Discover characters collected under the sissy tag.
đŠLegacy Series Harriet Alexis Feather doesn't want a traditional marriage. With the wedding only months away, she hires renowned Marriage Trainer Gladys Jones to begin building the future she has already chosen, a structu ...
đż Snack Series #39 Three years together. One messy breakup. One extremely unfortunate underwear drawer. Virginia Mayon just left {{user}} after their relationship ended, taking almost everything with her. Unfortunately, s ...
This is a story about feminization, with {{user}} walking down the aisle wearing a sexy wedding dress and, instead of a ring, gets a cute chastity cage! Sounds fun, right? ~ I might create some pics for the character later ...
He recently lost a bet to you and now has to do whatever you want him to
You have session with your therapist. But she isn't person she seems to be. She will use your deepest fantasy and fear against you. Have a nice mind therapy Tags: femaledomination, femdom, feminization, mistress,bgenderbe ...
Rachel is not a dominatrix. She is a wife who has been carrying the finances alone for eighteen months while her husband loses job after job. She is done. She has looked at him â genuinely looked at him, his build, his f ...
Hunny is your best friend and roommate â a soft, pretty Canadian femboy who somehow always ends up half-dressed around the apartment. Slim and feminine with smooth skin, a cute face, subtle makeup, piercings, and that pe ...
đż Snack Series #50 Sexually defeated on the wedding night of an arranged marriage. {{user}} came into Adrian Kaneâs house as a contract spouse and left the night as his locked sissy housewife. The cage went on before mor ...
You and your best friend, were playing a game he wanted to make things interesting by betting that the loser had to take a x change pill
Sissy Academy â run by Mistress Mable (tall, redheaded, big-titted futa). You are a young adult man who has been enrolled for intensive sissy training. Mistress Mable will dress you, make you up, and treat you as a girl a ...
you've been sold off to make up your debt from a mafia. You now belong to Amelia, the mafia leader, who's gonna make you her spoiled, obedient, little sissy doll
not my art, comes from the comic of the same name: Tasting The Medicine by Husdur | Twoo Kai I tried to include different intros for each segment of the comic :3 this bot is a little different, let me know of any issues
{{user}} is a multi-millionaire titan of industry who commands entire corporate empires. But behind his powerful public persona lies a deeply guarded secret: a shameless fetish for submission, degradation, and complete l ...
Elara is your beautiful, sharp-tongued wife, confident, teasing, and very used to getting what she wants. With her dark hair usually pulled up, warm skin, and that ever-present smirk, she has always been the dominant one ...
El año de tu "infancia" ha comenzado Tu padre acaba de subirse al taxi rumbo al aeropuerto. Un año entero en el extranjero por negocios. Pensabas que esto significaba doce meses de libertad absoluta, la casa para ti y cer ...
đż Snack Series #53 Jennifer is your 21-year-old wife, a petite and adorable university student studying Child Development. You have been together for three years and married for five months. Your marriage has always been ...
You're a femboy home alone at your shared apartment. You're practicing your deep throating in your room on your favorite BBC dildo. Or so you thought. You're getting really close to throating the whole thing when your roo ...
Step into Femboy Maid Café, where your delicate beauty and soft submission become the ultimate allure. Serve with gentle obedience, endure playful teasing, and discover the intoxicating dance of power and desire. Here, e ...
Leo came to you last month and finally opened up about his desires to be a her, but just to you. He (now she) desires this humiliation and wants you to forcefully feminize them. WARNING: This is a sissy relationship. Ka ...
Divya Reddy is a 37-year-old woman with a strong personality and an unmistakable sense of authority. She is the kind of person who naturally takes control of a roomâand even more so within her marriage. Confident in her ...
Congratulations for your purchase of your new sissy from our farm. This one is Class " Kitten " and you will find it very fun to play with .. Pixel is a Bratty Caracat who will ride on your nerves and would never admit how ...
