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The Math Tutor By Margaret Jeanette Sherry Mentzel was distraught. The math teacher had talked to her and told her she flunking math. She just couldn't understand the equations. She was at wit's end on how to get it. She knew she needed help but where to get it? She was one of the prettiest girls in school and never had any problems in any of her other classes. She had struggled in math classes before but always managed to bring her grades up. She knew however that this time she really needed help. On Thursday she tried to see where she could get any help. She asked her math teacher and he suggested Don Buelow, who was the smartest kid in class. She couldn't even picture who he was. Don Buelow was skinny and the third shortest kid in the class, not at all an imposing person. He was shy, and fit into the background no matter where he was. He was probably the only kid in the whole class who didn't have a close friend. Even some of his teachers would have had a hard time describing him. Then it was Friday night, and every Friday night the school had a dance in the gym. Sherry was there with her circle of friends. Don was there watching people as they danced and fantasizing dancing even though girls scared him. He sat all alone watching a group of seven girls. He saw Sherry talking to them and thought about how pretty she was. He thought though that she was completely out of his league. He saw one of the girls point at him then saw Sherry walking towards him. He knew she was heading straight for him and his stomach was doing flip-flops. . "Hello, I'm Sherry. I have a big favor to ask you. I am having trouble in math class and the teacher said you might be able to help me. I need a math tutor and you are good at math. Could you help me by being my tutor?" "I-I-I suppose so. I can possibly help you. To me math is easy. All that is necessary is to break down the problem into smaller easy parts." "Great, can you come to my house tomorrow morning at ten? I have to start getting better at math right away." "Sure that will be no problem. I will see you at ten tomorrow." At ten the following morning he was there. It took him an hour just to teach her how to solve a simple problem. In another hour she was able to solve a problem without his help. She was so happy that at lunch she asked him what he did for entertainment and he said mostly studied and played games on his game cube. She asked him if he ever went to the mall to hang out and he said he didn't. He didn't like being seen by anyone. "I don't like how I look," he said. "Maybe as a boy. How about in disguise? How about as a girl? You know with your thin face and full lips you would look great wearing lipstick. You have real feminine features and I know you would look great with your face made up." "I don't know anything about that. I am not into that kind of thing." After lunch they went back to studying math. He noticed she was looking at him with a smile on her face,, and it was making him nervous. Somehow he knew her mind wasn't on math. Finally, in mid-afternoon he gave up. She said she was sorry but on Saturdays she usually hung out at the mall. She said she wanted to go there now and she invited him along. She said she would probably be more prepared to learn the next day. He agreed to try it tomorrow. On Sunday when he arrived she was wearing a tight blouse and short shorts. She invited him in and said they should start by having a soda because she had something to say to him. "I know how I can learn faster. Last night I figured out what the problem was yesterday. I was thinking about how you would look as a girl. I am sure you would look great as a girl. Now what I am thinking is that as long as we are the only two here you should let me dress you as a girl. Then I will be able to concentrate on the math." "I don't think that is a good idea. I have no interest in wearing a dress. Why can't you just put the idea aside?" "I tried but it won't go away. You know how when you get an idea and it won't go away, it's all you think about." "I know about that but you have to concentrate if you are going to learn math." "Exactly, that is why I am asking. Will you please, pretty please! Just for me!" Reluctantly he agreed to try it. She led him into her bedroom and soon he was wearing a pair of pink lace-trimmed panties, a padded bra with the cups filled and a slip with nylons and a pink dress with little single red roses with a white bow tied around them. Then she handed him a pair of pink flats to put on. She looked at him and said his lips were screaming for lipstick. When she was done he had foundation, blush, eye shadow and lipstick on. She got one of her mother's wigs and placed it on his head. He looked in the mirror and thought he looked like he belonged in a circus. They got to work on the math and she was getting it very fast. They were up to where the class was two weeks ago when it was lunch time. At lunch he told her she was really showing improvement and she said it was because she didn't have to imagine what he looked like in a dress anymore. She told him he made a better looking girl than a boy. He figured it was because he always wore plain clothes, because there was only him and his mother and not a lot of money to be spent on new clothes. He decided that was the reason he looked better in the dress. They were finishing lunch when the doorbell rang. It was two of Sherry's girlfriends telling her they wanted her to go to the mall with them. When they saw him Sherry said he was her cousin Doris from out of town. They said hello to him, not recognizing him as Don. They said it would be a great time to show her cousin the mall. She turned to Doris and gave him a look of desperation. "Doris, will you please come to the mall with us? It will be so much fun, I promise you. Please come with us!" He felt trapped and finally agreed to go with them. On the way, if the girls he was with laughed, he laughed. He was starting to relax as he saw the other girls were accepting him. They arrived at the mall and it seemed instantly there were boys after them to join them. Four of the school football studs were after them, with the star quarterback interested in Don. Sherry told the quarterback to leave her alone but that didn't stop him from putting his arm around her waist and steering her to a counter where he bought her a soda. Then he took her to a table for two and she was forced to listen to his line. Luckily the quarterback liked to dominate the conversation and wow the women with his exploits. When they finished their sodas he put his arm around her waist and walked her entire concourse including all of the wings without going into any one store. Sherry and the other two girls caught up with them near the entrance where they came in. Sherry said it was time to leave and the quarterback said he had really enjoyed her company, then planted a kiss on his lips. Sherry started laughing and everyone wondered what she was laughing at. She got tears in her eyes she was laughing so hard. Sherry got herself under control and asked the quarterback if he wanted her to bring Doris to the next school dance. The quarterback told her he would look forward to it. Back at Sherry's she was laughing about how he had fooled Brad Smith so completely. She told him Brad had a thing for him, and he said he was afraid to tell Brad that he was a guy because he thought he would get beat up. She said well now he was Brad's girlfriend and he better show up at the school dance Friday night, and as Brad's girlfriend too! He said he didn't want to go as a girl and she said he really didn't have much choice. She asked him if he'd enjoyed the trip to the mall, and he told her he'd gone through grade school and so far through high school, and Brad had never said a word to him until today. And today he wouldn't