Special Agent Linda Sweet finally caught wanted con-man, Bad Boy Ben. It was her job to pump him for information, but when she finally met the handsome felon face-to-face, she…

Figi had stopped by his girlfriend Eveline Dellai’s place for a little fun, but her stepmother Jenny Simons blocked the amorous boyfriend from coming inside. Motivated by Eveline, who was…

When Matt Ice bumped into his girlfriend’s stepmother doing yoga in the living room, he couldn’t help but feast his eyes on Lili D’s juicy ass as she moved through…

Kristof has planned a special night out with his girlfriend Elle, even buying her a new dress, but it’s too big. Luckily, Elle’s friend Christina is on hand with her…

Tyler had no idea the kind of sexual misadventure that awaited him when he left his girlfriend in bed to sneak off to the bathroom. Startled by the sudden arrival…

When Monique invites her boyfriend over for dinner, her father loses his appetite when he sees Dean’s bad boy looks and tattoos. Stepmother Loren has a very different reaction! Dean…

Kristen is looking forward to a fancy night out with her boyfriend Logan, but her new stepmother Jaclyn gets angry when she sees her stepdaughter is wearing the same dress…

When Loren checks into a swanky hotel with her husband Vince, the transformation is instantaneous: she casts off her everyday life with her conservative clothes and turns into the naughty…

Blonde and busty Christie asks her BFF Abella to help pick an outfit for her date later, but the edgy brunette lesbian seems more interested in seeing Christie out of…

Tyler isn’t home when his girlfriend Lena gets to his place, so she decides to let herself in and goes straight to his bedroom. The scent of her man on…

Bored with studying, Rebecca starts a flirty game of footsie with her boyfriend Nick, but the teens’ sexy glances and naughty smiles are interrupted when Rebecca’s stepmother Shalina gets home….

Sometimes the best sex can happen when you least expect it. Lucas had planned to spend the afternoon watching the game with his girlfriend Tali, but after he spills his…

Angel Wicky was in for a huge surprise when she started folding her new step-daughter’s laundry, and smelled the rich smell of sex on her bed-sheets. Angel’s discovery of Lady’s…

It had always been a fantasy for Blanche Bradburry to share Charlie Dean’s cock with her stepdaughter Shanie Ryan. So when Blanche came home early and saw Shanie and Charlie…

It’s a perfect day to soak up the sun by the pool, and as Angel lounges in her bikini, oiling up her tanned skin, she decides to take full advantage…

It’s a beautiful day for browsing in a charming china shop, but of all the lovely items in the store, Annie finds herself most interested in the handsome owner. Distracted…

When Blanche Bradburry offers to help stepdaughter Claudia Macc and her beau Charlie Dean with their math homework, she’s secretly hoping to give a hand with another hard problem. The…

When cute Asian Vina Sky awakens to find that her girlfriend has already left the bed, she decides to get started playing with herself! Sultry Latina Vienna Black comes back…

Violet has no idea how she’s going to go without cock for thirty whole days while she’s under house arrest! As muscular Officer Pierce locks a tracking device around her…

The raven-haired Keira wasn’t fooling anyone when she sauntered seductively past Katy Rose’s hotel balcony, clearly looking for trouble. Luckily for Keira, Katy’s boyfriend was out, and she had just…

Jade likes to take the morning slow. Sneaking down before her boyfriend Alex wakes up, Jade finds the perfect opportunity for a little alone time. Grabbing a steaming cup of…

Three young women start their journey to learn about the outside world, after having spent their entire lives in a sheltered, traditional community. After leaving class, blonde River Fox and…

Gorgeous Amaris and redheaded Jia Lissa are the models for a high fashion lingerie shoot. They pose separately, showing off there incredible, sculpted bodies, long legs, and incredible features. Amaris…

Petite Scarlett Bloom and redheaded Lacy Lennon are irresistible influencers! They pose on the runway in matching, sexy green outfits, flirtatiously showing off their amazing bodies and blowing kisses to…

Tiny brunette Adria Rae can’t stand to come in second place, especially if she’s losing out to a silly football game! Bored of watching the Superbowl with her lover, she…

Sneaking a peak into the changing room, salesgirl Verona Sky’s suspicious are confirmed: Amirah Adara does look best in her birthday suit! So, as soon as Amirah’s husband leaves the…

When she realized her boyfriend Chad had woken up and started breakfast well before her, Alex Grey wanted to see how quickly she could entice him to back to bed….

Angela is away at highly regulated girls only college when she spots a peeping tom outside her door. She drags him inside without thinking and demands an explanation for his…

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…

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…

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…

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…

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…

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…

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…

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…

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…

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…

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…

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…