The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 9 is over 2 hours and features Teagan Presley in a brand-new, amazingly…
The holiday season is upon us, and it’s making me so horny! Ok, I’m horny all the time, but that doesn’t mean the season isn’t doing anything to me. Thankfully,…
Be Grateful! The Best Of Thanksgiving It’s the time for giving! Our gift to you ahead of the holiday is a raunchy compilation of hotties giving thanks. Thanks for that…
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…
What better way to spend Mother’s Day than to be spoiled rotten by your hot stepson Tyler Nixon and his cute girlfriend Lana Sharapova? Sexy MILF Sarah Vandella knows this…
Nazuna Otoi’s older boyfriend is growing impatient, waiting for her to show up. After kissing his lips, Nazuna starts to work her way down his belly then taking the tip…
Tattooed Foxxy is a fan favorite tranny. Her tits are super natural looking and Foxxy likes for her cock to be referred to as her clit. She definitely gets off…
Lily Lou, Kay Lovely & Willow Ryder are ready for an all oral, triple cocksucking workout to make ya wild! These three thirsty throat goddesses take turns giving that cock…
Wendy (Lilly Bell) and Gina (Vanessa Sky) spend extra time getting ready the night of the sting. But before Wendy knocks on Jack Staal’s door, she first goes to see…
The hospital can be a very dangerous place at times with all the crazies running about. Nothing turns Dr. Kincaid on more than strong orderlies, so when Joe gets injured…
Sometimes a woman just needs to revel in her own beauty and Brett’s charms are certainly worthy of her admiration. Caressing her breasts is a tantalizingly good place to start,…
Emma Star can usually get away with just about anything, but this mall cop doesn’t seem to know who she is! Keiran Lee is used to people thinking they can…
Lilly’s having a bad semester at college, and her mom is convinced it’s because this slutty teen is partying way too much. After a big argument Lilly’s mom takes away…
Sexy ebony beauty Misti Love is here and we couldn’t be more excited to show you the hot scene we did with her!! This girl has the most beautiful natural…
Shot entirely on HD, Jack’s Teen America 18 parodies beauty pageants and Jack’s lovely contestants all compete for the crown. They take off their clothes, they masturbate, they suck, they…
Cassidy has gone over to her mom’s ex-boyfriends house to pick up her mom’s stuff. Cassidy has always found Preston attractive, and can’t help but feel like she can now…
Whenever sexy stylists Kiki and Georgie’s salon is empty, they keep their hands busy by squeezing each other’s big tits and playing with their pussies. When an early client interrupts…
Monique Alexander comes across an old dildo stuck between the cushions in her couch. As she rubs it clean she thinks about how she’d love some pie for dessert. Suddenly…
Nikki Sweet got her car towed from a restaurant and she wants to pick it up in the late hours of the night. She parked illegally twice and doesn’t understand…
Digital Playground’s luscious Jana Cova plays the head mistress in this kinky, fetish, Hollywood throwback. Director Celeste has created a visual and sexual feast with a super fine cast, legs,…
We’ve noticed lately that one of our neighbours, Sheila Marie, keeps trying to find excuses to come over. She keeps asking for coffee or sugar but we all know what…
Emily Woods’ sexy photoshoot with photographer Danny D gets hotter and hotter as she peels off her white lace lingerie until she’s left wearing nothing but a sheer curtain over…
Casey Calvert and her boyfriend’s big trip hasn’t really gone as planned, particularly because he keeps booking them in trashy hostels with shared rooms. Casey has finally had enough, and…
Cherie DeVille thinks she’s going to have a nice relaxing day at home once her husband leaves for a business trip. Little does she know mischief makers Chloe Cherry and…
Only a tiny teen would be ballsy enough to shoplift using her asshole…luckily, this cop is determined to get the bottom of things…using his dick as a search tool.