shut up. He said he couldn't explain why but that he did enjoy the trip to the mall even if another guy kissed him. Sherry said she understood and she would take care of it. She said if he really enjoyed today's excursion he should let her advise him on a few things. He said that would be great and they settled down to study math. In another half hour he had her up to date and he even showed her where they were going next in class. She was becoming excited about math. When he told her she was well prepared for the next math exam she bubbled over with joy. He said he had to get home and she gave him a sad look. She suggested they try on some more dresses and he said he would rather not. She kept it up until he agreed to try on two more, but that was it. She had him try on two that she thought he would look good in and he said that was it. Then she took out a special party dress and asked him if he didn't want to try on that one. He looked at it and wanted to try it on in the worst way. She smiled as she helped him into it. It was an azure blue one with pink bows adorning it. It was made of satin and just shone in the light. He did a twirl and she laughed. She said it was not a school dress but that he could wear it to Friday night's dance. She had him try on the matching shoes with the two inch heel. He didn't have any trouble walking in them, and paraded around looking proud. He hated to take it off but finally did. He was surprised when she said she had more panties than she needed and gave him a bag with four pair in it to take home. They got his make up off and at last he was dressed in his regular clothes and ready to go home. She gave him a kiss on his lips as he was leaving and thanked him for his help in math. All the way home he thought about what had happened and couldn't believe it. It seemed like it was a fairy tale. Before, no one had paid any attention to him, and now it seemed everyone noticed him. He admitted to himself he liked he attention but then wondered if it was such a good idea to be putting on a dress. He thought about what to do. He liked the feel of a dress and wondered if there was something wrong with him. At home his mother asked him where he'd been all day and he told her he was helping Sherry Mentzel with her math. He said she didn't understand it and he was explaining it to her. She said Sherry came into the dress shop where she worked and she was a very pretty and popular girl. He agreed with her and headed for his room. He opened the bag and saw four pair of the fanciest panties all trimmed with ruffles and lace. They felt so soft and alluring. He fought the urge to put a pair on right then. He put them under his under shorts in his drawer. He booted his computer and went on the Internet and did a search for boys in dresses. He was amazed at how many sites there were to check out. He checked out a dozen and from three of them he found out he wasn't alone in liking how a dress felt to wear. He was feeling better about wearing a dress now but he still had his doubts about it. He read about the boy who was expelled from school for wearing a dress then the court ruled he could attend school in a dress. He didn't think he would ever have the nerve to attend school in a dress. The next morning he prepared for school. He arrived at school and it wasn't until third period math that he saw Sherry. She smiled at him and waved. After class she asked him if he was wearing panties. He said he wasn't and she said she gave him them to wear not to look at. Then she laughed and said he should think he was getting into her panties. He went home and it seemed like the panties were calling to him. He held off fifteen minutes before opening the drawer. He took out a pair of black panties trimmed with white lace trimmed ruffles. He felt the soft material and finally gave in. He got them on and finished redressing. They felt so nice on him he wondered why they should make so much difference in how he felt. When his mother got home she asked him how his day was and he told her it was a normal day. She said Sherry had been in and bought two dresses and some fancy panties. He blushed at hearing that and his mother laughed at his being afraid to hear about dresses and panties. Tuesday and he didn't have gym so he kept the black panties on. In math class the teacher sprung a pop quiz on them. He knew he did well on it even though his mind kept reminding him he had panties on. After class Sherry told him she knew she did well on the quiz. She handed him a bag telling him she knew he needed enough panties for a week. She said she could tell he was wearing panties today. He wondered how she knew that. The next day when the teacher handed the quiz back he saw he had made two stupid errors and had two wrong. He heard the teacher congratulate Sherry when he handed her the quiz. After class Sherry told him she got a perfect score on the quiz and thanked him for showing her how easy math can be. She told him to stop over after school. After school when he stopped all she could talk about was how Brad Smith thought he was God's gift to everybody. She said Brad could use some real embarrassment to bring him down a peg or two. Then she said he deserved a reward for making it possible for her to get a perfect score on the quiz. She grabbed him and kissed him hard. He was breathless at having been kissed by such a beautiful girl. She asked him how he liked wearing the panties and he said it was definitely different. She asked if it was a good or bad different and he told her it was a good different. She asked if he was going to wear panties every day and he said he didn't think so because he had gym on Mondays and Wednesdays. She kept after him that she thought he should wear them every day. She wouldn't let up and finally he agreed to wear them every day. She told him she thought he would feel sexy wearing them because panties are the first thing a girl puts on when she wants to feel sexy. On the way home he wondered why he had agreed to wear panties every day. He worried about if he got caught wearing them. When he got home his mother was there because she had Tuesday afternoons off. He walked home and his mother asked him how his day went. He told her it was another normal day and she said she had done the laundry today and when she put his clothes away she saw something strange in his underwear drawer. His cheeks got bright red. She told him she had to see something and told him to pull his pants down. He said he didn't want to but she told him he either pulls them down or she would punish him. He slowly pulled them down. She told him to pull them back up. He was crying as he did so. She gave him a hug and told him to tell her all about it. He told her how Sherry was responsible and that for some reason he had agreed to wear the panties. He was crying harder now and it was hard to get the words out. When he finally finished she asked him if he liked the feel of the panties and he said he did. She told him he should wear them then. He was surprised when she said she removed his entire boy's under shorts and left the panties in his drawer. She said he would probably need more and he told her Sherry had given him some more today. He pulled out the paper bag and showed her. She said they were the same ones Sherry had bought yesterday. As they were eating supper she asked him how he saw Sherry. He said she was the only one in school who talked to him and she was the only fellow student who seemed to care about him. He said she has a way to make him do things Friday morning he put the white ones on with the delicate pale pink lace. Sherry told him after math class to stop after school. She said she had something special for him to see. He spent the rest of the day wondering what it was. He knew there was a school dance tonight and thought about missing it. He then thought about