High School Dilemma Ch. 01
Keywords: 01, School, High, Ch., Dilemma,
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I should have known better. It was such a stupid thing and it didn't even work out. Here I was graduating from High School. I had just turned eighteen and it was the last week of school. How could I have done it? Why did I take the chance? Kelly was probably the prettiest girl in school. Her hair was long and blond. Not much different then mine. Actually we were both about 5' 5" and weighed around 120 pounds. But, Kelly was Joe's girlfriend. At least she had been for the last two years until the school Prom a week ago.
Joe on the other hand was huge. He was nineteen and had been the star defensive end of the school football team. Well over six feet tall and weighing somewhere north of 200 pounds with a mean streak he was someone to avoid at all cost. Stories abounded about how he had beaten the shit out of some kid who had gotten in his way. Or had gotten into a brawl during the weekend. His older brother Sean had been the meanest kid the school had ever known. He had graduated three years ago. Someone had said he was at least twenty when the school sent him on his way. Apparently he had been in a correctional facility since then for a melee at a local bar. Why Kelly went out with Joe was beyond everyone. But as she had said at the prom Joe just wouldn't let her leave.
Anyhow, at the school prom last week we had all had a bit to drink and was having a great time. Over the years every guy had fantasized about Kelly and at the dance she was the knockout of all time. She wore a beautiful green sequin dress with a matching headband. They accentuated her hazel eyes. Similar to mine except mine were a bit greener. Soft white skin and red lips just beckoned to be kissed. There she was standing by herself near the punch bowl when the liquor convinced me to go over and talk with her. Me with no muscle tone and white skin, the class poet and by luck had avoided being the class wimp by going home right after school had walked over and said, "Hi Kelly." She had had a few drinks also and was very friendly. Before much time had elapsed Kelly and I were back in a school hallway and had started kissing. I still don't know why she had kissed me. It had seemed to unfold so naturally and her lips were warm and tongue sweet to the taste.
But suddenly, there was Joe. He was red and furious. Kelly turned to him and told him to be still and that she was no longer his girlfriend and that she preferred me. I stood dumbfounded and scared but Joe just yelled at Kelly and stared ferociously at me and then left us. I took Kelly home that night and we kissed some more at her house and held hands. The next day at school Kelly avoided me all day and when we finally met up she said I just wasn't her type and asked it we could "just be friends."
Well, I didn't like the outcome, but what could I do. I asked her whether she was going back with Joe. She said "no way. I'm glad this happened. Now I'm rid of him and can have a fun summer and be free at college next year." I looked at Kelly so pretty in her pink sweater and gray skirt and thought to myself at least I had had a moment with her.
That was last week and all through that week Joe would scowl at me every time he saw me. I wasn't much worried since we lived in different sections of town and Joe was so caught up in sports that he had practice everyday for something after school. So I left at the bell and went home. There was only one week to go and then summer. We would never meet again. At least that was what I thought until yesterday afternoon. The last Monday of the last week of High School was yesterday and now things had changed.
I had left school just after bell. Wearing jeans and sneakers I walked the trail through the woods to my home. I had been doing it for as long as I could remember. The woods were about hundred acres of underbrush, trails and huge oak trees that separated the school from the north side of town. It was on the north side that the socio-economically well off lived. Joe and his brother lived south of the school in a project. I had never even been to that part of town. Apparently there were empty dilapidated buildings and trouble. Not a place I would ever travel to.
So, there I was about halfway into the woods when all of sudden I felt someone knock me down and start punching me. He punched my face, my stomach and before long I was crying. When I looked up I saw Joe. He looked down at me and with spit shooting from my mouth he yelled at me for breaking up his relationship with Kelly. I sat up and he yelled at me that I'd better not get up, unless I wanted to really get my "ass kicked in." So I sat there on the ground in the woods as he continued his tirade. I saw him looking at me and then he called me a sissy girl because I was crying. I was about to get up and try not being a sissy when he punched me again. He said that I had a choice. I could be the sissy he knew I was and not show any macho stuff. Then he said if I acted like a sissy, he wouldn't punch me but instead would slap me like he would a girl. Or else, I should get up and he would beat me silly.
