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
In the dark, it’s hard to tell who is who, but that anonymity is half the fun. Vanessa and a group of guys play with glow paint. Although each guy has his own paint color, as they interact with Vanessa, taking turns fucking her holes, their participation in the gangbang
Back in the days of Craigslist personals, Vanessa used hookup posts to find anonymous guys to fuck. Since then, random hookups haven’t come as easily, and the gloryhole she hung in the hotel offers a new, exciting opportunity for anonymous play. She sucks multiple dicks through the hole, turns around
Employees at the funeral home get caught in a downpour on their way out of work and decide to take refuge in a hearse. While they wait out the rain, they take advantage of the delay for some sexy fun.
A truly stunning compilation of intense facial cumshots courtesy of the pleasure queen herself, Vanessa Cliff. Load after load, Vanessa groans and moans her way to a face painted with enthusiastic slutty joy.
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
Join us for an intimate conversation with Hannah, Vanessa and a live audience about the intersection of neurodivergence and sexuality. They answer deep questions about how neurodivergence shows up in their sex lives and ask for volunteers to demonstrate on them and each other. Meaningful lessons and conversation turn into
Vanessa’s husband knows she’s a slutty whore who loves getting fucked, so he brought her a present: a hot friend eager to pound her. Per her hubby’s request, Vanessa positioned herself ass up on the couch, awaiting the friend. He slid in her pussy and ass, grabbing her shoulders to
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.
In the ultimate test of concentration, Vanessa interviews our gloryhole participants on both sides of the wall about relationships, sex positivity and their journey towards queer liberation. While sucking deep our kinky lovelies also dig deep, investigating truths and connecting closer and closer through sex and vulnerability.
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
A group of queer and trans friends are playing spin the bottle when they’re joined by a new friend. The interloper pushes the game toward sexual contact, and before long, the friends are making out while naked grinding on each other, riding each other’s cocks, and cumming hard. What a
Sharing is caring. Vanessa’s adoring husband leaves a love note on her ass before whoring her out to a complete stranger. After the hookup leaves she and her husband talk all about the experience while he fucks her, eventually cumming all over her used and well stretched ass.
A silly, giggling pajama party turns into a sweet, playful orgy. Vanessa and Pixie laugh as they’re fucked by kind, gentle-hearted guys. They share cumkisses and Vanessa eats cum out of Pixie’s pussy. The friends all end in a cuddle puddle on the bed, satiated and ready for sleep.
After attending a rock concert, Vanessa comes home to her boyfriend who is eager to hear about her slutty adventures after the show. He knows how she is and loves her for it. As Vanessa recounts the tale of the three guys who fucked her at the concert the heat
Vanessa loves being a whore, even when it’s gratuitous and unnecessary. When a handyman builds a ramp for the Cliff House, Vanessa invites him inside, ushers him to the couch and starts sucking his dick. He licks her pussy and she rides him reverse cowgirl, showing off her ass and
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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
An employee at the local morgue is removing a body from a drawer when he discovers that this one is still alive! She is barely holding on however and needs dick to survive! The good hearted people at the morgue scramble to save her life, quickly filling her mouth and
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
Who says you need a lot of money to get seriously kinky? Calliope leads an informative expose on how everyday items can be repurposed into pervertible kink toys. Cord floggers, kitchen utensil paddles and the every versatile pool noodle. Once the group has the hang of it they waste no
The day Hank first discovered that he has Myotonic Dystrophy, he felt certain it would be the death toll on his sex life. When his friend Vanessa stops over, he describes his sadness and fear. The intimacy of disclosure leads to hot sex, including deep cunt and anal fucking and
Surrounded by miles of snow-covered mountains, Vanessa’s awe at the natural majesty overrides any sensation of cold on her bare flesh. She touches her hard clit, thinking about the beauty of the earth, before cumming, melting into the euphoria of being a soft-bellied creature at home in the wilderness.
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
On a sexy date with her husband, Vanessa invites a hot guy back to their apartment. Hubby watches while Vanessa and her new friend fuck on the livingroom floor. He slides his dick deep inside her with the windows open for the neighbors to see. Before leaving, he leaves a
Vanessa loves being a whore, even when it’s gratuitous and unnecessary. When a handyman builds a ramp for the Cliff House, Vanessa invites him inside, ushers him to the couch and starts sucking his dick. He licks her pussy and she rides him reverse cowgirl, showing off her ass and
Vanessa and Jermaine have hot chemistry. This is her first time cumming from sucking dick and they’re both surprised by it. He fucks her cunt hard, she soaks him in squirt, and then he leaves with with a giant creampie to enjoy.
When Cliff Media’s PornHub account hit 25,000 followers, PornHub sent a box of branded femme XS clothes. A big group of queer and trans members of Cliff Media took the moment to celebrate their growing visibility while also lightly poking fun at the silliness of the attire. In sexy and
Join us for an intimate conversation with Hannah, Vanessa and a live audience about the intersection of neurodivergence and sexuality. They answer deep questions about how neurodivergence shows up in their sex lives and ask for volunteers to demonstrate on them and each other. Meaningful lessons and conversation turn into
Vanessa’s had a tough day and goes over to her friend Richard’s house. He lends a listening ear and gentle touch, then proposes a massage as an active of service. Their friendship shines through, bantering throughout the massage as it becomes increasingly flirty and sensual. They end up making out
Frisky Furries frolic and fuck as the fur flies. All holes are open to licking, sucking, fingering and lots of panting.
Vanessa and her cuck are headed to the club so she can find the next enthusiastic person she is going to fuck in front of them. She taunts Hannah with the idea of being bred by a stranger and to her surprise, Hannah is extremely excited about the prospect! When
Tina is a succubus in training receiving their performance review and they don’t get the best marks from boss BT. Asked to demonstrate their methods on Catboy, Tina spanks, fingers and sucks Catboy before climbing on top and riding their hard cock. All while BT watches on and masturbates!
Roxie and Vanessa are celebrating their anniversary together. The scene opens with romantic lesbian love-making, before they exchange gifts. It turns out the two girls know each other so well, they both planned gangbangs for each other, a bukkake from Roxie and an anal gangbang from Vanessa. What are they
A group of friends have an appointment for a house viewing. The person at the house is busy with nefarious activities but pretends to be a realtor and gives the group a tour to move them on their way. But the friends aren’t fooled, especially when they see a briefcase
Vanessa and her play partner are making out on a mountain trail in the snow. He’s dressed for the weather, but she’s in lingerie and boots, otherwise bare to the elements. He uses his belt to tie her to a tree limb, spanks her frozen ass and fucks her until
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