how he loved that blue dress of Sherry's and he knew he wanted to wear it. He wondered what she was planning because he knew she was planning something. After school she showed him the jewelry she had for him to wear to tonight's dance. She said he should be there by six- thirty to make sure they had enough time to get him changed. She said she had some other surprises for him and that everything he wore would distract everyone from seeing him as a boy. She said the more feminine he appeared the better. He left wondering what she all had in mind. He could hardly eat supper he was so excited but wondered if it wouldn't be better if he was a no-show at the dance tonight. After supper he went and put on a pair of dark blue panties with dark pink ruffles and matching pink lace. He was on auto-pilot as he headed for Sherry's house. He arrived ten minutes early and she said he was just anxious to see his sweetheart. When she got him dressed in the blue dress she put a pretty neck lace and matching bracelet on his wrist. Then she removed his boy's watch and put a girl's watch on in place of it. Then came a big surprise for him. She attached false nails to his fingers and painted them a shiny frosted pink after which she did his make up. She said every thing was looking real great and he would never be seen as a boy when she was completely done. After she finished by placing the wig on his head she tied it in a pony tail with a blue ribbon. It only took her about fifteen minutes to get ready and she was ready to go. The arrived at the dance and Brad Smith made a beeline for them as soon as they entered. He told Doris she was beautiful tonight and Sherry laughed. She knew already what he was going to say to Doris tonight. Brad and Doris walked away with Brad holding a strong arm around Doris's waist. Sherry watched in amazement as Brad led Doris onto the dance floor and they danced two slow dances in a row with Doris trapped between Brad's strong arms. After the two dances Brad led Doris outside through one of the doors of the gym and Sherry knew what he was saying to Doris. She got three other girls and told them to come with her. They went out the side door where Brad and Doris had just gone out. "Doris, did he just pledge his undying love and devotion to you? Did he say you were the only girl he wanted for the rest of his life?" "Yes, that's exactly what he said. Why do you ask?" "Because that is what he said to each of us. Then after about three weeks he told us he was done with us. We aren't going to let that happen to you. Brad, you are going to keep Doris as your girlfriend for at least the rest of his school year. You will continue to show you love her or else." "There is no way you can make me do anything. You have no way to make me stay with her for the rest of the school year." "Oh, yes there is. Here is Doris's telephone number. Oh, by the way I think you should have a new best friend and I think Don Buelow would be just the best friend you need. Here is his telephone number. I suggest you compare the two numbers. You see they are one and the same. I'll bet when you kissed Doris you never realized you were kissing Don." "I don't believe it. Prove it!" Sherry told Doris to put up her and slip her panties down. She didn't want to do it but complied. Brad let out a gasp when he saw her penis. She pulled her panties back up and straightened her skirt. "Now Brad, if you don't keep Doris as your girlfriend I will make sure the four of us girls let it get around school that your girlfriend is a man in a dress and that you are gay. You will continue to kiss Doris every chance you get and you will have a date at least once a week with her. Do you understand, or do we go inside and start telling the school all about you and your girlfriend?" In a muted voice Brad said he understood and that he didn't want the school to know about it. She told him she expected him to take Doris back in and dance every slow dance and to kiss her at least once during the dance and at the end of each dance. He answered in a low voice that he would do it. He took Doris by the hand and led her back into the dance before any new humiliations could be placed on him. The dance ended and Doris and Sherry left. Doris asked Sherry why she had made Brad promise to stay with him as his girlfriend and Sherry said it was because Brad had no ethics when it came to dealing with the female side of life. Now he was stuck and if he didn't keep his promise there would be hell to pay. Doris said now he was the one really getting punished because he would have to wear a dress at least once a week. Sherry said she was sorry about that, but didn't he like wearing pretty dresses. He said he did like it a bit but it should be his decision not someone else's that he would wear a dress. At Sherry's house she told him he was right, it should be his decision about wearing a dress. He told her he didn't mind doing it for her but to have to wear one for Brad was a different matter. She told him to talk to Brad about that. She said she had some dresses that weren't as fancy and he could have his pick of whatever he wanted. He said he didn't want her dresses but she led him into her bedroom and opened the closet. She picked two that weren't exactly plain but not too fancy anyway. She handed them to him and told him he could have them. . He said he'd better change, but she said he would probably have to wear one tomorrow anyway so he might as well keep the dress on until he got home. He thought about his mother and knew she would be in bed by this time so he agreed to keep it on. He was over half way home carrying the two dresses when he remembered he had forgotten his clothes he had worn over to Sherry's. He thought he would get them tomorrow anyway so it was no big deal. He wondered where his being Brad's girlfriend was going to lead. Coming up to the house he saw his mother had left the living room light on. He unlocked the front door and was surprised to see her still up. "Let me see you. You look so sweet! You do look just like one of those girls who come into the store shopping. Turn round so I can see all of you." He couldn't believe she was still up. He asked her why she wasn't in bed and she said she was waiting for him to get home. She said she had a feeling there was something going on and she wanted to see what it was. She said now she knew. She said he should tell her all about it. They each had a glass of hot chocolate and he told her about Sherry making him go to the dance as a girl and that she made him dance with a boy. He didn't say a word about Brad to her. She said she was happy he was finally doing something with some of his schoolmates even if it did require he wear a dress. She asked him if he was going to wear a dress tomorrow and he said he probably would. She told him he'd better get to bed, that she wanted to see him dressed tomorrow morning before she left for work. The next morning he put on the dark green one with the little yellow flowers. It had a square cut neck line and he was afraid it showed the top of his bra if he bent over forward. He put the wig on and wondered if he should take the pony tail out and brush it. When his mother saw him she said he needed lipstick and gave him a tube to keep. When he came out of the bathroom she put a pair of pearl dangly clip-on earrings on him, telling him they made him look prettier. He couldn't believe how she was taking this. She told him she would see him later and left for work. He got himself some breakfast and went to watch cartoons on television. The phone rang and it was Brad. He asked if Doris wanted to go to the mall for awhile. Doris said she would love to go. Brad said he would pick her up in an hour. He called Sherry and asked her if she wanted to go along to the mall. She said she already had plans made and would probably see him at the mall. He