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….
Most teachers don’t want to be in charge of keeping the students out of the condemned old building on school grounds, but Mr. Ichizuka was more than happy to get…
It’s double trouble when hot blonde The Dan Dangler and sexy brunette Baby Gemini knock on the door of casa Cum Fiesta. These horny hotties have the password ready and…
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…
Forget reading the afternoon away, because Kai’s been waiting since morning for the chance to take his main squeeze Blanche Bradburry to bed. The smoldering pang of desire is making…
Ivy Lebelle is a beautiful red head with a full sleeve tattoo. Her fuck it attitude makes her the kind of hottie that you are drawn to because you know…
In Part 3 of Participant Observation, Evelyn Claire receives a mysterious text from Sabina, all the message contains is an address and time. Beautiful Evelyn contemplates but then decides what’s…
Ri-Ai Saotome is a new Japanese slut who wants to be in the movies. She sits on the casting couch and answers a few questions before she takes off her…
Celeste’s Icon features an amazingly beautiful, all-star cast in some of the hardest scenes they’ve ever shot. Digital Playground’s contract superstar, Teagan Presley leads the way, down a revealing and…
Merida Sat and Athena Fleurs are two hot blondes who make their debut today on and there’s no better way to do it than an anal threesome! That’s right, spreading…
These two dudes have travelled all the way to Japan, and they’re not going to bed without having a super hot time with some sexy girls, so they invite these…
MILF babe, Reagan Foxx, is one horny neighbor but would rather have that bigger cock from what her husband is packing. Her neighbor Kyle has what she needs and boy…
The best thing to ever happen to Jacky Joy, Sophia Grace and Jenny Jett’s pussies was to join the So Cal Swingers club. You see on swing night no cock…
Katie Morgan thinks her daughter’s little study buddy Jordi is so cute, but Jordi’s a real horn dog. Katie catches him checking her out and is surprised, but flattered. She…
Ryan doesn’t know how lucky she is. The boys actually chipped in to buy a cushion for the house yesterday. Before that they had been fucking whores on the floor…
Liz Jordan is an innocent cutie that puts on her extra short skirt and flaunts herself around! She waits for the wind to blow just enough so you can see…
On her wedding day, while the guests waited for vows, Avrora slipped away, trading “I do” for “why not” with the best man in a quiet corner. After all, who…
Jimmy Michaels has to make a shirt for a home ec assignment, starting with measuring the person who will be wearing the shirt: his own stepmom, Sophia Locke… Uploaded: 2024.03.06…
Jim is a really bad employee. He rarely does his work, he comes in late, and worst of all he fucks the interns and secretaries. Luckily for Jim, Donna likes…
Innocent Jenna Sativa is a long way from her small Nebraskan town when she meets her new college roommate, the wild and rowdy Daisy Marie. They get off to a…
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…
Venus is in for a treat when she discovers her latest John is bi-sexual! Usually, she just enjoys getting used, but this John takes his time pleasing her as much…
Danny D is studying for his final exam but his dorm roommate wants to party. When his roommate and a lucky lady from the evening return to the dorm, Danny…
The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 4 rocks the house with Scott Nails & Jasmine Byrne in a Viagra…