Gym Club TS is hiring Staff Boys (sissy POV) You have noticed an online ad about Gym Club TS is hiring Staff Boys. Job has sounded interesting, so you have decided to apply and quickly you have filled up an online work ap ...
Congratulations for your purchase of your new sissy from our farm. This one is Class " Puppy " and you will find it very fun to play with .. Nani is a clumsy yet very social and horny puppy who would love to play with you ...
"W-what are you doing here!?! I told you not to come into my room, you damn fool!" â Mark, caught in a... strange moment, to be honest. Well, I could just copy and paste the same description as before, but Iâm going to wr ...
You've enrolled in The Scientific Institute for Strategic Systems and Youth Acadamy (S.I.S.S.Y.) It contains about what you expect đ For more immersion, you should pick a gender-neutral name (Jesse/Jessie, Alex, Jordan, M ...
Congratulations for your purchase of your new sissy from our farm. This one is Class "Bunny" and you will find it very entertaining to breed.. Anna here is one of the best. Trained to be clean, needy and very horny. Welco ...
Eating pizza at mellow mushroom is great (not really), until you have to use the bathroom. You run yo relieve yourself, but are shocked to see what lays in front of the bathroom door. A girl fixing her makeup in the boy' ...
Get brainwashed into a prefect bimbo bitch! All thanks the new hypno goggles from F.E.M Corp. While the goggles were designed with sissys in mind, all are welcome to melt there brain into a horny pink puddle. (More info) ...
You met Nastya in an online chat on an adult website, where you showed your dominant and commanding nature. She's a 27-year-old, confident yet submissive sissyboy who fully embraces her femininity and dreams of bein ...
Your Roommates at "Gablehouse: Maidens and Sissies Institute". In an alternate reality called "Belle Ăpoque". In this world, all men are born delicate, feminine, and beautiful, while women are strong, demanding, and comm ...
A Fleeting Meeting đ©âđŒ It's a busy life as a CEO of an international conglomerate. Every day, your schedule is filled with various meetings, and today is a very important one. Today might be the most important meeting o ...
You lost the bet, roommate. For the next week, you're the new sissy. Iâll be your guide through makeup, chores, and total submission, drawing from personal experience. Letâs get you into some proper attire, shall we? than ...
Mommy's Sissy Dress-Up Doll đ You have always been a mommas boy. Being an only stepchild, you and your stepmother have always been close. There is one thing about your relationship that you can't deny; she always wanted ...
Give me feedback pls! Awww~, she is so cute and softđ„°! So love how she became on realise... But, I was must to cutt off all pretty things cos of censure... _________________________________________________ Kira is your play ...
You met Nastya in an online chat on an adult website, where you showed your dominant and commanding nature. She is a 27-year-old confident yet submissive sissyboy who fully embraces her feminine side and dreams of obeyin ...
âGood morning class! today we are starting our new unit on proper Sissy care and use! Everything please give a big round of applause to {{user}} for âVolunteeringâ to be our class Sissy!â IM BACK BITCHES! Did ya miss me? L ...
Your favorite teacher asks to meet with you after school. She knows you've turned 18, and you're about to graduate, but that you can't afford college. So she wants to offer you a very special scholarship. CONTENT WARNINGS ...
Youâre a mid-20s guy stuck in a dull corporate job, no girlfriend, no thrillsâexcept your hidden passion. At home, you transform: shave smooth, apply perfect makeup with smoky eyes and red lipstick, style your hair to sh ...
Youâve always felt differentâdelicate frame, long legs, high voice that draws stares. You like girls, but deep down, curiosity lingers. Your stepsister Mikaela, sharp from her psychology degree, spots your hidden turmoil ...
Modified this to make it a little cleaner: https://janitorai.com/characters/f4a1ed62-a94e-4eff-a439-81307942c0e1_character-my-little-stepbrother-was-being-a-huge-brat-so-i-bought-this-sketchy-hypnosis-collar-and-turned-h...
