Ever since Mrs. Deauxma has been tutoring Derrick, he’s always fantasized about her. After hearing about this, Deauxma sees the perfect opportunity to finally be with the young hot football…

It’s a question that has plagued mankind since the dawn of time. Why do women go to the bathroom in pairs to freshen up? In Ayumi and Honey’s case it’s…

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…

Isis Love has no time for boring cocktail parties, so when she finds herself at a gathering of stuffy old dummies she sneaks off in search of a large tasty…

Julia Ann has been homeschooling her stepson Tyler, but has neglected to teach him about the birds and the bees. Now that he’s eighteen and almost ready to graduate, she…

Uploaded: 2024.02.18 2024.02.18 Show more…

After Bridgette B’s boss told her she was losing her job due to once again ignoring the dress code and letting her massive boobs hang out, she was primed to…

The only thing better than hot girl-on-girl wrestling is adding lots of oil to the mix, and wrestlers Carter Cruise and Kira Noir are ready to get this slippery, scissor-heavy…

Alena Croft’s daughter Lindsay just turned 18, and she’s bound and determined to be famous some day. But when Alena catches her shaking her titties for some sleazy photographer named…

How do you find the perfect gift for a woman who’s kinkier than you are? That’s Charles’ enigma to solve as he thinks of his girlfriend Kenzie… and is shocked…

Graycee’s got the goods, and she flaunts them everywhere she goes. But when she’s behind closed doors in white lingerie, this blonde is most determined to show that she’s no…

Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America.” Put it in and cast your vote! Jack’s at it…

Stepsisters Chanel and Hazel may not be actual twins, but they look enough alike that they can typically fool people. Their entire lives, they’ve been able to bait and switch…

It’s Cindy Loarn’s first day at her new job as a barmaid. Her boss has given her two simple tasks: bus tables, and don’t go through that mysterious door. But…

These college cuties get pretty naughty when they slip out of their sexy uniforms and start experimenting with kinky bondage. They may look like goodie-goodies, but these busty chicks love…

Jack is really busy casting for music videos and he’s scored some super fine ass for volume 38. Digital Playground’s amazing contract super stars Teagan Presley and Lacie Heart join…

Reena Sky and her coworker Johnny have tons and tons of work to do before they can leave for the night, but Reena is just too damn horny to think…

The Gang’s been solving mysteries all month and there’s been some really close calls! There’s been crazy clowns, gruesome ghosts, wily witch doctors, and freaky phantoms! Fred broke his arm…

Dr. Gigi Allens turned her love of cock into a rewarding career studying male arousal, and her latest project is trying to cure erectile dysfunction. She brings in two subjects…

Petite Blonde Gets Double BBC Surprise It has always been Riley’s fantasy to hook up with an older man, and her husband is making it come doubly true for this…

Karmen Karma knows how to get groovy. She showcases her sexy 70’s look, running her nails along her sequin pants and butt. Karmen puts on a show for fellow hippie…

Enjoy a young couple with beautiful tanned skin in this sensual scene.

Valerie White is a daredevil who is ready to fuck anyone! We bring a new talent onto the scene and he gets his dick sucked and rode in the backseat…

Uploaded: 2024.01.05 2024.01.05 Show more…