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….

Parker Ambrose and Jimmy Michaels have gotten together to watch Game 6 of the series as they cheer for opposite teams. Jimmy’s stepmom, Whitney Oc, comes to bring them snacks…

This Asian beauty is as pretty as they come with her long flowing dark hair, tiny thin frame, and perky small tits. She knows how to please her man and…

Sex-pot Ava Courcelles is famous in the neighborhood for doing yoga in the backyard, wearing shorts tight enough to let her whole bubble butt pop out. When she caught a…

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…

Over the course of one sexually awakening weekend we follow a group of three women: a seemingly subdued wedding planner with a wild side, (Lena Paul), a young woman struggling…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…

Taisa Banx never knew that her husband harbored bi-sexual tendencies until she talked him into a two man threesome. While it started out with the guys just taking care of…

Master alchemist Israndia has waited 15 years to take his revenge on the guild that banished him, and the day is finally at hand. With the help of his one…

Rachel’s husband Jason has convinced his reluctant wife to take part in a wife swap with Mick Blue and his wife. However when Mick shows up without his wife, Rachel…

When Kristina’s new roommate Tyler goes out, she decides to take advantage of having the place to herself with a nice long self-pleasure session. But the beauty doesn’t have any…

This fresh Asian doll is still new to sex and you can see how tight her pussy is as her lover gapes it open with two fingers. You know her…

Evelyn Claire knows that self-love is the best love, so she takes it very seriously. For example, when she masturbates, she doesn’t just crawl into bed in her pajamas and…

Vina Sky is both excited and extremely nervous to introduce her boyfriend, Danny D, to her conservative parents. Desperate for Danny to make a positive impression, Vina has made it…

Lucky Anne and her big, juicy bottom are here to make some dreams cum true! She’s hot and horny and a force to be reckoned with. She starts her seduction…

Mick is visiting LA for the first time, staying in a B&B he found online. His hot hostess looks familiar – a little too familiar. After discovering a secret stash…

On this wonderful sunny day Justicia Blonde is going to go shopping with her boyfriend. When her boyfriend walks into the room and sees his girlfriend standing in a sexy…

Jodie Johnson is looking to choose a new stepsister, but first he gets to go through the potential newcomer’s room and see what she’s all about. Anna Claire Clouds has…

Every day Alix broadcasts the morning announcements for her school, but this morning she has to deal with Xander trying to distract her from her duties. He’s determined to play…

After helping Jade feel confident in her wedding dress, it’s time for Tia to settle Alex’s pre-wedding jitters. Tia finds a frantic Alex sitting at the dining room table sorting…

A sexy divorcee yearns for love, but is looking in all the wrong places. Her ex has already moved in between the legs of a much younger busty blonde, and…

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Camellia Myuu is finally being released from her bondage cords- her hands free for the first time in hours, possibly. Her captor presents his hairy hard-on for her to nuzzle…

Payton Preslee’s Rammed scene with Bang! was super hot, but did you know how this filthy scene came about? Well, take a peek behind the main camera to see how…

Aaliyah Hadid gives Ricky Johnson an oily, full body nuru massage before sucking and fucking his thick, hard cock.

Blake Blossom is a festive blondie that has plenty of energy in that perfect little body of hers! She has a beautiful poppin’ booty too! This cutie is the full…

Jessy is failing his human anatomy class, so his teacher Ms. Breeze decides to help him out. Using her shy stepdaughter Charlotte as a live model, Ms. Breeze teaches Jessy…

Stepmom Taylor Vixxen is folding laundry when she hears her Stepson arguing from his bedroom. She starts thinking to herself, even though she shouldn’t intervene in his affairs, she is…

I have a hot and submissive Colombian doll at home. She does everything I ask.

Clover and Diamond Foxxx are supposed to be filming scenes for a soap opera, but every time he wraps his arms around his Milf co-star Diamond Foxxx, he pops a…