Michelle Anderson has a laugh when she catches Jimmy Michaels humping a pillow, and she pulls out her phone to record the oddly intriguing sight. Not long after, however, curiosity…
Cassie Lenoir is sitting on the edge of the bed thinking of her stepdad. She is super horny, and is imagining getting banged hard by his huge cock. She starts…
When her husband’s ex-girlfriend needs a place to stay, Cory Chase isn’t happy – especially when his ex is Lexi Luna! Just when this busty MILF starts accepting the situation,…
Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
Gina has been dating Riley’s brother for a couple of months now, but they’ve never had sex. In fact, Gina’s never had sex with anyone! Nervous that she’ll be bad…
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…
Alex and Skylar are two hot lesbians who get suckered into a blind date together by a mutual friend. Both girls creep on each others social media while they are…
Richelle couldn’t help but notice how quickly Christian is climbing the corporate ladder. Fortunately, with Christian’s company contacts, Richelle may finally be able to get the promotion that she really…
Madison Ivy is taking a scenic bus tour of the city of London, but the big tits she’s squeezed into her hot leather jacket gives fellow tourist Danny D something…
Mischievous Kimmy Granger is the beautiful daughter of a rich entrepreneur and she gets everything she wants… including men! Seth Gamble, the family doctor, is a particular slippery fish to…
Kennedy Kressler is an outgoing blondie who isn’t afraid to flash her tiny titties in a public park. They stop to get a caricature drawn and her pussy is exposed…
When Scarlit Scandal makes a nuisance of herself in front of her roommate, Bella Rolland, and Bella’s boyfriend, Van Wylde, she’s scolded about all her shortcomings. Having captured Van’s attention…
Alice Visby is the bosses daughter and she likes to feel out the new employees in the office on their first day. She is pretty forward and asks him to…
Freya Parker is a juicy treat and we are rolling into that pussy today! She straps on her thigh high strappy lingerie and laces up her roller skates for a…
London River wants a room cleaned out to convert it to an office. Her son’s friend Parker, has borrowed some cash and what better way to work off a loan…
Lil Bit More is a tiny white teen who stands just under five feet tall. When she gets nose to hose with Darren James’ black cock it’s all about whitewashing…
Welcome to Digital Playground’s favorite restaurant, serving the best cuisine in town and their famous special, a hot piece of ass, made specifically to your dietary needs. Come get it…
We’ve all dreamed about this one, right? We drive alone at night and spot a young girl in a short skirt in need of assistance. That young girl also happens…
Helping her stepdaughter Cecilia pick out some new lingerie had Tiffany thinking erotic thoughts, but when she saw her trying it on, it was practically too much for her to…
Karma arrives home after a night of partying to find her roommate, Kyle, fast asleep. She’s horny though, and only wants his cock. First things first though; she needs to…
League of Frankenstein – Episode 6 – Bride of Frankenstein
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In the early 20th Century, suave genius scientist Victor Frankenstein works with a grown up Peter and Wendy to open a portal to another dimension. When a sexy hooked handed…
Rita is here and she wants to make you cum…hard! Do you want her tits? Her sweet Italian, busty tits?! Or is it that euro pussy you crave? Whatever the…
Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….