Lela visits her old sorority sister from college to catch up over dinner. The food is good, but her friend’s boyfriend Keiran looks more appetizing. Thankfully, sorority sisters always share!…
Kelsi Monroe has a big fat ass and she wants to explore her sexuality. She specifically asked us to get fucked in different way, because ordinary sex is just boring…
Jasmine Sherni has an ass of a goddess. With her soft skin shining in the light, you can’t find anything wrong with her body. Our boy Ace stumbles upon her…
Cassie fails her audition. She is the classic case of a girl who thought saying yes and showing up would be enough to get her through. Getting into the piledriver…
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…
Romance writer Moriah has hit a creative roadblock – no matter how hard she tries, she can’t seem to make progress on her latest novel. While she can’t be totally…
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…
Stephanie West’s vacation with hubby is shaping up to be a total disaster! Ever since they arrived at the hotel, they’ve fought, they’ve cancelled plans and more importantly, they haven’t…
Now that Nancy (Angel Youngs) knows that her husband, Todd (Pierce Paris), plans to leave her for domme Mira (Phoenix Marie), there’s only one thing to do. Together, the blondes…
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….
Michael is single, has a shitty job, and an even shittier apartment; he would do ANYTHING to have a better life. One night, he meets a mysterious and gorgeous woman…
There’s nothing like taking the wife out for a night at the theater, especially when it’s the hottest ticket in the country. The only problem is she might be in…
Misha Rubix is a very respectable Asian lady who loves broadcasting the daily weather, and today she’s got some important matters to tend to as soon as she’s done with…
Serena walked in on her girlfriend Sasha touching herself, and jumped right into bed with her. She swapped her hand in for Sasha’s, and started teasing the clit with her…
Busty blonde housewives Jenna Starr and Bridgette B are never going to get along. Jenna is a prudish mom, while Bridgette is a free spirit who loves to sunbathe nude…
Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America.” Put it in and cast your vote! Jack’s at it…
Chloe Cherry is a petite blondie who can’t help but have a raging desire to fuck her teacher. She even takes things off his desk and masturbates with them when…
Natalia Queen is a babe. There are so many ways to describe her luscious body that make her an absolute treat to watch. She pulls down her bikini by the…
With two horny roommates, it seems like any time busty redhead Nia Bleu tries to do some laundry or take a few minutes to stretch, someone with a hard dick…
Ahhh… Spring has sprung, and so has Markus’ hard dick when he sees Skyla in a glorious sundress strutting all over town. Making things even better is Skyla decides to…
When nature calls…sometimes you WILL use the ladies bathroom. And when you get caught with your pants down by a sexy stewardess…a deep dicking always speaks louder than words…and maybe…
Men are not the only ones to lust after a woman’s charms, these two hot Babes crave the feel of woman on woman skin like no other, tongues sliding along…
