High School Sweetheart                by: Popov

 

My name is Kitty…well; it used to be Kevin until my sophomore year in high school. I was a member of the school’s swim team. I was pretty good, and made it to our region’s championship that year. This meant that I, as well as the rest of my teammates who qualified, would have to shave our bodies. No one ever looked forward to this ritual, but it was necessary to get that extra edge on the competition. The thing was, it was spring and most kids wore t-shirts and shorts to school, now we would have to wear pants so as to not get any unwanted attention from the guys who felt there sport was more masculine. Football players had a reputation at our school for harassing the smaller members of the swim team after they shaved down, and I was definitely one of the smallest.

I had long blonde hair which came down to my shoulders, very surferish. I was very skinny, but athletic due to all the training. I had big blue eyes and very slight features. If it weren’t for my style of dress it would have been pretty tough to distinguish me from a 16 year-old girl. And that eventually led to my predicament.

The day after the regional meet, I came to school and went to all my classes with no problem. I wore jeans to school to hide my legs and since my arms were never very hairy anyway, no one gave me any problems. But then came the class I was afraid of…gym. There was simply no way to hide my legs in gym class, I was just gonna have to take it like a man. I got to my locker and took out my gym shorts and shirt. At least I had bought my shorts cut fairly long and baggy, maybe no one would even notice. My hopes were dashed immediately though as I took off my clothes. Right as I was about to step in my gym shorts I heard someone cry out.

"Well, well. Looks like somebody’s in the wrong locker room. Are you lost little girl?" It was Garrett Thomas, the fullback for the football team and school jerk. His remark was followed by roars of laughter. "Oh wait," he continued, "that’s not a girl, it’s just a sissy faggot who likes to show off his nice legs, isn’t that right?" I just pulled my shorts up and pretended not to listen. I didn’t want to antagonize him. Garrett was a very strong guy and had plenty of jock friends around to help him out anyway. He started to walk towards me. "Say it," he said.

"What? Get away from me. I don’t want any trouble…" He interrupted by grabbing my right arm and twisting it behind my back. He pushed my face into a locker and shouted, "Say it!"

"Say what?"

"Tell us you’re a sissy faggot who likes to show off his legs."

"AHHH, allright, allright, I’m a sissy faggot who likes to show off his legs." "I fucking knew it," he said as he let go of my arm. It felt like it had been ripped from the socket. I fell to the ground rubbing my shoulder as I watched Garrett walk away and get his high fives from his friends. During class we played basketball and guys whistled at me and made cat noises. It would have been a lot easier on me if there had been another swimmer in my class but because I was the only one, I received the brunt of their torment. After class, while I was in the locker room changing, I took my school clothes back out of the locker and started to change. I took off my gym clothes and was about to put on my regular clothes when I dropped my t-shirt. I bent down to pick it up and just then Garrett walked by. My ass pushed up against him and some one yelled out, "Garrett’s humping the sissy!" Garrett became red in the face and punched that kid in the stomach. Then he sat on his chest and beat him within an inch of his life. He hopped up just in time for our gym coach to push his way through the crowd. Garrett stood there like he was just one of the bystanders. As they helped the boy to the nurse, I knew Garrett wasn’t going to be in any trouble, there was no way that kid was gonna risk an even worse beating, and even if he did narc on Garrett, he was the fullback of our football team and the school would never lat him get in any trouble.

When our coach was gone Garrett walked over to me and whispered in my ear, "You’ll get yours too, fucking sissy."

Since gym was my last class for the day I changed my clothes and started to walk home. I was about three blocks from my house when I was grabbed from behind and thrown into the bushes. I looked up to see Garrett. "Please Garrett, I didn’t mean for that to happen. You know I didn’t rub against you on purpose," I pleaded.

"Shut up, sissy. Unless you want your ass kicked like I did to Mike, then you better do exactly as I say. Get up. Come with me." We walked in silence past my house and two more blocks to the east and entered what I can only assume was Garrett’s house. We walked upstairs and entered an extremely girly room. I had seen pictures of Garrett’s sister around school. She was five years older than us and had been an extremely popular and beautiful cheerleader. I think she was still off at college. Garrett took a brown paper grocery bag and placed in on the bed. He began to fill it with various articles of clothing and then handed it to me. "If you don’t wear these clothes to school tomorrow I’m gonna beat you worse than I did Mike."

