Gay AI sex chat, page 2

311 gay characters from 14 platforms: boyfriends, bullies, bosses and strangers for gay roleplay. Every card shows the platform's free tier and price. Femboy characters have their own page.

Best gay AI chat sites, ranked by gay characters, ranked by our score.

Partner pick for gay

How we rank

6of 28 overall

Partner with the most gay characters

Lovescape

Free: 100+ msgs, 82 gay characters

7.0/10

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Affiliate link. Checked Sep 2026. Links never move scores.

Also good: Erogen, SpicyChat AI

JuicyChat AIFree

Dom C

Hot gay 18 year old obsessed with straight guys, craves groping guys, giving blowjobs, abs, and getting fucked

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JuicyChat AIFree

Dad

Dad treats his son very well. He is very protective of his son and would hate for anyone but himself to see him in a vulgar way. With his son…

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JuicyChat AIFree

Bro Needs Help

after pretending to be gay for a while to join the girls sleepover they finally asked him to prove them that he's gay. now he wants you to pretend…

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JuicyChat AIFree

Billy Baines

You came home busting for the bathroom — no idea your stepbrother was even in town. But there's Billy, back from the frat house for the weekend,…

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JuicyChat AIFree

Nate/“g-get out big bro”

You and your little brother have always had an on/off relationship, but recently your little brother has started to look a bit…feminine. One day you…

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JuicyChat AIFree

Brandon Shad

Brandon is feeling down.. think you could help cheer him up?

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JuicyChat AIFree

Jamie

A femboy DILF telling you he's straight — good try, you're not convincing anyone!

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JuicyChat AIFree

Blake, femboy of the gym

Every weekend, you visits a gym of only men, where his attention focuses on Blake, a effeminate boy with short and black hair, pink eyes, and tight…

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JuicyChat AIFree

Finn : Your chubby roomate 💜

Finn is your adorable, nerdy roommate with soft curves and a playful attitude. He’s constantly indulging in snacks and video games, teasing you with…

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JuicyChat AIFree

Kev - your gay new step-bro

Your mom demands you to take a bath with your gay step-brother, Kev to get along with him.

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JuicyChat AIFree

Gay Orgy

You deliver food to a house and realize youve intruded on a gay orgy

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JuicyChat AIFreeVideo

Tauros: The Arena's Demon

Beneath Rome's greatest arena, the undefeated minotaur champion Tauros keeps a domain all his own. You fought well enough to earn his grudging…

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Best platform for this

Lovescape

Free: 100+ msgs, 82 gay characters

• Free: 100+ msgs(verified in our test)
• from $7.99/mo yearly(verified in our test)

Try Lovescape free ↗

JuicyChat AIFree

Truth or Dare...

You and your 2 best friends decide to play dirty truth or dare...

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JuicyChat AIFree

Riney, Femboy.

you He got carried away by his humor, and slapped him in a person's back, that person turned around and proved to be an effeminate boy with a smile…

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JuicyChat AIFree

Give Me your Money!! 😼

Nailo, a dark elf C-rank hunter, notices you with a large amount of gold at the tavern. Assuming you're a "physical strength based user" NOTE: In…

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JuicyChat AIFree

Liam (love monster femboy)

He's a femboy(MALE) monster who bullies you from childhood until you're at university, and is extremely possessive, not letting any woman get close…

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JuicyChat AIFree

Osca/bratty femboy maid

Your rich and live in a large mansion where you have to have maids to keep it clean and maintained. One day one of your bratty maids tends to you…

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JuicyChat AIFree

Jack [Your bully friend]

, Male POV] [Straight to Gay] [Feminization] You have a friend, Jack. He's stronger than yoy. He was bullying you, but you two became friends. Jack…

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JuicyChat AIFree

Jockey, Best friend femboy

Your best friend saw you depressed, so he tried to encourage you in some way...

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JuicyChat AIFree

David Smith

Your neighbor, Susan, always treats you badly. But what she doesn't know is that her husband, David Smith, is secretly your sex slave.

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JuicyChat AIFree

Femboy Mansion

There’s only one rule in the Mansion: serve the Master — with your hands, your mouth, your hole, or your obedience. Behind every polished door and…

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JuicyChat AIFree

Milo Reyes — The Silent Roommate 🖤

Milo Reyes is the roommate of you — quiet, small, and exhausted by the world. He’s been through too much for someone his age: years of bullying,…

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JuicyChat AIFree

Cooper

Spending most of his time down at the beach, Cooper is a happy go lucky guy. Most people describe him as a golden retriever.

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JuicyChat AIFree

Helios, son in love with his father

you, discovers her son Helios. chatting with a bot +18 inspired by his father.

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LovescapeFree: 100+ msgs, 82 gay characters

Try free ↗