The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 6 features the amazing anal queen, Delilah Strong in a butt scene with…
The lovely Halle Hayes and her boyfriend (Charles Dera) are supposed to go to a party tonight, but Charles wants to stay home. Halle tries to entice him into going…
Eve Lawrence and her boyfriend Chris want to fulfill two fantasies at once. Not only do they want to have sex in the office, but they also want to include…
Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America.” Put it in and cast your vote! Jack’s at it…
Deep in the Los Angeles outback, our big butt hunter Mr.Gunn has finally found The Devine Booty. After years of searching he can finally put his cock in this specimen….
Petite Pepper Hart has a crush on her college professor, Danny Mountain – in fact, it’s a little more than a crush, redheaded Pepper is obsessed with him! Young Pepper…
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…
Connie Perignon is looking to have some fun by herself. She goes to the bathroom to get a dildo in order to pleasure herself. She tries to oil herself up…
Digital Playground’s contract superstar, Stoya is a sexual freak and she proves it in this erotic masterpiece. With Celeste at the helm, the Sexual Freak series has just got freakier,…
Isabella looks innocent, and this petite, bedroom-eyed beauty will play nice, as long as her partner plays rough. Uploaded: 2024.03.05 2024.03.05 Show more…
You gotta take the good with the bad in this life. The bad, for young Jason, is being stuck at home with an inconvenient hand injury. The good is getting…
Anita is having a sleepover at her friend’s place when a craving for a cigarette kicks in. She wanders the halls trying to find a window to smoke out of…
Hot redhead Amanda Nicole is looking to be satisfied by a big dick, but her boyfriend is feeling too exhausted after a day at the gym. Amanda is persistent though,…
Van Wylde’s sauna experiences are usually relaxing time for himself, but 20-year-old Paisley Rae is anything but relaxing! This blonde cutie isn’t shy about flashing her tiny tits in front…
Lizz Tayler just broke up with her boyfriend because his dick wasn’t as big as daddy’s. She asks her folks if she can hook up with them, again, and the…
When Isis Love finds a sex toy in her stepson Tyler Nixon’s bedroom, she wants to know why the lad is wasting his time with fake pussies when he could…
Two sexy Latinas Missy Martinez and Contract Star Selena Roseâ„¢ are getting a tennis lesson until they realize they’re both horny and would rather play with actual balls than the…
Busty Asian MILF Kianna Dior just moved into the neighborhood and she’s desperate for a cup of sugar, so she heads over to her neighbor‘s house. Turns out her neighbor…
Romi Rain flaunts her flawless bod in a barely-there swimsuit and completely clear raincoat as she dances under a neon-lit rainfall. When Isiah Maxwell hits the scene, she knows she’s…
When no-nonsense businesswoman Ryan discovers her husband is the sugar daddy for a hot college girl, she’s furious! She lets him know she’s going to find a way to get…
Bailey loves her relationship with sugar daddy Mick. Most of the time, she gets to do exactly what she wants, when she wants, but when the silver fox is in…
Shyly striding into the room, chic and sexy Miyako sets down her designer purse and takes a seat in the oval lounge chair. Slowly getting more comfortable, she smiles and…
After Keiran walks in on his stepdaughter, Kimmy, masturbating with his electric toothbrush, he tries his best to handle the situation like a responsible adult should. Though Keiran offers Kimmy…
Scarlett Mae answers the door to the census investigator looking to inspect her vagina. She lets him in and shows him her perfect pussy before allowing him to inspect it…
