An unassuming couple on a walk through the neighborhood discover a house with the door wide open. Concerned for the people inside, they investigate and discover a trail of panties on the floor leading to a sex dungeon! Unable to resist the temptation our couple decide to take advantage of
As our adventurous naturalists enjoy their fruit party in the forest, they happened upon by a group of lost hikers who are stunned, but fascinated by the scene before them. It doesn’t take long before the hikers strip off their own clothes and get in on the parfait fun! What
Cuddling on the porch, Vanessa and her boyfriend reminisce on their college days. Her boyfriend and his college friends always dreamed they’d get to gangbang a slutty woman together, but it never came to fruition. Vanessa encourages him to reunite the guys and make the dream come true. The group
At “Bottoms R Us”, you can try out your bottoms, the recipient of penetration, before you buy them. Queer bottoms start dispersed around the room on display, some blindfolded, masked or tied up. Tops are handed lube as they enter the store and approach the bottoms of their choosing. The
Headmaster Dick is teaching a class on foreplay and how to turn on your partner. They demonstrate techniques to the class who grow more and more unruly as they already know that there is no one right way to fuck. They ignore the lesson and take off on thier own
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
At a sexy costume party, Maleficunt has a group of innocent bystanders tied together. SuperQueer and Hazel Havoc appear to save the day. Maleficunt is subdued by the superheroes and victims taking back their power. The group fucks up Maleficunt, before turning to each other in a queer morass of
Vanessa’s personal trainer pushes her on the treadmill and machines, but by the time they get to the gymnasium for body weight exercises, the sexual tension is high and their flirting turns into making out with only panties on. Vanessa pulls her trainer into the gym bathroom where she sucks
While on the Vanessa Cliff Slut Fest 2023 summer tour Vanessa and Eris decided to stop by a gloryhole to suck dick together. What starts as simple great time quickly becomes a conversation about the fun differences in consistency and taste of the cocks and cum, like true connoisseurs.
At the gloryhole once again, only this time, the pussy has the power. After complaining that she was tired of sucking cock the script is flipped and these queer cunts get all the love and attention they richly deserve.
The beautiful queers at the Cliff House put a whole new “spin” on a classic game. In an inspiring exercise in honesty, the courage to ask for what you want and enthusiastic consent they explore each other’s desires, limits and fantasies. They play, laugh, suck and fuck their way to
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
Tonight, Vanessa needs dick and cruising tinder she’s found just the one. She calls and tells her partner who happily supports her slutty ways before firing up the car and heading over. Vanessa sucks his cock before he slides inside her hungry pussy for some joyful, passionate fucking.
In a world where bad news seems to come at us without a break, its good to have friends who know just how to keep you centered. After Tobi feels a panic attack coming on, her friends gather around with plenty of assuring words and comforting touch which leads to
Gloryhole week has finally come to a close as our cast and crew gather to talk and laugh and reflect on five days of fun, fucking and glorious queer connection. They tell stories, share vulnerability and build bonds together before falling into passion one last time. The community shares one
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.
Zina Sofia and Vanessa Cliff are always getting in trouble in school. They’re sent to detention and discover the detention room is filled with kink toys. Even though they know they’re not supposed to, they descend into intense kinky play, whipping each other and fucking each others asses while lifting
A demanding Dom, one of Vanessa’s partners plays out their Dom/Sub dynamic, punishing her for breaking their agreement. He flogs her, slaps her pussy until she is squirting from pain, ties her up, slaps her face and fists her pussy until it is sore. Despite the pain, or perhaps because
A bunch of queer friends gather to share their sex toys, showing each other their favorite vibrators and dildos of all sizes. The toys become the impetus for an orgy full of gay, lesbian and pansexual sex, including fucking with a monster dildo and fisting. Sex toys and lube fly
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
Vannesa interviews gloryhole fanatic Serenity Serenity while Serenity is busy sucking three different cocks! The questions get deep and the cocks get deeper as Serenity reveals the lure of gloryholes, why she loves them and why they are so popular all while Vanessa rubs her pussy, turned on by the
The preacher is preaching abstinence but the crowd ain’t having it. The tables turn when the preacher learns a lesson in the spiritual desirability of a hot sexy orgy.
Is there anything better than greeting a new day with a slow, sensual fuck? Better than any cup of coffee Vanessa and Puppy Jay wipe the sleep from their eyes before plunging into one another. Vanessa sucks their cock and Puppy Jay licks her pussy until they are covered in
Much to Vanessa’s chagrin, her boyfriend is an avid gamer and more interested in completing his quest than assuaging her endless sexual desire. He sets up a fuck machine to keep her occupied while he plays his game, until finally her arousal and flirtation gets his attention. By the end,
Vanesssa gently and lovingly masturbates in this slow and sensual solo video. While she touches and appreciates her body she talks to us about her process of self love, describing what happens in her mind and body. It is an intimate journey into the deep thoughts of a remarkable queer
A book club gathers for their monthly discussion of the latest edition but it seems that this month’s selection has left our curious queers with some burning questions! Watch as they explore masturbation, cunnilingus, and fellatio, learning more and more about what feels good and opening up whole new ways
Even though she loves getting stuffed by as many dicks and dildos as she can get, Vanessa’s holes seem inevitably tight. In this fisting gangbang, Vanessa asks a room of guys to help stretch her holes, including big dicks filling her ass and big hands stretching her cunt.
Vanessa and her boyfriend are so in love and Vanessa reveals that she wants a baby, but her boyfriend cant help her conceive! So together, they hatch a plan. After calling all of the people they know the room is soon filled with willing and consenting donors to help her
Dahlia grew up home schooled in a very conservative family. As a result she never got to experience important, coming-of-age events like prom. Well her partner feels compelled to do something about it and gathers friends for an adult prom complete with a game of sexy spin the bottle. This
Doctor Cliff has the magic touch and just the right prescription for her two patients. Nothing cures what ails you better than giving and receiving pleasure and she proves it by inviting both patients to her house later for a playful threesome. Vanessa get toyed by a massive dildo while
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
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
Rouxx and Vanessa take a ride in Captain Picard’s hearse. They talk about their shared love of goth culture and interest in death, a connection that sparks sexual tension. The three lose themselves the kisses, licking, and fucking, experiencing “la petite mort”.
The first time Cliff Media ever hosted a live porn workshop at Hawks PDX bathhouse! An audience lounging on the bathhouse patio came up with the wackiest ideas for scenes that launched the Cliff Media team into hysterics, creativity and, of course, orgy. Thanks to audience participation for held the
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 and her friend bet on the baseball game. She is so confident in her team that she tells him he can fuck all three of her holes if his team gets even one home run. Turns out his team is more competent than she realized, so she’s compelled to
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