Shot entirely on HD, Jack’s Teen America 18 parodies beauty pageants and Jack’s lovely contestants all compete for the crown. They take off their clothes, they masturbate, they suck, they…
New waitress Wendy (Lily Bell) gets an up-close look at the bright lights and the dark underside of the casino when her boss sends her to wait on VIP Jack…
Alison Rey is a naughty Latina who prefers to go around commando, even when she’s wearing very short skirts. One of her favorite fetishes is to “accidentally” flash her round…
Bill Bailey is looking forward to yet another lazy day in his brand new inflatable pool when he is magically whisked away to somewhere else entirely. Stunned to find himself…
Monica Sweetheart has worked with a lot of well hung black dudes but she usually doesn’t let them ass fuck her. She wanted a guy who would be sensitive to…
Jayden Cole is going head to head with Carter Cruise in a game of Texas Hold ‘Em, but Jayden doesn’t think Carter is playing fair. When Jayden accuses her of…
Newbie Nicole Auclair and RK favorite Lulu Chu are impatient to finish their makeup, wardrobe, and pre-scene interviews and get right to the pussy eating! These perky babes are so…
Aria sneaks out her window to go to an all-night rave…and runs right into older neighbor Keiran. Aria REALLY doesn’t want Keiran to tell on her…luckily, Keiran is in the…
Lisa Ann’s wearing a wet t-shirt after spending the morning in the community garden. When a hot guy in his twenties comes over to offer her some water, trying desperately…
Layton Benton is preparing a romantic Valentine’s Day evening for her husband and is pulling out all the stops. She’s planning an intimate dinner for two at home, but first…
What did you put on your Christmas list this year? If you asked to see a fresh college cutie stripping down and peeling off her lingerie like gift-wrapping, then you’ll…
While Brooklyn Chase’s husband is away for the weekend, she concocted the perfect plan to spend some quality time with her stepson, Van Wylde. After Van tries to ditch movie…
Since our usual lady couldn’t show, we needed a quick replacement. We found this hot busty milf that’s always waiting at the bus stop. We picked her up and invited…
Siri is doing an at-home yoga session with her personal trainer, Liam. She has more than yoga on her mind though, and quickly takes off her workout clothes to reveal…
In Part 2 of The Loophole, devious Kimmy Granger hangs back to ask her teacher, Brad Newman, a few more questions about sex and marriage. Brad quickly gets nervous when…
Sexy milf Morgan Reigns was having some problems carrying her stuff to her car. Fortunately Zane was there to give her a hand. Now it was up to her to…
After her bath, it’s time for this horny Asian girl with big brown nipples and short hair to get filled up by her friend’s dildo. First he spread her pussy…
When Zena was craving a little something more intense in the bedroom, she made sure to let her man know. Thomas was thrilled to hear his girlfriend wanted to add…
Devon’s stepson Seth gamble is always jerking off into her panties, so Devon brought him in to see her friend, sex doctor Lezley Zen. Lezley prefers a hands-on approach to…
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…
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…
When the mood strikes to have passionate sex, you have to go with it, wherever you are. Jayden Taylors and her boyfriend got home from the club and headed straight…
When you ask the sandman to bring you dream…do you wish for a half phillipino, half brazilian, drop dead gorgeous porn star? I hope so cause Renae’s here with a…