From No Homo Bro to Loving First Anal

Her First Anal Gangbang! – 11 Guys Fuck Vanessa Cliff in the Ass

Vanessa describes her long-time fantasy craving for an anal gangbang to a group of guys. They eagerly follow her into the hotel bedroom and take turns fucking her ass. She takes every dick, sometimes cringing in enthusiastically consensual pain, but determined to push herself to the ecstasy on the other

Horny Babysitter Squirts All Over the Stepdad

A sweet babysitter in her early 20s is done with her shift and sitting on the couch waiting for the stepdad to come home, masturbating to amuse herself. He arrives earlier than expected and walks in on her. Although she is initially embarrassed, the exposure results in admission that they’ve

Ghostface Fucks a Slutterfly – Masked Dom Fucks Squirt Queen

A creepy masked Ghostface encounters a Slutterfly, a joyful, proudly slut in costume. She takes pleasure in submitting to Ghostface, submitting to his face fucking, hair pulling, slapping, and cumming all over her fanciful face.

Changing Sexpectations: Gay Dating Reimagined

In a first for Cliff Media, this scene features all masc-identifying people in a celebration of masculine energy and gay sex. Josiah is helping Josh set up a profile online in the hopes of finding connections with other masc guys. When Josiah discovers that Josh has set his filters to

Caught My Friend Masturbating: Intense Fuck and Creampie

Vanessa drops by to hang out and cook dinner with her friend only to realize they need a missing ingredient from the store. When she returns, she finds him masturbating on the couch. What was once a platonic friendship quickly becomes a hot rendezvous. She rides his dick, then turns

Hardcore Anal Fuck in the Kitchen: Husband’s Friend Fucks Hotwife Vanessa Cliff

Vanessa is in the kitchen making dinner for her and her husband when he informs her that he has invited someone over, in fact, two someones. Vanessa considers doubling the recipe as her husband warms up her mouth and pussy for company. After the guest arrives Vanessa wastes no time

Heteroflexible Threesome: Girlfriend’s Excitement Encourages His First Time with a Guy

Vanessa and her boyfriend are making out together on the sofa and start talking about their secret fantasies. Vanessa confesses that she would be completely turned on by watching him with another guy. After he enthusiastically consents to give it a try it doesn’t take long before her friend comes

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

Cozy Intimate Masturbation

Instead of showing the performative masturbation expected by the mainstream porn industry, each participant in Cliff Media’s “Authentic Masturbation” series touches themselves exactly however they would alone, with a voiceover explaining why they do it the way they do and what it means to them. Tinasparkles describes their process of

How to Give a Blowjob: Edutainment Discussion and Hands-On Demonstration

Rowan Void and Vanessa Cliff, porn stars and producers, provide their perspective on how to give a quality blowjob. They describe and demonstrate the many ways to suck a dick and the intimacy and attraction of direct communication.

Ask and You Shall Receive

Jesus is struggling with asking for what they need. On a drive to the Cliff House with Steph they open up about it and receive some good advice. Upon arriving they find a consent circle already in progress and its Jesus’ turn. To thier surprise they take a chance and

Friends and Straps

Jenni wants to explore using a strap on for the first time but doesn’t know how. She calls upon her closest friends who waste no time in showing her the ropes. Jenni selects her favorite from the buffet of cocks and uses it fucking her friends faces, asses and cunts.

Wood Nymph Squirting in a Tree

The lure of nature draws us deep into the enchanted wood. As we explore the forest we come across a sprite, a glorious naked dryad perched naked in her favorite tree. Our beloved nymph caresses her body, rubbing and fingering her pussy to enchanting music until she climaxes.

Rimming Compilation

A selection of some of the hottest rimming sequences from scenes over the last several years of Cliff Media’s unique, diverse productions. Featuring anal licking, fingering and fucking this compilation has everything an ass lover could want.

Whore Training Workout

Mind-blowing sex doesn’t require any specific bodily functions, but sometimes training for sex like a sport can be silly fun all the same. Captain Picard and Vanessa gather for a workout, first outside with standard routines, then indoors for much more sensual, sexual and kinky exercises. Squats turn into face-sitting,

Anal Whore’s Big Dick Creampie

Vanessa’s husband sets up an anonymous guy to fuck her ass. This night pushes her size limits. The guy is kind, and he also knows how kinky Vanessa can be, so he stretches her cunt and ass with abandon. Later, as she rides him, she discovers cum spilling out of

Peach Packer 2000: Focus Group Testing a Giant Anal Dildo

A focus group gathers for what they believe will be a run of the mill product testing. Little do they know however that the new product is none other that the Peach Packer 2000, an enormous, throbbing cock! It doesn’t take long for the shock to wear off and 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.