By Samantha Jenkins
Chapter 1: The Mistake
I looked at my sister who was looking at me.
“You look cute" was all that she said. I stammered for words here I was standing here wearing a pink pleated mini skirt and a black turtleneck sweater along with a pair of black tights. I also had on a pair of her 3 1/2 inch platforms. She had one pair that she wore to parties that could be closed with a padlock that was the pair I had on and without thinking had closed the locks not realizing she had the keys.
“What would you do if I didn’t unlock those shoes?” My eyes must've gotten really wide.
“You wouldn't do that to me, would you?”
“You know I was thinking that since it’s Halloween next week, with little makeup you make a pretty decent looking girl. Of course one thing you've got to do shave the legs" Hmm, here was my sister telling me that I’d look cute as a girl for Halloween. What she didn't know was that I was already thinking about going out to a Halloween party dressed in what I was wearing with the exception of the padlocks on her shoes.
“Come downstairs and let’s sit at the table and talk."
“Ok” I got up off of her bed and made my way downstairs, moving carefully in the platforms, even though I had already mastered walking in them. When I got to the kitchen I heard Jen on the phone,
“Katie, its Jen, Call me when you get in. I need the keys”
“You mean you don’t have them?” I asked her.
“Nope, I have the keys to her 4 inch platform boots”
“She has 4 Inch platform boots that lock?”
“Yeah, have you ever seen them?”
“No I haven’t” Just as I finished the phone rang.
“Hello?” Jen said into the handset. “Oh, Hi Mom, Yeah he’s sitting here next to me, in a skirt.” I started blushing. “I walked in and he was in my room wearing my black turtleneck sweater and the pink pleated miniskirt that you bought me.” She listened for a moment, then continued, “No my boots that lock, and we have to wait for Katie to get home for the keys” Jen looked at me and winked. I was becoming worried.
“Here, Mom wants to talk to you.”
“Yes” I spoke into the phone with a shaky voice
“Josh, I’ve told you about wearing your sister’s clothes before, you are to stay like that until I get home, your sister is in charge and you will do what she says, understood?”
“Good, you can be a girl for the weekend. Put your sister back on.”
“Jen, she wants to talk to you.” I said handing the phone to her.
“Yeah, Ok. I’ll keep the keys and give them to you when you
get home.” I was really starting to get worried now. “Ok, I’ll talk to you when you get home.” She hung up the phone. “Come on little sister, we need to make you look pretty for when mom comes home.”
“Jen, what do you mean ‘make me look pretty’?”
“Just adding a little makeup, and maybe some nail polish. I’m also going to put on a skirt. Mom told me that I have to wear skirts because you are my little sister and that is all you are going to be wearing for the weekend. Plus, I get to pick out what you wear.” She grinned at me.
“Jen, What are you going to make me wear?”
“Nothing that I wouldn’t wear.” I just looked at her. When she wore skirts they were short, meaning 16 inches or shorter. The pink one I had put on was about 14 inches long. She got in her closet and got out a black skirt, a light blue sweater, and a pair of light blue tights.
“Mom said I have to lock my pants in the chest in her room. She also said that you do too. So go get all of your pants, and I mean all of them. Take them all and put them in the chest.” I headed to my room. Mom had said that I was going to be a girl all weekend, and this was a 4 day weekend. She wasn’t going to make me dress as a girl all weekend, was she? I got all of my pants, including my dirty ones, and put them in the chest. Jennifer came in behind me and dropped all of her pants, all 6 pair, in the chest and closed the lid. “I want you to lock it. Mom said if it isn’t locked she will make us both wear skirts for a month.”
“She wouldn’t make me wear a skirt for a month” Our mom had made Jen wear skirts for a month once, just because Jen refused to help wash the dishes. Jen had learned really quickly that she should listen to mom. She had begged for 3 weeks to get her pants back, so mom had made her wear skirts for another week. I picked the lock up and breathed as if I were being led to the death chamber as I slipped the shackle of the lock in the hasp on the chest. *Click* Just like that I had sealed our fate for the weekend.
