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Kelly

by Elizabeth

 

I’d decided to take one or two years off between high school and college, so that I could learn more about the real world, and was talking to my mom, when Karen, my long time friend stopped by with some big news.

"Kelly," she cried out, "You won’t believe this. I’ve just won two tickets to the Landsown Charity custom ball on the radio."

"My god, Karen," mom almost shrieked, "Those tickets are worth $500 each."

"That’s fantastic," I joined in. "Can I go with you," I joked knowing that she would be taking her boyfriend Rick.

"Isn’t it great. And yes you can most certainly come. Rick’s going to be out of town . He’s going on a camping trip with Larry."

"I was only kidding."

"Well I’m not. I can’t think of anyone I’d rather go with, except of course for Rick. Come on, it’ll be fun."

"Sure."

"I’m going as Joan of Arc. Now what fantasy character would you like to be?

"Sorry. I haven’t even given it a thought."

"A bride," mom suggested as if there were no other alternatives, "I’ve been saving my wedding gown, and since I don’t have a daughter who’ll ever wear it, you might as well get one evening out of it."

"Mom, I don’t want to be a clown. This is a really really big event."

"Come on," she urged, "I’ll make sure you look like a real bride."

"Mom!"

Karen laughed, "Kelly, I’m sure you’ll be able to pass for a real girl. It’ll be fun, and you’ll be able to see what we go through."

"Right," I said sarcastically.

"No, no. Kelly, no one will ever know. You can work on it for the next two weeks."

"What do you mean, the next two weeks?"

Karen grabbed my hands, "You said you didn’t want to be a clown. And it’ll take you at least two weeks to learn how to act as a woman."

"Okay," I answered enthusiastically, "When do we start?"

"Right this minute," mom answered. "Upstairs, and shave your legs. We’ll get the gown and what you’ll need to wear with it."

In a few moments I was taking a shower and using mom’s razor. The water kept washing the shaving cream off my legs and made my first experience shaving my legs a little frustrating. After a while, I simply sat on the edge of the tub and continued to shave. By the time I finished my legs felt naked. It was wonderful. Afterwards, I put on my robe and walked into mom and dad’s bedroom.

Mom was just taking out her wedding gown out of the plastic covering it had been store in. On the bed there was pair of white lace control panties, white garter belt, long line bra, and a long slip. I was so nervous and excited that my mouth went dry.

Mom let the gown unfold, as if it were a beautiful light cloud, and held it up to herself. This was the first time, I actually saw her wedding gown, and it was more beautiful than in all the photos.

"Oh my," I gasped.

"Mrs. B, that’s an incredible gown. You must of felt like princess when you were it."

"Thank you Karen. I loved it every time I tried it on. And I think, Kelly’s going to enjoy it as much as I did.." Mom brought the dress to wear I was standing and held it up in front of me. "Well what do you think Karen?"

"Kelly’s going to be the belle of the ball."

I was a little embarrassed about taking off all my clothes, especially since some of the excitement was evident from my penis, but mom just told me that we’re all girls and we shouldn’t be embarrassed. When mom referred to me as a girl, I felt a little bit of pride. But even so, I insisted that I put on the panties under my robe. "Mom, I can’t get it in place," I said as I tried to push my penis out of sight. Mom told me to go to the bathroom and take care of it. Fortunately, it didn’t take me more than a few moments before I exploded all over my stomach, and was able to tuck that appendage out of the way.

When I walked back in, Karen made a comment about having to help her boyfriend a few times when he was too hot, and suggested that if I looked as hot in the dress as she thought I would, I’d have to take care of at least one guy on the night of the costume ball. I looked at mom for her reaction. She was smiling from ear to ear.

The long line bra was a little bit too big, and mom said that we’d have to go shopping the next day to get one that fit, and maybe a couple more so that I could get use to being a girl before the dance. Even if it was a little loose, it made me feel absolutely feminine to be wearing it. They had me put on the garter belt and stockings, and a long slip, before they started on my makeup. By the way my mom was chatting, it was obvious that this was a very special day for her. Not to mention of course, that it was a very special day for me as well.

While mom worked on my face and hair, Karen polished my nails a very nice shade of mother of pearl. My hair was pulled up the back and with a few long curls falling on either side. When I looked in the mirror there was no doubt that I was pretty, and it was easy to see that I would be having my share of dances with boys. Dressed as I was, the thought did not seem strange at all, rather I was looking forward to it.

Finally came the big moment, when I put on the wedding gown, with its full white skirt and satin bodice. The feeling was one of being absolutely a woman. I was floating on a cloud.

I slipped on a pair of white 3 inch heels and stood in the middle of the room while Karen and mom gushed over how pretty a bride I was .

Mom had me stand by her full length mirror so that I could see what I looked like. I was satisfied that I didn’t look like a clown. I also knew that there was no way that any girl would dance a slow dance with me. I looked at mom and Karen and then at myself in the mirror, and again at them, and in those moments, I felt like one of them.

