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….

Tiffany Watson is a wet and wild whore! She is a crazy wet squirter that squirts everywhere while getting her tight pussy AND asshole stuffed with cock! She spreads her…

Horny Grandpa Lou is at the doctor’s office for his annual checkup. As the sexy nurse, Lela Star, checks his vitals, Lou pulls her onto his lap and feels her…

Horny MILF Austin Kincaid went around the neighborhood selling chocolates for her daughter’s class. But what she really wanted was a BIG COCK to fuck her pussy hard!!! Luckily for…

Briana Moon is warming up for her stretching class in the living room Max, her boyfriend’s son. walks in looking for his dad. Briana tells him he is not at…

Painting Tits and Pussy Ophelia Purr wants some extra inspiration for her art project, so her photographer friend Victor Ray takes her to his favorite spot out in nature for…

A fetish vignette unlike anything you’ve ever seen.

My girlfriend is so fucking annoying bro. Like….i dont even know why we started dating. She’s not really my type, she’s dumb AF, emotional AF and just an all around…

Kristin is supposed to have sex with her boyfriend for the very first time and she couldn’t be more nervous. So her friend suggests she borrow some of her mom’s…

The petite Riley decides to put some extra consideration into her morning bath. Soap, suds, and sensuality are abound in this scene.

As a final attempt to salvage their dysfunctional marriage, Hayley and James (Jane Wilde and Tyler Nixon) begrudgingly spend a weekend in a designated house under their therapist’s (Sovereign Syre)…

The After After Party

The next suspect detective Carter needs to question is the deceased senator’s wife Joan (India Summer), but when he’s stonewalled as soon as he starts asking questions, things aren’t looking…

Jay Romero wants his digital device to help him find his remote but when he calls out his stepmom Alexa Payne thinks he’s talking to her. Alexa offers to help…

Justice brought his car to Rita Faltoyano hoping to get some quick service. Unfortunately, the only way for him to have his car fixed and pay the best price is…

Celeste’s Icon features an amazingly beautiful, all-star cast in some of the hardest scenes they’ve ever shot. Digital Playground’s contract superstar, Teagan Presley leads the way, down a revealing and…

Jade Baker knows she shouldn’t keep the head mistress waiting, after all, her attendance at the state’s most prestigious school hangs in the balance. Krissy Lynn has a reputation of…

Amber excitingly tells her husband about the gym concept and he decides to fund the entire project! Amber thanks him with better sex than they shared on their honeymoon. Things…

Try as she might, Devon just can’t ditch the smoking habit she’s had for years. Since she started trying to quit, there’s been nothing to keep her hands and mouth…

Lola Aiko is a bit shy when she knocks on the Cum Fiesta door, but with her perky little tits, she’s definitely in the right place! Once she’s chatting on…

Nina was just minding her own business by the pool when Keiran and his buddy started filming her. Unable to hear their creepy comments because of her headphones, she agreed…

From the visionary Writer/Director Joone, come the long awaited and highly anticipated sequel to Digital Playground’s “Pirates”. Superstar Jesse Jane® returns as the irresistible Jules – the seductive pirate hunter…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

Magneto (Danny D) is invading the X-Mansion and with all the other X-Men gone it’s up to the sexy Psylocke (Patty Michova) to ward off the super-villain by any means…

What happens when you knock on a friendly neighborhood’s door and the bodacious milf Crystal Rush shows up? Mike and his stepson Rion are going door to door offering people…

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….