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….

Lusty Rachel loves nothing more than spying on her hot neighbor, Jessy. After months of peeping on him from the safety of her home, she finally decides to take things…

Uploaded: 2024.02.10 2024.02.10 Show more…

Only the finest booties have a shot at getting into the Modern Museum of Fine Ass, the world’s biggest collection of thick, juicy butts. When Danny heard they had a…

Leyla Peachbloom has such a delicious, perky ass, it’s no wonder her man wants to get deep inside of it. As a special treat, Leyla’s decided to experiment with ass…

While out for a walk, Kristal Summers and her husband reminisce on the days when they were young and pick up magnets. They begin joking around about who had more…

Jordan is trying to get a good sweat today jogging through the park but her tits are so big that it hurts when she runs. Ralph who was running along…

Josephine Jackson has a shoe addiction. When she walks into Angelo Godshack’s shoe shop, she’s cum to the right place. Angelo loves feet and can’t wait to get all over…

Nika Venom is in the search for the right booty oil that can handle her massive ass. So she goes over to her friend’s Peter’s house to try and cop…

A seedy motel provides the backdrop for a crumbling affair whose end triggers a night-long series of events that span espionage, and the ruining of two public figures. Pro-environment politician…

Sensual Eva Lovia is here to welcome a special someone to the Mile High club! She’s going to bang whoever she wants and today she wants the man in first…

Angela White is stretching after her afternoon jog in the park. Maddy O’Reilly approaches her pointing out how hot she looks in her outfit. Maddy makes it pretty obvious that…

Pin-up Penny Pax is a waitress at a vintage-themed drive-in diner. The drive-in serves the biggest hot dogs in town, but when Penny serves Keiran his order, he takes a…

Dalia drinks plenty of man sauce during this clip. She manages to convince her guy to spend a little time fucking her and even gets him to stick his tongue…

Elsa’s boss Kira isn’t easy to please. The busy exec doesn’t spare a word for her hardworking assistant as she has her take care of her papers, handle her schedule,…

Jack’s Playground 32, features Digital Playground’s contract babe, Sophia Santi, eager to make it in the music video scene. She shows her distinct talents and raw, exquisite beauty in two…

Gorgeous spinner Emma Hix is spending some quiet time at home while her husband’s away… Or is she? Of course not! The cheating bombshell would be a fool not to…

Asa Akira necesita un lugar para esconderse por un tiempo. Ella termina en el estudio de un artista, planeando quedarse por todo el tiempo que pueda. Pero cuando Johnny llega…

Markus Dupree is an experienced ghost hunter who has been brought in to investigate paranormal activity of a sexual nature in an eerie house. Ever since the owner moved in,…

Amia Miley sabe que debería estar trabajando, pero simplemente se encuentra muy excitada todo el tiempo, por lo que se encuentra sentada en su carro en el estacionamiento teniendo sexo…

What can be better than two hot chicks comparing sexy lingerie at work? Especially when they think they’re alone and want to get freaky! How about being the employee who…

Two couples spend the weekend in an abandoned cabin in the woods under the pretense of hunting for ghosts. Ivy (Abigail Mac) and her boyfriend Nick (Seth Gamble) have a…

It’s summertime and backyard BBQs are here. Peter is at his friend’s house preparing the coals and the meat to get things going while his friend’s daughter, Leana Lovings, is…

Blonde and busty Christie asks her BFF Abella to help pick an outfit for her date later, but the edgy brunette lesbian seems more interested in seeing Christie out of…

Jordi ‘El Nino Polla’ is minding his own business and enjoying a bike ride when he sees the sexiest MILF in the neighborhood, Veronica Avluv! Jordi crashes his bike in…

When his teacher Amy Anderssen, got a new pair of big fake tits, class clown Jessy Jones couldn’t help himself from making some jokes about those beautiful monster titties. Miss…

Addison (Kira Noir) shows no signs of getting over her ex, Trevor, anytime soon. Despite the best efforts of her girlfriend Sadie (Jasmine Sherni), Addison scrolls the timeline while getting…

Blending rock-n-roll with hot chicks and money resulted in Band Camp, the new, musically inspired trip by Digital Playground’s acclaimed director, Robby D. Harmony unravels and tempers flare as budding…

Lorena Sanchez is a slightly popular star but boy she knows how to fuck and she looks good doing it. This scene she shows us why she’s probably the best…

Ever since she moved to a new town, Venus Valkyrie has not been able to satisfy her sexual cravings. She sits alone in her room with a ring of candles…

Joanna Angel is trying to do the right things for her body. Like making a healthy shake and stretching out pre work out. But Small Hands won’t leave her be!…