wanted a different purse and went into his mother's room and found a small black clutch that he thought looked nice. Brad picked him up and as they were on their way to the mall, Brad was real quiet. He didn't say anything. They arrived at the mall and Brad immediately bought him a soda. They sat in an area where there was no one near them. "Brad, I know you would rather be here alone than with me. I am sorry you are being blackmailed. I want you to know I had nothing to do with it." "I know that. It's just that even yet when I look at you I see a pretty girl. My mind says you are a boy but my heart says you are a girl. I don't know what to do. I feel trapped and there appears no way out." "Welcome to the club! How do you think I feel? And now it is worse. My mother likes the idea of me wearing a dress. Now not only Sherry but my mom likes seeing me in a dress. My mom thinks Sherry is a great girl and very popular also." "How did Sherry get you into a dress?" He related how he agreed to help her with her math and how things progressed until they were at this mall a week ago and he met Doris. He said he didn't want anything to do with being his girlfriend but Sherry said that since he was going to be wearing a dress, he needed a boyfriend to look natural. He'd had no idea until Sherry confronted them both at the dance last night. Brad said "Sherry told me I can't break up with you but she never said that you couldn't break up with me, did she?" "Wait, are you thinking what I think you are thinking? I am afraid of what Sherry will do to me if I break up with you." "I have to tell you I really don't remember who you are. I know you are in the same grade as I am but all I am really interested in is sports. A girl interests me for a short time and that's it. I cannot be trapped like an animal into doing tricks or anything like that. I would be eternally grateful to you if you could see your way clear to help me." "I may be able to help you. Give me a chance to think of something." They sat quiet drinking their sodas slowly. Doris looked around and saw Sherry and his jaw dropped. Sherry was wearing his jeans and the shirt he had left at her house. He knew Sherry hadn't yet seen him. His mind went into overdrive. Then he asked Brad if he could give him a black and blue mark on his arm. He said he knew it was going to hurt. Brad said it wouldn't be a problem and grabbed his arm and squeezed. He squeezed hard for over five minutes. When he let go there was a beautiful black and blue mark. Doris suggested they go for a walk. Doris led him in a fast walk and they were soon less than six feet behind Sherry and two of her girlfriends. Doris said in a loud and angry voice, "There is no way I am going to do that! You get away from me and stay away from me! I don't want to see you anymore! " Brad looked shocked and stunned. He didn't know what was going on but he knew Doris was angry at him. Sherry was right there and asked Doris what was the matter. Doris said to her that she must have known he'd be taken advantatge of when she set everything up. Doris said she had no friends at all in the world and might as well disappear. Doris started to walk away but Sherry caught her and held her. Sherry told her to calm down and take a deep breath. Brad came and wanted to apologize and Sherry told him he'd done enough damage and to get lost. Sherry took Doris's head and laid it on her shoulder and soothed her until she settled down. Then she asked what the problem was with Brad. "He told me that as long as I was his girlfriend he expected me to take care of his needs. There is no way I am going to do that! I don't want to see him anymore." "You don't have to. I will take care of you. Come with us." He joined them and soon was relaxing, even laughing with the girls. They had lunch at the food court and Sherry said she bet that was the first time anyone had ever broken up with Brad and it wasn't Brad doing the breaking. She sympathized with Doris as if she were a real girl. When Doris showed them all the black and blue mark on his arm they all sympathized with him. Sherry said she knew he often got physical when things didn't go his way. She told Doris not to worry, she would take care of her. They continued walking around the mall and stopping at different stores to shop. When they got to the Fashion Shop Doris didn't want to go in but the three girls got him to go in. Inside the girls looked at dresses and the greatest disaster struck. The saleslady came and asked if she could be of service. She said hello to Sherry and asked who her friends were. Sherry introduced Karen, Patricia and Doris. The saleslady asked Sherry if she could talk to her for a minute. She took Sherry aside and Sherry wondered what the problem was. "I have to tell you something. I already know Doris. I named him Donald. I know all about how you got him into a dress. I think he looks cute in one. What I want you to do is to pick out a complete outfit for him and bring it to me. I will pay for it. Do you think you can do it? Don't let him know I am paying for it. We just got some new matching panty and bra sets that are really nice looking." He knew it was his mother and he hoped she was telling Sherry to stop with the dresses. He wondered why they were talking so long. Then he saw his mother turn and walk away and Sherry return. "The saleslady says I am such a good customer that I will get a special discount for today only. Karen get a cart, we have shopping to do!" Karen came with a cart and they started out in the lingerie section of the store. There they looked at the fancy bra and panty sets. Even Doris said the black bra and panty set with the red lace was pretty. Then it was a lacy black slip with red lace trim and red lace upper section. Then came a black garter belt trimmed with rows of red lace. All four of them were getting into the shopping frenzy and when they picked out black rose patterned nylons even Doris said they were to die for. Then it was into the dresses. Sherry found some but not everyone agreed it was just the right dress until they got to a black satin formal with roses made out of red lace on it that everyone including Doris said looked spectacular. Then it was into the shoe section. They couldn't find any red and black shoes and finally settled on a black patent leather pump with a three inch heel and laces that wound around the calf and tied. They headed for the changing room and when they got there Doris just about passed out when Sherry said it was all for him. Doris was pushed into a changing booth and the clothes were all handed to him. He was told to remove all the tags as he put the clothes on. This was going to take some time and he slowly started to remove his clothes and get dressed in the new clothes. He didn't know it but Sherry went to get his mother. She told her what they had picked and his mother said that sounded wonderful. His mother stopped at the jewelry counter and picked up some accessories. He called for some help to zip up the dress and Sherry went in to him. She zipped him up and asked how everything felt. He said it felt heavenly and she smiled at him and gave him a kiss. He exited the booth and when he saw his mother he blushed bright red in his cheeks. His mother smiled at him and shook her head that it was okay. Then his mother said something was missing and put a gold heart shaped necklace around his neck and gold earrings with dangling strands hanging down followed by a lovers gold bracelet on his wrist. She said he looked so sweet and innocent in the outfit. Sherry said they needed a bag for his old clothes as she handed his mother the tags from everything. Doris was shocked that he was going to keep this outfit on. He really did like how it felt but it was too dressy for the mall. It would attract all sorts of attention. He started to protest to Sherry but she cut