High School Dilemma Ch. 01
Keywords: Dilemma, High, School, 01, Ch.,
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At home that night I thought to myself it was a lot better to do what Joe wanted then to get beaten. Also, he hadn't even bothered me. Perhaps I would get through the week ok. So, I shaved my body that night and made the little patch above my dick. As I did so I wondered how big my dick was compared to Joe's. I hadn't seen his as he peed. I had my eyes closed. Mine was a good four inches when hard and not very thick either. I hadn't seen anyone else's since freshman year. I had finished my required PE that year and had avoided all things that would require group showers. I thought, I bet he's smaller then me. They always say big guys have small dicks. And that made me feel better as I drained the tub and dried off.
The next morning at breakfast my parents told me they would put everything I needed on the refrigerator and in the drawer next to it. They would be leaving Saturday morning early so they could fly to Florida and catch their ship. Dad was really excited about getting away. Again I assured mom everything would be ok and went to school wearing the panties and fully shaved. I wore a long sleeve shirt and kept it buttoned up. Joe looked at me and smiled. But again the day went without incident except when I got to my locker. Again there was note. This time I was to find a pair of my sister's pantyhose and wear them on Wednesday with the panties underneath.
Well, none of this bothered me much since I wasn't getting beaten and no one knew what was happening. It was easy to comply. The next day I sat in class shaved, pantied and panty hosed. The silken panties made me squirm sometimes and I would nearly get hard but nothing I couldn't handle. Another note said for me to take a nice bath with my sister's bath bubble and wear a piece of scotch tape on both my nipples.
I got through Thursday and thought only one day left. School would be out and this would be all over. What I thought was the last note came in with a little box. It said I was to open the box that night and wear everything plus what was in the box for Friday. If I did this, there would be only one last thing and I would get that in my locker when I cleaned in out Friday.
That night at home I opened the small box and saw a butt plug in it. I was shocked. A little note said "PUT IT IN NOW!" I had made it through the week. This was so humiliating but only one more day I thought as I pushed it up my ass and went to bed.
The next morning sitting there at breakfast my parents giving me last minute instructions I felt my cheeks go red. Mom asked if I was sick. I said no and hurried out to school feeling the plug move in my ass as I walked.
I sat in class squirming a bit as Joe looked at me and smiled. At the end of the day I went to my locker and cleared my stuff. There was one more envelope. It said to be opened as soon as I got home. I hurried home figuring that it was over and Joe would simply give me a note laughing about what he had made me done. I rushed upstairs to my room and sat down. I didn't even take the plug out because I wanted to read the note first.
The note said, "Your final act of humiliation will occur tomorrow. You've come through the week so don't mess up now. At 10am meet me in the same place we were last week in the woods. Make sure you're wearing a bra and perfume and everything else you wore this week. OR ELSE." I was afraid as I read this but again I thought I could handle one day even if he peed on me again. Then I would be safe at home away from Joe forever.
Saturday morning my Mom opened the door to my room and said, "bye Bill, see you in two weeks. Are you still sick? If you are, call Dr. Jones. The number is on the refrigerator. Also we've left reminders like the changing of the message each day." I told her to have a great time, not to worry and would seem them in two weeks. She left the room. I looked at my clock it was 7 am.
By 9:30 I was sitting in the kitchen with the plug up my ass. Panties and panty hose on and a white cotton bra covering my scotch taped nipples. Twenty minutes later I put the perfume on. Something called "Opium" and went to meet my fate with Joe. I thought as I walked to the woods that in an hour I would be home and this would be over. He would either beat me silly or let me go.
When I got to the site, Joe was there. He said, "hello Jill, everything ok?" I smiled meekly and nodded yes.
"Okay honey, he said, now just take off what's covering everything. Tell me what you're wearing and fashion show it to me. Tell me about the perfume etc and what the whole week was like and we're through. Okay.
I asked him if I had to and he slapped my face hard and demanded, "YES."
As my face stung, I removed my jeans and shirt and stood there in everything telling him about the week. When I was finished he told me to take off the panty hose. As I removed them he told me to make sure that I turned and bent over so he could feel if I was wearing the butt plug and that I should make my voice sound as feminine as possible. Since I had sung soprano in the school choir and my voice had not really gotten deep yet, I was able to comply.
