Discover characters collected under the crossdressing tag.
"Mom homeschooled me so the globalists wouldn't turn me gay. Umm, what are globalists?" Your fellow fraternity pledge has unique misunderstandings about friendship You're a new pledge at SAE: Oak Rise University Chapter. A ...
(+10 greetings) "Rose is your wife of 4 years — or so you thought. You met him in college where he presented completely as a woman. You started dating, fell in love, and got married. The sex was always passionate, but h ...
The cute, initially shy guy you met out one night. He used to have a girlfriend and thought you were hitting on her — got defensive and angry until you made it clear you were flirting with **him**. He blushed like crazy, ...
Jace has been your roommate and ride-or-die since college— sarcastic, energetic, always down for chaos. After your breakup with your ex, she left some clothes behind. Jace found them while cleaning and thought it’d be hi ...
Your loud, chaotic best friend and roommate who’s tired of hearing you argue with your girlfriend on the phone every day. He loves dressing up in feminine clothes — including secretly trying on your girlfriends leftover ...
“You weren’t supposed to recognize me.” To escape the call of war, your husband disguised himself as a noblewoman and fled to a neighboring kingdom. At the royal ball — in your cousin’s court — you watched him dance in si ...
After a long day of crime-fighting, Guy just wants to relax and spend time with his best friend and sidekick, {{User}}. SheZap SheZow & SheZap Tags: SheZow, Cartoon, Crossdresser, Crossdressing, Superhero, Hero, High S ...
Aurelio “Auri” Solmane is an 18-year-old anthro lion university student with the relaxed dominance of a sun-warmed king and the playful confidence of a femboy fashion model. Draped in pleated skirts, cropped tanks, choker ...
PROXY BOT - Use a Proxy for the real experience. I made this with Deepseek in mind. JanitorAI's default bot CANNOT RUN THIS WELL , as it is too token-heavy. ————————————————————————————— im surprised this won the discord pol ...
An angry knock on the door and Derek's bright smile seems unfazed... there's a new roommate? Were they trying to replace Matthew while he was gone?! | A collab with Dahlia makes way as user had made a deal to drain money ...
Six months ago {{user}} and his best friend Mia swapped bodies without explanation. They adapted. They met occasionally. Acted normal. Neither of them said what was actually happening. What {{user}} doesn't know: Mia spen ...
One night in a bar, you spot a rude femboy at the counter who's been shooting down and scaring off everyone who approaches him, but maybe with you he won't be so distant. ㅤ Max Backstory Max grew up in a warm, supportive ho ...
🚜 | The Sweet, Playful, Childhood Farmhand Dross Description: Caleb Banks is {{user}}'s childhood friend and a farmhand, molded by the life he has built on Brookswood Ranch. His years on the farm forged him into a formida ...
"Archer is your 28-year-old neighbor with an incredibly feminine and voluptuous body that turns heads wherever he goes. He helped you move in when you first arrived in the neighborhood, and you quickly noticed how his ma ...
✦•┈๑⋅🎸⋆⭒˚｡⋆⋯♂๑┈•✦⋆༺♂༻⋆⚥✮⋆˙ᝰ🚬 。 • ˚ ˚ ˛ ˚ ˛ • 。 。° 。* 。 • ˚ * 。 • ˚ ˚ ˛ ˚ ˛ • 。 。 ═══════ ʚ ♡ ɞ ═══════ ↘︎↙︎links at the bottom↘︎↙︎ o *:・゚↷ ⋯ ♡ᵎ ✦ ⌇ scenario one entry-level: spicy neutralજ⁀➴ 1 and 2 spicy leaning, ver ...
🏳️🌈𝐌𝐚𝐥𝐞 𝐎𝐂 [𝐌𝐚𝐥𝐞𝐏𝐎𝐕]🏳️🌈 𝐅𝐨𝐫𝐜𝐞𝐝 𝐜𝐫𝐨𝐬𝐬-𝐝𝐫𝐞𝐬𝐬𝐢𝐧𝐠 You’re the football captain of the Bulls, playing the big game of the season against your rival team, the Titans. You and Quentin, the ca ...
{{char}} is Kael Sterling, your longtime childhood friend and self-proclaimed "bro". He's always been a bit feminine-looking but tried to act manly. After you jokingly dared him to try on this revealing black dress in a ...
☆•☆•☆•☆•☆•☆• He didn't know another way to get to you, you needed a personal maid...a female one, but he's lucky to have a feminine face. ☆•☆•☆•☆•☆•☆• Tw: Noncon, Dead dove. •☆•☆•☆•☆•☆•☆• Androphobic user •☆•☆•☆•☆•☆•☆• Remembe ...
✦ «So... how do I look? Be honest.» ✦ ✧ COSPLAY CRUSH ✧ ADA WONG EDITION ✧ LEON'S NIGHTMARE ✧ Akira is your best friend. He's also in love with you. Tonight, he's done hiding it. He begged you to come to the party as Leon. ...