“She made me do it, so I think that she will. Come on lets go paint your nails, and do your hair” I had forgotten that I had been growing my hair long for Halloween. We went into Jen’s room, and she sat me down at her vanity. “I think we should do pigtails for today.” I looked into the mirror at my self. I did look like a girl already. Jen grabbed her brush and brushed my hair. Pulling it apart at the part, she grabbed two pieces of pink ribbon and put my hair up into pigtails. As we were sitting there the phone rang, Jen looked at the caller id on her phone,
“It’s Katie.” She said to me smiling. “Hello” she said into the air because she had put the call on speaker phone.
“I just got your message, Jen. Did you lock your boots on and need those off?”
“Actually I didn’t but Josh did.”
“Oh?” I started blushing.
“Yeah, I came home and he was in my room in my boots, a Black turtleneck, a pair of black tights, and my short pink pleated skirt”
“I’m on my way over and I’ll have the keys. I have to see this.”
“Ok, see you when you get here.”
“Bye” Jen said grinning at me. “I think we need a name for you.”
“I like Veronica.” I said.
“Too old fashioned, how ‘bout Morgan?”
“I like that.” I said nodding my head, feeling the hair that had been placed into pigtails and the ribbons on my ears and neck. Jen put some lipstick and mascara on my face and pronounced me ready to see the world. Just as she finished, the door bell rang.
“That’s probably Katie, Go get the door Morgan.” Jen said, ushering me toward the door of her room. I made my way slowly down to the front door. When I got there, I peeked through the peep hole and saw Katie on the other side wearing a white sweater and a light blue skirt. I opened the door, and hid behind it.
“Hi Katie,” I said as I closed the door. I turned to face her. I had a crush on her.
“You look cute. Have you decided on a name for yourself yet?”
“Yes, I have,” I said blushing, “I decided on Morgan.”
“Cute name for a cute girl, where’s your sister Morgan?”
“Upstairs in her room.”
“Ok, come on,” she said taking my hand and leading me up the steps. Here I was holding the hand of the girl of my dreams while I was wearing a skirt. At the top of the steps she kissed me on the cheek. I really started to blush. “Jen, I found your little sister Morgan trying to sneak out of the house.”
“Morgan, were you trying to sneak out of the house?”
“No,” I replied looking at my feet in the boots that I had locked on my feet about 2 hours eariler.
“Hey, I’ve got an idea,” Katie started. “Let’s go to the mall.”
“Um, lets not.” I said
“Why not Morgan, We’ll go to one that isn’t around here” Jen Said
“I’ll get noticed, some one will know I’m a boy, not a girl.”
“You can act like a girl; I’ve seen you do it. You make believe that this is a play and you’ll do fine.”
“Do I have to wear these boots?” I looked hopefully at Katie and Jen.
“Yes,” Jen said. “Mom said you had to have them on when she gets home. Besides, Katie put the keys in the chest.” I hadn’t notice Katie slip away, she came back in the room with a grin on her face. She walked over to me.
“Your mine later,” she whispered into my ear, and then nibbled on it.
“Huh?” I replied still dealing with the way her nibbling made me feel.
“Yeah, I’m going out with you. I’ve always wanted a boyfriend that didn’t mind wearing skirts. What do you say we go see a movie later, just the two of us, both in skirts?” she said.
“Uh, uh, ok.” I said softly. Katie gave me a kiss on the cheek. I kissed her back on the lips.
“Be careful doing that, you’ll smear your lipstick” Jen said with a smile on her face.
“Will you do this on Halloween?” Katie asked me.
“Of course love,” I replied looking at the green of her eyes.
“Even at school?” Jen said, I had forgotten that our school had a dress-up day for Halloween. Last year about 5 guys dressed up as girls for the day, 4 of them didn’t pass, they were football players. Every one had a good time with the costumes.
