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Determined to win a bet with his friends, Derek goes to a nightclub and tries to convince a sexy woman to fuck him, using only really cheesy pick-up lines.

Ashley Adams is a cute brunette that we picked up and brought back to a hotel. She was cool with showing off her big tits and playful about showing off…

Digital Playground’s contract superstar, Sophia Santi is a sexual freak and she proves it in this erotic masterpiece. With new direction and casting by Celeste, the Sexual Freak series has…

Things heat up as Ella performs a striptease for her lover, Michael. It’s not long before their mutual lust and desire take this show to a whole new level…

James is a retired hit man, enjoying his continuous bedroom romps with his horny wife, Abigail Mac. In the middle of the night, intruders kidnap his wife as they beat…

As fun as it is to have a wild night and cause all kinds of scenes, all Jenna Ross wants to do tonight is spend the night in with her…

Uploaded: 2024.03.08 2024.03.06 Show more…

Stay-at-home mom by morning, super sex hero by afternoon, Alexis Fawx is Super Milf! After saving Xander Corvus from a mugging using the power of her sexuality (and her hypno-tits),…

Uploaded: 2024.02.22 2024.02.22 Show more…

It’s been months since Anissa broke up with her boyfriend Nick, but she knows neither of them are over it yet. Determined to move on, Anissa invites Nick over for…

Kendall Kayden puts a lot of effort into taking care of her tight hot body, staying fit and looking fine. But there’s no better exercise routine than a good, hard…

Jodie Taylor plays so sweet and innocent – that’s how she lures her prey in! She gets more cock than the average slut out there, and she lets these dicks…

This brunette girl is from Japan, and loves coming to America every so often to suck some fresh cock. She wears her black and white striped shirt whenever she meets…

Behind The Scenes with Lily Larimar

Jealous Chanel has a bone to pick with her college fuck-friend and BFF Tasha, after years of them having drifted apart. Unhappy with how Tasha has changed, Chanel decides to…

Tired of trying to fuck his sexy but prudish and unattainable wife, George finds a punk girl who will check off his sex bucket list.

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….

Danny D is looking forward to his dentist appointment so much that he’s even bought flowers for his sexy doctor, Monique Alexander. He enjoys the way she shamelessly flirts with…

This little 18 year old Asian whore makes the perfect hole to slide a dick into as she gets on her knees and aims to please. Whether she’s stroking a…

Lucy Mendez has to be my favorite star that I’ve had the pleasure to come across. She’s petite with a nice bubble butt ass and a very cute face. The…

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…

Fernanda is the Hispanic whore with a penchant for buggery. Her furry beaver is on display until it gets obscured by the second half of her DP tandem. These guys…

Busty Amalia Davis’s big tits keep falling out of her top while she does yoga! Her stretching routine starts making her horny, so the Euro babe touches herself, then goes…

Elana Bunnz, GI Joey’s wife’s friend, has been staying at the house waiting on a approval on her new place. She’s gotten way too comfortable, walking around in her panties,…

Do you like your sex with a side of spooky? Are costumes and vampire teeth your thing? Well then, you’re in for a sweet treat with this compilation of some…

After putting Ariella Ferrera’s kids to bed, naughty babysitter Emily Willis thinks she has the rest of the evening to herself. With Ariella and her husband out for a romantic…

Chanel is a very bad girl who gets everything she wants to satisfy her selective appetite. Right now this petite power player is after an associate’s spunk, later she’s taking…

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…