Interviews in the Raw: Going Deep at the Gloryhole

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 intimacy and of course, the show.

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Pain Therapy

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Cliff Media’s Christmas Special: Santa, Elves and Some Hoe Hoe Hoes

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Accidental Threesome: Booty-Called Two Dates

Masturbating at home, Vanessa was feeling urgently horny. To ensure a hookup that night, she texted multiple guys and, unexpectedly, more than just one showed up. Although the guys were surprised, they took advantage of the opportunity for a hot threesome, resulting in the creampie Vanessa had been craving.

Everyone has gathered for a hot kinky orgy at the Cliff House and these sexy humans waste no time in getting right into it, sucking, fucking and spanking. One of our kinky queers, however, is feeling a bit overwhelmed as they watch on. Our emotional support slut Steph notices and Tina makes the decision to take care of themselves and go to the dungeon to find a quiet space. Once there they quicky discover the dildos and cannot resist making the most of their quiet time. Serenity and Steph go to check on Tina and within a few moments all three find themselves in a mini-orgy of their own while the hot action continues in the other room.

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Everyone has gathered for a hot kinky orgy at the Cliff House and these sexy humans waste no time in getting right into it, sucking, fucking and spanking. One of our kinky queers, however, is feeling a bit overwhelmed as they watch on. Our emotional support slut Steph notices and

Stretching Her Cunt with a Huge Dildo

When her partner gets a new giant dildo, Vanessa is excited to see how deep she can take it in her cunt. She spreads her legs on the livingroom floor, measures it, guessing her capacity, then pushes herself while he shoves it in her. She orgasms hard from the pain

Mutual Masturbation Therapy Session

Steph leads a group of friends in a session of mutual masturbation as a form of therapy. They learn to celebrate themselves through explorative touch, rubbing and fingering their way to glorious orgasms until eventually things heat up to the point where they can’t help themselves and start to stroke,

Grim Reaper Ride

When they called for a ride, Astrid and Entropy never expected to be picked up by the Grim Reaper. They succumb to their fate and decide to spend their last moments fucking each other – and even invite the Grim Reaper join them.

Fuck-A-Palooza 2025: Verbal Consent

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Portland Pajama Party

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.

Middle Finger to Fatphobia

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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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