None of us had noticed when dad came into the room. In the mirror I could see that he was looking directly at me. "Barb, what are you doing in your wedding gown," he asked.

Mom replied, "Don, that’s Kelly. He’s going to the Landsown charity ball with Karen."

"She . . , I mean, he looks exactly like you did on our wedding day. The resemblance is unbelievable," he said. "Kelly turn around, I want to see what you look like."

I turned twice and waited for some comment. "He’d better be careful, because all the boys will be after him, like they were after you, Barb."

 

"I’m sure Karen can give him a few hints on how to handle today’s boys. Right Karen."

"For sure Mrs. B." Mom and dad started to laugh.

"Kelly, I want you to take the gown off, but you’ll have to stay in something nice, so you can get used to being a girl," mom turned and went to her closet to get a denim skirt and white blouse. "Here put these on. And I’ll get you another bra you can wear for now, but tomorrow we’ll have to get you your own."

Mom and dad went downstairs, while Karen helped me out of the wedding gown and bra, and let me hair down. I washed off the makeup and let her redo it, in a more casual style. By the time I came down, mom and dad had decided to take us out to dinner. Dad kept kidding us about being surrounded three beautiful ladies.

At the restaurant, the hostess commented on how much my mother and I looked alike. In fact, at first she thought we were sisters, but mom had to tell her that I was her daughter. When she said that, I felt very special. Dinner was very pleasant. We laughed and enjoyed ourselves. Mom pointed to a few good looking guys and said that I would have no trouble picking either one up.

During the evening, I even got to use the ladies room and to freshen up my makeup. Karen convinced my parents that we should spend the night at her house, so that I could try on a few of her outfits. Over the next two weeks, I would need more than one skirt and blouse.

When we got to Karen’s, her mom was home, but her dad was out of town on a business trip. At first, Becky, Karen’s mom , wasn’t as accommodating or accepting as my parents, but after popping in on us a few times to see what we were doing, she forgot that I was a boy, and started to treat me like a girl. She even lent me one of her outfits that she had outgrown.

Karen and I talked until the early hours of the morning. We talked about clothes, makeup, movies, and boys. I kept surprising myself with my comments about who I thought were attractive and who I would like to date. By the time we fell asleep, we had made a plan as to how we would convince Larry to go out on a double date with Karen, Rick and I.

Larry and I had been good friends for years, and once, we were younger experimented with each other. He was a very nice boy and tonight I was thinking of him in ways that I hadn’t given much thought before.

The phone rang us up at 10. It was mom and she was in a hurry to take us shopping. After telling me that she was going to pick me up in an hour, she spoke to Becky and asked her to come shopping with us.

I had no idea what to wear, but thanks to Karen’s experience, I decided on a short blue rayon skirt and matching sleeveless cotton sweater.

Our first stop was at a lingerie shop. Walking in there was magical. Mom told the sales lady that her son wanted to experience what it was like to be a girl. She looked at Karen, then at me, then at my mom. "Obviously, she’s your . . . You look so much alike."

I got to choose the bras I wanted to try on. None had very much padding. Mom kept telling me that I needed a padded bra to give me the right look. The saleslady, then suggested, "Lot’s of girls her age, who don’t have too much on top, get breast forms. There’s a store, two blocks over that carries quite a selection. Now why don’t you make that your next stop."

By the time we were on our way to get the forms, all of us had made purchases, with me buying the most. Now, I would have more than enough bras, panties, slips, and camisoles to last the two weeks until the costume ball.

The store which the saleslady had recommended sold all sorts of medical supplies, including breast forms. When mom explained the situation, the fitter seemed very understanding and took mom and I into a fitting room where she showed us different types of forms. She had me take off my sweater and had me sit down while she examined my chest. After a few moments, she said that it would not be difficult to fit me because my chest was well developed. She brought out two boxes which contained the silicone forms and gently inserted them into my bra. She then asked me to stand up. As I stood up, I felt more normal than I had ever felt in my life. And in that moment I knew that it would be very, very difficult for me to take out the breast forms. I was a woman.

After that experience, the rest of the day was anti-climactic, but absolutely enjoyable. Not only did I get skirts, blouses, dresses and shoes, I got my own purse. Some girls loved shoes; I loved purses. I also got to spend almost 3 hours in a beauty salon, getting my hair styled and colored with highlights,and nail extensions. For the first couple of hours after, I didn’t think I would ever get used to them, but by the time we got home, I had forgotten that I was wearing a bra and breast forms and that this was the first time I had long nails.

At home, Karen called Rick and told him that there was a change in plans for their date this evening. She explained that I was going to the charity ball as a bride and would be practicing being a girl until then, and that tonight I needed a date to learn how to act with boys, so he better bring Larry. A few minutes later, Larry called to let me know that he thought it would be great fun.

It was almost eight when the boys picked us up at Karen’s house. You should have seen the look on their faces when they first saw me. Both were speechless. Larry even said he had the best looking girl for the evening. We all laughed.

