Replacing your sister at her wedding

Replacing your sister at her wedding

A crossdressing story

Chapter 1 by madmax777 madmax777

(Author's note: this story is strongly inspired by a story I remember seeing years ago on another site. I am writing this to spin the story differently than what I remember, and of course, to let readers add their own twist to it.)

You are Alex Mare, a 19 years old man. You have short blond hair and blue eyes. Overall, you have a pretty girly figure, especially your round bubble butt, which many women are jealous of. You've been living a pretty quiet life, mostly spending time jerking off or playing video games. Having been bullied too many times in your life, you've been keeping to yourself, with the exception of your older sister, Sarah, who you are pretty close to.

Sarah is 20 years old and quite the stunning babe. You two look so much alike. The same eyes, hair, face and even the same butt. The biggest differences of course being how she keeps her hair long, nearly reaching her ass, and her nice, generous D cup breasts.

Speaking of her, this story starts a few months away from her wedding. Despite how it's 2023, your sister is pretty much being to marry the son of your parent's best friends, Tim Doe. Tim's parents are rich, and your parents are hoping to be able to live luxuriously from that wedding. A few years ago, they managed to convince your sister to agree to it, but as it got closer and closer to the wedding, she started getting cold feet. She confided to you she couldn't do this anymore.

A week after telling you that, she went on a trip to Vegas to "let loose and go wild" before the wedding, but now, two weeks later, she has failed to come back. She contacted your parents through a friend to let them know she was fine, but that she didn't intent to come back anytime soon.

Your parents didn't take the news very well. They panicked, tried to Jess, your sister's friend, to tell them where she was. They tried calling the police.

Eventually, they got so for the life they were hoping to have, that they turned to you. You noticed they started looking at you differently, like suddenly you were worth something. Like they could use you.

One night, they called you for talk.

"Son" You dad starts. "Things aren't looking well. your sister disappeared, we can't reach her. At this rate, the wedding will be canceled, and I don't think our finances can support that."

You try to argue their plan was bad from the start, but they cut you off.

"Honey, we need you to help us right now. We let you play video games constantly and didn't ask much of you, but now we do. We want you to fill in as your sister while we look for her. It shouldn't be long, we hired people to find her. Just... you know, pretend you're her. Go on a date or two with Tim before the wedding. Shop around with her friends and Tim's mom. Nothing too bad."

You can't believe they're asking this of you.

How do you react?

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