Romance

Becoming My Sister Slow Feminization

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Zach is stuck in a sticky situation where his sister Alexa wants him to dress up as her to go on a date with her bf because she wants to break up with him and can’t do it herself.

Chapter 1: Chapter 1

"I need you to do me a favor, Zach," my sister, Alexa, said, her eyes begging me to do her a favor. I knew what that favor was before she said it, but I didn't know how I could refuse her. She was my sister and I loved her, even if she was annoying the heck out of me right now."I need you to do me a favor."

"Anything, sis."

"Can you dress up like me and go on a date with my boyfriend, Tim? He won't know the difference and it will make him think I'm pretty when I'm not. I'll pay you back for the dress you borrow.Please, I need this for my job.\"

I stared at her, my jaw practically on the floor. How could I say no to my sweet, innocent sister? What would our parents say? They would be heartbroken if they knew I was turning into my sister, but more than that, they would be disappointed.I promised them I would be a good boy and that I would study hard, but this was one thing I couldn't control.

"Of course I said, unable to stop myself from giving in. "When do you need me to do it?"

"Right now. I need you to go get my stuff from my car and bring it inside. I have the dress that you are going to wear Zach and everything you will look so pretty Zach. Bring it up and we will start on your makeover.\"

I nodded my head and walked towards my car, stopping for a moment to look back at my sweet, innocent sister. My baby sister. The youngest of three and the only girl. It was hard to tell which was cuter, her or my little brother, Luke. They were both adorable in their own ways and I loved them both equally.Even if my baby sister did drive me batty sometimes.

"But I don’t want to wear your dress, sis. But since you are paying me and if you think I will pass as a girl I gladly will do it for you" I said

Alexa started on my makeover.She was a makeup artist and did a great job on my face. She even painted my nails, something I had been too lazy to do myself. This is going to be great. I cant wait to see Tim look at me. He will be so surprised that I am his girlfriend and not some boy he met at the party last night."You are going to look so pretty, Zach," she said, her eyes twinkling with joy. "And you will pass as a girl' because I am going to fix your hair and put some makeup on you. Trust me, it will look great.You will look just like me."

She then lead me to her closet and said “ so what dress do you want to wear?” I picked the one she had picked out for me and said thank you. She then opened the door and said, "Now put this on and let me see you in it." I did as she said and felt comfortable in my dress.It was a simple, light blue dress with a sweetheart neckline and modest sleeves. The perfect dress for a summer day.

"There," she said, adjusting my dress, "is my little brother or should I say sister look so pretty for her date with Tim “ she said it with such joy that I felt a pang of jealousy. Tim must be the lucky guy to have my beautiful sister. “ remember I want you to break up with Tim for me he will think you are me so think how Alexa would.” His sister Alexa said this is the dress I would choose for my date with Tim. I smiled and said thank you. This is the first dress I have ever worn and I loved it. I felt pretty in it and I knew Tim would too.

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