him off saying if it feels good wear it. They were on their way out when his mother came and caught them. She handed Doris a black satin purse saying it matched the outfit. He had to empty his purse into it before they could leave. His mother whispered in his ear she wanted him to be wearing it when she got home. He felt happy and sad at the same time. He was happy because he felt sexy in the dress but felt sad that he was now caught deeper and deeper into wearing dresses. They were walking the concourse and he asked Sherry if she liked wearing Donald's clothes. She said they were wonderful and she wished she had more of them. As they were walking at least seven boys came to talk to them all wanting to meet Doris. Sherry told them she just broke up with Brad Smith and wasn't ready to have a relationship yet. He couldn't believe he was the center of attention but liked it. He was feeling right at home in a dress and it still bothered him that he liked the feeling of the skirt swirling around his legs. They finally left the mall and headed home. At Sherry's he told her they had to have a serious talk. She said if he was going to talk about getting out of dresses to forget it. He said they still had to talk. They sat and he thought about what to say finally settling on how he felt about everything. "I have to say sometimes I really like wearing a dress but most of the time I feel odd wearing one. I know you don't want to talk about it but I feel after all I have done for you that you could at least hear me out. You have made me do things I would never have done on my own and some of them have been weird. I will admit some of them were a lot of fun and I enjoyed them but you have to admit some things went a little too far. I still like you and want you to be my friend but if you keep pushing me I will have to think you are not my friend. I really hate having to say that but I have to let you know how I feel." "Doris, I know it all hasn't been fun for you but I really like seeing you in a pretty dress. You do look so nice in one. Most of the time I think of you as my best girlfriend. As a girl you do more for me than you will ever know. When you started tutoring me in math as Donald I saw you just like one of the teachers. I didn't even see you as a friend. Then when you put on that dress I saw you as a girlfriend helping me to learn math. It made it more compelling that I did well learning it. I am not saying that you have to wear a dress all the time. It's just that I like being with you when you are pretty and in a dress. Can you see what I'm saying?" "Yes, I can but you have to realize that it isn't natural for a boy to wear a dress. Boys wear jeans and shirts not dresses!" "Can you show me where it says a boy can't absolutely wear a dress? You look so pretty right now and you don't look anything like a boy. With your soft voice you can pass as a girl and not have to worry about anything. You saw today all the boys wanted to meet you, not us other three girls. That should tell you something!" "I can see I am not going to get anywhere talking to you." "No, if you can honestly say you don't like wearing that dress you have on right now I will forget about you wearing dresses." "That isn't fair. You know I love this dress. It feels so different and wonderful. You know how you feel when you are wearing all new and fancy clothes and that doesn't change because I am a boy!" "Then admit it, you belong in dresses. Now tell me you actually like wearing dresses. I want to hear you say it, NOW!" He didn't answer her. She repeated her demand and finally got up and had him stand in front of her. She looked him straight in the eye and asked him to say it to her again. In a whisper he said, "I belong in dresses. I like how they feel." She gave him a kiss and told him to come with her. In her bedroom she told him he needed to redo his lipstick. He looked in her vanity mirror and redid it. When he turned around he saw her holding two dresses. "These two dresses aren't my style. My mother bought them for me but I have never worn them. You can have them because I know they will look great on you." "Thank you but didn't you just hear a word I said about not wanting to wear dresses anymore? "Did I ever threaten you or force you to put on a dress? I don't think so. You know you like them and like wearing them. I don't want these and they are just taking up space in my closet. Now you can have them and it will be up to you whether you wear them or not. Don't you have any clothes you don't like?" "Sure there are some I don't care for. I know there are two shirts my mom got for me that I have never worn because they are too bright for me. I like the darker colors in shirts." "I'll take them. A girl can wear a shirt and no one thinks anything of it. Come on let's go to your house." They left and he was carrying the two dresses. He was wondering why he couldn't be more forceful in demanding this all end. Then he thought how wonderful it felt walking in this fancy dress. He was again having a feeling he couldn't describe. At his house he led her into his bedroom. She was surprised at how organized and neat it was. He went to his closet and began throwing things on his bed. There were shirts and slacks there. Sherry saw one shirt that really caught her attention. It had a number of American flags on it. She took off the shirt she was wearing and put it on. She had to go into the bathroom to see how it looked on her. She liked how it looked. When she got back into his bedroom she saw another one that was red with sports cars on it. She couldn't believe he didn't like it. She got it on and headed for the bathroom. She really liked that one. She went back and saw what looked like a new pair of denim jeans and asked what was wrong with them. He said they were boot cut and he didn't wear boots. She asked if he had any boots and he said he did. He got a pair of cowboy boots out of his closet and she asked him if he ever wore them. He said he did once and he wasn't a cowboy boot sort of person. She tried on the jeans and boots. They fit perfectly and she wanted to see how they looked. He told her there was a full length mirror on his mother's closet door. She went and loved how she looked in them. When she got back there was a western shirt lying on the bed. She quickly got it on and went to see how she looked now. She loved how she looked. This was great! She turned sideways to see how she looked and couldn't believe he didn't like wearing something like this. Then she heard his mother call him. She wanted to thank his mother for letting her help pick out his pretty outfit. She got into the living room just as his mother was telling him how nice he looked. When his mother saw Sherry she said Sherry looked very nice in her western outfit. Then his mother said she was taking both of them out for supper. On the way there he sat in back while his mother drove and Sherry sat next to her. They were talking about current fashions and what looked good on different people and what didn't. He wasn't interested in it so he sat thinking of other things. His mother asked what would happen if she sent him to school in a dress and Sherry recommended she call the school and be firm with them and then she thought things would be all right. She said she thought he had enough dresses for school and it would be fun to have her best girlfriend with her in school. Her mother asked why she named him Doris instead of something like Donna. Sherry said she picked Doris because it wasn't a derivative of any boy's name. Sherry said they could pick any name like Elizabeth or something but his mother said Doris was fine. They arrived and were seated to eat. He was surprised to see Sherry still looked like a girl but pretty nice in his clothes. Both Sherry and his mother noticed he walked like a girl in the heels and he definitely looked