Hangin’ out with your BFF is a great way to spend a lazy day. Secretly eyeing each other’s finer qualities, Chloe and Charlotte elevate “best friends forever” to a whole…

Uploaded: 2024.02.11 2024.01.31 Show more…

Isabel Moon is an alternative cutie that is very frustrated that her car got towed and the shop closes before she can get there! She wants to start her weekend…

Uploaded: 2024.02.16 2024.02.16 Show more…

Keiran Lee has somehow found himself at the doorstep of a cult, courtesy of his best friend. Now there’s crazy, and then there’s cult crazy, but there’s something different about…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. There’s more than a mouthful, more than…

Cougar Sightings 5 Brazzers (2021)

Uploaded: 2024.02.03 2024.02.03 Show more…

Sienna’s husband let the neighbor girl Rachel take a dip in his pool, obviously because she drop dead gorgeous. When Sienna caught a glimpse of this young hottie skinny dipping…

Mia Kay is home alone bored and has no idea wat to do. Mite as well watch scary movies! Her father NEVER lets her watch them…but he isn’t home. So…

Beautiful Japanese girl gets her pussy pleasured by hot vibrators that make her cum. She licks a dick and then hops on top for some hardcore action. Her man cums…

It’s time for Lilly Bell, one of our hottest brunettes, to try her hand as an interviewer. We’ve put her together with bubbly coed Ruby Moon. The girls chat about…

Rilynn Rae was so embarrassed when she accidentally walked in on her friends boyfriend as she was getting up from a nap. He was naked and she couldn’t help but…

The red straps binding her arms back remind her how much she is wanted by her boyfriend who removes her panties and takes her favorite oversized vibrator to her pink…

Her boyfriend’s been begging for a threesome for a while, so Alex Chance decides to treat him to one! She calls over her BFF, the hot blonde Tiffany D’Gore, who’s…

Everyone knows the best secrets are always the dirtiest. And this brunette bombshell had the naughtiest secret of them all! Instead of heading home like a good schoolgirl and doing…

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….

Naughty housewife Chanel Preston was caught in a compromising threesome with the pool boy and gardener. Her husband witnessed the entire act, and he’s filing for divorce. The only person…

Her agent says her name is “Ice” but after this scene he may want to change that up and start telling people her name is “much face!” There are about…

Leah Lee is a gorgeous babe that has a perfect body. She gets herself nice and wet in the pool backyard and gets nice and clean before going back inside…

Kara Faux is super excited about getting her first full-body massage, now that she’s old enough to be naked in public! She starts flashing her titties on the way to…

Amber Summer is new to the biz and she’s eager to get some big dick. She even agrees to do some public acts be it a blowjob or flashing her…

Uploaded: 2024.03.02 2024.03.01 Show more…

The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars Sophia Santi…

Sophia (Monique Alexander) is a mob wife whose second husband, the head of an infamous crime family, has recently passed away. Though they were only married for a short period…

After stepping into the wrong room, Eve is lucky enough to meet the janitor, a former criminal just released from a Turkish prison. Since Eve can’t stay away from bad…

Seth pulled a groin muscle during Yoga class. Busty Yoga Therapist Priya Rai knows this incident could get her in trouble. So to make sure Seth wouldn’t say a word…

Ellie Nova’s ex took her phone and she needs it back because she has very provocative pictures on it. Lucky for her, her friend’s boyfriend, Lawson, is up for the…

When Donny Long decided to take some baking lessons with his mom’s friend Misty Vonage, he had no idea of what he was getting into. Because this blond BIG TITTED…

Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…

Dr. August Taylor is a very thorough practitioner of family medicine, so when she hears that her longtime patient has a new boyfriend (Van Wylde), she calls him in to…

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…