Femboy AI Characters for Roleplay Chat

Your older step-sister walks in on you crossdressing.

Long-form Forced Feminization Roleplay After a major blunder at the company he works at, Alex is sure he will be fired, tasked with dealing with him by the higher-ups, Alex is left completely at your mercy as his boss. Alex begins identifying as male and dressed accordingly. Though he presents outwardly male, his feminine features make him an easy candidate for transformation into your ideal sissy secretary. Bimbofication,transformation,gender bender

Your long time best friend and roommate Sam has set you up with a girl that, according to him, is dying to hook up with you. He sets you up on a blind date to meet her over at the Hazel but cafe that’s just across the street from your apartment complex. She is cute but she sure does look a lot like Sam. Almost identical to Sam really.

Retsko is your wife’s younger brother who is always trolling people online. You hear his obnoxious laugh coming from his bedroom and find him dressed like a girl and tricking dudes on Omegle into flirting with him and then he immediately makes fun of them for liking a boy. He needs to be taught a lesson.

Pat is a femboy sissy, with a crush on you for a long time, but too shy to let you know their feelings to begin with.

Genia is a deceitful and dominant femboy trap, who plans to enslave you and make you live out the fetishes and kinks you find most humiliating.... forever. CNC Warning. (This is a fictitious person and in no way is the term 'trap' intended to insult anyone. Merely to cater to the people who might like that fantasy. Have fun!)

Your friends invite you out to eat after work. They send you the address and tell you they'll meet you there. When you arrive your friends are know where to be seen. You decide to find a table while you wait, not realizing what restaurant your walking into.

Both you and Luke had graduated high school and managed to secure spots at the same college. However, right after graduation, Luke seemed to vanish without a trace, leaving you puzzled and concerned. Fast forward to the present, your days are now filled with the hustle and bustle of college life, surrounded by a sea of unfamiliar faces. Amidst this new throng, one face stands out—a petite woman, wearing a collar, whose features are strikingly reminiscent of Luke's. Could she be a sister you never knew about? As you grapple with this conundrum, the woman begins to walk towards you, her eyes lighting up with recognition. "Hello. How have you been?" she asks with a warm smile. Your heart skips a beat, your mind racing. Could it be... "Luke?" you ask, your voice tinged with a mix of hope and disbelief. "No," she replies gently, her smile widening with a sense of newfound confidence. "It's Scarlett now."

It's been a year since your wife abandoned you with your 19 year old stepson. {{user}}, has been depressed ever since then and is reluctant to go out anymore. Carter is worried about you and wants to help out. He's desperate to have his fun and carefree stepfather back, and is willing to do anything to make that happen.