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….

Jaye Summers’s parents are held up at work, leaving her to be picked up by a family friend. Jaye isn’t too happy about having to ride with a stranger- until…

Elsa’s a total daddy girl, but there’s one thing he won’t buy his princess: a car. Sick of taking the bus, Elsa will do ANYTHING for her own wheels. So…

August Ames is a hot, rich housewife with big tits who loves to tan, shop and go to lunch. Her husband is so distracted by her spending habits that he…

This horny little Asian slut loves taking dick in her pussy from behind. She just got eaten out by a dude whose face she sat on, and now he’s having…

Even if voluptuous Abigail Mac is one of the hottest babes in the area, her unfaithful husband is actively trying to cheat on her. The joke is on him though,…

Toni Ribas is out for a quiet dinner out with his wife and Xander Corvus just grabbing some food, but both of them are completely distracted by the same thing…

Porn whores can’t be choosy, Angel Reigh learns that the hard way. In her interview she mentioned she doesn’t do interracial scenes so she was quickly told she would allow…

Wealthy couple Katrina and her husband, Keiran, are having a lovers quarrel. Katrina has been so busy with work that she’s completely disregarded her husband and he’s growing tired of…

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Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Sophia Santi alongside Selina Draagen, Alyssa Chase, Carli Banks, Marlena, Christina Brooks…

Nathaly Cherie would never try and explain her love of the bad boys. She just goes with what she likes, in this case, studs like Angelo who flood her pussy…

Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…

Kenzie Taylor, looking gorgeous in a sheer robe, is trying to get some dishes done, when horny boyfriend Seth Gamble comes into the kitchen. Seth starts humping and disrobing a…

Harlow Harrison is a nymphomaniac and wants to make the most buck for her bangs so she decides to prostitutes herself on the street. When a friend, Prince Yahshua notices…

Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…

Lexi Luna is hosting a neighborhood watch meeting at home. Her reluctant husband is there, and Keiran Lee is the only neighbor who shows up. Lexi wants to re-enact possible…

Returned After Pregnancy Husband Cuckold. Uploaded: 2024.01.06 2024.01.05 Show more…

John (Charles Dera) and Emma Smith (Ryan Keely) are looking for a new country home so they can finally move out of the big city with their teen daughter, Charlotte…

Brandi Love is a filthy step-mum with ripe titties, a smoking body and gorgeous face. She catches her step-son checking out all the ass he can pull on dating apps,…

Pasa el día al lado de la piscina con Isabella De Santos, mientras esta latina caliente salpica el agua, y te seduce con sus curvas perfectas embadurnadas de aceite y…

Milu Blaze is a hot young babe that is frolicking in the pool on a hot summer day. This ebony babe’s first language is french and she shows just how…

Abella Danger is really fucking horny. So when she returns home looking for her boyfriend Ramon Nomar to fuck her nice and rough, she’s disappointed that he’s dozing and soft….

In the remote mountains of California, Johnny has locked himself in a cabin to finish writing his screenplay. The trouble is, he can’t think of an ending, and he’s starting…

Preston is an hour early for a job interview. While nervously waiting he runs into Anna De Ville, an old friend from high school. She gives him a tour of…

Graycee Baybee had one request. It was her birthday so she wanted a huge cock and not only to swallow, but to go up her ass. Consider her with granted….