all-girl. His ears perked up when his mother asked Sherry what would happen if she sent him to school in a dress. Sherry said she would have to call the school and be firm with them. She said that was a great idea. His mother had repeated it to see what reaction she got from him. He reacted immediately, saying, "Don't even think I am going to school wearing a dress. Do you want me to get beat up or what?" His mother paused for a moment, then said, "You won't get beat up. Think about when we were at the mall, everyone thought you were a girl and no one wanted to beat you up. It won't be any different in school. You will be better accepted as Doris than as Donald. Besides if anyone threatens you all you have to do is report them. The school has a tough no-bullying policy. Remember when Jack Sturgis beat up Tim Hancock. He got suspended for a week and remained on probation for the rest of the year. Your mother is only thinking about how much nicer you look in a dress and wants you to experience the happiness that goes along with attending school." "There is another reason I am suggesting it. All your life you didn't know your father and you never had anyone to show you the male way. But you've seen me and become more like me than I want to admit. You are too soft to be a boy and soft enough to be a girl. You act more feminine than masculine all the time anyway. Give it a chance. You know I can be persuasive and that I will get my way so you might as well look forward to going to school in one of your pretty dresses. In fact Monday you will wear a dress to school. I will stop at the office and tell them I want you to attend as Doris not Donald. They will listen to me or else there will be big trouble." "Mom, you can't be serious! What can I say to get you to change your mind?" "There is nothing you can say. I have seen you change from being a loner to going with the other girls to the mall and the dance so you might as well get it into your head that you are going to school wearing a dress. That is all there is to say about it. It is settled!" He knew his mother and he knew she wasn't going to change her mind. He was trapped again, like he'd been with Brad, and this time he couldn't see any loopholes to get him out of the situation. They finished eating and were back home, and he and Sherry were in his room. Sherry was going to pick out which dress he should wear to school on Monday. He was angry with her. "Now you see where your having me wear a dress has led? Now I am trapped into wearing them to school. It is all your fault. Don't you even feel a little bad about that?" "Do you want the truth? I will tell you how I really feel about it. Before this you were a nobody at school and now you will be somebody. You saw how the boys were attracted to you like you were a boy-magnet. What I see is that I turned a nobody into somebody. You did say you felt sexy sometimes wearing a dress. Now I will tell you I feel sexy wearing your western outfit. I know it isn't going to last but I am enjoying it while I can. You should do the same!" Doris was quiet for a few minutes, thinking. Then he said, "I never thought about it like that. I guess I can try to look at the positive side but it won't be easy sometimes." Just then his mother called that there was someone at the front door for him. Both of them went to the living room and he went to the door. He was shocked to see Brad there. Brad handed him a bouquet of flowers and told him they were to show he was sorry how he treated him on the way to the mall. Then he handed him a box of candy and told him that was for all of his help. He said he was a heroine. Then he completely surprised him when he asked if he could take him to a matinee tomorrow, his treat. He said he would pick him up at one and that he should wear a pretty dress. Brad didn't give him a chance to say no because he turned and walked away. Sherry was giggling as he closed the door. "It looks like you two are a couple again. I never thought I would see the day Brad Smith apologized to anyone and for him to ask you to go out again is a first. You must have some hold on him." His mother asked what that was all about and Sherry explained what and why. She said Brad was the big man on campus at school and he switched girlfriends like you turn a light switch on and off. Doris said he'd was always very kind to him, and that he did like Brad as a friend. Sherry reminded him of his black and blue arm and he explained it was his idea so he could break up with Brad. Sherry said he was as conniving as any girl she knew and laughed. Sherry said she had to get home and he offered to help her carry the bags of clothes she had picked out, but she said she could manage it. As she was leaving she said she knew she wouldn't see her girlfriend tomorrow because she would be out on a date with her boyfriend. Then she gave him a kiss on his lips and told him to enjoy himself tomorrow. He hated to see her go as he did enjoy her company. He went to his room with the intention of playing a game on his computer, then decided to first pick out which dress to wear tomorrow. It took him forever to pick one. He would pick one then change his mind and pick another. This lasted for the longest time until he decided the one he picked was the one he was going to wear no matter what. The next morning at breakfast his mother was very gentle with him and explained that she was so glad he was giving her the chance to experience what it was like to have a daughter. His father had had that heart attack and died when he was two months old, and the one thing she missed was the chance to have a daughter. Now she was getting that chance and she wasn't going to give it up easily. She asked him to forgive her if she was pushing him into something he detested. He told her he didn't detest it, that he just didn't think it was the great idea she and Sherry thought it was. She said she would help him in any way she could and he thanked her. After breakfast she put new false nails on him and did his fingernails in a pretty shiny red telling him boys like to see their girlfriends wearing red nails. They talked about all sorts of womanly things as she worked on him. His mother was astounded at the things he already knew about being a girl. When she commented on it he told her he wasn't entirely stupid. Then he told her he had done some checking on the Internet to learn some things. She told him to keep it up. At ten he started to get ready by taking a shower then using some of his mother's scented powder and spraying himself with her perfume. He slowly got dressed and really got into enjoying the feeling of all the clothes. It took him over an hour to get dressed as he stopped after every piece of clothing to see how it felt on him. He finally got completely dressed and went to do his make-up. He remembered it was better to use too little than too much. He redid some of it three times before seeing that he liked how it looked. Brad was going to be there in twenty minutes when he put the wig on and started brushing it. He finished brushing it and was ready with five minutes to spare. When he went out his mother said he looked divine. She said any boy who didn't think he was beautiful had to be blind. She kidded him by saying if he got pregnant he was keeping the baby and raising it. They both laughed at that. He asked his mother how he looked and if he could improve anything and she said he looked great. Brad arrived exactly at one. When he saw Doris he said she looked stunning. He opened the car door for her to get in. It was quiet for the first two minutes. "First, I have to thank you for getting me off the hook. I don't know what I would have done if it had gone on any longer. I have to tell you that I don't really remember you as a boy but I will never forget you as a girl. You really are pretty. I have no homosexual tendencies