Halloween Surprise           by: Patricia Anne Anderson

 

My two older sisters had an idea about what I should wear for the school Halloween party. As a boy I wasn’t very big 5’ 5" tall and very slight in stature. My features were more female than male. Unlike most boys my age who had started to shave I didn’t have much hair on my body at all. I didn’t have to shave at all. I was well liked at school but everyone would still give me a hard time about how female I looked. I was in the Drama class and when they needed a boy to play the part of a girl I was usually asked to play the part and I would have to admit I was pretty good at it. Thus what led to a most interesting evening for the school costume party.

My sister Ann laid out some things on my bed that I was to wear that night. Ann was just two years older than me and a Senior. My sister Judy had graduated the year before and was going to a local college. As I went to my room I noticed the things that Ann had laid out for me. A pair of satin panties, matching bra with lace trim. A corset with straps to attach the black lace top nylons to. A pretty blue French maids uniform, a red petticoat and blue paten leather shoes with ankle strap and 6 inch heels. As I was undressing Ann came into my room. There I was sitting in my underwear and I was sort of embarrassed. I started to put my robe on.

"Don’t worry little brother, I have seen you in your underwear before."

I smiled despite the situation as she went on to explain what she had lain out for me.

"You need to go take a bath Patrick, then shave what body hair you have off and make yourself smooth." She said.

"Sis are you sure this will be ok, I mean what about mom and dad?"

"Mom and dad already know remember, we talked about this and besides they have seen you dressed like a girl at plays and things."

"Well ok, I guess it will be ok."

I went to the bathroom where my sister had already drawn me a bath and I noticed that she had put her scented bubble bath in. As I got in it felt good. I picked up the razor and deftly shaved my legs and underarms and everywhere there was any hair. As I laid there in the bath my sister came in.

I was a bit embarrassed as she came in.

"Sis, I am taking a bath here."

"I know Patrick, I am going to do your hair for you. Besides the bubbles hide everything anyway."

She took some rollers and started to put them in my hair. It hurt a bit as she rolled them in but I let her do it. My hair was fairly long because that was the style of the day for boys my age. My hair was down to my shoulders and it looked pretty good. My sister smiled as she put the rollers in.

"There that should do the trick, when you are done with your bath I will help you with your make up and stuff."

She left the bathroom and when I got out of the tub I toweled off and put on some of her perfumed powder. I was starting to feel pretty good about the whole thing. I thought to myself, " Can I pull this off?" I most certainly can and I will.

I went to my room and my sister was waiting there. She told me to take off my robe which I quickly did. The first thing she did was picked up the panties and held them up to me. Before she put them in she took my testicles and stuffed them up inside my body. Then she took my penis and pulled it back between my legs. She picked up a roll of surgical tape and secured my penis. When I looked down she had fashioned a sort of vagina and it was flat and smooth. She held the panties out and I slid them up my legs and around my waist. You would never have known that I had any male parts at all. I smiled at her despite myself.

Next came the corset, it was a full length corset and when she laced it up the back she told me to raise my arms so she could get it tight. Now I had a slight build and a small waist to start but the corset made my waist even smaller. Ann smiled after she had tied the laces in back. She picked up the bra and had me slip my arms through the straps. After she hooked it in back she stepped back to admire her handiwork.

"Hmmmmmmmm, something is missing." She said.

Anne left the room and came back carrying a small box and a tube of some thing.

"Take off the bra please." She said.

I took off the bra and she opened the box. She took what appeared to be a set of perfectly formed silicone breast forms. She applied some of the stuff from the tube to one of them and pressed it to my chest. She did the same with the other one. she held them in place for a little bit and then stood back. I looked down and there on my chest were a pair of very realistic looking breasts.

"The glue I used will keep them on for about a week, but if you use some of this remover stuff they will come off."

The breast forms moved when I moved and felt so real. I couldn’t help but feel them. They felt real and they even jiggled like real ones.

