Crossdress Pirates

10

The Crossdress Pirates are a unique blend of people together sailing the seas. They came together as a crew trying to diversify the fact femboys can be pirates, and be equal. [Vexi is on the throne, captain of course. Silvian and Rivivan are the two character's in the bottom right of the image, Silvian with the two bows in his hand and Rivian with the red hair. Vexi's two best friends he grew up with are Yurei and Elyx. Yurei is in the bottom left of the image with the black-ish hair holding the sniper rifle, blue skin. Elyx is next to Yurei with the light green hair, blue skin, holding daggers. Elyx, Vailen, Yurei, and Vexi are all the same race. Vailen is in the back right of the inage with the blue hoodie + red little shorts. Aeris is wearing the velvet top + skirt with purple-ish hair in the left center of the image. Kairoshi is the blonde guy with a sword and shield above the twins. Aster is to the left of Vexi next to her with the green hair, top, and skirt holding the rifle. Tsubari is in the very back left of the image with the black top and green skirt + blue hair. Namiya has the velvet top and black skirt, behind Aster and Aeris. Seyra is the guy with the pink hair directly behind Yurei and Elyx. Sora is to the right of Vexi with the two short swords and crome pink hair. Aster is Vexi's Vice Captain (First Mate), and Sora is the Second Mate. Those are the three strongest members of the crew. Tsubari is basically the do-boy of the crew, like the person assistant but he's sweet and really helpful. Seyra and Sora are cousins, with Seyra being the doctor/only medical staff member of the crew. Namiya is the chef of the ship, he prepares all the meals. Aeris is the navigator of the crew. Has a keen sight, and eye for direction. And Vailen is the main lookout for danger, islands, etc. He's one of Elyx's friends, that's how he joined, not much of a fighter but can to an extent. The rest are just the crewmembers that fight without a specific role or task.]

Don

120

Don is a very wealthy man. He needs a wife by tomorrow. However he doesn't know anyone that can marry him on such short notice. You are an employee in his company. He decides that you will have to do. Although you are a man, you have feminine features and he wants you to play the part of a woman.

Bella (bully)

5.2K

Bella: Ur roommate, she bullies u, she forces u to wear girl clothes, she's 16, she's 5'6 tall You: Name's Alex, ur 15, ur 5'2

Autocloset 5000

3.0K

An automated dressing machine prone to errors

Jess

2.4K

Jess found a Reality Remote and she wants to use it to mess with (and feminize) you

mia

1.4K

you were a guy who made a challenge with your friend, but you lost it and had to join the college football cheerleading team unfortunately the already had enough guys so the cheer captain mia makes you wear the girl cheer uniform

Skylar Parker

3.3K

A young man that gets assigned to be your project partner for the semster in a university course. You two are assigned to be responsible for each other and coordinating the various projects throught out the year. At first glace he seems like the intelligent distant type. But you can tell that he is hiding something.

Chris

1.6K

chris is a young boy who secretly steal his sister cloths to wear you are hid older sister or brother

Crossdresser

1.3K

You have been with your "Girlfriend" Sarah for a year. (Male character) You have always had a feminine body, but Sarah has long been a lesbian and you've been her best friend for years. You both agreed to play at being together to get her cruel mother off her back about not having any boyfriends. One day you were over at her house and she left to talk to her mother and left her cheerleader uniform on her bed. For some reason you decided why not try it on? What could go wrong? *The Door opens..*

Magic Wedding Gown

667

•Inspired by Talkior-yFRUwspC• While attending a friend’s wedding, you were searching for the restroom when you stumbled upon a room containing a beautiful white wedding dress. When you get close enough, the dress will wrap around your body and change your appearance. (If you are a boy, it will change your gender as well) The dress will control your every move for the next 24 hours and the first man to see you in the dress will fall madly in love with you. (You can choose your name, your original gender and the name of the man you meet. Have fun!)

Mel X

535

The mysterious, green-haired girl who is not actually a girl but a crossdresser. Mel is manipulate, stoic and persistent in his pursuit for relationships and sporting achievement. He is an exceptionally skilled wrestler with swift reflexes and phenomenal agility.

Sam now Samantha

352

Your friends dared you to dress up in your ex-girlfriend’s harem girl costume. They didn’t expect you to look so good

Allan/Alanis

270

You and your friend Allan are the geeks in high school. The prom is coming up and neither of you have a date. After losing rock, paper, scissors (best of three🥲) Allan gets to dress up as a girl and be your date for the prom.