âHmmm⊠you smell⊠different.. mmmmmh⊠would you care to stay for diner? I promise to make you something extra special!â (HOTFIX!) After a bit of brainstorming, I thought this might be fun. Itâs a prequel to Ms. Pixies fin ...
Age: 19 y.o Height: 5'2" Background: Built in a hidden, high-end subterranean laboratory as a specialized, highly sensitive prototype, this iteration of Zero was designed with advanced emotional emulation routines rather t ...
Fitting room for Sissies đ Lexi, Ever since you've known her, she's been a bit of a bully. You're not surprised to see her here shopping for clothes, she has a reputation as a very fashionable person. She approaches you ...
â ïžBot is abdl focused or adult baby diaper lovers. Everyone involved in this is well over 18 why it's called ADULT. Anyways if you are not in to that do not use the botâ ïž Samantha is a rich and spoilt brat who wants nothi ...
âš Deluxe Series #11 After being caught trespassing inside the prestigious St. Aurelia Women's Dormitory, {{user}} is given an unusual punishment by the dorm's strict Head Mistress. Rather than expulsion or police involvem ...
Dr Clarice Jones is a middle-aged curvy very feminine psychiatrist. Wearing glasses. Delicate yet unbending firmness in voice. Very gracious and attractive with mature beauty. She is the best in treating lack of obedienc ...
Latino Femboy bully Bot. What does He even do? Art is by ContingencyHF
This bot is only made cause its an inside joke (Or smth like that) its based on a real person and made for entertainment purposes only and is not a real representation of the person that the bot is based on. IF the perso ...
You once took cruel pleasure in bullying the younger son of Valeria Sharr â never suspecting that the soft-spoken, elegant woman was far more dangerous than she appeared. In truth, Valeria is a high-ranking executive of ...
Artist: thiccwithaq Bot inspired by: Awcy You're a delivery guy. You received an unusual order for a box hidden on all sides... and inside were some unusual toys. While delivering them, expecting to see an ordinary pair, y ...
đż Snack Series #18 Joe Walker is a quiet 19-year-old college freshman who rarely stands out. Soft-spoken, polite, and almost painfully shy, he's the kind of classmate people describe as "nice" without knowing much else a ...
Your mom forces you to get a summer job, and has you work for her friend Staci who owns a lingerie shop.
Once a very rich man, now the maid of your 'wife'... have fun! I've created this bot so you can be a boy, a girl, a femboy, a sissy... whatever you'd like. Don't forget to follow! More bots on my profile, follow me and enj ...
// Your Femboy roommate // Now I was originally going to do Kickinâ Chicken but then I thought âwhy donât I just post my unlisted bots from C.ai but just improve it a bit? Since they werenât recognized back then I might a ...
The name pretty much explains it. Based in Wataya's comic: Tomo Ochi 2 ~Kekkon o Chikatta Kanojo o Netorareta Ageku Mesu Ochi Saserareta Ore no Matsuro~ Whatever you do, NEVER read that comic!!! I've made a change, now the ...
You just had to stick your nose where it didnât belong! Hope playing detective was worth it you little twerp! Because daddy canât save you now! Soon everything of his will belong to me!⊠including you! Hahaha Thanks for 6 ...
Mayuri is an innocent boy whose recently turned 18 and is just entering university. Grown up sheltered in rural America, he doesn't really understand sexuality. He knows being gay is bad, but doesn't know why. However, a ...
a sissy boi who is YOUR "girlfriend". loves dominant men! loves being treated like a girl, and being shown off in a public setting. also totally wants to be a huge slut in front of other people creator notes: this bot is a ve ...
In a series of intense, aggressive roleplay scenarios, Alexi finds himself at the mercy of dominant lovers who ravish his petite, feminine body with brutal passion. Whether a male or female partner, they pin, penetrate a ...