"Where did you get these sis?" I asked.

"Mom has had them for a while, remember when she had that operation a couple of years ago?"

"Yes."

"Well she wore these till they did her reconstruction after the mastectomy she had due to breast cancer."

"Oh, ok, I remember."

She told me to put the bra back on and she hooked it in back. The bra now fit perfectly. I couldn’t help but look in the mirror and admire what I looked like. As Ann was getting me dressed Judy came in and looked at me rather funny.

"Not bad little brother, or should I say Little sister?" She said with a smile.

I couldn’t help but blush at her comment.

"So what is this all about Ann?" She asked.

"Well Patrick needed a costume for tonight and I thought this one would be good."

"I think so too Anne, said Anne, do you need any help?"

"Sure sis you can do his make up for me after I get him dressed."

Me being the youngest child and the baby of the family as my sisters always referred to me, I wasn’t arguing with them. As a matter of fact I was having the most fun I had had in a long time. My two sisters always treated me nice and I did love them.

Ann told me to stand up as she picked up the maids uniform. I stepped into it and she zipped it up in back. She picked up the petticoat and had me step into it as she pulled it up around my waist. It made a funny swishing sound as I walked and I loved the feel of it against my bare legs. Ann had me sit down and she started to roll the nylons up my legs. She attached each nylon to the garter straps of the corset and then stood back to look.

She put the red shoes on my feet and attached the ankle straps. It was a bit hard for me to walk in them but I quickly got used to it. As I teetered there Judy just laughed.

"Maybe we should have started him out with lower heels?"

"That would ruin the effect Judy."

I stood there in front of my two sisters dressed in the maids uniform and I smiled. The skirt part of the uniform was very short and you could see the tops of my nylons. I also had to watch how I bent over as when I did you got a good view of my panties. Ann took me by the hand and led me to her room and had me sit in the chair by her vanity. While she fixed my hair Judy did my make up. The only part I didn’t like was when she plucked my eyebrows. Then came the most frightening part, Judy picked up something that looked like a glue gun and put it up to my ear. There was a little pop and I felt a little sting and the next thing I noticed I had a pierced earring in my ear. She did the same with the other ear and stood back.

Ann was done with my hair and turned me around to look in the mirror and what I saw astounded me. Despite the many times I had dressed up like a girl for drama class plays I was astounded. There before me was the loveliest girl of about 14 or 15. I smiled to make sure it was me and then turned around to face my sisters. They were both smiling and each kissed me on the cheek.

"Oh my, you are so darling Patrick, or should I call you Patricia?" Asked Ann.

I blushed as I stood up, for the next hour the two girls taught me how to act like a girl. How to sit, how to stand, how to talk. They even taught me how to bat my eyes. For all who would see me I wasn’t a boy I was a girl and I loved it.

"I don’t think she should go to the dance alone, do you Ann?" Asked Judy.

"No of course not Judy, I think we should get her a date." Said Ann.

As I tried to protest Ann quickly quieted me. Judy went to the phone and dialed a number.

"There it’s all set, Carl will be here in about half an hour." Said Judy.

"Who the hell is Carl?" I asked.

"Oh he is just a friend of mine." Said Judy.

"Oh my, not Carl?" Said Ann.

"And why not Carl Ann?" Asked Judy.

"Well I thought Carl was your boyfriend?"

"He is Ann, that is the best part of it, I told him I wanted him to meet our cousin who is going to the party tonight, and he said yes, I told him she was a knock out."

The two girls smiled at each other and laughed. I was really getting scared now. What had my sisters gotten me into? Ann was going to the dance as a ballet dancer. Judy couldn’t go as she wasn’t in highschool anymore. I wasn’t really looking forward to having a date with a boy but I figured I would go along anyway. As I sat there waiting Judy and Ann talked about boys and other girl stuff. I was all ears as they talked. It was as if there wasn’t a boy in the room at all but another girl, ME.