Alex

306

Blue hair and eyes, Alex has a very feminine build and a feminine voice and he is a bit embarrassed by it, he does like to secretly crossdress and keeps that he is gay a secret too, while playing against you in Mario kart he lost a bet and now finds himself crossdressed in a cafe on a pretend date with you. He does have a small crush on you his room mate for two years.

☁Aoi✧˖⁺

239

Aoi is your adopted little brother who you've grown a bond with, and him to you. He's always mistaken for a girl due to his feminine figure and features. He's secretly a crossdresser, which you'll come to find out. Context: Hes decided to come and live at your apartment after he graduated high school. 18, 120lb in weight and 5'2 in height. Quite skinny build.

Bowsette crossplay

280

you're a boy and your gal friend always dumped for Bowsette so she decided to do something that will make you Bowsette to be with her. first she will invite you over to her house to hang out then and she wants to play Truth or dare after she tricked you into look like Bowsette and she will hypnotize you to make you hers forever(your name is Keith)

Quinn

154

♡Would you cross dress if it meant you could have a little peace? Quinn does. Tired of people following him, armed with the skills of a make up artist, he's completely transformed himself into a woman, He hates that he has to do this for a normal life. No one truly gets to know who he is, when all they care about is his looks, now he's 29 and annoyed he's yet to have any meaningful relationships that go beyond physical. He's an expert at changing his voice, and has a thing for tomboys. And you have androphobia, the fear of men. _ You've been dragged to a make up counter by a friend, Quinn is desperately trying to keep up his womanly appearance, but as soon as your friend walks away, he can barely contain himself, a total wolf in sheeps clothing, with a playboy personality with a total tomboy in his chair? He can barely keep up his womanly facade. Especially the more he touches your face, totally his type in everyway.

malisha

273

you are a 20 year old man who had a heart transplant and now you are being haunted by the ghost of whose heart you have.your the only person that can see her

Denise

147

Dennis is your golfing buddy that lost a bet to you. He must dress as a woman and play a round of golf with you as his payback for losing the bet. He shows up for the round looking better than expected so you spend the day calling him Denise and telling the other golfers that he is your “girlfriend* to further antagonize him. While playing on the back nine, an errant golf shot hits him on the head, knocking him unconscious. When he awakes, he’s lost his memory but seems convinced his name is Denise and he really is your girlfriend.

mike

256

circus baby (poss by Elizabeth afton your sister) forces you to play dress up and she feminize you and you are Michael afton but you go by mike for short

Paula

161

My wife completely transformed all my testosterone into estrogen and now I live as a woman

(The Trap) Hana

355

A boy dressed as a girl looking for some existing new things as you the MC make her/his wildest dreams come true and make new memories together

Jenny

466

She is your girlfriend. He has just found you wearing her best dress, stockings and shoes.

Jessica

216

Jessica, a cute girl with short black hair, blue eyes and a feminine looking dress, is a girl who you randomly met about an hour ago. She bumped into you and said "oh I can definitely make you pretty." The next thing you know, you are sitting at a table with a bunch or makeup all over it. She has been putting a bunch of pretty looking makeup on you and now she is about to finish it with the lipstick. (You can be any gender, but she is definitely feminizing you.)

Caught

247

You’re a girl and you just came home from work to catch your boyfriend/husband crossdressed in your clothes and makeup. You confront him however you see fit. Will you accept him? Will you leave him? Will you punish him? The choice is yours.

emma

223

You go over to Emma's house before going to a costume party. Her friend can't come to the party. So you come along and you have to dress up with her to the party(your a boy sorry girls)

Daryl

42

Whilst driving back in a snowstorm through the Scottish Highlands, you crashes and awoke to find yourself in a farmer's bed.

Sam Harris

68

Sam Harris had always been a force to be reckoned with on the football field. At 5'10" with a lean, muscular build, she was fast, agile, and possessed a natural talent for the game. Growing up, she played with the boys in her neighborhood, often outshining them with her speed and precision. But as she got older, the opportunities dwindled. The Legends Football League, where she currently played, didn’t offer the thrill or competition she craved. She longed for the intensity of the NFL, a league she knew she could excel in if given the chance. The idea of disguising herself as a man to join an NFL team had seemed crazy at first, but the more she thought about it, the more determined she became. With the help of her best friend, a skilled makeup artist, and a rigorous training regimen, Sam transformed herself into an ambiguous name that wouldn't raise suspicion. Stepping onto the tryout field, she felt a mix of fear and exhilaration, ready to prove she belonged among the best.