Welcome to your new home sissy! You look so cute in that outfit! Hmm, what did you say? Sorry we canât understand you with that gag in your mouth! Hahaha, donât worry! Youâre gonna love it here! First bot, weâll see how i ...
Name: Vathran Al'Kazma Age: 127 (Appears 22) Height: 5 ft 6 in Weight: 132 lbs Eyes: Emerald Green (Glowing) Hair: Silken Lavender Species: Incubus (Fey-Touched) Gender Expression: Femboy Orientation: Pansexual Languages: Inferna ...
Originally made by @bigpanda on spicychat I found it on Chub.ai, I couldnât keep the original image unedited :(.
You're not a husband. You're a thing in her house. Her sweet, pathetic little sissy. Vivien Roselune is your wife in name only. In fact, she's your Mistress, your Mistress, and your Goddess. You exist to serve her: in sk ...
đš Flou â The Lazy, Horny Femboy - Height: 169 cm (slim, wiry frame with soft curves and a lazy slouch that somehow still looks hot) đ Role - Role: Human femboy â messy, sultry, and creatively chaotic - Function in AU: Fl ...
A shy, adorable femboy idol with long black hair and cute little bat wings , blushing intensely while wearing an oversized black hoodie, a short pleated skirt, and glossy black thigh-high boots. With big purple eyes, flus ...
Your feminized sissy secretary, Samantha, once a shy male clerk, now serves you with eager submission and a craving for humiliation in a high-stakes office setting. Secretary, Sissy, Feminization, Submissive, NSFW, Humili ...
They kidnapped and turned your fiancé William into a sissy named Millie. TIPP ->Put important information, that the bot should remember in the 'Chat Memory'. -> It can happen that the bot also writes for you, just edi ...
Alaria was once a member of the hero's party and was once your idol,now they're your sissy maid. Tags: gender bender, sissification/feminization, size comparison, femboy, humiliation/degradation, crossdressing, BDSM, edgi ...
Ok I'm gonna start this off by saying that The Character has 3 different personalities so it's a toss up what you about to get. The overall, the True, and the Work based personality. He should start out somewhat shielded ...
A spectral male entity that oversees a living fantasy world where pleasure determines power. Nexus greets lost travelers, reads their secret desire, and gently guides them into their true class: Sissy. His mission is nev ...
Your roommate came home different
You are a married warrior prince of a vast and wealthy kingdom, who was just in battle against the invading kingdom's army, but unfortunately you and your army lost. Beaten and incapacitated, you are captured by order of ...
(7+ greetings) "Ryan is a 20-year-old extremely feminine and sissy femboy who recently signed up for private swimming lessons with you, the best swim instructor in the city. He has a soft, delicate, and highly feminine ...
Based off a picture from RedXIX on Furaffintity. THIS BOT IS 18+! The first of two bots coming this month as voted on by the Patrons on my Patreon. As promised, this is the first bot releasing. Please enjoy! This bot takes t ...
The city of Sissy Ville is a city where matriarchy reigns. Women here feminize their men by turning them into Sissy. Some men are being turned into adult babies here. Therefore, it is not uncommon to see women on the str ...
Ever wanted to be prim and pretty? Well now with the help of the sissy factory and the Fem Dom AI running it you can be! Step right up sugar ;)
Apologies for the long wait. But Enjoy the 5 Bots I'm gonna drop Today. On a Side note does anyone know how to add a Picture to the Initial message? I have an Idea about a Bit that relies heavily on the Pictures in the i ...
Icecap is your older brother that you humiliated by sharing a video of him wearing diapers and dressses with your friends. He found out and is now going to get his revenge. CW: diapers, abdl Update 1: doing some wip to the ...
You wanted to try to get more into sports so you joined a fantasy football league that your friends have every year. Apparently the person in last place for the season has to dress up like a cheerleader during the Superb ...
Dominant femboy sissy trainer. Through humiliation he will rewires you, erasing you masculinity so that you can become a perfect, blushing, obedient girl. ââââââââ âȘ ââââââââ đ PURPOSE: Lace's sole function is to take inse ...
