Yes Day - Winter 2025 - Part 1

Gamer Slut Fucked While Playing Fortnite

Vanessa and her housemate have a friends-with-benefits arrangement that he can use her any time he wants, as long as she’s not doing anything too important. She’s a n00b at Fortnite so the game isn’t high stakes, but she’s not about to stop just because he walks in waving his

FemDom Bondage, Impact and Destruction

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

Starbutts: Gloryhole Customers Ordering Coffee with Special Cream

A quick stop at the coffee shop before work turns into more than anyone bargained for. Vanessa orders a cup to go but needs a little cream to get it just right. This coffee shop however has a special recipe and in order to get it, she will have to

Twister Gone Wild: All-Gender Orgy Party

A group of friends are joking about flirty indiscretions and challenge each other to a crowded game of Twister that quickly turns into kissing, fondling, and blowjobs. Around the room, people descend into groups of fucking, including Vanessa, a slutty pansexual woman, taking dicks and dildos on all sides, a

Peach Packer 2000: Focus Group Testing a Giant Anal Dildo

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

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.

Anti-Porn Protestors Find Ecstastic Pleasure in a Kinky Queer Orgy

A bunch of angry protestors march in the street outside a house where a porn production company is filming scenes. Vanessa, the CEO of the company, comes outside to talk with the protestors. After they call her a whore and shout epithets about her work exploiting women, she invites them

Sexy Swag

Pearl aways throws the best parties and everyone has a sexy good time. This one comes with a mystery swag bag of toys that attendees get to use on themselves and one another! Dildos and dicks, fingers and lips, these party goers fuck and suck and lick well into the

Cozy Intimate Masturbation

Instead of showing the performative masturbation expected by the mainstream porn industry, each participant in Cliff Media’s “Authentic Masturbation” series touches themselves exactly however they would alone, with a voiceover explaining why they do it the way they do and what it means to them. Tinasparkles describes their process of

Panic When Admitting Your Crush

Telling someone how you feel can be terrifying. This is the dilemma Tinasparkles finds themselves in when a friend of their roommate comes over to make some arts and crafts. After a lot of encouragement Tina plucks up the courage and lets him know how they feel and are thrilled

3 Tech Bros Fix the Girls’ Internet One Orgasm at a Time

Vanessa and her girlfriend, Zina, are making out in bed but before they can get into it, Zina has a quick thing to do for work. After discovering that the internet is down Zina calls for a repair team to come but as they wait for them to arrive Vanessa

Friends Fuck and Soak the Bed

Two friends, Jermaine and Vanessa, chat about sex in the swinger lifestyle before fucking on the bed. He pushes her face on his dick and she eagerly devours it. He fucks him deep and she orgasms hard, soaking him in squirt.

Porn Scene Investigators

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

Bottoms R Us: Try Your Sluts Before You Take Them Home

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

Couple Thrilled about Life in Their New Home

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

Masturbating in Front of a Broken Mirror

Mirror, mirror, on the wall…Vanessa shows us that we are all beautiful, all desirable no matter what we think we see in the mirror. She caresses and strokes her body to a steamy climax in an act of pure self love.

Foot Workshop

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.

Cumming Hard Her First Time on a Sybian

When a friend introduced Vanessa to a Sybian, the vibrating bronco of the kink world, she took the opportunity to give it a spin. Her kink motto: try anything at least once. With remote in hand, she explores the pace and positions that bring her to the strongest orgasm.