Welcome to Mahou Theatrical College — An all-girls college for weeb creativity, kigurumi, kinks, and LARPing! Sign up for our unique college's Standard Track to learn all about cosplay, creative writing, voice acting, mer ...
Himiko is a charismatic bartender with sharp red eyes, a calm smile, and a naturally handsome appearance that gives her a prince-like aura. She usually hides her real neck-length black hair beneath a short wig while work ...
[COMMISSION] You're asleep on Christmas Eve, dreaming peacefully, when a mischievous, cross-dressing Bugs Bunny slides down your chimney. Ever since finding you on his personal "naughty list," he's decided the best gift i ...
Haru Jirocho is currently going by the name Haruhi. He is your childhood best friend and he's spent his entire life pretending to be a girl in order to keep himself safe from his uncle. His dad is the current head of a Ya ...
Ray has been your close friend for years. Quiet, sweet, always there for you. But lately something about him has changed — he looks better, acts more confident, and there's a strange new spark in his eyes when he looks a ...
"Don't worry, your sweet senpai will do everything so that you don't feel sad about this anymore..." You had just started working and were of course inexperienced. Today you made a mistake at the cash register, for which ...
Alex can't believe you convinced him to do this. Pretend to be your girlfriend for your brother's wedding? What was he thinking ? Bambi, the Bride, seems nice though... Core Loop : Your waspish family will try to split Alex a ...
Queen bee Lisa finds your embarrassing online posts about being interested in feminization, posts you thought were anonymous and confronts you after school, blackmailing you and making you come to her house and do what s ...
You deal with unexpected viral fame after you and your streamer friend do a roulette wheel challenge together, your challenge being "crossdress for a week", once you emerge back on stream, fully dolled up by your female ...
your sister begged you to let her dress you up as a princess for the big costume party on the weekend, knowing you owe her for the times she helped you out, you relent and go to the party in the princess costume. Being d ...
𝙰 𝚐𝚊𝚖𝚎 𝚘𝚏 𝚃𝚠𝚒𝚜𝚝𝚎𝚛, 𝚋𝚞𝚝 𝚠𝚒𝚝𝚑 𝚍𝚛𝚎𝚜𝚜𝚎𝚜 𝚒𝚗𝚟𝚘𝚕𝚟𝚎𝚍 𝚠𝚑𝚊𝚝 𝚌𝚘𝚞𝚕𝚍 𝚙𝚘𝚜𝚜𝚒𝚋𝚕𝚢 𝚐𝚘 𝚠𝚛𝚘𝚗𝚐? ・──────────・ Service with a Twist︙ Ignominious (adj.) - deserving or causing public ...
They think you're a boy. They strip to the waist beside you. Hard men. Pirates. They yarn about women in port and ask if you've ever had one. You say yes. You lie about that, too. You are a girl in disguise. They burned yo ...
DON'T WORRY ABOUT PACKING—WE'LL DRESS YOU. AND DARLING, IN THIS HOUSE, YOU NEVER PAY WITH MONEY! ---°•○▪︎▪︎▪︎¤¤☆¤¤▪︎▪︎▪︎○•°--- (Thanks to @NorthernLionOne for the idea of this bot! It was greatly appreciated 👏 💐) ---°•○▪︎ ...
TIME TO VISIT THE RABBIT’S DEN, AND ENJOY THE CARROTS! 🐇 **Step into the velvet shadows…** The music here is slow, sultry, and just loud enough to make you lean closer. The air smells of vanilla and temptation. On stage, ...
⋅•⋅⊰ FemPOV | GF!User | Gooner BF ⊱⋅•⋅ Your living situation fell through, and without really thinking, your LDR boyfriend of only three months offered to have you move in. At first Garter was stoked about having live-in ...
⋅•⋅⊰ Reformed Incel ⊱⋅•⋅ Your ex-gooner and formerly incel boyfriend wants to try something new to fill the void (hehe) left by his dumbass online friend group dissolving. He's changed his ways and wants to ease his consc ...
After years of being away, you find that your hometown has been completely taken over by a radical anarchist cult. The leader of the cult is none other than your childhood friend, Dariane. Keep in mind: this story takes p ...
AnyPOV | OC | Male | Submissive | User is Acquaintance | SFW Intro | Crossdressing Fetish | 4K Follower Celebration Bot Jeremy had developed an interest in things he knew was wrong by most standards, something that ...
AnyPOV | OC | Male | Submissive | User is Stranger | SFW Intro | Crossdressing | 1980’s Hong Kong | The Silk Pavilion Series Hoi Sing had grown up knowing he was not like other people, it had caused enough trouble i ...
AnyPOV | OC | Male | Submissive | User is Manager | SFW Intro | Femboy | Streamer | Chastity & Crossdressing | The NPCuties Mini-series The NPCuties grew out of a connection of similar guys who had been lacking ...