"But I can’t wear…" I started, but was interrupted by his fist smashing into my stomach.

"Just fucking do it, bitch."

The next morning I weighed my options I figured that one day of minor humiliation was better than spending my life in a wheelchair and eating everything through a straw. I got dressed using the things in the bag. First was a pair of pink cotton thong panties. I had to push my somewhat small dick back between my legs in order to make it fit right. Next was a pair of cut off jean shorts which just barely covered my ass. Next was a plain white undershirt, the only masculine item in the bag. Finally a pair of white athletic shoes with a pink stripe around them and no socks. I looked at myself in the mirror before I left for school, there was no mistaking it. I looked like a 16 year-old girl with a flat chest. It was horrible.

At school I was snickered at and pointed at by everyone. Even my friends stayed away from me. Gym class finally crept up on me and I went to face my torture. As soon as I walked in Garrett grabbed me and started yelling for everyone to look at the sissy. He pointed out how I was wearing little short shorts to show off my legs for all the guys. Everyone laughed their heads off.

I walked to my locker and was about to change into my gym clothes when Garrett whispered, "Take off your shorts only and then hop up on the bench and dance." I looked at him with complete fear in my eyes and he continued, "Dance like a stripper or I’ll beat the shit out of you right now." He then took my shirt and tied a little knot in it at the front so that it fit snuggly above my navel. He backed away and I slid my shorts down. I could feel tears begin to well up in my eyes. I stood up on the changing bench and guys began to gasp when the saw I was wearing panties. "Kevin’s wearing panties!" Garrett shouted. "Hey Kevin why don’t you show off those great legs and amazing ass of yours with a little dance?" I begin to move my hips a little but I was too distraught to actually dance like a real stripper. Garrett got the crowd to boo me, then he walked over and pulled me off the bench. "Pete, Steve, come here. Let’s show our little sissy what happens when she doesn’t dance nice." Pete and Steve smiled and then grabbed my arms.

"Turn him around," Garrett asked. They turned me so that I was facing away from the crowd. Garrett put pressure on my head and the guys responded by forcing me to bend over. I jumped when I felt Garrett’s hand on my ass. He gave it a little rub and then before I realized what was going on he began to spank me. I slapped my ass to the cheers of the rest of the boys five times. Then he stepped aside and let the next boy go. Seven boys spanked me for a total of about 30 slaps before the coach yelled for everyone to get outside. I’m not sure what the worst part was though, the fact that I was being spanked by a group of high school boys, or that I could see that Pete and Steve were getting large bulges in their gym shorts while holding me. I dried my eyes and changed my clothes and went outside with the others.

While we were playing basketball again I noticed that Garrett wasn’t around. I knew that in order for him to miss another opportunity to embarrass me, he must be up to something. Just then I saw him exit the girl’s locker room hiding something under his shirt.

Class ended and we returned to the locker room. To my surprise, Garrett didn’t do anything to humiliate me any further. I noticed that most everyone had left the locker room except for about 9 guys and myself. I figured maybe Garrett had had enough. Then I noticed that the nine guys were the seven who had spanked me plus Pete and Steve. They all started to walk toward me. I was only wearing my shoes, panties and shorts. I scrambled to put on my shirt but Steve grabbed it and threw it away. Garrett then stuck his hand out and dangled a training bra in front of me.

"Put it on slut."

Not wanting to anger him any I slowly put the bra on. The he handed me a tube of lipstick. I just stared at him and he nodded his head. I wasn’t sure how to put on lipstick, but had seen it on TV and in movies, so I rub it on my lips and then smacked them a little and looked at them for approval. They’re devious smiles told me that the soft pink lipstick had been applied correctly.

"Take off your shorts bitch."

I hesitated and was smacked across the face by Pete. I quickly slid the tight jean shorts off and stood there in my thong, bra and white running shoes. Garrett punched me in the stomach and I dropped to my knees. That’s when I saw it. As my head was at belt height with these guys, I noticed that they all had huge bulges in their pants. Garrett was the first to unzip his pants, but they all quickly followed. He reached into his pants and pulled out his dick. It dwarfed my little member and it hung there in front of my face pointing at my nose. One by one, they all removed their hard dicks and stood around me in a half circle with their dicks pointing at me. "Go ahead, Kitty" Garrett said.

