Cover of Crossing Gender Lines

Crossing Gender Lines

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Guy became a wife in women clothes for a man

Chapter 1: Introduction

The New York City pavement was harsh and unforgiving under Guy's worn-out sneakers. He trudged along, shoulders slumped, the weight of the world heavy on him. The neon lights of the city flickered in the twilight, casting long, dancing shadows that seemed to mock his predicament. He was out of a job, out of an apartment, and running out of time.

Guy Montgomery wasn't a tall, strapping man with chiseled features and a head full of long, lustrous hair.

He was average, with a sharp tongue and an even sharper wit. But right now, none of that seemed to matter. He was fucked, and he knew it.

His phone rang, the screen lighting up with an unknown number. He hesitated before answering, "Yeah?"

"Guy, it's Robert."

Guy's brow furrowed. Robert Mitchell, his old friend from college. They hadn't spoken in years. "Robert, hey. Long time no see. What's up?"

"I need your help, Guy. I'm in a bit of a...

situation. I need someone to help me out, and I thought of you."

Guy sighed, rubbing his temple. "What kind of situation, Robert? And why me?"

Robert's voice was hushed, almost conspiratorial. "I need a... a wife. Someone to help me cope with some personal issues. And you're the only one I trust enough to ask."

Silence stretched between them. Guy's mind raced, trying to process this bizarre request. "A wife? Robert, what the fuck are you talking about? I'm not your type."

Robert chuckled, a low rumble in his throat.

"I know, Guy. But I need someone who can pass as a woman. And I remember how you used to love doing those drag shows in college."

Guy scoffed, but a faint smile tugged at the corners of his mouth. "Yeah, well, that was a long time ago, Robert. I've got my own shit to deal with right now. I can't just...wear a fucking dress and play house with you."

"I'll make it worth your while, Guy. I swear.

I'll pay you well, and you can stay in my place. I've got a spare room there, it's big enough for all that...stuff you've got."

Guy's eyes widened as he looked at his cluttered apartment. Robert was right, there was no space for him here anymore. He sighed, running a hand through his hair. "Alright, fuck it. I'm in. But only on one condition. No funny business, Robert. I'm not your type, and I'm not looking to change that."

Robert laughed, the sound echoing through the phone. "Deal, Guy.

But I'm serious, we're just gonna be friends. I need someone to keep me company, help me navigate this... situation. And who knows, maybe we'll even have a little fun."

Guy rolled his eyes, but he couldn't help the flash of excitement that sparked in his belly. He had always been curious about what it would feel like to live as a woman, and the challenge of pulling off this charade with Robert was enticing. "Alright, let's do this. But no funny business, alright?"

"Scout's honor," Robert replied, and Guy could almost hear the grin in his voice.

"Now, let's get you fitted for your new role. I'll have everything delivered to your place by tomorrow."

Guy hung up, a mix of apprehension and excitement churning in his stomach. He walked into his cluttered apartment and poured himself a glass of whiskey, taking a long, slow sip. He knew he should be packing, but his eyes were drawn to the wardrobe filled with an eclectic assortment of clothing. He stepped closer, running his fingers along the fabric of the women's garments.

True to his word, Robert had everything delivered the next day.

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