literature

The Costume Shop (In Progress)

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The Costume Shop
by RogerGirl

  Hey, my name is Gary.  I graduated college in June and have been working part time jobs while I attend grad school.  Recently, I found a job at a Halloween costume shop.  Unlike most costume shops, this store remains open year round and also sells other merchandise.  The store specializes in costumes for adults.  When I first started working here, the owner told me that employees were required to work in costume.  That sounded pretty fun, and each day I would dress as a vampire, cowboy, pirate, or some superhero.  While I would only wear men's costumes, I noticed some of my co-workers would dress in costumes designed for the opposite gender.  Cassidy dressed one day as Captain Jack Sparrow, and Devin dressed as a sexy female nurse.  With Cassidy's help and items around the story, Devin made a pretty hot girl with his thin feminine figure.  Like Devin, I am also thin and have long hair, but I've never had any interest in crossdressing.  After work, I decided to ask Devin what it was like.

"You looked pretty hot today," I said to Devin who was now dressed as his normal self, "do you dress as a girl often?"

"Actually, before I started working here I've never dressed before," he replied, "It's kind of fun dressing up as a chick though, but it's not something I would do on a regular basis.  You should try it."

  I went to Cassidy, who was now back in her regular clothes, and asked her to help me find a costume for the following week since I had the next two days off.  We found a sexy devil costume and she grabbed some items to help with my transformation.  She invited me to spend the night at her apartment so she could help me get ready.  I had wanted to ask her out for a while and am kind of excited to get a chance to spend the night at her place.  When we get to her place, however, there is a girl sitting on the couch watching TV.  The girl gets up and they kiss.

"Gary this is my girlfriend, Linda," Cassidy says, "Linda this is Gary.  I'm helping him dress up as a girl."

 Now that I knew Cassidy was a lesbian, my hopes for the night were gone.  I decided to let her dress me up anyway though so as not to make things awkward.  She took me to the bathroom and instructed me on how to remove my body hair.  After my body was smooth and hairless and I had washed my hair, Cassidy and Linda sat me down and began transforming me with makeup and nail polish.  After attaching prosthetic breasts and tucking my penis back, I put on a bra and matching boy short panties.  They helped me into a sexy mini-dress that showed off my surprisingly sexy legs and added some perfume and jewelry.  Since my ears were pierced I was able to wear some earrings.  They helped me into a pair of 4" heels and helped me walk and talk and act like a girl.  

 After practicing for a while I was ready to change back, but they surprised me by handing me a purse and telling me we were going out.  I soon found myself at a bar they liked to go to.  Looking around I saw the bar was full of gay guys, lesbians, and drag queens like myself.  We went over to a table where a guy and girl were making out and another guy was sitting with them.  The couple broke their kissing and I was surprised to see the girl was Devin.  As we sat down, I learned that Devin was gay and a friend of Cassidy's from way back.  The guy he was making out with was his longtime boyfriend, Mitch.  Although Devin didn't normally dress in drag, he had decided to enter the bar's drag show that night.  The other guy at the table was Mitch's friend, Vince.  Since everyone else was coupled up, I found myself sitting next to Vince.

"You look pretty hot as a chick," Vince said, "don't worry though I know you're straight.  I'm not gonna make a move on you or anything.  I actually am just getting over my break up with my boyfriend.  I'm not ready to get back into the dating game yet."

"Thanks," I replied, "and I'm sorry about your break up."

 As we talked some more I got more comfortable and even started to forget that I was out at a bar dressed as a woman.  I learned that Vince was bisexual and that he had been in relationships with guys and girls over the years.  Our conversation was interrupted, however, when the drag contest began and Devin pulled me onstage with him.  Luckily, it was an amateur contest and none of the contestants had to perform.  We were each asked our drag names and to walk around the stage.  Nervously, I told the host my drag name was Arianna since I couldn't think of any female names that sounded like Gary.  Remembering what Cassidy had taught me, I walked around the stage and did a few poses.  Surprisingly, I advanced to the final, but Devin did not.  In the final, I and the other finalist danced as music played.  Not having danced in heels before, I was awkward and almost fell a couple times.  The other contestant won, but I got a gift card as a consolation prize.  

 Back at the table, everyone congratulated me and we ordered some more drinks.  Soon it was late and the bar was about to close.  Mitch and Devin said their goodbyes, and the rest of us went back to Linda and Cassidy's apartment.  Vince lived in the same building and stopped by for a while before heading back to his place.  Eventually Linda and Cassidy went to bed and I was left alone with Vince in the living room.  While I wasn't attracted to Vince sexually, I was fascinated by his stories.  Vince worked in the movie industry and I was getting my Master's in acting.  He had worked in various areas of the industry, including some time as a makeup artist.  As I listened to Vince's stories of the various celebrities he had worked with I drifted off to sleep.  

 The next morning I woke up on the couch with my head in Vince's lap.  My head was pounding from all the drinks I had the night before and I could feel Vince's erection near my forehead.  I got up and stumbled over to the bathroom.  After taking a piss, I found a note in the kitchen from Cassidy.  She and Linda had to leave early, but when they got back in the evening they would help me change back.  In the meantime, they had left some clothes for me to wear for the day.  I took a quick shower and put on the outfit they left me.  I came back to the living room wearing a tank top and denim mini-skirt and found Vince was awake.  He helped me with my makeup and invited me back to his place to hang out until the girls got back.  Feeling very hungry, I agreed and put on the heels Cassidy had left for me.  I grabbed the purse with my stuff in it and went with Vince to his apartment.

 When we got to his apartment, I took off my heels and sat down on the couch while Vince made us breakfast.  As I waited, I found some photos of Vince in a portfolio on his table.  Vince was a tall, muscular, good looking guy and if I had been gay or a woman I would have definitely been attracted to him.  I on the other hand was thin and cute and I began to wonder what kind of roles I would get as an actor.  I definitely seemed to look better as a woman than I did as a man.  As I continued looking through the portfolio, I found out that Vince was auditioning for an all-male production of a Shakespeare play.  Looking at the list of roles they were auditioning for, I began to wonder if I should try out for one of the female roles in the play.  

 When breakfast was ready, Vince served me my food and we began talking while we ate.  Even though I had only dressed as a girl for the first time the day before, I found myself acting like a woman.  If I decide to try out for the play, I would need to be very convincing as a female.  
A recent college graduate gets a job at a Halloween store while he looks for a job. The owner of the store asks employees to work dressed in a different costume each day. While he begins wearing only men's costumes, eventually his curiosity gets the best of him and he decides to try some of the female costumes.
© 2012 - 2024 rogergirl
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