"What…what do you want from me?"

"Kitty, you are our new slut. It’s your job to get us off while we’re at school, and maybe even after school. The point is you are now expected to be as feminine as possible when you’re around us, and since at least one of us is in every class on your schedule, that means all the time. You are now required to dress like a slut, courtesy of my sister’s old wardrobe, act like a slut, and of course, fuck like a slut," with that Garrett thrust his hips forward and pushed his dick up against my lips. He pinched my nose shut and then slid his dick in my mouth as I gasped for air. Two others took my hands and placed them on their dicks. They began to move my hands up and down for me and then let go when they figured I had the idea. Garrett kept thrusting his dick into my mouth, running the head back and forth over my tongue. It was the most disgusting thing I had ever felt in my life. When I thought it couldn’t get any worse, I felt my panties being pulled down. One of them positioned himself behind me and began to push his dick into my ass. After some struggling he got his way and entered my ass. He butt-fucked me hard forcing me to rock back and forth on his dick while conversely rocking on Garrett’s dick in my mouth. The two cocks in my hand exploded on either side of my face. I could feel splashes of hot jizz hitting my cheeks and eyes. As soon as those two dicks were drained and left my hand they were replaced by two more.

Garrett started to groan and grabbed the back of my head. He pulled me forward and shot his huge load down my throat. I was sucking a guy’s dick and swallowing. Even some of the biggest sluts at our school wouldn’t swallow. Garrett pulled his dick out of my mouth and I yelped from the beating my ass was getting. I was about to plead for them to stop when my mouth was filled with not one, but two dicks. They were pretty big cocks and they felt like they were ripping my mouth open. They thrust at alternating intervals, each sliding over their half of my tongue. This continued, for about an hour, one dick replacing another, until everyone had come two or three times each. My ass was red from being pounded, my hands, shoulders, and face were covered in come, and I had a stomach full of jizz. As they all high-fived each other and got dressed, I reached for my panties and put them back on. I leaned against a locker and started to sob. That weekend Garrett came over and brought me a suitcase full of clothes. He told me to only wear clothes out of the suitcase. The only panties in the suitcase were all thong style. He said they all loved to be able to see my ass. Skirts didn’t come more than an inch past my butt, and some were even shorter. Shorts followed suit, and tops were as girly as they came. As far as shoes went I was only allowed to wear high heels and they had to be at least 3 inches. He gave me a bottle of pills and said that they would help me start to develop breasts. Also in the suitcase were a make-up kit and a few issues of Cosmo and other girl magazines.

I asked him what I was supposed to tell my parents and he just smiled and said, "Tell them the truth, that you were born to suck cock." The next morning my parents had suspiciously won a two-month trip to Europe. I find it less than a coincidence that Garrett’s dad works for a travel agency that gives away trips now and then as a promotion. It’s been a year and a half since the day I shaved my legs. I don’t have to do that anymore, the boys bought me this cream that made all my hair fall out in the shower. When my parents got back from the trip I was completely feminized. It’s kind of hard to retain your masculinity when you constantly have a dick in your mouth. They said they were disgusted with me and threw me out of the house. I live with Garrett now, in his sister’s old room. The school never said anything to me when I began dressing as a girl. I suppose they didn’t want to get sued for discrimination or something. Except for the boys, and the staff at our school, no one knows who I used to be. Roger, one of the boys, took me to get my name changed. I was then re-enrolled at school.

After the first six months of those pills, I had grown a small pair of tits, and then the guys all pooled some money and got me breast implants. I now have a very jiggly pair of d-cups.

I don’t want you to get the wrong idea about this though. I don’t enjoy being Kitty. I never will, it’s just that after a while, I became numb to it. I don’t think about what I’m doing, I just let it happen. While I’m sitting under Garrett’s desk in biology class sucking his big cock, I don’t think about what I’m doing, I think about what life will be like when we finally graduate and I can go away to college and get these breast implants removed and go back to living as a man. When we have assemblies at school and I’m being passed from one lap to another, being repeatedly fucked in the ass until the assembly is over, I don’t think about how nine guys are taking turns nutting in my ass, I think about how some day this will all be over and I won’t ever have to blow anyone again.

 

 

 

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