but you turn me on and I don't know why. I figured I owe you at least a movie for all that you did for me." "Thank you! I appreciate it. I am being used by everyone who I come in contact with." "Tell me about it. Maybe I can help you." He explained about having to go to school wearing a dress. When he was done he was surprised by what Brad had to say. "I will tell you what, you just let me know anyone who gives you any grief and I'll have a talk with them. I am sure I can convince them to change their minds and attitudes about you. I like you and I have to tell you that I see you as a girl not a boy. I am sorry but I figured you should know that." They arrived and he asked what show looked the best. They agreed on an action/adventure film. They got soda and pop corn. They sat in the back row and Doris felt his arm around his shoulders. It didn't feel bad. It felt secure. He was shocked when fifteen minutes later Brad kissed him. Brad apologized and Doris said it was okay. For some reason he enjoyed the kiss. He didn't know why but it was definitely enjoyable. The film hit a boring part and Brad said it was stupid and that there was nothing to do. . Doris said there was something they could do and when Brad asked what he said kiss. Brad took him in his strong arms and they locked lips and Brad forced his tongue into Doris's mouth. It was glorious to both of them. The movie got over and Brad drove him home. He felt happy that everything had worked out. He felt a little better about having to wear a dress to school tomorrow. Brad walked him to his door and then gave him one last kiss. Brad said, "There is no way you are a boy, you even kiss like a girl." Doris went in and his mother asked him how it went. He said it was fun and that he was just getting to know Brad. He headed for his room. He thought about what happened in the theater and wondered why he had enjoyed it so much. It bothered him that he felt almost the same toward Sherry and toward Brad. He couldn't explain it. He was just going to boot up his computer when his mother called him for supper. He went to eat even though he wasn't real hungry. His mother noticed that he wasn't eating much and teased him that he was in love. He said it was because he ate so much popcorn at the movie. She said she noticed he used her perfume to go with Brad to the movie. She said he was on the prowl for a boyfriend and he said she was reading more into things than was necessary. Then he asked if she didn't want him to use her things and she said he could use whatever he wanted. The next morning he put on the light blue with pink swirls dress that he had picked out last night. It was the plainest one he had and he hoped it wouldn't attract too much attention. He put on light make-up, lipstick, foundation, and a light blush and let it go at that. He wore the pink flats that he had gotten from Sherry who said pink wasn't her color at all. His mother looked at him then went and got a pair of earrings that had a single pearl hanging on a gold chain. She told him he looked just great. She said he should go with her to the office to get things straightened out. They arrived at school and as they walked the hallway to the office he felt every set of eyes on him. In the office she asked to see the Principal and was immediately escorted into his office. "I want to enroll Doris here in your school. She is a sophomore and her classes are mostly set up already. If you pull Donald Buelow's card you will see what classes she wants to continue with." The principle pulled Don's card and saw what classes he was enrolled in. His mother told the Principal he was going to attend school as a girl now and she wanted just a couple of his classes changed. First he would have to be put in girl's Physical Education. and his shop class should be changed to Home Economics. The Principal said he could attend as long as there wasn't a lot of disruption involved. He also said that the school recognized all sexual diversity and it should not be a problem. Doris saw that now physical education was on Tuesdays and Thursdays. The Principal gave him a slip excusing tardiness for the first class and a slip to give the Home Economics teacher and one for Phy. Ed. His mother gave him a kiss as she left for work and he headed for his first class. The teacher gave him a funny look. and looked at the slip and said he wanted to see him after class. After class the teacher asked what was going on and was told he was now Doris and attending school as a girl. The teacher said he wanted to welcome the new girl to his class. All morning it went the same. At lunch time he felt a strong hand on his shoulder and it was Brad. He asked Doris to join him for lunch. They sat at a table eating and it seemed that every football player had to stop to see who the new girl was. Brad told all of them to treat her with respect. Then Doris saw Sherry for the first time all day. Sherry looked at her and smiled and waved. Right after lunch he had math and Sherry asked how it was going. Doris said it was nothing like he imagined it. He said it was going great. Sherry said she heard there was a new girl in school and everyone was talking about it. The next class was Home Economics and the teacher introduced Doris to everyone. The class was about cooking meat and Doris learned a lot. By the end of the day she was relaxing because it was a good day for her. As Doris was walking out of school Sherry caught up with her. Sherry told her that dress never looked as good as it looked now. Brad showed up and offered to drive Doris home but she said she wanted to walk with Sherry. On the way home Doris told Sherry that Home Economics was more interesting than shop class. Sherry told Doris that she watched and noticed more people wanted to talk to Doris than ever wanted to talk to Donald. Doris seemed more alive and interesting than Donald was. At home his mother asked how things went at school and was told that is was just great. His mother was told all about cooking meat and what temperature it should be to be eaten safely. Then he said there was something important bothering him. "Why am I enjoying being a girl so much? I am a boy and boys don't like being girls. It bothers me that I am enjoying it so much." "The school has counselors who should be able to help you. Why don't you talk to one of them tomorrow? I am sure they can answer it for you." The next morning before school started he went to the office and asked to talk to a counselor. The office worker asked who he wanted to talk to and he said he had a problem. She asked if it was with a teacher or student and he said it was a personal problem. She asked if he wanted to talk to the school psychologist and he said that sounded okay. She led him to Dr. Simmons office. Dr. Simmons seemed very nice and friendly and soon he was explaining what was bothering him. He told him all about Donald and Doris and what had happened to both personalities. Dr. Simmons said he wanted to get another opinion before making a call and called another doctor. Soon there was a Dr. Dernback in the office with them. Dr. Simmons told the other doctor what the problem was and Dr. Dernback asked Doris some questions. Then the two doctors excused themselves and went into conference. Doris sat waiting wondering if something serious was wrong with her. After twenty minutes both doctors came back in. They both had serious looks on their faces. "We have come to an agreement on what the possible problem is and before we can be sure you have to be checked by a medical doctor. We both have worked with a Doctor Scott before and he will check you to see if what we suspect is correct. We can see that this is bothering you so we set up for you to see him right away. Dr. Dernback will take you to see him and he will do some tests and then we will proceed from there." Doris became alarmed as