My twin sister Julie and I had always been close. Growing up, we shared each other’s deepest secrets. I had always told her I would do anything for her.
Julie was a girly-girl, and loved being female. She had said she would be happy if she could wear dresses and heels all the time. Her wardrobe reflected that. She had also known about my urge to wear female clothes since we were young, and being my dear sister, never told anyone else. She told me she could never mock me or embarrass me in front of others because she could see how happy I was when I could dress like that.
As teens, she would dress me up as a fairly convincing girl for Halloween, since we had similar builds. I envied that she could dress that way whenever she wanted and no one would think anything of it. When mom and dad were gone on vacation, and we stayed home, she would let me wear her clothes and buy me makeup so I could wear it around the house. She told me she thought I looked cute in her clothes, and even bought me some of my own first sets of bras and panties for a birthday present.
Now we were both older, our parents had both passed away, and she was going to get married, she'd come to feel less than enthusiastic about it. I didn't think I could help her sort that out, but just tried to support her in any way I could. I told her that if I could help her work this out somehow, to talk to me.
The guy she was going to marry, Ray, was a pretty nice guy. I liked him. I know she cared for him, but just wasn't sure if she could go through with the ceremony, let alone spend her life with him. In the weeks before the wedding, she told me she thought he had a pretty nice cock. When I asked her why I should care about that, she said, “Oh, I was just thinking out loud.” But then she got a strange look on her face and added, “You know, since you like being a girl so much, maybe you should try that sometime. You might surprise yourself.”
“What? Try a guy’s cock?”
“Yeah, why not?”
“Um, because I never have had sex with a guy.”
“Maybe you should.”
That was the end of that discussion. Or so I thought.
The next day, Julie came to me and said, “I’ve been thinking. I know you’ve been eyeing that wedding dress of mine, and I’m sure you’ve been dying to wear it. You could wear it for real. But I need a huge favor from you. The favor of a lifetime.“
“Come on, Julie, you’re my sister. I’ve always told you that if I could ever help you with something, all you had to do was ask. And yes, I would love to wear your dress. Looking like a bride has always been a dream of mine. Probably every crossdresser has that fantasy. But I never would put it on without your permission.”
“OK, I think you are about to get your wish.”
“You mean, you’ll let me wear your dress? Seriously?”
“Yes, but here’s the catch. I want you to be the bride at the wedding.”
This stunned me.
“We’ll make you into a beautiful bride. You’ll walk down the aisle, and no one would be able to tell that it was you instead of me.”
“But what about Ray?”
“I already talked to him. He was shocked, but after he took a lot of time to think about it, he decided he would be OK with the idea. We’ll tell everybody that you got a sudden job offer in Europe that you just couldn’t turn down. Unfortunately, you had to leave right away. Ray likes feminine women, and being Ray’s wife, you will get to dress the way you love all the time. Imagine being able to become the girl you’ve always wanted to be and live that way 24/7.”
“This is a lot to take in. And here I thought you’d just let me model your dress for you.”
“Well, think about it. I know this is a big decision, but I need to know soon. I really hope you’ll say yes.”
It was a big decision, indeed. I had wished I could spend my life as a girl, and here was my chance. The only catch was that I was going to be somebody’s wife. That included all the things that go with it, including sex. Could I handle Ray pounding my ass? I had never even told my sister, despite all our shared confidences, that deep down, I was a little curious to try sex with a guy.
I tossed and turned that night, unable to sleep, torn with the decision I had to make. The thought of living as a female, and being able to dress the part every day, was appealing. But this was not something where I could just try it for a day or two, and then go back to what I had been. Finally, I decided that I would give it a shot. I suppose I could divorce Ray or we’d split up at some point down the road if things didn't work out.
It really was a leap of faith on my part, and on Ray’s too, for agreeing to this, but the next day, I told Julie that I would do it. She gave me a hug and told me I would really enjoy living as a girl for the rest of my life. “And not too many guys like you get to be the bride, either.”
She swore her bridesmaids to secrecy and let them in on our plans to switch. At first, they were shocked, but came to support the idea. One of them was her friend Sharon, who worked for a cosmetics store chain. She offered to do my makeup.
We scheduled some private sessions with Sharon so she could get an idea of what she had to work with, in order to convincingly turn me into my sister.
Some of the other girls gave me crash courses in femininity. I would be dressed up, and was given pointers on walking and carrying myself as a woman. I had my ears pierced, and started wearing earrings around the house along with my other new clothes.
One of the best parts of this process of transformation was picking out my bridal lingerie with my sister’s help. “Ray is going to love seeing you in these,” she said. I wasn’t even married and I was already reaping some of the benefits of my life to come.
I was adapting well to my new self, and my big day was approaching. We held a mock wedding at our house, with one of Julie’s girlfriends standing in as the groom. With practice, I had learned how to walk gracefully in heels and my bridal gown. Sharon had done my makeup that day, and all the bridesmaids were remarking on my incredible resemblance to my sister. “If I didn't know better, I would swear it was Julie in front of me, all ready to be married,” one of them said.