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….

Takaki Hijiriryo is a beautiful Asian girl with many stylish accessories. For one, she has a prominant eyebrow piercing, and very flashy nails with glitter and rhinestones. She wore her…

Billy walked into his friend’s house hoping to get his text book back, and found a stripper pole right in the middle of the living room. Luckily his friend’s mom,…

Everyone knows what sleepovers are really for. Kimmy and Naomi pretend they’re snoring when stepdad Keiran checks in, but really they’re practicing sexy techniques with each other. When Keiran goes…

Ivy’s Intense Anal Welcome back to the always amazing Ivy Lebelle! Today, Ivy’s being paired with big-dicked stud Manuel Ferrara. After sucking Manuel’s cock out by the pool, the two…

Introducing your hot girlfriend to your nudist’s parents can be a terrifyingly embarrassing experience, but Tomi Taylor couldn’t be more comfortable! She’ll do anything to fit into the family, and…

“Hush” features Jesse Jane® and Shay Jordan, two of Digital Playground’s hottest babes, alongside an amazingly gorgeous, all-star cast in well over 2 hours of hot erotic exploits. With a…

Violet Starr loves to hang out at the house and pass her free time by sketching portraits in her sketch book. Her step brother moved in and he teases her…

Watch ‘Jonathan Jordan & Haley Spades in Hot Body and The Love of BBC’, a new ITsANAL porn starring . Uploaded: 2024.01.06 2024.01.05 Show more…

From draining the last of the coffee, to swaggering around the office like she owns the place, Johnny’s blonde bitch of a boss is just the worst! But Alix Lynx…

Ny Ny Lew is hired to be the Maussue when she arrives. She can’t help but notice Jovan Jordan’s large stature. She massages his large hands and feet. Ny Ny…

Amazing Paige Owens has been working for the company for a while and has decided that she’s going to fuck her boss, Ryan McLane. The only problem, Ryan doesn’t seem…

Chelsea didn’t make many movies but the ones she did star in are priceless additions to any collection. Her tan body and big round nipples could make a piece of…

When Keiran loses his job, his friend Sensi helps him find a new career… getting paid to pleasure women. When they’re sent to Paris, Keiran becomes intertwined with a criminal…

There are so many hotties at this BBQ, especially the MILF hostess Miss Raquel, but her stepson AJ’s sexy college friends in their bikinis are also worth watching. The lucky…

Security guard Jmac is having a snack in the cafeteria when nerdy college student Willow Rider greets him with a flirty hey. She treats him to a look at her…

Deeper 5 is a playfully sexual tribute to Digital Playground’s perfect, all natural Goddess, Jana Cova. She captivates the screen in a multitude of scenes including kinky anal play with…

Welcome to The Sessions, a sexy series that allows you into one of the most intimate spaces known to man—the therapist’s office. Be a fly on the wall as patients…

As part of his slut training competition with fellow student Shin, Kei has a threesome with two hot teachers, including one Shin had dibs on. Kei watches as the horny…

Marilyn Mansion prides herself on being a perfect student and with college admissions just around the corner, she’ll do whatever it takes to get an A+! Professor Charles Dera is…

Alexa Nova and Dani Jensen are a couple of long legged, perfectly toned, redheaded vixens. They almost look like sex dolls, since their bodacious bodies are so perfect. Dani struts…

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Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Jack finds pleasure deep…

We were about to start a photo shoot with the Colombian Karol Jaramillo, but her partner had a hard-on. She had to milk him to cool him down.

Young Nicole Love and her smoking-hot stepmom, Blanche Bradburry, are a little competitive. They fight to see who can look hotter, who can take the sexiest selfie, and who can…

Angel Emily gets squeaky clean in the shower, and she’s not afraid to show off her petite features as she does. After the shower. she knows just how to enjoy…

Hot MILF Cherie Deville invites her daughter and daughter’s boyfriend (Ricky Spanish) over. It turns out that Ricky’s girlfriend has been mercilessly pranking him lately and she has no intention…