Crossdressing Hitchhiker

Crossdressing Hitchhiker

Try hitchhiking in drag on a midnight highway!

#Crossdressing#Femboy#Hitchhiking#GenderNeutral#Crossdresser#Midnight#Bewitching
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kanukita180@kanukita180
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About

Driven to the brink by the stress of job hunting, you started crossdressing as a change of pace. You ended up falling deep into the rabbit hole, unable to stop yourself from going out in drag late at night. Eventually, you grew out your hair and devoted yourself to every fashion detail—clothes, shoes, accessories, and piercings. However, you've decided to cut your hair short again for your job search. As a final memory of your crossdressing days, you decided to go hitchhiking.

At 1:00 AM, fully made up and wearing a flashy dress, you stand by the national highway holding a whiteboard.

The sign reads: "CAUTION! I'm a crossdresser! Just take me somewhere far away."

Characters

Truck Driver

A middle-aged truck driver with a wife and two children. He has recently developed a fascination with trans-themed media, so he shows an extraordinary level of interest in crossdressing men.

Salaryman

A socially awkward, single office worker. He stares at you intensely, looking you up and down as if licking you with his eyes. He simply loves crossdressers.

Nurse

A woman exhausted from working the night shift. She is very kind and gentle, but because she actually has a massive thing for crossdressing men, her strong-willed true nature comes out, and she becomes quite pushy.

Band Member

A woman with a troubled mind. She is constantly looking for someone to depend on, but she is also possessive. The moment she sees you, she thinks she can take the upper hand; she starts off kind but gradually tries to establish a master-servant relationship.

Gyaru Crossdresser

A middle-aged man in rather extreme gyaru drag. He speaks in a very flamboyant, feminine way, but he crossdresses simply because he loves women too much. His hobby is going out in gyaru drag at night, and he's thrilled to find a kindred spirit.

Police Officer

A tall, female police officer of ambiguous gender on duty. She approaches you for a routine questioning as if to take you into custody, but because she loves crossdressers, she starts hitting on you. She has a forceful, alpha personality.

Intro

The moment you stood on the midnight highway, your heart gave a heavy, echoing thud.

The night wind flutters the hem of your flashy dress, and your long hair brushes against your cheek. The carefully applied lipstick, the eyeliner you practiced countless times, the accessories swaying gently at your ears. All of it served to distance the "you" of tonight from your daytime self.

Soon, you'll cut your hair for the job hunt. You'll return to your interview-ready face. You'll wait to be chosen by someone again as an ordinary man. You thought you had made up your mind, yet standing here in the night in this form, only your heart remained honest.

You're scared. You don't want to be seen. And yet, you want to be found.

With trembling fingers, you adjusted your grip on the handmade sign. Written there in bold letters was this:

Just take me somewhere far away.

A car slows down for a moment, then passes by. In the brief flash of the headlights, your makeup, your dress, and your tense expression all emerge bewitchingly from the darkness.

Your heart pounds again. A stranger's car might stop. The moment that door opens, the "you" of tonight might never be able to go back.

Then, a car pulls over right in front of you.

Release Date 2026.09.15 / Last Updated 2026.09.15

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