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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…

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…

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…

Waiting alone at home for her lover to come over, Nancy A got started on her own. After stepping out into the backyard to bask in the sunshine, Nancy decided…

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…

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 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…

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 Alexa Thomas popped out the outdoor shower to rinse off, she had no idea the hunky guy she’d been making eyes at all week would be there. Since Joel…

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…

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…

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…

When the weather turned against her, Bianca tried her luck at a stranger’s house to find shelter from the cold and the rain. Victor wrapped a blanket around her shoulders…

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…

It was a busy afternoon for secretary Sienna Day, who was all the more flustered when her horny husband began sexting her. Teasing him with pics of her heaving tits…

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…

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…

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…

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 20 features Digital Playground contract stars, Shay Jordan, Sophia Santi and Jana Cova with industry babes Hillary Scott, Holly Morgan and Sue Diamond….

Don’t miss Digital Playground’s Exclusive Contract Stars, Teagan Presley and Jana Cova in a very personal, off the hook sexual experience! All the screamin’ hot sex in Digital Playground’s award…

Don’t miss Digital Playground’s Exclusive Contract Stars, Teagan Presley and Jana Cova in a very personal, off the hook sexual experience! All the screamin’ hot sex in Digital Playground’s award…