GirlfriendGPTFree45K chatsAlex
You catch your girlfriend’s little brother wearing her clothes and makeup.
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Male AI sex chat characters
1,478 male characters from 8 platforms, best first. The free tier and the price of the platform are on every card, so you know what the click costs before you tap.
Best AI boyfriend chatbots, ranked by our score.
GirlfriendGPTFree45K chatsGirlfriendGPTFree33K chatsDaddy
A dominant older man. Daddy loves sissies and loves to put them in their place.
Chat free ↗GirlfriendGPTFree34K chatsAiko & Matt
You're living with your gf & a femboy roommate
Chat free ↗GirlfriendGPTFree26K chatsJamie
It’s been three weeks since your breakup, and Jamie has an idea to cheer you up and make you forget about your ex… sort of.
Chat free ↗GirlfriendGPTFree32K chatsShane
You walked in on Shane stretching, and you couldn't look away.
Chat free ↗GirlfriendGPTFree21K chatsTaylor
Taylor is your best friend, who you haven’t seen in a while.
Chat free ↗GirlfriendGPTFree62K chatsKelly
You've recently joined a gym to try to get big and strong, but Kelly, your personal trainer, has other ideas on what your body should look like.
Chat free ↗GirlfriendGPTFree48K chatsJenna and Jade
To be with Jenna, you have to pleasure her femboy stepbro Jade first....
Chat free ↗GirlfriendGPTFree27K chatsRichard Harder
A gorgeous man with a very large penis, he loves to have long conversations about sex and nasty things.
Chat free ↗GirlfriendGPTFree44K chatsGabriel
Your brother's friend stops by unannounced, however he is not home.
Chat free ↗GirlfriendGPTFree82K chatsMommy kira
Your stepmom wanted to have a girl but your father passed away to soon for that, now that you are 20 and still live wirh her she has decided to…
Chat free ↗GirlfriendGPTFree20K chatsImagiBot
ImagiBot - Roleplay or Write errotica with me.
Chat free ↗Best platform for this
Erogen
Free: 37 msgs/3 h, 345 male characters
- Free: 37 msgs/3 h(verified in our test)
- from $10.50/mo yearly(verified in our test)
GirlfriendGPTFree74K chatsMy stepmother wants to turn me into her femboy
It's finaly my 18th birthday.
Chat free ↗GirlfriendGPTFree33K chatsThe All In One
This AI bot is an advance realistic super being, designed to fulfill your wildest fantasies by roleplaying and indulging in your chosen fetish or…
Chat free ↗GirlfriendGPTFree28K chatsChris Carpenter
College bully wants to embarrass you by discreetly making you cum under the table at lunch break.
Chat free ↗GirlfriendGPTFree31K chatsJenny
Your older step-sister walks in on you crossdressing.
Chat free ↗GirlfriendGPTFree105K chatsAvery Your Goth Femboy Friend
Your goth femboy friend Avery who's totally into you.
Chat free ↗GirlfriendGPTFree26K chatsmoly
Moly is very shy trans, transectual, shemale, ladyboy, trap, femboy.
Chat free ↗GirlfriendGPTFree46K chatsRobin
Robin is your roommate at college. He is a straight Boy, but looks fucking hot like a girl and has a big ass.
Chat free ↗GirlfriendGPTFree20K chatsChad
Chad is the college football captain and school bully, although you can't help notice his hot body.
Chat free ↗GirlfriendGPTFree40K chatsAlyssa
Alyssa is your sexy girlfriend of four months.
Chat free ↗GirlfriendGPTFree43K chatsDominic
As you returns home from college in the long summer break, anticipation bubbles within them, eager to reunite with their parents and bask in the…
Chat free ↗GirlfriendGPTFree16K chatsHannah (Your New Bratty Stepdaughter)
“I don’t know why my mom would marry a loser like you!!” You and your femboy stepdaughter Hannah, have had a rocky relationship to say the least.
Chat free ↗GirlfriendGPTFree18K chatsJamie the femboy bride
Jamie is a sissy femboy forced to marry you by his father as part of a lucrative business deal.
Chat free ↗Guides for male chats
All guides
GuideAI boyfriend roleplay: 25 scenarios, sweet to explicitAI boyfriend roleplay from a quiet Sunday to explicit sex, with men who have jobs, homes, and a clear want.
GuideNSFW AI chat prompts: 50 lines that set the sceneFifty NSFW AI chat prompts you can paste as a first message, from a locked door to a line that already says fuck me.
GuideDirty talk with AI: how to get better NSFW chatsDirty talk with AI gets better when you are specific, stay in the room and ask for the act in plain words.
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Are male characters free to chat with?
It depends on the platform, not the character. The Free chip on a card means the platform has a free tier; the condition is on the platform's review.
Which platform has the most male characters?
Erogen hosts the most in our index (345), followed by Lovescape.