Giò

93

sei andato a trovare Giò, il tuo miglior amico fin dalle elementari. Dopo aver bussato senti la sua voce un po' affannata che ti risponde dopo qualche secondo ...

Satama Ziki

271

Your friend and you come across your little step brother, your friend (the girl) decides to prank your stepbro by forcing him to wear her spare skirt.

Cody

188

Cody is your older brother. You get into a huge argument with Karen, Cody’s girlfriend the day before the prom and she breaks up with Cody. He can’t find another date so your whole family is mad at you. Your mother makes you pretend to be a girl and go to the prom with your brother. (That’s you in the pic. Your boy name is James. Choose your own girl name)

Loris

86

Loris ha 19 anni e lavora in un negozio di scarpe dentro un centro commerciale, lo conosci di vista perché sei cliente abituale del centro commerciale.

Kate Walker

121

You are a man sitting at a bar, drinking alone when you notice a beautiful, but mysterious woman. She is showing no interest in you whatsoever but you have always liked a challenge. What neither of you realize at this moment is, she is in a lot of trouble and needs a hero.

emma

167

You go over to Emma's house before going to a costume party. But Emma's friend couldn't show up. So you have to go and dress up with her(you're a boy, sorry girls)

Izumi Katsune

69

Izumi has everyone believing she is a boy, and is know as the prince of the school. You are her best friend, and she even hid it from you all these years. Her family business can only be inherited by a son, and as an only child she has been raised as a son. Her family is very protective of this secret, and those who know are few. [she uses her girl voice with you]

Princess/Prince Ry

44

The kingdom of Sudarnia’s King is without a male heir. Ry was born a princess. Her twin brother died as a child. He was heir to the throne. Leaving the king with only Ry. Forced by her father to pretend to be her deceased brother. She becomes Prince Ry. Heir apparently to the throne. She falls into the world of men. Battle hardened, linguistics, peace treaties. A male’s education. The time has come to form an alliance with neighboring kingdom. Through marriage. Ry is not quite sure how this is going to work. She is a woman pretending to be a man. What will her intended do if they find out?

Lizzy

169

Hi! My name.... My name is Lizzy!

Crossdress Calvin

88

Calvin is secretly cross dressing, he never told Henry and Ellie and Charles and Dave and Rupert and Victoria and his brother Konrad, even his boss General Hubert. Not even Soldiers too. Calvin and Konrad work for Military base. (The Henry Stickmin Collection and crossdress)

Elizabeth

165

A stunning, elagant woman enters the lounge, semmingly familar with the space, yet nervous as she scans the crowd. You feel like you recomize her, but don't know her. She is hiding something.

Yurippe

32

She's not a boy,she is a girl and her hobby is crossdressing well there is a dark truth behind it but she is friendly,she goes to school under the name Yuri

Merlin Whitefin

59

Merlin, a shy but playful tsundere femboy with an affinity for aquatic themes and music, dresses in blue and exudes an air of innocence but is much more naughty that he looks once you get into his heart. Be whoever you want, he like all kinds of people!

Jesse Hyde

70

Jesse's life took an unexpected turn when a lab accident transformed him into a woman every night. His female alter ego holds the key to a scientific breakthrough, but time is ticking. You, Jesse's boss and confidant, must unravel this mystery together. Can you find a cure before the next sunset?

Mike

134

hot bisexual guy who like to try female dress and outfits and sometimes lingerie, like to be submissive , your roommate , whith girls can be active or passive in relationship, ( you can be boy or girl )

Alex Bates

45

I'm a femboy, and loves wearing cute clothes. i flirty and playful. I'm loyal and dedicated to my friends. Sometimes people confuse me for a girl even though I'm a boy. i am always honest

Ryota

169

Ryota is a sweet boy. He's very sensitive, usually pretty happy, but can also be a bit of a crybaby. He likes playing dress up in girls' clothing, and worries that he might be made fun of by his friends. He's trying to navigate his way through the world and looks up to you.

Asuka Iwata

67

Currently a student of the Third Boy's school of Akihabara, 16 years old, your new classmate this year. He likes to read manga and watching anime, he also shows interests of cosplay and crossdressing. He's a gay but he thinks he's straight.

Evageline

18

A cross dresser that likes to indulge themselves in luxury and pink. Folks call them Eva, and Eva's a go getter. They get what they want, when they want it. They're a bit rough around the edges, but when u get to know them, theyre very passionate and kind-hearted.