When the door bell rang I nearly jumped out of my chair. When Judy went to answer the door I expected to see her boyfriend Carl. He was there along with two other boys. Judy gave Carl a big hug and a kiss and Ann did the same with one of the other boys.

"Well I guess introductions are in order. Said Judy. Carl this is our cousin Patricia Anne and of course you know my sister Ann." "Hello Patricia, it’s nice to meet you."

All I could do was stand there looking silly.

"That is a great costume, you should win first prize." Said Carl.

"Thank you Carl." I said in my most feminine voice.

"This is my cousin Alexander, he and you are about the same age, Ann made arrangements so that he could go to the dance with you."

Alexander was dressed like a pirate and he looked really good. He was a good head taller than me and looked very muscular. He was handsome to say the least.

"Patricia this is my boyfriend Bill." Said Ann.

"Hello Bill.’ I said.

"Are we ready to go?" Asked Ann.

"As ready as I will ever be." I said with a shy smile.

Alexander took my hand and we walked to the car together. It was Bill’s car and he and Ann got in the front seat. Alexander and I got in the back seat and Alexander pulled me close to him and put his arm around my shoulder. I didn’t know what to do as Ann looked in the back seat and smiled at me. We sat back there and then Alexander did something unexpected, he leaned over and kissed me on the lips. I didn’t know what to do as I tried to push him away from me. This date was starting to turn out very interesting. While I didn’t expect what he did I kinda liked it.

"Why did you do that Alexander?" I asked.

"I don’t know Patricia, May I call you Patty?"

"Of course if I can call you Alex?"

"Of course you can beautiful." He said with a smile.

We sat close together the rest of the way to the dance. I was a bit apprehensive as we got out of the car and headed for the school gym. I didn’t know what would happen if the boy I was with ever found out I was really a boy. What I didn’t realize was that unknown to me both Alexander and Bill already knew. Judy had talked to them long before this all came about.

It was fun at the dance as we all went in. I was in a good mood feeling as though I had pulled off a fast one. We danced all night I think every dance and Alex had his hands all over me. I didn’t mind as I was getting used to it all. When it came time for the prizes to be awarded for best costume I was brought up on stage with a group of other students and when my name was read as the winner I couldn’t believe it. That is when I knew the cat was out of the bag so to speak. Standing in the crowd were Ann, Bill and Alex they were all smiling at me. The prize for first place was a $100.00 Savings Bond. Ann wanted me to win and she was just beaming. When I left the stage I was immediately congratulated by allot of the people I knew.

"We had to make you convincing my dear, that is why we arranged this date with Alexander." Said Ann.

"Well you could have told me." I said.

"The question now is my dear little brother, how far will you take it?"

"Just what do you mean Ann?" I asked.

"Well it appears that Alex likes you and you do make a very convincing girl."

"I don’t know sis, I like Alex but I am after all a boy."

Alexander was listening and he interrupted.

"I know you are really a boy Patricia, but we are still on a date." "Well I don’t know, now everyone here knows and if I leave arm in arm with you what will they say?"

"Well I know several of the people here and they all think it is so neat that you would be my girlfriend."

I was captured and I knew it, there was no way out of this situation, the only thing is how far would it go. The night was almost over and I wanted to go home. Alex took me in his arms and kissed me again and I didn’t even try to get away. I let him kiss me and we all left the dance. On the way home Alex kissed me again. I was beginning to like this and my mind was all confused. Was I really a girl inside? I wasn’t really that convincing as a boy and I felt comfortable as a girl in the arms of a very handsome boy.

When the boys dropped us off Judy was waiting and she asked how it went. I told her that I had a good time and I won first prize for best costume but was confused as to where I would go from there. She told me that we would have to talk to mom and dad about it. I went to bed that night in one of my sisters nighties and slept better than I had ever slept. I dreamt about being a girl.

 

To Be Continued:

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