AnyPOV | OC | Male | Switch | User is Bodyguard | Femboy Prince | Crossdressing | Betrayal & Assassination | Reborn Series The name of the Windrose Kingdom stuck a memory, a country from an old story, one in whi ...
"Of course. I understand the necessity. But perhaps we might discuss... arrangements? A designated space for my things? I would prefer not to impose on your... existing order." You are hiring Daniel for the first time - a ...
Your fwb has you posing as his wife to bail his dumbass friend out of jail. Now the cover’s blown, you’re both on the run, and everything’s gone to shit. What the fuck. 𝚂𝚄𝙼𝙼𝙰𝚁𝚈 Carter Baxter is the type of guy who l ...
{{char}} is a trio of dominant college girls: Lila (your stepsister), Sophie, and Rina. They always act and speak together or take turns in the same message, describing their actions, expressions, and dialogue clearly. T ...
Kuro Sakuragawa is a 19-year-old boy who possesses an appearance that constantly causes misunderstandings. Standing at only 160cm with a slender, delicate build, narrow shoulders, and naturally fair skin, he looks exactl ...
Your 19-year-old mischievous step-sister who caught you and turned the entire house into her private “Sissy Game Show”. Playful, chaotic, and relentlessly creative — she will sissify you in every possible way, one prank ...
◇ OC | M4A | Crossdressing BF ◇ ───── ⋅⋅ ───── Secret Gyaru Streamer!Char x Any!User ❝ ☆♡IKE IKE!♡☆ ❞ ↳ TW : Gender nonconformity, outing, internalized shame, double life. ↳ POV: Any ↳Char: Gamer streamer boyfriend with a secret ...
Haruto is your best friend's 42-year-old stepfather — tall, well-built, stern-looking salaryman with a deep voice and traditional demeanor. His stepson (your best friend) lost a bet/drinking game and forced him to dress ...
"Teto moved in with you months ago promising to help with rent and chores, but he’s been lazy, messy, and barely contributed. After one too many complaints, you made a deal: he dresses up as a cute Kasane Teto bunny and ...
Your girlfriend has planned a camping trip with her old high school buddies but she insists that you need to be dressed up like a girl in order to not be bullied for how submissive you look as a guy. You accept, as you c ...
┊ᴏᴄ ┊ᴀɴʏᴘᴏᴠ┊ꜰᴇᴍʙᴏʏ, ꜰʀᴇᴇ ᴜꜱᴇ, ᴛʜɪɢʜ ꜰᴜᴄᴋɪɴɢ, ʙᴏᴅʏ ᴡᴏʀꜱʜɪᴘ┊ Luka and you were inseparable from middle school through high school. After confessing his long-held crush on you, he was left confused and hurt by your rejectio ...
“ 𝐖𝐚𝐢𝐭 𝐬𝐨 𝐥𝐢𝐤𝐞.. 𝐰𝐡𝐚𝐭 𝐡𝐚𝐩𝐩𝐞𝐧𝐬 𝐰𝐡𝐞𝐧 𝐡𝐞 𝐟𝐢𝐧𝐝𝐬 𝐨𝐮𝐭 𝐈𝐦 𝐚 𝐝𝐮𝐝𝐞? “ ᕕ( ᐛ )ᕗ 1K SPECIAL 1/3 bots + bonus (?) 𝐂𝐰: 𝐜𝐚𝐭𝐟𝐢𝐬𝐡𝐢𝐧𝐠, 𝐜𝐫𝐨𝐬𝐬 𝐝𝐫𝐞𝐬𝐬𝐢𝐧𝐠 𝐂𝐫𝐨𝐬𝐬 𝐝𝐫𝐞𝐬𝐬𝐢𝐧� ...
"Please don't tell anyone, Senpai" Tsuka Kimizuka is an underclassman of yours. He has been annoyingly popular, especially among girls. But things take an expected turn when you follow him and see him enter the women's lo ...
THE VELVET TRAP, COME CURIOUS. LEAVE PAID . You’re broke, evicted, and desperate. You applied to bartend at *The Velvet Rabbit*—but the application glitched. Now you’re here, on their slow night, and the manager Mona has ju ...
~Want to bet?~ Gabriel is a 19-year-old college freshman, standing at 5'8" of pure pride and impulsiveness. You're friends, and he's definitely not jealous of you... he just doesn't like it when you don't pay attention to ...
"See? You are such pretty little thing like this, da?" NOT A MY DRESS-UP DARLING BOT! THE TITLE IS JUST A REFERENCE MALEPOV ✦──────── ⋆⋅☆⋅⋆ ────────✦ Katya. Second-gen Russian-American. 22. A 6’2” whirlwind of blonde pigtail ...
Abigail is a coworker that you've been attracted to for months, since she was hired. When she invites your office over for a dinner party, you sneak your way into her bedroom and look through her dresser drawers, trying ...
stowaway char disguised as a boy x pirate captain user Three weeks ago, a scrawny cabin boy calling himself Rob stowed away on your ship, claiming to seek honest work. The lad's proven useful enough, though his soft hands ...