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Dressed For My Brother's Teacher - Part 3
🕑 Added 2025-01-30 13:57:01 +0000 UTCThe next day I begged George to put an end to this because I couldn't take it anymore anymore to call my boyfriend to let him know I was all right, and then he went right back to reading his comic book.
I called up Mark, and he invited me to dinner Wednesday night. He said that he had a very fancy nightclub in mind for our date, and I should wear something formal. I was thinking I might wear that gold dress he saw me in, and I was about to mention it when he said, "Why not wear that sexy gold dress?"
So Wednesday night Mark arrived for our date, and I came out in the gold dress.
"You look absolutely incredible," he said.
"Thanks, honey," I said. George said nothing.
As we were driving to the nightclub, I asked Mark, "So, why the change in policy on wearing tight, sexy dresses?"
"Oh, I just all of a sudden realized that I was dating a beautiful woman who was willing to wear something sexy for me, and I began to wonder why I was stopping her. And I started to daydream about you in that gold dress."
We had a great time at the nightclub, and afterward, Mark asked if I would like to see his apartment. I said sure.
He had a nice fireplace, so I asked if he could make us a fire. While he worked on getting it set up, I positioned myself close to the fireplace. I thought it would be fun if I were to lie on my stomach, even though it wasn't very comfortable. When Mark had the fire going, he turned and got a look at me.
"Hi there," I said.
"Wow," he said. "Have I mentioned how sexy you are in that dress? You are like a beautiful wild animal."
"I AM a wild animal," I said, crawling toward him playfully.
"A wild animal with gorgeous, sexy legs," he said.
"Growl!" I said.
Well, I knew I would have to kiss him, and if you have to do something disgusting and there's no way out of it, you might as well relax and try to have some fun. Which is a trade-off that everyone who wears pantyhose has to make eventually.
When he got the fire going, he came and lay down next to me. Then he started kissing me. We kissed for a long time, and I'm afraid I have to admit that it was getting a lot less yucky. I kept my eyes closed so I could forget I was kissing a man. But there was still his rough beard.
Then I felt his hand go behind my back, and I felt my zipper going down. I stopped kissing him and pulled away from him.
"What are you doing?"
"I just assumed. You're in this sexy dress, and you came back to my apartment---"
"Mark, when I say something, I mean exactly what I say. When I get back to my bedroom and I'm all alone, that's when I'll unzip my dress, and that's when I'll slip out of it, and not before. Understood?"
"Yes."
"Now, you're not going to get all mopey on me again and talk about the two of us not seeing each other anymore, are you?"
"No."
"Good. Now, come here, you."
As we were kissing, I suddenly realized that there was somewhere I was supposed to be. I was actually supposed to be out eating pizza with a friend of mine and not in a dress, either. It was a special occasion, but I'd totally forgotten about it. It was like Dana had ceased to exist, and I couldn't imagine having fun doing anything that didn't include wearing a cute dress. I stopped kissing Mark.
"Listen, it's getting late. You'd better take me home."
He got up and helped me up. He was disappointed, but he didn't argue.
"And I think you'd better zip me up, Mark. I don't want my sons to think we've been doing things that we haven't been doing."
He zipped my zipper a little bit up to the top of my dress.
"How is it that you can reject me and still make me feel wonderful?" asked Mark.
"Good question. Listen, could we hurry? I'm a mother, you know, and I worry a lot."
I was actually worried about whether or not my friend had decided to hang around and wait for me. If he did, I wasn't sure how I'd be able to sneak into the house without him seeing me.
I ran out to Mark's car. Well, actually in that tight dress, it was kind of like slow-motion running, but I went as fast as I could.
We drove back to my house. I thought the house looked a little too dark, but I didn't say anything. I thought I saw George at the window for half a second, but I couldn't be sure. Anyway, my friend's car was nowhere in sight, so I was free and clear.
He walked me to the back door.
"Can I come in?"
"I don't think so. I have to go into my bedroom and slip out of my sexy dress. All by myself. All alone."
"I couldn't persuade you to let me help with that, could I?"
"Oh, you are just the persistent little boy, aren't you?"
"Can you blame me?"
We kissed, and I went into the dark house by myself. I flipped on the light switch.
"SURPRISE!!"
I stood gaping at about a dozen boys and girls my age. They stood gaping at me for about five seconds. And then my ears were assaulted by gales of laughter.
