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….

Danielle Foxxx is a hot tranny MILF who’s bi-sexual babysitter has asked for a raise. Danielle will give him a raise, that’s for sure. This super busy pornstar treats her…

Lucy Mendez came to clean Freddy Gong’s house. She was very cute so Freddy offered her some more money if she would clean in her underwear. Then he offered more…

Lady of the night Robbin Banx hits the street and sets up shop at her corner, drawing the attention of Keiran Lee as he approaches her in his car. Robbin…

Layla Jade normally is one of the better dick suckers in the business but today her oral performance was a bit lax. The truth is she’s been constipated for a…

Bianca Bangs is obsessed with big dicks. Any time she has the chance to imagine a big one, she does. When she’s building a model snowman, she tries to put…

Maya Bijou loves working out to the max. She especially loves how wet her pussy gets after a full body pump. Maya will take any opportunity to sculpt her tight…

After getting fired from the sperm bank for being "over-enthusiastic" in her duties, Rebecca More decides to start a freelance sperm bank out of her home. Luckily for donor Danny…

If the stunning Phoenix Marie washes your car one day, by all means, please let her rub her delicious tits and her unforgettable butt all over the bodywork. And if…

After waiting a whole year to get a crack at Danny D’s humongous cock, tonight was supposed to be the night it came into Kagney Linn Karter’s hands. She invited…

Ivy is away on a business trip. She wakes up one morning to find herself alone in bed with great memories of fucking a stranger from the conference from the…

Synthia is about to host her very first adult fun party for a friend’s bachelorette party. When she shows up at the house with a box full of lingerie, oils…

Jack’s Playground 33, features Digital Playground’s one and only insatiable and sexy Devon. She’s eager to make the music video cut and demonstrates her distinct talents on Scott Nails’ throbbing…

As part of her enrichment courses, sexy redhead teen Savannah Fox is supposed to spend time with an older person. During her interview, Savannah confesses to him that all she…

When Taylor White gets a craving for her boyfriend’s big penis, she doesn’t like to wait a horny second longer than necessary to satisfy her erotic desires. Luckily he was…

Conor came in for a workout session with the lovely, Abella Danger. Abella was looking super hot in those tiny shorts with her juicy ass hanging out. They started out…

Someone’s getting married! And lucky for them they have two wild and crazy gals, Sally D’Angelo and Sara Jay, planning their bachelorette party. And boy do they have some tricks…

Rakia Motizuki takes a bath with her lover. No bubbles, just slick clean water play! He squeezes her fell breasts, playing with those big titties until Rakia is ready for…

The sexy blondie, Janice Griffith is terrible at piano. Her teacher demanded she start recording her lessons, but instead uses the camera to record herself playing with her naughty bits….

Kendra and Keiran aren’t sure Adriana is good enough to date their son. They’ve just met her and she seems like a nice girl, but Kendra senses she might just…

Kyler Quinn is your average twenty year old chick. She’s into hanging out, partying, having a good time and working her social media accounts to amass a huge following. She…

The gym’s grand opening is a success and they rack in a ton of new members! The girls plan to expand, until Linda and her minions come in for some…

Rampant realtor Dee Williams is working hard with her colleague, Rob when they are joined by their new client, Milan. Dee will do absolutely anything for the sale and climbs…

Thrilled to have her “Black Owned” collar put on, sexy Lady Dee is eager to suck on her Black Bull’s extra big cock. She gets on her hands and knees…

If you like big,sexy and round asses well here you go…Sinnamon Love. This girl is versatile, but just look at her butt, it’s down right amazing. Not only does she…

Late at night is when fun in Miami is just getting started, as Lola Aiko and her besties know very well. They cruise through the streets in her BFF’s new…

Alex hates being dragged out by his mom to dinner parties at Nina’s house. Tiffany tells him it’ll be a great time to catch up with his buddy Jordi, and…

Congratulations, you have saved the Princess! How can the beautiful Princess Harley ever repay the man who rescues her from the castle? By letting him lube up her perfect peach…

Eva Angelina is back and ready to take it up the ass! She’s oils up that perfect body and teases us with her pretty face, big black boots and big…