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Haley Reed might be a kinky little voyeur, but at least she’s organized! When her 9 o’clock alarm goes off, the blonde spinner bounces into action, tiptoeing into Nat Turner’s…

Sexy blonde model Natalia has a lot of fun posing in the dressing room, but when it comes time for the photo shoot, photographer Mick isn’t as impressed with her…

The offices of talent agent Frankie G were so swamped, he had to hire a second assistant. But unlike what her name suggested, Sweet Cat didn’t have the best reflexes….

When Ania Kinski got her eyes on her step-daughter Christen Courtney and her boyfriend sitting at the table studying, she got right to work seducing George. While pretending to innocently…

Nothing matters as much to office manager Holly Kiss as much as raising morale in the office, with regular bonuses and gifts to her staff, such as their sexy new…

After exchanging flirting glances and playing footsy under the table during meetings, August Ames and Alex Jones can’t restrain themselves for one moment longer from acting on all the sexual…

Kai Taylor wanted to show his girlfriend Nekane his favorite action-horror movie, but the fraidy-cat fox was less than enthusiastic. Jumping into his lap during an especially thrilling scene, Nekane…

How lucky was Victor to be cleaning the windows on Sharon Lee’s office on the hottest day of the year? There he was, innocently wiping the windows, when he spotted…

For bored businessman Charlie Dean, it was another tiresome day at the office, until a blonde temptress in high heels and stockings strutted in! Karol Lilien was there to meet…

As much as he normally tries to suppress the pangs of lust he feels for his co-worker Alexis Brill, today Viktor couldn’t ignore the throbbing hard-on she was giving him….

One day, while Macy showered upstairs, her boyfriend Mark caught a glimpse of her stepmother Cathy Heaven relaxing by the pool, rubbing oil on her big tits. The minute he…

It’s a steamy day in the carpentry workshop for Nikki when his wife Zazie shows up in a flirty outfit, feeling pretty hot herself! Zazie teases her husband by perching…

After a makeout session with her boyfriend Jason started to get hot and heavy, Lexi Dona thought that a little dip in the pool would be just the thing to…

From the moment Tiffany Doll feasted her eyes on her step-daughter’s boyfriend Kristof getting out of the shower, she set the wheels in motion to seduce him. While cleaning the…

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…

A good mail-room clerk has to be punctual and efficient — luckily for Ryan Ryder, his charm and good looks are enough to make up for his clumsiness. When he…

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…

Blanche Bradburry had no idea what she was getting herself into when she booked her appointment for a deep-tissue massage. Max led Blanche into the room and excused himself while…

When a Valentine’s Day card showed up in George Lee’s office mailbox, the lonely businessman couldn’t wait to open it. But his secret admirer hadn’t signed her name. Instead she’d…

When Victoria Daniels wanted to give her boyfriend Nick a special treat, she picked the one thing she’d never tried with anyone else: her first ever anal sex. After she…

You wouldn’t have to look long to realize Julia Roca and Jay have had a crush on each other since they both started working at the resort. Their flirting during…

As the office Christmas party wrapped up, Abigail Mac found herself all alone at her desk, wishing she had a certain someone to take her to bed for a magical…

Every man in the company has eyes for Tyra Moon, except for nerdy hunk Charlie Dean. Too preoccupied with his IT work, Charlie’s gaze never leaves his computer screen. So,…

Kristy Black had a nasty surprise when she pulled her favorite jeans out of the drawer and discovered she couldn’t pull them over the juicy abundance of her big round…

It was a sweltering night at the office of music producer Max Deeds, but no one was hotter than his executive assistant Julia De Lucia. Of course, it wasn’t just…

Would kind of terrible luck had Seth working late at the office just as the clock ticked down to the new year? Thankfully his girl Peta Jensen arrived to surprise…

There are no secrets between long-time lovers Ally Breelsen and Matt Ice, but there is one unexplored territory for them both: anal sex. Ally thought the time was finally right…

The last thing Veronica Vain expected when she uploaded a video of herself shaking her thick booty to the internet was for her coworkers to come across it. But when…

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…

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…

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…