Becoming Rachael – Preparing for a Wedding

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The morning started with an early phone call from my twin sister Jenny. She said she wanted to ask me a favor and if she could come over around noon. “Sure sis, come on over, I’ll make us some lunch and we can catch up.” She had recently returned from a business trip, and I had not seen her in a few weeks. Even though we were close, we didn’t have a lot of opportunities to spend quality time together. Both our jobs were demanding; she a lawyer and me an accountant. Since graduating college two years ago, we spent all our time learning the jobs and building up our reputations. Jenny was technically older than me, by a whole six minutes. She often called me her younger brother, especially when she wanted to make a point or get me to help her. I knew when she wanted something by her pleasant tone and ‘hey little brother, can you please lend a hand to help out your big sister.” How could I ever refuse her, she was always looking out for me since birth.Jenny was five feet four inches tall with a slim and lithe body. People always commented on how beautiful she was and she accentuated her femininity by wearing the sexiest of clothes. She loved the latest fashions and was seldom seen out of a pair of heels. She had the attention of every man, but for her, they were always a distraction. She preferred going out with her friends and spending time riding horses on our parent’s ranch just about an hour’s ride north from town.Jenny arrived as planned and we had a nice lunch together. I said, “Okay, so what’s the favor you need from me.” Jenny paused and responded, “Well, this one’s kind of a big one, and I hope you just hear Side escort Bayan me out before saying anything.”“Okay, are you in some trouble or something.”“Heavens no” she blurted out. “You know I’m always goodie miss two shoes. I just know it’s something you may not want to do and despite me being in a real bind, you’re really my last hope. So, I’m hoping you can find it in your heart to say yes.”So, there it was, she used that familiar pleading tone, and I knew it would be hard to say no, regardless of how I felt about what she wanted from me.Jenny started off by saying, “Sarah, my BFF is getting married in one month. She and her sister have been at odds over her choice of whom she’s marrying. Brad’s his name and Megan can’t stand him. Megan thinks the marriage will be doomed from the start and that she needs to reconsider. Especially since she and Brad sprung the decision on everyone last minute.”“Okay, so what’s the favor, I’m having a hard time seeing what my role in any of this would be.”“Well, since Megan has pretty much bowed out of the wedding and said she won’t participate, that leaves her short one bridesmaid. She always wanted five bridesmaids in attendance and now she only has four. Brad is pleading with her to get Megan on board as he will have his five best friends as his groom’s men. They both don’t want an uneven number on the wedding party.”“Again, how do I factor into all of this?”Jenny looked at me slyly and responded, “Do you remember when we used to play dress-up and how you always let me go as far as I wanted in dollying you all up? If I recall correctly, Escort manavgat you told me on several occasions how you enjoyed our play time and that you would never admit that to anyone. Well, this is your chance to play dress-up again and it would be helping Sarah and me out so much. I’d hate for her to cancel her wedding because Megan won’t be there, and I so much want to fulfill her every wish as she made me her maid of honor.”  I thought about what Jenny just asked me. It was a lot and although I did enjoy being made up as a princess when we were younger, I was a young man now. Men don’t play dress-up. And besides, how would I ever pass as a real woman in front of so many people at the wedding? No, I think this was too much of an ask on Jenny’s part.As if sensing what I was thinking, Jenny said, “Look, Mark, I know this sounds crazy, but I have an idea. Before you say no, why don’t we do a trial run? I can have you come over tomorrow and I can give you a makeover. If after I’m done with your makeover and you aren’t convinced that we could pull this off, I’ll break the news to Sarah. She’ll be disappointed, but that is life, right?”I thought about what Jenny had just said, what harm would it be for me to see if she could make me into a passable female. After all, I would be helping not only Jenny but more importantly, her BFF and soon husband-to-be.“Alright,” I said, “I don’t think this will work, but if you are confident in your makeover abilities, I’m willing to give it a try. I do remember the fun we had, and even though I don’t truly understand all the mixed feelings alanya escort I had, I did enjoy being made up into a pretty girl. I’m surprised we kept our playtime secret from mom and dad.”“Thank you, little brother, you’re the best. Don’t worry about a thing. Remember, we are twins and you said it yourself, you and I look so much alike, this will be much easier than you think.”I agreed to go over to Jenny’s place the following afternoon. I couldn’t sleep that night. I kept thinking of all those times I spent in her beautifully decorated room putting on dresses, makeup, and wigs. The repressed memories and pleasant feelings had resurfaced as if the events were just yesterday.I arrived on time. Jenny was excited, as I was too. She had a huge smile on her face, and she said she had planned out the whole makeover the night before. Jenny was clearly not in the mood for small talk, it was down to business. She told me to follow her upstairs to her bedroom. I could tell she had been busy preparing for my makeover. Lying neatly on her bed were several articles of lingerie. Her vanity had the lamp on, and I noticed a huge assortment of makeup neatly organized across the top. There were several high-end wigs propped up on Styrofoam busts. Along the wall were at least six pairs of high heel shoes of varying height, none less than four inches tall.Jenny saw my amazement. “So little brother, what do you think, am I not serious about helping Sarah out?”“Yes, I can clearly see that, but I simply thought we’d just put on some light makeup and maybe a wig or two and see if I looked like a passable woman.”Jenny frowned, “What, are you kidding me, no way, we must pull out all the stops and go for the finish line with gusto. I want to make sure you are comfortable with giving me your decision. As such, I want to give you an ultimate makeover. Only then will you truly feel comfortable in saying, hopefully, yes.”   

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