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…
As the best employee at the hamburger shop, busty coed Lena has the world at her feet. She keeps customers coming back day after day with her big tits peeking…
Despite all her best efforts, Chef Ashleigh Devere has absolutely ruined her chances of impressing major food critic Danny D, so she whips out her secret weapon – her big…
Come on Kylie Martin. Show us your tits. They are so pretty. We bet you give a good blowjob. Whadda ya say? That’s pretty much how the conversation went before…
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….
Rose Ballentine was in the yoga studio for a one-on-one lesson, going through poses in tandem with her instructor Niki Lee Young. When Niki stopped and put her hands on…
Layla Price, nervous to present her oral report, can rest assured that her teacher, Bill, is there to put her at ease. Layla is clearly nervous and could use all…
Blair is spending the night at her boyfriend’s house, but she’s not ready for bed. After tossing and turning, she slips out of bed and down to the kitchen for…
Pantyhoe Victor is over at his girlfriend Millie’s just trying to get it on. But when her sexy older roommate Melissa realizes how obsessed Victor is with nylon pantyhose –…
“Hush” features Jesse Jane® and Shay Jordan, two of Digital Playground’s hottest babes, alongside an amazingly gorgeous, all-star cast in well over 2 hours of hot erotic exploits. With a…
Through the years there have been dozens of whores named “kitten”, the way to specify this cock loving black bitch is by saying – The kitten with the Pi tattoo…
Pleasuring her man in the bathroom by washing him clean as he squats down on the seat fills both of these Asians with excitement. She moves onto his feet, and…
Her pussy is now creampied, and she can go on to her next friend. Her favorite part was getting her fat boobies touched by this manly dude before he spread…
What would you do if your office building was on fire and the window was too high to jump out of? That’s right: Fuck! Despite regularly butting heads, office rivals…
Feeling mischeivous, I left some cash lying around and waited for a hot woman to walk by. Not long after, this raven-haired Colombian named Samantha Cruuz found the money, and…
Professor D isn’t quite sure what to do with Barbie. She’s got the highest average in the class, but she keeps insisting on hanging around trying to get some extra…
Up-and-coming boxer, Bull (Seth Gamble), has been training hard and is ready for his big fight the next day. All he has to do is steer clear of the sexual…
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…
There’s nothing Dana enjoys more after a long day than soaking in the hot tub with her loving husband. The only problem is her stepson Rion was looking for a…
Jessica Marie is a petite treat. She wears a super flirty outfit today and she looks amazing as usual. She loves to flash her perky titties and show off her…
Co-ed hottie, Avery Black, has been waiting to get her anatomy professor alone in class so she can understand how dicks work. There is no other way to explain other…
Lil Bit More is a tiny white teen who stands just under five feet tall. When she gets nose to hose with Darren James’ black cock it’s all about whitewashing…
Working the bar at a Costa Rican resort is Bianca Resa’s dream job, if only for the chances she gets to ogle exotic, wealthy men lounging by the pool. When…
Its time to get naughty at this little girl’s favorite older man’s house. She gets her fill of cock in her tiny little Asian pussy before taking a creamy white…
Kendra Spade rubs her tight pussy and masturbates for you to see. Her pussy gets extra wet and she squirts all over the camera! She gets on top and starts…
