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,
Vanessa Cliff and her girlfriend are making out, feeling horny and adventurous. They call four of their guy friends to join them in an orgy. The girls hold hands while they’re fucked by multiple guys at once. The guys make the girls cum hard, use vibrators for forced orgasm, spitroast
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
The camera finds a group of swingers engaged in a gonzo-style, unplanned orgy. Two guys stroke each other’s dicks, watching and preparing to jump in. Foxie is fucked repeatedly lying face down on the egde of the bed, ending up with cum spilling out of her holes. T Mx fucks
An intimate exploration of foot worship and the extremely popular fetish that centers around feet. Heckinsoft teaches a room full of curious kinksters about why people love those toes before everyone practices what they’ve learned on each other. This includes foot washing, toe sucking, foot jobs and anal foot fucking.
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
Nytoa Carbon hosts a conversation about spanking and the ways in which it can be affirming to large and small humans alike. After the discussion the foursome decides to indulge in a little spanking and fucking of their own.
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 and her husband are never afraid of the next adventure, this time inviting a friend over for a bit of threesome fun. They take turns sharing their friends cock before putting Vanessa between them for some hot DP action. It’s amazing what memorable experiences loving compersion can create!
It’s that time again, Time for the next installment of Yes Day, a day that celebrates the power of saying yes. Vanessa is ready for anything and gets down to it after hearing the ideas of participants, from the vanilla, to the downright extreme. Watch Vanessa sucking cock, getting fucked,
A Halloween party turns steamy when a rabidly horny unicorn arrives. More than 25 party guests descend into queer, sensual and kinky play, licking clits, dicks and dildos and getting fucked in the cunt and ass. The horny little unicorn is restrained, flogged and fucked, until she curls up with
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
In this imagined scenario, an intern applies to participate in Cliff Media as a service sub. While preparing release forms, B.T. and Vanessa find their feet caressed and licked by the sub under the table. They all make their way to the bedroom where the three take turns worshipping the
Two slutty friends meet in the parking lot of a seedy motel and head inside to fuck. Their chemistry is off-the-charts: she cums just from sucking his dick and rides him like nothing else exists. By the time he’s fucking her ass, she’s so wet that her squirt is sufficient
The Grand Avenue Inn offers an unusual type of room service: a Happy Hour Bukkake, in which as many gentlemen as desired come to your room to coat your face in cum before your night out. Vanessa’s order is fulfilled beyond her wildest dreams. She blows and fucks 22 men
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
An apartment manager meets Tony and Vanessa at an empty rental unit as they look for a new home. The young couple instantly falls in love with the place and begins dreaming of their future together. As they envision baking and parties in different rooms of the house, their romantic
This scene explores the power of every day affirmations when it comes to gender and dysphoria. Emerson is not a fan of the new top he is trying on which brings up tough feelings around his identity. After heading over to a queer clothing swap however, he soon finds plenty
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