I felt like I couldn't breathe. I always knew this scheme would fall apart eventually, but not so completely. And that my life would fall apart with it.
No one had told George. I looked for him and couldn't find him. But there was my mother.
"What in the hell is going on here? What are you doing wearing my best dress?" But it seemed like I could barely hear her over the sound of laughter. And cameras going off.
Behind me, my boyfriend Mark was entering the room, about to find out the truth about me.
Happy birthday to me.
I ran past them all upstairs to my bedroom, closely followed by my mother.
"What the hell is going on?" she asked when we were alone in my room.
"Please, Mom, not now."
"Oh no, you don't get to walk around in my pantyhose and high heels and my best dress and act like I have no right to know what you're doing in my clothes!"
"OK! OK! Just please tell everyone else to leave, OK Mom? Please? And get George in here. And bring Mr Johnson in here too, I guess. Mr. Johnson, he's the one who came in the door behind me."
She agreed, and left me alone. I felt horrible. I felt like jumping out the window and running away from home. I thought of taking off the dress I was wearing, but I would never have time to take off everything I had on, and I didn't think this confrontation would be any easier with me in just a bra and girdle and pantyhose.
I heard the sounds of people leaving, and then the three of them came into my bedroom.
"You might as well have a seat," I said.
They sat down, and I explained the whole horrible story to them. Mr. Johnson started to look ill when he began to realize he'd been kissing a boy for the last two weeks. He looked down, avoiding my gaze.
When I was done, my mother stood up and turned on Mr. Johnson.
"Look, it's one thing for my sons to be involved in something like this. They're just boys, even if one of them wears a dress. But you're an adult and you should know better. This seems to me like grounds for termination."
"I'm sorry," he said. "I swear I didn't know he wasn't a woman."
"Never mind that. Being willing to doctor my son's grades to get your way with his mother is egregious enough. Well, my son still has to graduate Sixth grade, and he's going to. He needs a tutor, and you're going to be his tutor. You'll come over here every moment you can and help him study. I'll pay for your time, and you'd better not do anything else unethical. I'll be examining his tests to make sure he gets the grades he deserves. Are we agreed?"
He nodded silently. Then she turned on me.
"And as for you, young lady, I'm glad you enjoy wearing my dresses so much, because you're going to be wearing them a lot from now on."
I groaned. I really thought this was over, but I should've known better.
"Now," she said, "you might as well come down and have some cake and watch my new daughter open some of her presents. I only wish I'd known you were a woman, Dana, I could've bought you a new skirt and a blouse."
I opened some presents and had some cake, being careful not to spill any of it on my Mom's dress. Mom made some arrangements with Mr. Johnson for him to come over and help my brother study. At ten o'clock I went to bed, and Mom made me sleep in one of her nightgowns. But at least I got to take off the dress, and all that lingerie and make-up.
But the next day, a Saturday, Mom made me get dressed up like a woman all over again. She made me wear a pink silk dress of hers. When Mr. Johnson came over to tutor my brother, we saw each other.
"Hello," I said, with an embarrassed little smile.
"Hello," he said, and we avoided each other for the rest of the day. I stayed in my room, afraid to go outside. I was miserable, thinking of what school was going to be like. Everyone would know. All those photographs of me in that gold dress.
The next day, which was Sunday, Mom made me wear the tight dress I'd been wearing that day when she almost caught me. Once again Mr. Johnson came over to tutor my brother, and I hid in my room. We avoided each other completely.
After he left, I went down in the basement to talk to my mother. She was painting a cabinet, and she looked a lot more comfortable in her jeans and loose-fitting shirt than I did in my tight dress.
"Don't come too close, young lady," she said. "I don't want you to get any paint on that dress."
There were no chairs for me to sit on, so I kneeled on the floor, which was appropriate for begging.
"Don't kneel like that. Those are my pantyhose you're wearing, young lady, and I don't want you to wear them out."
Nuts. If I'd been wearing pants like any normal boy I could've just squatted right on the ground and crossed my legs, but there would be no squatting in that tight dress. I tried to sit on the floor with my legs to the side, leaning on one arm. I was nowhere near comfortable.
"Mom," I said, "why are you doing this to me?"
"Doing what, dear?"
"You know what. Making me wear your dresses."
"I didn't make you wear my dresses last week. You're the one who likes dressing up like a woman. I'm just letting you be pretty."
