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John wants to hire Kimber James as his babysitter, but first he needs to understand what a transsexual is. The only way Kimber knows how to explain that she’s a…

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Luna Star gets all glammed up for her high school reunion, planning to turn some heads, especially that of her former school bully, the prom queen. Unfortunately for Luna’s husband,…

Ashley Graham thinks its her lucky day when she spots a flyer advertising a job opening at a local business, but as soon as she walks in the building to…

Hardcore rock star Kayla Green is recruiting a new guitarist in her band. As soon as she’s inside the recording studio, she likes what she sees. One thing though –…

Ashley might look like a sweet girly girl, but she knows a thing or two about cars. She works hard for her money and gets sweaty doing it. But bending…

Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Sophia Santi alongside Selina Draagen, Alyssa Chase, Carli Banks, Marlena, Christina Brooks…

Romi Rain shakes her tits and twerks her ass in a shallow pool, waiting for Ricky Johnson to come and stick his hard dick in her deep end… It’s time…

Kaylani Lei is a small package with a pair of huge tits! She puts on a smoking hot black lingerie set and dances in front of the mirror showing off…

Luna Star is home alone and horny, and when her masturbating leads to some surprise squirting, she grabs the nearest glass to collect the evidence! Moments later Steve Holmes comes…

Uploaded: 2024.02.16 2024.02.15 Show more…

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Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…

Adriana is out running four miles with her trainer Chad. At the three mile mark Adriana complains that she can’t go on anymore. Chad looks around for a fountain and…

Gina’s father has just proposed to his long-term girlfriend, Julia Ann, and Julia is worried that Gina isn’t going to like her. Gina’s father asks her to come home from…

When LaSirena69 is your bridesmaid, you should know to lock up your groom. With her big natural tits and perfectly round and deadly ass, she’s heaps of trouble. Jenna Foxx…

When Lina got really turned on all of a sudden, she just had to satisfy her exhibitionist urge to get her dress off and be naked right that second. After…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 3 of this delicious show,…

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…

When step-sibling rivalry crosses the line…make sure you block the door!

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….

Unlucky at work and love, Gary Murphy gains the ability to read people’s minds. In the process of realizing that office politics need a little cleaning up, he discovers the…

Melody Jordan goes to show off her new jazzercise leotard, but all her boyfriend can see are her nipples pointing out at him, and he can’t get the thought of…

Khloe Kapri is hyped up and ready to have sex! They take a ride and zoom around the town on scooters where she flashes her perky pierced titties! They go…

Mr. Lawrence was kind of upset when he brought a client out for a good night only to go to a strip club and see his assistant Ms. Doll working…

Sexy executive Ivy Lebelle only likes to work late because it gives her the opportunity to fuck colleagues after hours. When Ivy summons Small Hands into her office, it initially…