Standing there in the warm early June sun I turned wearing the bra and panties with my skin shaved. He rubbed my ass as felt the plug (I felt my penis stir a bit as he did this. I didn't know why) and grunted an affirmation that it was there and then slapped my ass as I stood and turned facing him again. He asked me what perfume I was wearing and I said in my most feminine voice, "I am wearing the Opium perfume."
"It smells very nice and feminine," he said. "Now show me how you shaved your crotch and explain what you did."
I pulled my panties open and showed him the patch of pubic hair that remained while explaining how I shaved myself. My voice was falsetto and I could hear how I sounded very girlish. As I stood there with my panties held open a cool breeze and my nervous soon found my dick harden a bit more. He smiled and laughed.
He picked up my jeans and shirt and threw them about 10 feet away. "And now for the final thing. So that you never, ever, try to take a girl from me, I want you to unzip my fly and jerk me off into your panties." As I started to protest, he slapped me again and said that he would take my clothes and leave me here if I didn't. He also said I was to talk to him as I jerked him off asking, better yet, he said, "begging him to cum on my little clitty." I was trapped. I was about to say something but he slapped me again. I thought, it would be over soon if I just do this now. At least I don't have to suck him off or anything. I can do this.
As I unzipped his fly he instructed me to hold my panties open and jerk him off with the other hand. Taking his cock out I realized how wrong I was. Soft it was at least 5" long and thick. I couldn't believe my eyes.
"Quite a beauty isn't it," he asked?
I held it in my hand ashamed as it began to grow. I wondered how big it would be hard. As if he could hear me think, he said, "eight inches and a handful thick."
Holding his cock and pulling it I realized he was tall enough that his cock actually higher then my navel. Jerking him off he smiled as I told him how "big he was and how I wanted his cum in my panties."
He felt my ass and played with the plug and petted my hair and head, as he grew larger and larger until his manhood was tremendous. He started to grunt and I knew he would cum soon. I looked down just as he shot his precum up and hit my face. The first load of spunk also shot up to my nose and dripped down eventually falling into my panties. I pushed his cock down and jerked the rest of his spunk down into my panties washing my 'clitty' with his cum. Actually it covered my little dick and a puddle formed in the cotton crotch. He moaned a bit more and finished cumming.
I let my panties go and they closed his cum around my balls and he whispered in my ear to finish by licking the head of his cock clean and then thank him with a comment and a curtsy.
Since it was just about over, I did what he said and leaned down and licked the last droplet of cum from his cockhead.
And then I let go, he stepped back a few inches and I curtsied saying, "thank you Joe for letting me have your cum in my panties."
I asked if I was finished and he said yes but one last thing would be perfect. Then he took his hand and rubbed my cum soaked panties against my balls and told me to mix my cum with his so would we "be united as one in this ordeal."
Unbelievably my little cockette hardened and before long I sighed as I shot my load into his load in my panties filling them with a soggy cum mess.
Sighing, I asked, "Can I go now?" (I was still using the feminine voice.)
The next thing I heard was Joe calling out, "Sean time to come out."
Sean came out carrying a video camera. Embarrassed I tried to turn but Joe grabbed my arm and told me to just stand still. Then Sean showed me the entire event. Nothing that Joe had said was filmed. Only his chest and below was shown. But everything I did was very visible and culminated with me shooting in my panties filled with Joe's cum. I started crying.
Joe put his arm around me and softly said, "Stop crying Jill. You know that Kelly dumped me last week. There's no way I could get another girl and the summer is here. So Sean and I thought you'd make the perfect 'Summer Girl' until someone comes around. You see, I like to cum three or four times a day. Kelly use to handle that for me and now you can.
He picked up my clothes and told me to put them on and they would walk me home. I said it was okay I could go home by myself. He slapped me and said, "Do you want a spanking? Just remember to say yes to my questions and act like a good girl and everything will be fine. Otherwise I will publish this flick on the Internet and email it to the whole school and send a copy to your college. So, put on your clothes and we will walk you home.
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Keywords: Dilemma, High, School, 01, Ch.,