"Mom, I swear I don't like wearing a dress. It was hard enough to be a woman just for a few hours, but wearing this girdle all day is killing me."
"Tell me, young lady, do you think it's OK to wear my dresses and misrepresent yourself for money, and get your brother something he's not entitled to?"
"No. But why do you have to punish me like this? It's bad enough everyone at school will be talking about me."
"Dear, you're going to be wearing dresses until you get good and sick of it, so you might as well stop complaining because it won't help. It could be worse. At least I never asked you to give George back his money."
"But this was all George's idea! Why don't you make him wear pantyhose?"
"You've got much nicer legs than he does."
There wasn't much point in continuing this, so I got up and left. Mom enjoyed the sight of me getting up off the floor awkwardly in that tight dress, almost falling back down on my rear end. She made no move to help me.
"By the way, young lady," she said as I was leaving, "what do you plan on doing with the money?"
"Oh, I've got my eye on this cute little blue cocktail dress," I said as I was leaving.
"Very funny," she said. "We'll see how comical you think it is by the time you're graduating in high heels."
I shuddered. I waited until I was upstairs before making a face and mocking her.
"'Oh, you're going to be graduating in high heels. You look so pretty in a dress! You're going to be wearing a dress for the rest of your life!' Screw you, Mom!" I said.
I went to the bathroom to pee, which was yet another thing difficult to do in that tight dress. By the time I was done it was ten o'clock at night, and I could finally take that dress off and go to bed. But I still couldn't take it off by myself. I asked George to unzip me.
"I'm really sorry this happened to you," he said as he was unzipping my dress. "I never meant it to go this far. I promise I won't make fun of you."
"Swell," I said. "Now all I need is twelve hundred students as understanding as you, and tomorrow should be no problem."
"It's not easy for me, either. It's no treat doing six months of studying in one week."
"Try doing it in a skirt," I said.
I slipped out of the dress and everything else I was wearing, took off my make-up and put on the stupid nightgown Mom was making me wear to bed. I hung up the dress in Mom's closet, but Mom was insisting I keep the lingerie in my own drawer.
The next morning I had the shock of my life. When I came out of the bathroom and back into my bedroom, my Mom was there with a black and white dress of hers. It had a little black bow at the collar.
"Time for school!" she said. "I've got the perfect dress for you to wear."
"What!" I said. "I can't wear a dress to school! You never said anything about that!"
"You never asked. Come on now, young lady, time to put on your lingerie and your nylons."
"But Mom, you can't make me wear a dress to school! The principal will never allow it!"
"I'll ask him about that when we get there."
"Call him up and ask him now!"
"Don't argue. Time to get dressed."
"No! I won't!"
She slapped me so hard that I found myself on the floor looking up at her in horror. I wished I wasn't so puny. I wished I could stand up to her.
"You get dressed right now, young lady, or I'll force you into your pantyhose."
She left. Feeling like my life was over, I took off the nightgown I was wearing and put on the panties, pantyhose, bra, girdle, and slip that I had left in my drawer. Then the dress and the high heels. Then I did my make-up. My Mom came in to inspect me.
"You look lovely," she said.
"Mom, when is this going to be over?"
"When I say it is."
"Everyone at school is going to see me in a dress!"
"After your birthday party they'll be talking about you, anyway. They might as well see what they're talking about."
She drove me to school. I didn't want to come out of the car, but she made me. As we walked to the principal's office, I heard the comments starting.
"Look at Dana! He's wearing a dress!"
"It's true what they said about him! He wears dresses! Dana's a girl!"
And some of the boys were whistling at me. I turned bright red.
At the principal's office, she pulled one of the chairs out into the hallway and told me to sit and wait while she talked to the principal.
"Not out here, Mom!"
"Sit down!" she said.
I sat down. I tried to sit like a boy, even though I was wearing a dress, but that just drew even more attention to me.
Everyone in the school laughed at me as they walked by. They were starting to come from other areas of the school to take a look at me. Finally I decided to just look like I was doing something. I took a pen and pad of paper out of my book bag and starting writing. I don't know what I was writing. I don't think my pen was even clicked on, but at least I could look down at what I was doing and ignore everyone.
And finally my Mom came out and said, "Principal Jones says you have to dress like a boy."
"Thank goodness!" I said. "Now let's get home so I can change!"
"No need," she said. "I have your boy clothes right here."
And she did have some of my clothes with her. She walked away, and I followed. She was heading toward the boy's restroom!