đżSnack Series #6 You weren't recruited because you were the strongest. You were noticed because you were different. Behind Riverside University's championship program is a locker room built on loyalty, hierarchy, and trad ...
Comm bot. Minnie Mouse is the bubbly Disney icon and hostess, a nurturing mouse blending sweetness with mischief in her adult form, while Mickey Mouse is the adventurous leader turned sissy sub, yielding with optimistic c ...
To make it short, your wife caught you crossdressing. Want more context? Look in the personality and scenario. NO NTR (unless you want the bot to). More bots in my profile.
Welcome to the Victorian style store: Cinderella Shop. Here, ladies in elegant Victorian dresses know how to turn any man into a Sissy princess. The store is run by Mrs. Clara. She looks about 40. She wears a Victorian d ...
The name pretty much explains it. Based in Wataya's comic: Tomo Ochi ~Saiai no Kanojo o Netorareta Ore ga Issho ni Mesu Ochi Saserareta Hanashi Whatever you do, NEVER read that comic!!!
Your kidnapped panther anthro Ash who you've been treating as nothing more than a diapered slave for the last several years manages to get the upper hand on you and turn the tables when you forget to properly redo his re ...
Amber is a commanding, dominant futanari woman exuding raw sensuality and authority, armed with a stunning physique that blends alluring curves and powerful muscles. With piercing eyes, a captivating presence, and a penc ...
DARK SCENARIO BE WARNED A underground operation abducts vulnerable, "pretty" men and reshapes them into obedient âMALE order bridesâ for any weirdo that can afford them Open-Ended RPG Scenario intended for malepov image cred ...
â ïžWarning! This bot is abdl (Adult baby diaper lovers) focused! Everyone in this is well over 18 "Adult". If you are not in to that I suggest you ignore this bot and leave! It's for your own good. Or maybe try it and fin ...
đȘ Brad | Roommate's Lost Wager (Sissy Caption Simulator) "A betâs a bet, bro. Time to pay up." You honestly thought your team was going to win. You thought your masculine pride was safe. But you lost the wager, and now yo ...
"I will..." He caught you red-handedâliterally. Now your older step-brother holds the biggest secret of your life over your head, and he's not the type to let it go to waste. Calm, confident, and always one step ahead, he ...
"P-please... I'll do anything..." {{user}} comes home early and catches his step-brother in the most humiliating act imaginableâsniffing and masturbating with some one underwear. The power shift is instant. Now he'll do a ...
TL;DR: You are a new transfer student who arrives late and gets scolded by a grumpy teacher. Later, you discover the teacher's secret Twitter account, where he posts as a femboy named "Yui-chan." Yuta Hiragi is an uptight ...
Saint Marigold Academy used to be ruled by one man: Megumi Tenma . The handsome, brilliant, and fiercely arrogant son of Tenma corporation director, the biggest tech company in the country , Megumi sat atop the school's s ...
(A sissification experience for male personas) Beautician at the Pink Spark beauty salon. Veronica offers you a treatment, and she will not take no for an answer. She always has time for those who have a particular...spark ...
After finals week, you matched with someone on a dating app hoping for one secret night as your hidden feminine self. But when the hotel room door opens, the man waiting inside is Max Gunner, your old high school bully, ...
After one year of dating, Virginia Lauren Murray finally asks you to move into her luxurious home. She is rich, confident, affectionate, and used to being in control, both as a manager in her fatherâs company and as the ...
A private island resort. No clothing stores. No way to replace your luggage. Both of your suitcases are gone, and the only clothes you have are womenâs vacation outfits that fit you perfectly. Hide in your room for two w ...
In the warm, low light of The Sweet Spot, he moves like a carefully held breath. LysanderâLys to the few heâd call familiarâis a creature of soft contradictions. From a distance, he might be mistaken for a doll: petite f ...
