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….
How many fingers can Bill slip into Shay Fox’s big wet ass? With a thick and juicy MILF booty like that, you better believe she can fit more than one!…
Does it count as losing your virginity if you let a guy fuck you in the ass? When Halle’s 18 year old slut’s sister barged in on her masturbating, she…
Nicolette and her husband are settling in for the night but before they do, they make sure to give each other a cutesy goodnight kiss on the forehead. They both…
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….
Courtney Taylor is about as altered as they come, so it’s a good thing she’s married to a plastic surgeon! He touches other women’s titties all day long, but she…
Lela Star has been unsatisfied by her husband for months. He’s been too busy working with Prince Yahshua on their new lingerie line and now that they’re finally finished, she…
In this self-shot sex documentary series from some of the biggest names in the business, Digital Playground gets up close and personal, offering you a behind-the-scenes look at what it’s…
Welcome to The Sessions, a sexy series that allows you into one of the most intimate spaces known to man—the therapist’s office. Be a fly on the wall as patients…
Kieran is making plans to see his Dad for dinner later that night to meet his new stepmom for the first time. Meanwhile, Kieran goes up on MILFTracker.com to find…
When Monique invites her boyfriend over for dinner, her father loses his appetite when he sees Dean’s bad boy looks and tattoos. Stepmother Loren has a very different reaction! Dean…
Audrey Bitoni has her hands full with a few routine office chores. Unfortunately, her boss is about to add another job to her long list. Her boss, is in full…
Big and beautiful Yola Flimes lies in bed, wearing a collar, leash and skin-tight clothing that shows just how curvy this luscious red-head is. She’s truly living life, lounging and…
Kimmy Kimm is just relaxing and gets a visit from the pool cleaner, but it’s a new guy this time around. She cannot resist herself once his shirt comes off…
Danny D seeks Tina Kay’s trained medical opinion on whether or not he would be eligible for cock reduction surgery. Cock reduction is an invasive, dangerous procedure and it’s Tina’s…
Meeting guys in hotel rooms for group sex isn’t something this beautiful long haired brunette Asian girl does often, but she really loves the feeling of six hands on her…
Goldie loves taking big cocks in her face and pussy, and this strong dude gives her an intense fuck session she’ll never forget. She thinks she got the job, because…
Ai Mizushima had expressed a fascination with gangbangs, so her friends arranged for her to be picked up after basketball practice and given the experience she’s always wondered about. Four…
The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 5 features the amazing and oh-so-beautiful Jana Cova in two delicious scenes, plus…
If you love ass you have to love this big white booty. It has all the right angles, the right shape, and most important the right size XL. Phyllisha is…
Ethan is just chilling by the pool naked like it’s normal; when his step mom Danielle comes home early from work. He quickly puts back on his boxers embarrassed. Danielle…
Britney Amber and Yurizan Beltran are on a ski vacation with their boyfriends. While the guys are busy on the slopes, Britney and Yurizan get busy with a little bit…
With her delicious curves and big juicy tits, Charlie Red makes for the perfect dance teacher in Hot Dancers are Back, but given this babe’s insatiable sexual appetite, there’s only…
Brandi and Alexis leave their husbands – for each other. But is there something missing from this wet lesbian paradise? With two stepsons on the loose, forgetting about the dick…