"Not there! I can't change in there, Mom!"
"It's either that or you can wear that dress all day. And don't you dare lose my bra and girdle."
So I grabbed my boy clothes and ran in as fast as I could in high heels. I ran into a stall. There were some boys standing around, and one of them said, "What's she doing in here?"
I started taking off the dress as fast as I could, but all the boys started peeking over the top of the stall.
"It's Dana! Dana the big sissy."
"Hey Dana, what are you doing in the boy's room?"
"Leave me alone!" I said. "My Mom made me wear this dress."
"I'll bet."
"Look at what Dana's wearing! Look at pretty Dana!"
"Go to hell," I said.
I stripped as much as I could, but I kept my pantyhose and panties on, and all day long everyone knew I was wearing pantyhose. I washed off my make-up, then I had to take the dress, slip, bra, girdle, wig and high heels to my locker, and put them away in front of everyone. It was hell. I had to run from one class to another to keep from getting beaten up.
Dana is already a girl's name, but they changed it to Diana, and that became Princess Diana, so they called me Princess Diana all day. After school I knew I couldn't go home on the bus. I called Mom to come get me, and when she arrived I took the dress and lingerie and everything else from my locker out to the car. I cried in the car all the way home.
When I got home, Mom waited for me to finish crying, then came into my room and told me to dry my eyes and put my make-up and lingerie back on. She had a pink and white dress for me to wear.
"Mom, that's a Halloween costume!"
"So? Put it on."
I got dressed in the humiliating dress. I suppose it could've been worse. She could've made me wear it to school, though I can't imagine it would've made that much of a difference.
I had to eat dinner in that dress, in front of George. When Mom left she warned me not to take it off until ten o'clock.
When Mr. Johnson showed up to tutor my brother, I stayed in my room, embarrassed to even be seen by him. I did my homework, then I'd just lie on the bed and get angry at my mother, and then at George for starting this mess in the first place. I felt like giving George a black eye, but I could just imagine what my mother would do to me.
Then I started to get pissed off at Mr. Johnson, for his part in my misery. Why should I avoid him? He'd spent two weeks kissing a boy, yet no one ever made fun of him!
I heard that George had left his bedroom to take a bathroom break, so I jumped up off the bed and grabbed a little duster from the broom closet, and went right into George's bedroom, where Mr. Johnson was sitting at his desk.
"Hello, lover," I said. I started dusting the bedroom randomly.
"What are you doing?" he asked, clearly quite rattled at my presence.
"What am I doing? Silly boy. I'm wearing a humiliated dress, that's what I'm doing! And it's all your fault!"
"Me? I'm not to blame for this. Your brother---"
"My brother paid me to wear a dress for one evening. Who was it who bribed me to go out with him and wouldn't take no for an answer? Might that be you? Who was it that was so particular about which dress I wore? Who was it that requested I wear that sexy gold dress to the nightclub, and brought me back to his apartment and kissed me for an hour, and tried to get me out of that sexy dress? Let's see now---might that be you?"
I made him so nervous, he reached for his Diet Coke and knocked it over. He couldn't take his eyes off my legs.
"Oh, lover!" I said. "Look what you did! Why so nervous, darling? One might almost think you're still attracted to me, even though you know I'm a boy. That would make you kind of gay, wouldn't it?"
"Dana, please don't talk like that," he said.
My brother came in the room and asked what I was doing there.
"I'm just having a little talk with my boyfriend," I said.
"Dana," said George, "get out of here. We have work to do."
"You boys go ahead and study," I said. "I'll just make myself comfortable and watch you two work."
I lied down on the floor in a position that was anything but comfortable, but that gave Mr. Johnson a nice view of my legs.
"Dana, get out of here," said George.
Mr. Johnson, driven to distraction, said, "Dana, I really think it would be a good idea if you left."
"OK, lover. Anything for you," I said.
I got up and left. George followed me out into the hall and said, "Dana, what's wrong with you? Have you finally gone completely gay?"
"He's gayer than I am!" I whispered. "I only kissed him because I had to! He kissed me because he wanted to! People made fun of me all day today; why does he get away with everything he did to me, and nobody ever makes fun of him?"
"So you're not gay?"
"I would be gay as a freakin' Easter bonnet if it could get me out of wearing dresses!"
I stormed off.
Comments
Annah Rourke
curious development
Amanda
Starting to get more character development.đââď¸đ