I was in such pain and no match for him I just sat there simpering. He laughed a little and then called me Jill. My real name is Bill. He taunted me calling me JILL, JILL, JILL. I sat there thinking I'd rather be thought a sissy than being punched silly. Let him have his moment I thought. School would be out soon. It would all be over. Then he smiled and told me if I didn't do exactly what he said right now he would beat "the shit out of me everyday this week." So I sat there.
"Spread you legs and hold them open and close your eyes. If you move I'll give you a spanking so hard you won't be able to sit in school tomorrow and everyone will know," Joe taunted.
So, I sat with my legs spread apart as he towered over me. "Remember, don't move," he warned. And then he unzipped his fly, pulled out his cock (I didn't see it, but I sensed it), and before I realized it he was peeing on my jeans right between my legs. Soaking my jeans and underwear and I could feel my balls warm with his pee as he loudly said, " I claim you for my property and thus mark you with my piss as proof forever."
As I started to move away from his pee he leaned over and slapped my face and said, "don't." So, there I was sitting splayed and letting him empty his bladder on balls. I was so humiliated. When he finished he shook his cock and some pee droplets flickered on my nose and eye. He laughed.
Looking down at me as he zipped his fly he continued with the following. "As you punishment for the next week you will get a pair of panties from your sister. They had better be satin. You will wear them everyday this week. If you don't wear them I will spank your ass red. Do you understand?"
In a squeaky voice I answered yes.
He seemed pleased with himself and looked down at the dark pee stained crotch, laughed and then left me there. After I was sure he was gone I got up. He urine smelled so strong. As I ran home ashamed, holding my hand over my pee soaked genitals, the earlier warmth of his pee turned cold. I managed to get home and upstairs to my room without anyone seeing me. But I had to wash his deep yellow urine out of my white jockeys and also my jeans. I could smell that odor all night even when it was gone. So fearful of him was I that I managed to get a pair of white satin panties from my sister Jane. Jane was two years older then me but we were about the same size.
I put the panties on the next morning and went down to breakfast. I was so nervous. I thought everyone could tell. I was thankful that Jane was gone for the next 8 weeks. She was a counselor at a camp in North Carolina and had gone there a week early to set up for all the kids that would come next week. She loved being a counselor at camp but she was also very feminine. During the rest of the year she dressed very hot. When I got the panties from her dresser I was amazed that they were the only white pair. She had all sorts of things like thongs etc.
Mom and Dad were sitting at the breakfast table when I came down. Dad started the talk. "Bill, next weekend Mom and I are going to go on a two week business/ vacation. I just talked you Mom into going. I convinced her you can take care of yourself and will be responsible. We are going to be on a sailing cruise in the Caribbean and will call you when we have a chance in port. Since this is a real outback sort of adventure we don't know when we'll reach you so be sure to change the message on the answer machine each day. That way we will know you're ok."
Mom smiled at me and asked whether I'd be ok. I forgot about wearing the panties and told them to have a great time and that I would be fine. Mom also told me she had called the Mr. Weingold who ran the local grocery store and had advised him that I would be alone and that I could charge what I needed at the grocery store. "Also, Sid (Mr. Weingold) said he would check in on you at some time next week. He's going fishing for a few days and will call or stop by when he gets back," Mom said.
Mr. Weingold was a fat slob I thought to myself. I had never been nice to him, but my parents thought he was a nice man. Dad sometimes mused as to why at 48 he had never married. I knew why. Who would marry a 250-pound fat slob who was unkempt and dirty?
I assured them everything would be fine and went to school.
So, here I was sitting in class with satin panties over my ass and Joe keeping an eye on me. However the day went by without incident until I went to my locker at the end of the day. There was a note inside. I opened it. All it said was I had gotten by the first day and could go home safe. But in order to be safe the next day I would have to wear the panties and shave all the hair off my body. If I left any hair except for a proper little patch I would be beaten tomorrow. There was a cut out of a girl who was shaved except for a patch over her pussy. In deep blue ink written on the top right of the picture with a pointing arrow were the two words, LIKE THIS.
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Keywords: 01, School, High, Ch., Dilemma,