When ship Captain Vanessa catches wind that Bramble, a member of her crew, has been organizing a mutiny, she threatens to push her crew overboard. Reconsidering the situation, she decides to drag them to her quarters instead. On her bed, she convinces SheBWitch to turn against Bramble and instructs her
Girlfriends Roxie and Vanessa go on a date to play at the gloryhole. They talk and laugh about what feels good before getting down to it, sucking deeply on dick and loving on one another. Vanessa gets fucks hard while Roxie masturbates in front of her before Vanessa receives a
The celebrants have gathered to dance and frolic around the fire at a festival of sex and desire. The power of their joyful arousal summons the Lust Fairy who offers to cast a spell to lift the passion to even greater heights to which everyone agrees. What begins as an
Two porn performers, Mista D and Vanessa, take on a fun challenge: answering meaningful interview questions about their lives and choices in porn while Vanessa is suspended and fucked. Opening with gonzo-style, behind-the-scenes footage, Vanessa fluffs Mista D and stretches her ass around his cock, then Mista D and Josiah
The third installment of Cliff Media live porn, composed, produced and performed in front of a live audience at an event in conjunction with Sex positive Portland. In this hilarious improv the performers embody their favorite mystical creatures, a demon, a vampire, a unicorn and more. We all get into
During Vanessa’s “Yes Day” gangbangs, she enthusiastically consents to anything, as long as it’s in good spirits and a sex act porn sites will allow. In the second hour of “Yes Day” 2025, Vanessa is already a thoroughly used whore, entering glorious subspace, but still has enormous horny energy to
Romantic sex doesn’t always start with big gestures or fancy dates. As cohabitating romantic partners, Jimmy and Vanessa are folding laundry, bantering, flirting, and leading to hot sensual sex.
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
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.
Vanessa and her boyfriend have a free use agreement: her mouth, cunt and ass are available to her anytime he wants. While she’s outside gardening in the backyard, he lifts up her sundresses, pulls off her panties and slides in her cunt. He’s first in standing fuck, then doggy style,
Even though Vanessa loves drinking cum and has swallowed more people’s loads than she could possibly count, she had never previously tasted her own squirt. Something about it felt nasty, but she’s also turned on by nasty and taboo kink. Her partner makes her squirt, catches it in a glass
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
Sometimes, teamwork truly does make the dream work. Two amazing queer people turn giving their friend pleasure into an art, working together on their cock until they are both rewarded with a shower of cum.
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
Two college guys are hanging out and decide to order a pizza. When the delivery girl shows up at the door however, she has more than one kind of pie on offer. Vanessa invites herself in and soon is on her knees taking both of their cocks in turn. The
Vanessa gets interviewed and answers candidly about a variety of subjects including challenging oneself to try new things, the therapy of being silly and loving the body you are in. A few enthusiastic volunteers arrive to help and after sucking three cocks through the gloryhole she goes full goofball, wearing
After Vanessa picked up Sunshine from the airport, she was turned on by his cute smiles and he wanted to thank her for the ride. He got her up on the bed, leaned over from his wheelchair and sucked her clit until she came hard. After transferring to the bed,
Vanessa’s housemate surprises her with a song they wrote for her. Amazed, Vanessa laughs in joy and begins sucking their dick, before they fuck her on the floor. Together, they reprise the song with her face coated in cum.
Vanessa and her date return to their hotel from a fancy outing, dressed to the nines in a skimpy dress, lacey stockings and for him, a suit. They are full of romantic and sexual desire for each other. She blows him, he finger fucks her into intense squirting, and she
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,
Vanessa is very excited about her first time fucking someone through a gloryhole. She fingers her pussy while talking about setting it all up before her “date” arrives. She quickly slides her lower body through the hole offering up her cunt to be licked, fingered and fucked. A moaning and
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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
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
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
A fun loving group of naturalists gather in the woods on a beautiful day to have a fruit party! After covering each other in fruit and whip cream they all dive into the tasty desserts they have created, licking and sucking in the sun. However, there is a big surprise
Hotter than the gentle candles made for sex, this normal paraffin candle drips fire. Vanessa is turned on by pain, and the handcuffs and blindfolds make the wax even more intense while she waits in uneasy anticipation for each drip. Submitting to her partner, she cums and squirts several times
Long-time friends, porn stars and producers, Vanessa Cliff and Jermaine Lavender, hang out with fans on OnlyFans Live. They divulge details about their personal lives, she sucks his dick and he fucks her ass, all while talking and laughing each other and their viewers.
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
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
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
Our couples are struggling on how to talk to each other about sex and have been asked to write it down instead. Enter the Super Horny League! Swooping in with the power of effective communication they quickly lend aid and our couples discover courage and compromise can bridge nearly any
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.
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 an orgy at the Cliff House, Tina watches a crowd of kinky queers getting down to the serious business of pleasure. Soon however, Tina finds themselves overwhelmed by all the action. Steph notices and after inquiring about how they are doing, Tina takes care of herself and retires to
About 10 minutes after “nice to meet you”, Vanessa is busy fucking a guy who likes pussy close-ups and POV camera angles. There’s unexpected heady chemistry with this stranger / new friend. Vanessa’s eye contact begs and teases while deepthroating and riding his dick, until he cums all over her
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