It was a very pleasant evening. We went to a movie, and Larry put his arm around me. He said it was so I could get used to it when I was dancing with boys, and then he held my hand, because the boys would likely lead me to the dance floor by the hand. When the night was finished he walked me to the front door and while we talked for a little while, nothing else happened. We did decide that the following evening he would come over and we could practice dancing.

It been just over 24 hours since I started dressing, but to me there was no sign that I was anything other than a girl.

The next evening both Rick and Larry were suppose to be coming over, but Rick and Karen decided that they wanted to go see another movie. I think Karen had a lot to do with this. She was getting as big a kick out of this as I was.

It was difficult getting used to being led and dancing in heels. We must have danced for over an hour, and with each dance, I was getting more and more comfortable, not only with moving backwards, but also with my heels. It might have been my imagination, but Larry seemed to be holding me tighter. I was even wrapping my arms around his neck.

When we tired of dancing, Larry and I sat down on the sofa to watch a movie. Like at the theater Larry put his arm around me and I found myself cuddled up to him. Everything seemed natural. We hadn’t said a word for at least a half hour, but the silence was not uncomfortable. I was trying to sort out my feelings, but found myself watching the movie. During one of the commercials, I looked at Larry to ask him if he wanted something to drink. He wasn’t thirsty, but he wanted to know what the breast forms felt like. I smiled, took his hand and placed it over my right breast. "Well," I asked. "It feels so natural. Like real breast," he exclaimed. I kept pressing his hand into my breast, which felt wonderful and sexy.

I looked at him and noticed that he was very good looking. I was feeling lucky to be with him. What happened next seemed so perfect. We kissed. It wasn’t just a small kiss on the lips, but a deep loving kiss as between boyfriend and girlfriend. I pushed myself as close as I could to him and in doing so I noticed that he was hard. I slid my hand over his zipper, and asked, "Is that because of me?" Larry said nothing. I gave it a gentle squeeze and heard a moan. "Larry, you like this don’t you." He moaned again.

There was no stopping me. I undid his pants, lowered his zipper, and reached for his penis. It felt so nice. Larry grabbed me and began to kiss me with unbridled passion, as I stroked his beautiful manhood. I’m not sure how it happened, but I found his penis in mouth. From the way he was holding my head and the way he was moving his hips, there was no doubt that he was enjoying this. As a young man, it wasn’t long before he shot loads of tasty cum into my waiting mouth. In those moments, I was enjoying myself and loving the fact that I was pleasing a man. It wasn’t until later that night, that I thought about what had happened and what I had done. There was no guilt, only a small prayer that one day I would have a vagina and be able to experience making love fully as a woman.

When he finished, Larry pulled me up and gave me another kiss and asked, "Kelly, would you consider going out on dates with me. "

"Of course. I love being with you. And by the way, I thought last night was a date. I mean the arm around me at the movie. Holding hands all the way home. You didn’t kiss me, but that was last night." I then gave his penis another lick and put it back in his pants and closed his zipper. It was time for him to go. When we got to the door, Larry gave me another one of his passionate kisses. I was in seventh heaven.

A few minutes later, I was wearing a soft pink nightie and lying in my bed. What an evening I thought, when the phone rang. It was Karen and she had just got home after her date. We spent the next hour talking about what had happened between Larry and I. It was funny, she and Rick had been talking about us, and both expected it. By the time we finished, we had agreed that the four of us should hang out the following night. They were having a dance at a pavilion by the lake, and the place would be packed with kids.

The next day, I did my nails and then helped mom clean the house. Afterwards, we went out to get me a bathing suit that would hide that little extra between my legs and would support my breast forms. We found ourselves at the same store where we bought the forms. They had some really cute suits designed for the forms. I left with a nice one piece black suit. We went to another store and picked out a nice two piece suit that I could wear in the back yard while sunning myself.

At lunch, mom asked how was my evening with Larry. I hesitated, then I blurted out that we had kissed. "I figured as much. Kelly, Kelly, what are we going to do with you. It’s obvious that you enjoy being a girl. I should’ve of know for a long time, since you loved to play dress up when you were little. You always wanted to be the mother and to play with dolls."

"I guess we’re not going to see you in your old clothes are we?"

"I haven’t even thought about it. But mom, I feel so natural. I don’t even realize I’m wearing a bra, or dresses, or skirts. It’s just so perfect. Mom," I again hesitated and tried to swallow, "I’m a girl. I just know it. I want to be just like you. I want a husband and children. And I don’t ever want to pee standing up. It doesn’t feel right." I cried and laughed.

Mom put her arms around me and we both began to cry. "When I called you my daughter the first night at the restaurant, I knew that you were."

 

 

 

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2002 by Elizabeth. All Rights Reserved. These documents (including, without limitation, all articles, text, images, logos, compilation design) may printed for personal use only. No portion of these documents may be stored electronically, distributed electronically, or otherwise made available without express written consent of the copyright holder.