Colors of the Flag

Huge Fist Destroying Pussy of Little Pain Slut

His first time fisting anyone, Vanessa’s friend is excited to slide his big hand inside her wet and eager cunt. She is turned on by a challenge so she takes his hand and vigorous thrusting, even though she’s crying out in pain. By the end, she’s left a broken but

Massage Turned Rough Anal Fuck

Professional masseuse Vanessa is an expert in knowing how to help her clients relax. She begins with a slow, sensual rub down before taking his cock deep into her mouth. Soon after her client takes over, dominating her and making use of every one of her skills. He fucks Vanessas

Gender Discovery

Entropy transitions from femme hair to buzz cut before our eyes. His head shaved in real time, on camera surrounded by supportive sexy queers who care for Entropy and then dominate and fuck the shit out of him and each other.

Promotion Party: Coworkers Devolve into Hardcore All-Gender Fuckfest and Eating Cake Off Ass

A group of coworkers and their partners gather for what they anticipate will be a boring, obligatory promotion party. But when the new manager’s speech runs long, they are silenced with a trail of cake down their shirt. Chaos brakes loose, descending into hardcore all-gender fucking, including pussy licking, dildos,

Spontaneous Bi Exploration at the Gloryhole

In the voyeur room at the gloryhole Vanessa is excited to be watched doing what she loves most, being an eager and enthusiastic whore! She starts by sucking cock before getting fucked through the hole. Pretty soon our onlookers can’t just sit and watch anymore and get in on the

Erotic Language Class

“May I verb your noun?” is a terrific way to ask for consent, but what if you wanted something more…specific? Tsukiko helps a group of friends discover ways to use erotic, even dirty talk to expand on what they want resulting in some of the hottest one on one and

Fucked in the Gloryhole Morgue

An employee at the local morgue is removing a body from a drawer when he discovers that this one is still alive! She is barely holding on however and needs dick to survive! The good hearted people at the morgue scramble to save her life, quickly filling her mouth and

Wrapped Up in a Book

In the style of the “Choose Your Own Adventure” series, Puppy Jay and K.L. are initially bored with their books until the librarian hands them a magical book that transports them to a world of fairies, bondage and free use fucking. The woodland creatures use our adventurers in all of

Kink-Abled

Sunshine and Astrid show us all just how some of the everyday things they use to help with their disabilities can be used to take kinky sex to a whole new level, with just a little imagination. After a brief demonstration of licking Astrid’s cunt the rest of the group

College Girl Delivers Pizza to 2 Cute Guys and Gives Them the Night of Their Lives

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

Yes Day 2025: Part 2

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

Black Queer Directors Whose Leadership, Creativity and Joy Need to Be Heard

In the face of racism, homophobia, and transphobia, it is a powerful choice for Black queer folks to bring their own truth, stories and fantasies to adult media. Deep gratitude to some of the incredible Black queer directors and performers in Cliff Media scenes, including Nyota Carbon, Tsukiko, K.L., Kitty

Witches Empower a Baby Queer

Josh is newly queer, nervous and searching for a place to call home. When he consults a guide to help him find his way he is greeted by a coven or beautiful queers, eager to surround him with love and acceptance. With assurance, trust and beauty he is welcomed with

Cuckquean Threesome: My Girlfriend and I Invite a Third

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,

Self-Exploration in Chastity

Hannah reveals the secrets of her practices of self-love in this episode of the real masturbation series. Get up close and vulnerable with her as she talks about how her gender journey changed how she touches herself and celebrates her body. Locked away in self-imposed chastity, she rides her favorite

Live Porn Workshop at Hawks Bathhouse – Astronauts in Outer Space

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

Peaches Suffers for Empress

Peaches Slater submits to the sadistic whims of Empress in this suspension and rope bondage scene. The scene opens with a negotiation before Peaches is bound and find herself quicky swinging from the rig enjoying spanks, pinches and torments.

Dick Hungry Sluts Blindfolded at the Gloryhole

Vanessa and Serenity are led blindfolded to the gloryhole. After giving their enthusiastic consent they are pushed down to their knees before their blindfolds are removed and to their surprise, they are greeted by hard cocks! They immediately dive in, devouring dick until Vanessa ultimately ends up on her back