When smoking hot blonde MILF Katie Monroe suspects her husband of cheating, she goes to see an unconventional psychic reader, Alex Legend. Alex doesn’t read cards, he reads lips; Labia…
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…
Booba (Nekane Sweet) tracks down a dragon ball at Jordi’s house. He’s holding a pair dragon balls and he doesn’t even know it! Booba decides to seduce Jordi in order…
Veronica never knew that her son’s friends were so big. We know for sure that her husband isn’t very big. When she peaked at Chris in the bathroom, she couldn’t…
Alexa Nova isn’t happy about sharing a room with her step-sister Ruby Sparx, considering that they’re both over 18. The girls decide to draw a line to separate their space,…
When his gorgeous mistress shows up on his doorstep dressed only in lingerie and a trench coat, Max doesn’t stand a chance. Verona is so sexy that he’d do anything…
Demi Morgan is a busy stepmom who is also a full time student. While trying to study though, her annoying stepson keeps screaming at a game so she needs to…
Running from a trio of thugs, Karlie Simon has something they desperately want; and it’s in her bag. But what’s in the bag exactly? As Karlie will tell you, "It’s…
Rachel Starr prepares for her massage by taking a warm bubble bath, with masseur Zac Wild drying off her wet skin before she leads him to the massage table, where…
Lily Larimar winds us all up by rubbing her petite body up and down, and showing us her extra tight pussy and rock hard nipples. She strips down her lingerie,…
Dr. Bradley is about to give Jayden Cole her yearly dental examination. He is assisted by his hot and horny dental technician Molly Stewart. Jayden is nervous about being at…
Savanah Storm is jogging when Ace Bigs passes by and sees her. He hasn’t seen such a big booty! He decides to jog right behind her and observe. After a…
Slip and slide is the name and planting your face into Carmella’s ass is the game. Carmella invites Scott over to hang out by the pool, get some sun and…
Valeria Visconti is all ready for her day on set, but when her costar turns out to have a tiny dick, she decides to just fuck the photographer instead! She…
Cherie Deville is an unconventional sex therapist who meets her daughter’s boyfriend, Kyle Mason, for the first time. Cherie’s daughter is embarrassed by how open her hippie mother is when…
Who are friends, who are enemies, and who’s fucking who today? At this prestigious tennis club, winning is the only thing that matters, and rising star Honey Gold is about…
Sandra Paola pleases her husband by sitting on his face. Unfortunately his nose was broken. So they go to the doctor who will show them how to do facesitting without…
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…
Sexy french maid Nikki Delano puts her ass on display for us lucky viewers, tempting and teasing the camera with her big, juicy butt before getting a good, hard fucking…
Cheyne shows up at Dr. Marie’s office with a massive boner. It seems that his friends played a practical joke on him the night before, putting viagra in one of…
“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…
Big titted babe Savannah Jane was glad to see the firefighter coming to rescue her from that fire. So to thank him for saving her life, she gave him the…
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….
Sexy and assertive Aliya Brynn is at her boyfriend’s house, hoping to get a little rough with him. Once they’re in his room, Aliya reveals a surprise: she brought 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…
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…
