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Waking up in the morning after a particularly wild night, Eveline Dellai and Charlie Dean are still feeling the euphoric after-effects of an evening well spent. But when Evelline gets…

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…

Mr. Calhoun should count himself lucky to have an assistant like Samantha Rone around to help. When she noticed he was having trouble with the fit of his clothes, she…

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…

After the staff meeting wrapped up, Lynna Nilsson hung around to spend a little extra time getting close to her boss. They’d never crossed that line before, but Lynna made…

After her umbrella broke out in the pouring rain, Noelle Easton ran into the office late and soaked to the bone. Noelle ran to the bathroom to dry off, but…

Hairdresser Lucy has been looking forward to seeing her favorite client Kai again. The tall, handsome Brit asks Lucy for the usual, but as Lucy signals her coworker to take…

Violette Pure might have a name like a delicate and chaste flower, but deep down she’s just as horny as Charlie Dean, who’s just shown up for a job interview…

Sitting in her CEO office, Sasha Rose is expecting a very important package. But when it arrives, she might have to sign off on the delivery guy too! After all,…

Britney Amber loves the deep relaxation she feels when doing yoga. As the big-titted blonde is stretching on the mat, Cameron Canela enters the room. The girls are strangers, but…

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…

Dealing with demanding customers is all part of the job for limo driver Nat Turner, but with her constant complaints and demands, Carolina Sweets takes it to a whole new…

Hopeless romantic Leny Ewin wanted to surprise his fiancee Violette Pink with a sexy surprise, sprinkling rose petals on her bed and covering her eyes with a blindfold. Little did…

You can hardly blame Kristof Cale for sneaking up behind his girlfriend’s step-mother and grabbing a hold of her plump, perky breasts. From behind, Billie Star and Abrill Gerald both…

As Lucy’s CEO dad shows her around his company, he tells her that someday it will all belong to her, but the blonde teen seems more interested in her phone…

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…

When the hunky security guard came by to take Anna Morna’s ID picture on her first day at the new job, her mind went straight to a dirty place, and…

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…

When a visiting nurse Mea Malone set up shop in Leny’s office giving quick check-ups, he just had to check it out for himself. After peeking in the office and…

There’s been sexual tension in the air between Lola Taylor and Lutro for weeks now, and Lola is getting tired of waiting for him to make the move. After catching…

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…

Hurting for cash after wining and dining too many ladies this February, Charlie Dean is applying to a paid clinical trial on men’s sexual health. It would be easy money,…

Did Jay know what he was getting himself into when he followed his girlfriend’s step-mother Martina Gold upstairs to rub bronzing lotion all over her body? If he didn’t then,…

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…

Haley Hill wants to go swinging with husband Charlie Dean, but not in the way you might think. Looking to spice things up in the bedroom, the Serbian babe didn’t…

Can you blame Dillion Harper for nursing a crush on her hunky boss? The only way she gets through the day is by taking little breaks to creep pictures of…

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…

You could hardly blame Sam for wondering what it’s like going to bed with an experienced woman when he’s got his girlfriend Ella Hughes’s stepmother to drool over. When Ella…

When Matt came home from work, his girlfriend Mea Malone had a sexy surprise waiting for him, a naughty treat he’s been asking her to try for months. All Mea…

You couldn’t expect Marc Rose to turn down the advances of his secretary Ella Hughes when she barged into his office to relieve his stress with a naughty striptease and…

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…