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
Huddling by her tent in the snow, Vanessa notices a lost and shivering hiker. She invites him over to get warm, shedding her clothes to soothe him with skin-to-skin contact. They end up fucking and the hiker’s kink side emerges as he rubs ice on her chest, so cold it
Sounding, a kink involving inserting a thin sex toy into the urethra, initially intimidated Vanessa. When she saw the sounding toys in her friend’s house, she isn’t sure what to think, but he offers to teach her. In this intimate and real encounter, Vanessa and her friend slowly explore sounding
Tina plays the cello for some friends before stopping, clearly distressed. When they ask them what’s wrong they admit to dealing with imposter syndrome, feeling not good enough to chase their dreams of being a rock star. Their friends leap into action by painting their cello case and soon enough,
Cedeh’s partner is mostly okay about his plan to hookup with Vanessa, but just to make sure, Vanessa and Cedeh check-in on boundaries. Conversations about relationship limits, STI results and consensual sex inspire a hot play session with mutual oral, fisting and Vanessa’s first assjob. Ethical non-monogamy is sexy!
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
A selection of some of the hottest rimming sequences from scenes over the last several years of Cliff Media’s unique, diverse productions. Featuring anal licking, fingering and fucking this compilation has everything an ass lover could want.
Vanessa rubs her pussy while reading a sexy story. Meanwhile, her husband whispers to her from the other side of the wall, telling her his fantasies about what he wants to watch her do. She is only too happy to oblige and is soon on her knees expertly giving pleasure
In this poignant scene from talented Cliff Media director Ty, the colors of the progress flag learn a valuable lesson about division and the transformative power of coming together. The future truly is painted with the rainbow as what starts as the unifying of hands becomes so much more. Clothes
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
Something is amiss as the Porn Scene Investigator squad arrives at the house in search of clues. They quickly discover dildos, condoms, squirt blankets and loads of evidence, everywhere. They deduce it must be Cliff Media. They are forced to hide as the brew arrives for more fucking but they
In this installment of Cliff Media’s live porn workshops the audience was treated to an informative Q and A and a hot, sexy version of red-light green-light called “Rumble and Dance”. No matter which one, however, this improvised orgy had it all. Blowjobs, fucking, anal, cum shots, and more.
On the morning after a full day of orgy fucking, the group of queer swinger friends are STILL horny. Although sex started in a sleepy cuddly sort of way, it turned into a heavy queer orgy, with oral leading to heavy squirting, anal and DP, gay, lesbian and pansexual sex,
A sweet babysitter in her early 20s is done with her shift and sitting on the couch waiting for the stepdad to come home, masturbating to amuse herself. He arrives earlier than expected and walks in on her. Although she is initially embarrassed, the exposure results in admission that they’ve
In a wholesome expression of healthy non-monogamy, B.T. Frasier and her husband explore hotwife play with their sexy friend. It is clear that B.T.’s husband adores her and, while watching and filming the rendevous, he encourages the play. Their friend licks and plays with B.T.’s pussy then fucks her hard
On Christmas Day, Santa surprises a household of friends with a slutty reindeer and a bunch of elves carrying presents, including lube, dildos, and a free use whore. All kinds of queer shenanigans ensue, celebrating the new year with Santa and his hoes fingering, licking bodies of all genders, and
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
Vanessa takes the initiative, never ashamed to ask for what she wants. This time, she needs her lover’s cock inside her and sucks it deep down her throat. She rubs his cock against her clit before sliding it inside, riding him until enjoying a mouthful of his hot, sticky cum.
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
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
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.
Josh has only recently started exploring his kinky subsmissive side, but when he tries something new, he likes to go all in. He asked Vanessa to dom him hard, so she tapes his eyes shut, ties him up and paddles his ass. Then she brings him to the ground, breaks
Even though you’re in your own home, Vanessa is thinking about you, craving your touch, wishing she could lie next to you. She touches herself and invites you to do the same, to connect with her across distance. She offers instructions on masturbating harder and faster, then slowing down before
Tina Sparkles directs in this scene focused on the prevelence of fatphobia, not only in porn, but in society at large. At a dinner party conversations shift to experiences with fatphobia in peoples lives and and ultimately to Tina showing how sexy and desireable all bodies can be. This scene
A sweet babysitter in her early 20s is done with her shift and sitting on the couch waiting for the stepdad to come home, masturbating to amuse herself. He arrives earlier than expected and walks in on her. Although she is initially embarrassed, the exposure results in admission that they’ve
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 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.
This game explodes into erotic juicy fucking as sexy queers tell all and dare to do it all. Nobody has to answer a question or do a dare that they don’t consent to. As it turns out… Everybody wants to!
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
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,
The Princesses have come together to be pampered and massaged by enthusiastic femmes who live to serve. Kneeled at the feet of the royals our beautiful femmes suck on toes, give sensual rub downs and feed grapes to Roxie, Gianni, Kitty and more. Hannah gets her ass fucked hard as
Rouxx, the fairy librarian, is curious about femmes, having never tasted pussy, but was notoriously too shy and awkward to ask. As they are walking home they are approached by a dark entity that warns them of a lonesome future if they can’t find the courage to seek their truth.
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.
Exhausted by dating apps, friends of Vanessa and K.L. set them up on a blind date, literally. Both are blindfolded before they meet each other and they spend an hour having intensely hot, romantic sex without knowing or needing to know anything about the other’s identity or physical appearance.
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
Zina and Vanessa are on a date weekend, turnt up and horny after a sexy dancing night out. They run into Vanessa’s friend from the swinger lifestyle and the lesbian couple invite him to join. Vanessa swoons watching her girlfriend gets deepthroated and ass fucked. Then Zina, a trans woman,
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