she rode in Dr. Dernback's car to see Dr. Scott. At Dr. Scott's office she was examined all over then taken to a room where other tests were done including an ultrasound. There was a half hour wait for all the tests to get back. Then Dr. Scott cam back and said he always tells his patients about how tests turn out. He told Doris that the tests confirmed that Doris was female. Her blood tests showed it and the ultrasound showed ovaries in her body. "How can that be? I have a penis and I don't have breasts! Are you sure?" "I am as sure as can be. The reason your breasts didn't develop yet is that I think they just need to be jump stated. I can do that as it is simple." "I live with my mother and we don't have a lot of money for anything. I guess I will just have to continue as I am." "No, today's visit is free, a gift to the school. I have one other patient who is old and doesn't have much money and I treat him for free and now I have a young patient who needs me so you are now a free patient of mine. Would you like a jump start?" "Yes, I think I would." "I have to get your mother's permission to do that. Where can I get ahold of her?" Doris gave the telephone number and soon received a shot in both breasts and his rear end. Then the doctor gave him a bottle of pills which he was supposed to take, one pill twice a day." "These pills will continue the process and with the shots within a month you should catch up to the other girls your age in development. Now I want to see you in three weeks. You are going to have to continue to see Dr. Simmons and I know you are going to have a lot of questions. You are going to be a very pretty woman and I want to help you in any way I can." "What is going to happen to my penis?" "You will notice it shrinking and I would guess that by summer vacation it could be removed surgically and the proper plumbing put in order. It really isn't a sex change so you will be able to have children in the future." Doris was back at school and it was lunchtime. Dr. Simmons told her to go eat lunch and come back to see him. He said he had some important things to discuss with her. Doris went to the cafeteria and as soon as she got inside the door Sherry was on her. Sherry asked where she was and she said they had to talk privately. They got their trays and went to a table that was usually empty. They sat down and a minute later Brad was there. Sherry told him they had to have some privacy but Doris said he should stay. "I have been all shook up about this boy-girl thing that I went to see the school counselor, Dr. Simmons. He and I talked for some time then he got another doctor there and both of them asked me a lot of questions. Then they left to talk together and when they came back they said I had to see a medical doctor. I was really getting frightened that something serious was wrong. They took me to see a Dr. Scott. He is so nice. He checked me and had some tests done and came back and said the tests showed I was female. I asked about my penis and he said that happens in one in a little over two hundred thousand births. He said most of the time it is caught in hospital before the baby leaves but in my case it wasn't. He said I have ovaries and the works. I asked why I didn't have breasts and he said they just had to be jump started. I had him jump start me! I won't have to keep using the cup fillers for long. I am so happy to have found out exactly where I stand and why I was getting all these feelings." "You were getting them because you are a girl. I know I went through it a couple of years ago. If you need to talk to another girl just call me anytime, day or night." "Thank you, I will remember that." "I told you I saw you as a girl. I don't know why you interest me so much but I am happy for you. If you need anything that I can get for you or do for you I want you to be sure and let me know. Do you understand?" "Yes, I understand. You don't know it but you were responsible for me wondering about things. When we kissed in the movie I enjoyed it so much then wondered why I did. When you kissed me I wanted to sing and it bothered me until I decided I needed to talk to someone and asked to see Dr. Simmons. So thank you for that kiss, it started everything. I have to get back to Dr. Simmons. He said he had some important things to talk to me about." Doris gave Sherry a hug and Sherry gave her a reassuring kiss on her cheek. Brad grabbed her and gave her a kiss for luck. Back in Dr. Simmons office he asked her where she thought she was going to go from here. Se told him it was such a relief to have her questions answered that she had not given a thought about the future. He explained some pitfalls that could happen and said there was help for everything. Then he said over the noon hour he had made a phone call to someone he knew and he wanted her to meet someone. Doris said sure it sounded all right and the doctor left and returned five minutes later. Accompanying him was a woman who was tall and thin but looked very successful and feminine. Dr. Simmons introduced her as Charlene Tudlow. Then he asked Charlene to tell her story. "I was twenty-five and knew something was wrong. I couldn't put my finger on it but went to see a doctor. You see my name then was Charles Tudlow and I was miserable until I found out mentally I was a woman in a man's body. I got a sex change and that was the best thing that ever happened to me. There are things you will run into. The biggest thing is the thoughts that go through your mind. Some days you are so happy you think you will burst then the next day all you feel like doing is crying. You will need people to talk to, to help you over these bad times. From what Dr. Simmons tells me you don't need all the surgeries I had to have but you will still need some one who can help you to be a better woman. There are little things that can make or break your day. I am sure I can help you. Here's my card with my phone number and my cell phone number on it. I want you to call and I'll pick you up and we'll go for a soda and talk. I do have to tell you one thing. I am already jealous of you because I am told you have ovaries and that you can have children and I can't. I would like to talk to you about that sometime." "I think you can count on me calling you. It will be such a help to be able to talk to someone who has gone through it before." "Right now there are only three doctors and my husband who know that I am a sex change person, and now you. My heart and my mind tell me you are someone special and that I can help you. Make sure you call me, okay?" "Yes, I'll make sure I'll call you. It's funny, right now things seem like heaven but I know that can't last. Thank you for offering to help me." She left. Dr. Simmons asked if he could inform the Principal of her status and set up follow up appointments for Fridays when she had study hall in place of physical education. She said that would be fine with her. Dr. Simmons said it was twenty minutes until the end of the school day and that he would give her a slip to show all of her teachers to excuse her for today. He said she might as well go home now. She left his office and started home. All she could think about was how happy she was to have had her questions answered. Then she began to think about how she was going to tell her mother. She was home and just sitting and thinking about what was going to come when the doorbell rang. It was Sherry, and she asked why he hadn't been in class all afternoon. She said she was worried about her. Doris explained what happened but left out meeting Charlene. Doris said instead that it seemed there is someone to help her over any problem that may come up. Then Sherry told him something that really rocked his mind. "There is something I have to tell you. I had a little sister once. She died of leukemia when she was six and I was seven. Some of t