Usually it’s the transsexual hottie getting used in all her holes by a hot guy. But Johanna B takes her feminism to a whole new level. This tranny cheerleader uses…
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…
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…
Finding a brand new girl who has never been filmed before it’s easy. Getting one as pretty as April Brookes is even harder. Locating one who has a bottomless shaft…
Marc Rose was working hard to close the sale on a luxury home, but his assistant Tamara Grace wanted him working hard in other ways. She teased him at first,…
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…
London River can’t help but notice their new contractor, Chima. She confides to her husband that she thinks he is extremely hot and her husband suggests a method to find…
Busty Asian MILF Kianna Dior just moved into the neighborhood and she’s desperate for a cup of sugar, so she heads over to her neighbor‘s house. Turns out her neighbor…
Busty blonde office clerk Nicole Aniston will do anything to wait out this heatwave in her boss’ air-conditioned office, even if it means whipping out her big fake tits right…
Professor Farrah Dahl’s colleague in the lab has never seemed to notice her interest, despite her her very thirsty ways. To make her fantasy of taking Jessy’s cock between her…
Ashley Lane arrives for her spa appointment and is ready for her personal one on one instruction. The treatment is a special secret master training that she is excited to…
Karma Rx is a legendary star that finds herself attractive to masculine hotties. She’s got a pipeline of commentary coming for you, this babe is as bubbly as they come!…
When aspiring performer Jordi pays a visit to powerful porn agent Jasmine, she doesn’t think he stands a chance. He’s small, he’s a little strange and he doesn’t seem to…
After his accident, Cheyne had to stay in the hospital to recover. It’s been quite a while now and he can’t stand the fact of not having gotten laid in…
Jessy is failing his human anatomy class, so his teacher Ms. Breeze decides to help him out. Using her shy stepdaughter Charlotte as a live model, Ms. Breeze teaches Jessy…
There is a stranger watching through the peeping hole of a man’s office, jerking off while he spies on the sex acts being performed on the other side. A seduction…
Loni is a curvy chinawoman who shows off her ability to make fucky-fucky long time! Rick has plenty of stamina but even he can’t compete with the superhuman endurance of…
