Parker Ambrose walks in. Jade admits that their parents don’t trust her to go out. Parker admits that’s too bad,…
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 10 is over 2 hours and features Stoya in a brand-new, amazingly ass-a-liscious…
College girl Lola Heart is horny, so she puts herself face down, ass up on the kitchen island and waits for her roommate Jordi El Nino Polla to offer him…
Nikki Daniels just bought two of the biggest dildos in Courtney’s shop. Ever since her black boyfriend broke up with her, she’s been hard pressed to find a cock as…
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…
Cool off with the gorgeous Nici Dee, and her sweet sensual vibe as she takes a little time for herself to explore her body’s capacity for pleasure in the comfort…
Lesbian Massage Practice College student Serena Hill is thinking of switching her major to massage therapy, so she decides to practice on her roomie, Sasha Tatcha. She surprises Sasha with…
Tag-Teaming Her Monster Stepson’s Mini Girlfriend Giant Alex & his mini-girlfriend Selina are just trying to get it on – but Alex’s new stepmom, Natasha, has to wedge her and…
Sexy MILF Brandi Love decides she and her daughter are in need of a massage. After the masseur tries to pull a move on Brandi’s daughter, the stressed out college…
Xander’s never been a huge fan of his mother-in-law, because of the smart mouth she’s had since her divorce. To stop Alura walking around the house criticizing his lifestyle and…
Natalie Knight is a hot blondie that love to get pounded out by cock. This petite babe wears her sexy sundress in the hallway and flashes her perky titties for…
Lately, Shyla’s been getting a lot of attention because of her good looks, especially guys that went to school with her. So when the water guy finds a chance to…
Valentina Nappi is a top notch saleswoman. Her speciality: lingerie. And it’s no wonder she makes big sales with big tits like that! But Charles is an old fashioned guy:…
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Keiran hires masseuse Subil to help him relieve his tension. He’s never heard of the Russian massage ‘strokemoff’, and decides to give it a try. After a while of sensually…
Melissa’s salon cancels her appointment and she’s very upset. She’s attending a big event tonight and needs to look her best. Thankfully, Melissa’s neighbor Nat is a high end hairdresser….
Alyssa Lynn’s daughter has always been a great student, but ever since she started dating that hooligan Xander Corvus, her grades have been slipping. Full of motherly concern for her…
The Inspector is back! And whether he’s using bondage to train his sexual converts or inspiring train-based gangbangs, his dominant presence is an irresistible aphrodisiac to all, leaving submissive sluts…
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….
After trekking to a secluded corner of the beach where no one could see them get up to any naughty fun their hearts desired, Gina Gerson and Matt Ice went…
Jasmine James won’t let a little spill get her down. She takes her perfect tits straight to the laundromat and strips down to her heels and lingerie in front of…
Rowdy Krissy is the most dominant female fighter of all time. Having obliterated the entire women’s division she sets her sights on the men’s division. She’s going to get it…
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…
Who doesn’t love gorgeous sweetheart Aidra Fox? Not us, that’s for sure! That’s why we’re taking a look back at Aidra’s first ever Brazzers scene. Aidra (decked out in cute…
Busty blonde Tatiana Alvarez does a super hot tease as she gets naked before her bath. She rubs suds over her big tits and shaved pussy, touching and fingering herself…
Lacy Duvalle knew that if she was going to make the cheerleading team she would have to put out. She assumed that meant letting one of the guys on the…
Blonde teen Ashley Alexander is trying on her cosplay and hooking up with her boyfriend Kai Jaxon in her room… or trying to! But the sound of her new stepmom,…
Danny D and his wife are spending their first night in and brand new house. Danny is certain that the place is haunted. Sure enough, he finds a mummy (Elicia…