Dungeons and Dragons

Overcoming Imposter Syndrome

Tina plays the cello for some friends before stopping, clearly distressed. When they ask them what’s wrong they admit to dealing with imposter syndrome, feeling not good enough to chase their dreams of being a rock star. Their friends leap into action by painting their cello case and soon enough,

19 Hikers Fucking in the Forest, Part 2 – Dirty Cum Kisses and Anal

A MeetUp group attracts people looking for forest adventures and new friends. The group ends up finding more exciting adventures than they expected as a rest on the hike turns into a full blown orgy. Cunt and ass are fucked standing against trees and on blankets. All sorts of hole

Wrapped Up in a Book

In the style of the “Choose Your Own Adventure” series, Puppy Jay and K.L. are initially bored with their books until the librarian hands them a magical book that transports them to a world of fairies, bondage and free use fucking. The woodland creatures use our adventurers in all of

Sharing Stories and Laughs in a Kinky Rope Gangbang

A skilled Shibari rope artist ties up Vanessa while a group of guys talk and laugh about their shared interest in kink. The conversation leads to a hardcore gangbang on Vanessa, using the rope harness to pull her where they want her. She’s spitroasted, choked and slapped, causing her to

Husband Sends Stranger to Fuck His Wife in Hotel

A free-use whore wife, Vanessa loves surprises from her husband. While she’s on a work trip, after a long day Vanessa is caught masturbating by a guy her husband found online and sent to fuck her. He takes her ass eagerly fucking her into blissful oblivion.

Challenge Accepted: Masturbating on the Stripper Pole

Excited by any opportunity to overcome a new challenge, whether social, physical or sexual, excites Vanessa’s imagination. She spends a lot of time playing on the stripper pole and realizes a particular position would allow her to hold herself up with one arm while fingering and getting off with the

Next Door Neighbor Blowjob and Cum Swallow

After a few weeks of flirting over the fence he invites her over to get much better acquainted. It doesn’t take long before the clothes fly and she has his hard cock in her mouth, finally welcoming him to the neighborhood by swallowing every drop of his cum.

Slow Day at the Crematorium

Chaotic Truthful and Captain Picard, coworkers at the crematorium, are waiting around for their next call. The hearse isn’t being used for its normal purpose… so they take advantage of the opportunity for some hot anal fucking.

Pickleball Sluts

Kitty and Vanessa meet up with pickleball instructor, Arturo, for their first lesson. But damn, the instructor is as hot as the sweltering summer day! Kitty and Vanessa start flirting, much to the instructor’s surprise, but after a few strokes, the three head back home for a very different kind

An Anal Slut is Born: From First Time to DP, ATM, Anal Gangbangs – Compilation with Vanessa Cliff

Over the course of a year, Vanessa went from being unable to take a dick in her ass to enthusiastically taking 15 dicks in her ass in one night. This compilation chronicles her journey on the pathway to becoming a wild anal whore, including double penetration, anonymous anal fucking, ass-to-mouth,

Miscommunication

Roxie and Foxie are waiting for a costar to show up to film a scene with them when the camera person starts asking personal questions about how they got thier start in porn. They both discuss thier experiences with Cliff Media and the culture of acceptance, consent and community. They

Urethral Sounding Virgin: Intimate Exploration of a New Kink

Sounding, a kink involving inserting a thin sex toy into the urethra, initially intimidated Vanessa. When she saw the sounding toys in her friend’s house, she isn’t sure what to think, but he offers to teach her. In this intimate and real encounter, Vanessa and her friend slowly explore sounding

Squirting 101: Edutainment Discussion and Hands-On Demonstration

Squirting is more than a porn stunt; for many people with vulvas, it’s the body’s natural reaction to arousal. Although not all bodies squirt, this video describes and demonstrates some of the ways that are mostly likely to cause someone to squirt.

Food Play and Anal in the Ice Cream Shop

Two coworkers are having a slow day at the ice cream shop. With no customers coming by, they start flirting and playing with whipped cream and chocolate syrup on each other’s bodies. This leads to fucking, as sensual and flirty as hardcore, with deep throat face fucking and painal. It

Whipped Cream Party! Playing with My 2nd Favorite White Stuff

Vanessa loves putting everything and anything in her mouth, but cum and whip cream are among her top two favorite desserts. In this gangbang scene, Vanessa licks cream off dicks, invites guys to lick it off her tits and cunt, and gets covered in cum and whip cream all at

Gloryhole Priestess Confessions: Go in Sin

Priestess Vanessa is celebrating her slutty faith, reading salacious passages and getting increasingly aroused in the confessional. One by one her flock arrives to reveal their sins and our Priestess is more than happy to absolve them with her mouth and soaking wet pussy.

Bisexual Swinger Birthday

Colton’s partner, Josh, and their friends surprise Colton with a “pussy and dick” cake for his birthday – and provide him with some pussy and dick of their own. The friends all take turns fucking and sucking, including double blowjobs on the birthday boy and anal fingering and fucking of

Feeling Around in the Dark

Exhausted by dating apps, friends of Vanessa and K.L. set them up on a blind date, literally. Both are blindfolded before they meet each other and they spend an hour having intensely hot, romantic sex without knowing or needing to know anything about the other’s identity or physical appearance.