Bunny Fae has a trainer stop by but Bunny is more interested in checking out his body rather than working hers out. She convinces him to take off his shirt…
Housewife Blair is handing out candy for Halloween. When Sadie shows up on her doorstep, Blair is suspicious – Sadie may be small, but Blair’s not sure if she’s young…
Charles called Brianna into his office to let her know she wasn’t wanted anymore. This seemed to infuriate Brianna, she demanded to know why she was being fired. Charles let…
A beautiful woman adorned with numerous tats and piercings, the most interesting of which, enters her chest just beside her left clavicle and exits between her breasts and a very…
Richelle Ryan is having a big party to celebrate Halloween, her favorite day of the year. Richelle loves the spooky holiday so much because it’s the one time of the…
Madison Wilde has been dating Parker Ambrose and her parents hate him. They have a whole list of reasons why they want their daughter to date someone, anyone else. When…
“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…
Johnny Sins was sitting behind the counter of the music shop he works at when some hottie named Dillion Carter came in the door demanding a special discount. Johnny tried…
May Thai and Angelo Godshack were taking it slow. They had only been together a couple of weeks, after all, and May wasn’t sure she could handle the gargantuan Godshack’s…
Yuji Sakai is a devoted family man with a beautiful wife, and despite seeing his fellow commuters getting blowjobs, eating pussy, or even fucking hot babes every day, he never…
When Charlie sees his gorgeous girlfriend Luna deep in concentration as she studies for her English test, he can’t help but sneak up to kiss her. The petite brunette is…
Ever since his wife left town on business, Danny has been having trouble drifting off into dreamland. Sick of his nightly struggle, he decides to pay a visit to snooze…
Monique Alexander has been waiting a long time for this work presentation. In order to calm her nerves, Monique decides to try out her new remote controlled vibrator. However, her…
A game of truth or dare between Liv Wild and her college friends gets really hot and crazy when they realize Keiran Lee is spying on them! Once they catch…
Riley Reyes is always a fan favorite because this chick legitimately loves anal sex. She likes a quick fuck in the pussy but only to lube that cock up nice…
Havana Bleu has a perfectly thick booty and round ripe titties! She has only been in the industry for a month and her sex drive is crazy high! This spicy…
Aleksa Nicole’s bouncy booty is a sight to be seen, but what’s even better is that hot ass stuffed into a tight fishnet bodysuit. Watch this anal queen take a…
The Bigger The Titties… What’s better than a wet t-shirt contest? A big titty competition! No messy water, no time being dragged out just big boobs and lots of them….
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars Sophia Santi…
Jodie Taylor’s boyfriend has been begging to do it in the butt. So while she’s soaking in the bathtub, getting ready for their next sexy encounter, she decides that they’re…
A group of seven close-knit friends plan what might be their last big blowout weekend getaway together. The only single member of the bunch, Sarah (Paige Owens), has a plan…
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….
Honey is up last and she really closes this show well by kneeling down with her hands behind her and taking a full frontal facial. Watch her get swamped in…
Destiny Cruz wants to wait until marriage before she fucks her boyfriend Scott Nails (and you can imagine how in love he is with that idea!) On the other hand,…