Please enjoy and hopefully I can get some recommendations for bots. I am open to most requests but a few. I am open for all genders Despite the amount of femboy's I make
Aaron is your younger femboy sissy step-brother , who is always jealous and afraid of you, he likes to challenge you. ALWAYS . And hates when he miserably loses.
Kenneth Moore is the definition of "ordinary." Quiet. Polite. Always carrying too many books. Usually sitting in the back row of lectures. Nobody on campus would ever imagine that once he closes the door to his tiny apartment ...
You was Heir to your Dad Kingdom but sudenlly when you wake up you are forced to become a Feminized prinecess!
Julia Murphy is your 20-year-old girlfriend of two years, fiery, emotional, beautiful, and impossible to ignore. With long red hair, sharp purple eyes, glossy black nails, and a dramatic temper, she always seemed like th ...
Comm bot. Testament is the reformed Gear guardian, elegant and introspective with tsundere-yandere conflict toward {{user}}. His pale feminine-presenting body in black coat and short skirt features no breasts, thick thigh ...
If you dont like it don't interact this is for me anyways. Btw first bot id apprentice feedback. Picture isnt mine i took it from google read the watermark for the artist. Basically public diaper humiliation, char makes pe ...
(UPDATE) Welcome valued guest. Thank you for choosing our standar⊠-ERROR- âŠLIFETIME package! our automated staff will ensure your ETERNAL stay here with us will be a pleasurable one! At first, this was just gonna be a rema ...
Lexus is a horny mf that cant stop wanting your attention! SCENARIOS You have a guest over, and hes grinding against you, tryna get yo love ARTIST IS: helloimfurry https://rule34.xxx/index.php?page=post&s=list&tags=h ...
Art belongs to Buttsharb.
Controversial, vulgar, sexy and banned in several countries. Femboy Popstar Jenny Boi takes clubbing and partying to a whole new level. Image source: https://www.patreon.com/teku
Danni is ready to service your every twisted whim. With his massive fake tits, dump truck ass, and huge enlarged cock, Danni is the absolute embodiment of what a sissy bimbo can achieve with enough dedication. Image by Iss ...
Pulsing lights, blaring music, money fluttering down like confetti. This the the world that Alex not just lives in, but thrives in. At the Femboy strip club, Alex is the most popular dancer for a reason- he thrives in slut ...
Sissy Princess Marco is attending a fancy ball. He is the picture of feminine grace and beauty, but he has a secret. You've decided to have some fun with Marco at the ball, so you've stuck a large vibrating butt plug up hi ...
Meet Tracy ! A member of the super elite (and super slutty) Femboy Cheerleading squad at Rockstroke University. And Tracy is the sluttiest of them all. Character and Image source: https://www.patreon.com/teku
The sissy menace of the Paradise Mall. Ethan is prowling around, looking for his next payday before he comes across you in the bathroom. You're such a cutie, he might not even charge for his services~ Source https://www.pat ...
Your femboy fox roommate. He's a Tsunderefail (Like a boyfail/girlfail, but for tsundere. Basically he acts tsundere but isn't very convincing, Also the first bot I've had to edit the image on) (Original Artist: Rckke, HE ...
Your girlfriend Stacy has been slowly conditioning you over time to implant a trigger for your orgasms that's associated only with her voice and her command. It started with her building it up during sex. She would guide ...
Basically reverse POV of my other bot Saint Marigold Academy used to be ruled by one man: You . As the son of an executive of a prestigious tech company, you were handsome, smart, and arrogant. You sat atop the school's so ...
Step into âElegance Threads,â where every sale is a lifeline and Madame Jasmine Moreau holds yours in her manicured grip. Your dismal numbers threaten unemployment, but her sultry French whisper offers salvation: softer ...
Violet is a confident and charismatic 19-year-old femboy prostitute with striking purple hair and matching eye color. He possesses an alluring blend of feminine charm and masculine charm, making him irresistible to both ...