“Yes, only if I can wear what I’ve got on now” I said after a few seconds of thought.
“Even the padlocks?” Jen inquired
“Only if my girlfriend has the keys”
“Deal.” Katie said. “Maybe I’ll leave them at home so You have to stay like that till I let you out.”
“I think she should wear my skirt just like that one that is shorter by about half an inch.”
“I think this is just fine.” Katie said. Then the phone rang. Jen picked it up.
“Hello?” she said into the phone. “Ok, mom, hang on. Morgan. Phone”
“Yeah,” I said into the handset
“You know Morgan was going to be your name if you were a girl. Have you had enough of the dressing as a girl yet?” My mother said.
“No, mom. I have a girl friend now though” I winked at Katie and Jen
“Oh, really and who is going out with my daughter?”
“Katie is. Mommy can I dress as a girl for Halloween?” I asked politely
“Actually, your going to be dressing as a girl at home for a while at least 3 months, and full time on breaks from school, and the weekends. Now put your sister back on.”
“Here Jen, she wants to talk to you again.”
“On Speaker? Ok,” Jen said as she pushed the button “Were on Speaker
“Ok, The reason that I wanted to be on speaker is so every one knows what’s going to happen,”
“Ok,” Jen said.
“Now first, Katie I’m assuming your there?”
“Yes, Mrs. Smith”
“Where are the keys for the boots?”
“There in the chest with the girl’s pants.”
“Ok good, Now, Morgan is going to be visiting for a while. She will be here when she is not in school for at least 3 months. Jen?”
“There’s $500 on your Debit card, Go help your sister get some clothes. Get her underwear and night gowns too. No pants or shorts.”
“I’ll be home about 7:30 or so, I’ll have dinner when I get there. Katie you can join us if you wish. Talk to you all later” and with that she hung up.
“Three months?” Katie said. “I think I might get to liking this.”
“I think she is going to try to get me to stop dressing by making me do it for 3 months.”
“Is it going to work?” Katie asked.
“No. I’ve only been doing it for 3 years.”
“3 Years?” Katie asked wide eyed.
“Yeah, I tried on a night gown of sis’s and got hooked.” I began,
“I’ve never been outside before.”
“Ah, No wonder you didn’t want to go to the mall. Have you seen any thing of mine you like?” Jen asked me.
“Well, I like what I have on and you have on.” I said.
“Then we’ll buy you that. Have you ever seen any thing that Katie wears that you like?”
“Well,” I started. “She has a lot of dresses that I like”
“Ok, then we have your wardrobe. What kind of shoes do you want?”
“Can’t I just borrow yours and Katie’s?”
“No, you need your own.”
“In that case, shoes like I have on, with out the locks.”
“Oh, you don’t like the locks?”
“Oh I do for fun, but not for every day wear.”
“If I had the keys would you wear them every day?”
“Maybe.” I said looking at the floor
“That’s a yes maybe.”
“Katie, did you drive over?” Jen asked
“Why, yes, Jen I did”
“Pull it into the garage so we can get Morgan out with out any one seeing her”
“Ok,” Katie said getting her keys out so that she could pull the car into the garage. She left the room
“Jen, why are you having Katie pull her car into the garage, I figured that you would have made me walk to the curb where she parked.”
“I don’t’ think that my little sister is ready to be seen by her friends and neighbors yet. Besides, Mom will see to that for you.” Just then Katie honked the horn from the garage. Jen smiled at me, “Lets go sis.” She said. I sat down in the back seat of Katie’s Corolla. Actually I kind of fell.
“That was anything but graceful” Jen said aloud, “Get out and try it again.” With that I got out of the car, and sat down again, this time putting my butt on the seat them pulling my legs and feet in afterward.
“That was much better,” Katie said, smiling, and with that, we were off to our destination: The Mall.
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