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
Vanessa and Serenity are led blindfolded to the gloryhole. After giving their enthusiastic consent they are pushed down to their knees before their blindfolds are removed and to their surprise, they are greeted by hard cocks! They immediately dive in, devouring dick until Vanessa ultimately ends up on her back
Vanessa’s husband has long suggested that Vanessa would like his friend, so when he visits from out-of-town, he arranges the encounter. Vanessa discovers the guy is as cute and respectful as he is good at pounding and cumming in her ass.
In this continuation of the second installment of Yes Day Venessa takes on some of the more extreme suggestions of the participants. She takes huge fists in both holes, multiple creampies, throat fucking, deep throating, foot fucking, squirting and finally drinking the cum that she pushed out of her pussy
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.
Surrounded by a room full of horny guys, Vanessa explained her desire to cuck her whore-loving husband. She asked that the guys each write their names on her chest after fucking her so her husband could later see all the people who claimed her. Although the guy’s cum on her
Vanessa Cliff hosts her first gangbang party and welcomes 3 guys and 1 girl to join her at the hotel. They make her squirt everywhere, stuff a dick and a dildo in her cunt at the same time, handcuff her to the staircase, and paddle her ass. She ends up
Miss Pixie has a new trainee in the art of the Pro Domme and it’s none other than Vanessa! After going over the basics of client safety their appointment for the day arrives. This fellow lost a bet with his wife that he couldn’t make it thirty days without jerking
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
In another edition of Live Porn Improv in the style of “Who’s Line is it Anyway?”, Cliff Media performers take to the stage with an audience sharing three total goofball ideas for scenes. The crew settles on a divorce court, with several twists: a poly third is dating both divorcees,
Astrid is having some trouble keeping their motor running. As they tell a group of friends about their engine troubles, Snowqueen jumps in to lend a hand. However, it isn’t long before Snowqueen becomes more interested in Astrid’s other ride. Snowqueen makes Astrid cum over and over with the hitachi
Friends gather for a sexy game of Uno around the table. As they play their cards X realizes that there is far more to this table than meets the eye. After asking Vanessa about it they discover that this particular piece of furniture is sublimely interactive. Astrid, our table, starts
After Vanessa receives a well-earned promotion delivered in a video call with HR, she and the HR manager realize they happen to live in the same apartment building. Turned on by the idea, the manager comes over to her place and they fuck. When Vanessa’s friend drops in, he joins
Josh and Vanessa are making out on the bed in the captain’s chambers of the boat when they hear a noise. They drag the stowaway, Zane, onto the bed to interrogate him. He offers his services as a submissive slut boy for the bisexual couple, which appeases their concern, and,
On her last DoorDash delivery of the night, Vanessa accepts the invite to join an attractive customer in his home by the fireplace. They end up flirting, sucking and fucking. In this close-up POV, his dick is seen sliding in each of her holes, and exploding cum dripping over her
Vanessa wants to come to peace with mortality, imagining what it will be like when she’s no longer alive. A friend offers to help, tying her up in a hearse. She lies virtually nonresponsive, going deep inside her own thoughts while a train of people fuck her immobile body any
It is slam poetry night at the local coffee house and Persephone has a new, profound piece to showcase. Her partner spices things up by giving her a vibrator to wear that she controls while Persephone reads! After climaxing on stage the audience can’t resist getting in on the action
Josh is newly queer, nervous and searching for a place to call home. When he consults a guide to help him find his way he is greeted by a coven or beautiful queers, eager to surround him with love and acceptance. With assurance, trust and beauty he is welcomed with
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,
On Christmas Day, Santa surprises a household of friends with a slutty reindeer and a bunch of elves carrying presents, including lube, dildos, and a free use whore. All kinds of queer shenanigans ensue, celebrating the new year with Santa and his hoes fingering, licking bodies of all genders, and
In this poignant scene from talented Cliff Media director Ty, the colors of the progress flag learn a valuable lesson about division and the transformative power of coming together. The future truly is painted with the rainbow as what starts as the unifying of hands becomes so much more. Clothes
Adrian is standing before the mirror trying to psych themselves up to believe they’re beautiful and desirable. A blowjob fairy emerges to affirm their desirability, and sucks their dick. In this POV scene, Vanessa ends up looking up at Adrian with her face covered in cum.
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.
A sweet sensual massage parlor offers massages to customers of all genders. The masseuse has big hands and a calm demeanor, rubbing knots out of Vanessa’s back, working his way between her legs, then turning her over to play with her tits. Before long, she’s writhing in orgasm on the
Vanessa has a first date with a man she met on Okcupid. They sit and share a drink or two while getting to know each other, having great conversations about desires, what they find attractive and the importance of consent. Vanessa doesnt want to wait and asks him if he
Vanessa and Josh have some very hungry holes, starving, in fact. So it’s no surprise that they enlisted the help of their good friend Colton to help feed that need. Colton is only to happy to oblige and takes turns filling each and every one of them. Josh sucks Colton’s
David and Puppy Jay are out walking when they hear a wolf howl that sounds so close that they worry for their safety and take refuge inside a nearby hearse. Adrenaline leads to getting frisky. But before long, the wolf finds them anyway. It turns out that the wolf is
If you’ve ever felt tired masturbating alone, never fear, the Gangbang Hotline is here for you! Roxie orders one “deluxe gangbang, backdoor style” and finds herself greeted at the door by the Gangbang Hotline representative. The rep, a flirty woman in a “Warning” dress, confirms Roxie’s enthusiastic consent, then ushers
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
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
Vanessa connects with her neighbor and wastes no time in heading over. Without a word exchanged she strips naked and waits in front of the open window for his hard cock to find its way into her eager mouth. In plain sight of all of the neighbors, she turns around
Vanessa loves playing the role of a cuckquean, so when Josh is horny for sucking dick, Vanessa is all in. Sometimes they suck together, making out around the dick, and sometimes they take turns, with Vanessa shoving Josh’s head down to take the cock deep down his throat.
Someone has stolen the royal tarts! The Majesty assembles a trial to get to the bottom of this dastardly caper, bringing in the usual suspects for questioning. In the tradition of a classic nursery rhyme the scalawags are eventually found guilty and choose to be the center of an orgy
Alone in the shower, Vanessa is turned on by the idea of trying out a vibrator in both her holes. She starts on her clit, then slides it in her pussy, resulting in a fountain of squirt. Sliding it in her tight little ass takes some effort, but triggers an
When Vanessa discovered that she could hang a gloryhole cloth in her home apartment, she began posting on sex sites enthused by the idea of sucking as many anonymous dicks as she could. One Saturday, she scheduled guys to come, one after the other all day long, and swallowed 12
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
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