Where it happened: my house
Langauge: English
Sex: Female
Rating: 10
Category: Straight
I thought I’d probably die a virgin. I was one of those girls that puberty played a cruel joke on. I went from being a plan jane little girl to being an even plainer jane tall 8th grader. I was a head taller than the rest of the girls and it seems my arms and legs were too long, my breasts only bumps on my bony chest, and my face was pale and colorless except for the horn rimmed glasses I wore.
All through high school I never had a date. No guy would be caught dead with me. I didn’t have the nice hair, nice makeup, or nice clothes that most of the other girls enjoyed. My mother bought my clothes at the discount store and she never taught me about makeup, fixing my hair, or dressing up.
By the time the spring of my senior year rolled around, everybody else was getting ready for the Prom. Although my outward appearance of dress, hair, and those darn glasses hadn’t change, my body had grown into my height and when I was home alone in my room, I’d look at myself in the mirror and think maybe I wasn’t too bad. But I figured I’d spend Prom night home alone.
In my room I’d imagine what it would feel like to have a boy touch my breasts, hips, or even touch my virgin pussy. Getting myself hot and wet was something I’d discovered several years before and enjoying my fantasies was the only sexual please I’d ever felt.
Several days before the Prom, Jimmy, a boy in my chemistry class asked me to meet him after school. He’d been my Lab partner and I figured he wanted help with another lab assignment.
Jimmy was a lot like me. Since junior high school, he’d never been able to shake his image of a nerd. He was smart, but didn’t do any sports, and didn’t have the cool haircut, cool clothes, or say cool things like the other guys. He was like me, resigned to the role of social outcast.
I met Jimmy after school and after stammering around for a couple of minutes, blurted out his question…”Would you go with me to the Prom?” Needless to say I was dumbfounded and told him no, it was only a few days away and I couldn’t go and offered a million other excuses. Actually, my first thought was, “this is Jimmy, he’s a nerd, I don’t want to go out with him!” His face sank and he said “nevermind” and walked away.
The rest of that day and evening I kept thinking about it. I wasn’t going with anybody else, and at least I knew Jimmy from school. I called him up and told him that I’d accept his invitation. My Aunt Vera was visiting my mother for a week and I told her the news. Knowing that my mother wasn’t ready to help me get ready, Aunt Vera said we’d go shopping for a dress and she’d fix my hair and makeup for me.
Jimmy picked me up in his Dad’s car on Saturday. He came in to the house in his rented Tux…pants too short and the jacket too tight around his shoulders. “Last one in stock” he explained. Aunt Vera had me looking better than I ever thought possible. Hair was fixed up on my head, makeup put color in my face and the dress enabled me to display a nice figure that surprised everybody who saw me…including myself.
Jimmy and I arrived at the Prom and walked in. We got more than a few stares and there was some sniggering. Jimmy seemed to notice it more than I did and it upset him. We sat at a table for a long time before I asked Jimmy if we were going to dance. Neither of us had danced before so we kept to the shadows and tried it out. Jimmy held me at a distance, but seemed to relax as we got into the slow rhythm of the music. After a few songs we pulled closer together like the other couples and started talking and enjoyed being together.
It was about that time that I looked past the shaggy hair, dark glasses and misfitting tux. Jimmy was actually very nice. In our own little world we turned the tables and laughed about some of those fools who’d tormented both of us for years with their namecalling, teasing, and putdowns.
Our dancing was real close and I realized that I really liked holding Jimmy close and feeling his body moving under the jacket.
Jimmy’s hands moved off my waist and up my bare back and shoulders. As he stroked my skin I could feel a hardness pushing against my leg and realized I was feeling his erection. I was in awe, both of his bulging hardon and my ability to produce that reaction in him. Before long we kind of kissed…than tried it again and really kissed…and found ourselves unable to stop kissing.
Our evening was shot down when a bunch of the social uppercrust cruised by and made rude and crude remarks, commenting on Jimmy’s too-short pants and hooting at my dress and hairstyle.
Jimmy was so nice to me, he was very upset about the teasing comments directed at me and I saw tears in his eyes. He asked if I wanted to stay, and I knew he wanted to leave. So I asked him to drive me home. He walked me to the door, holding my hand, but not talking.
Getting home much earlier than anticipated, I told Jimmy that he should come in and have something to eat. My mother and Aunt Vera had gone to dinner and a movie and were going to be home late.
Jimmy came in and we sat on the couch to talk about the evening. We didn’t talk long though. I wanted to kiss Jimmy some more and I pulled him close to me on the couch. We picked up where we’d left off at the dance and made out on the couch for about half an hour. It was better than my fantasies had ever been.
We stopped to get some food and something to drink. In the kitchen Jimmy stood behind me at nuzzled the back of my neck and pulled me close to him. I pushed my hips back into him and again felt that hardness pushing back. As he kissed my neck Jimmy’s hands slowly came down over my shoulders and dress to my breasts. I loved his touch and ground my ass across the bulge of his hard cock.
I turned around and pushed the tux jacket off of him and wrapped my arms around around his chest. Jimmy really felt good, great in fact. We kissed and ground our hips together and groped each other standing there in the kitchen. I really wanted to keep this going and took Jimmy by the hand and led him to my bedroom.
In there we both knew where we were headed but didn’t quite know how to get there. I didn’t want to seem like a slut and simply take off my clothes, so I teasingly started to unbutton Jimmy’s white shirt. As I did that, he pulled down the zipper on the back of my dress and pushed the straps off my shoulders. My dress fell to the floor as I pulled the tail of his short out of his pants and opened it up revealing his bare stomach and chest.
I’ll tell you, the girls who’d never looked past Jimmy’s bad haircut, dorky clothes, and ugly glasses had never seen what I was seeing. This guy was a hunk! His skin was tight and smooth across the defination of his chest and abs. I slid my hand slowly across his chest and felt the hard nipples pushing against my fingers. Jimmy closed his eyes as I did that and let out a long slow breath, almost a moan of pleasure at my touch.
Then Jimmy rubbed my shoulders and back, but hesitated at my bra. Not wanting to let that thing stop him, I unhooked it and let the push of my boobs and gravity do the rest. As my bra fell, we slowly went down onto my bed and from there the rest is my dream come true.
We were both quickly naked and spent a long time exploring the wonder of each other’s body. Jimmy loved my breasts and nipples. He like to cup my ass cheeks in his hands and teased my pussy with his fingers.
Like his great physique, Jimmy’s female detractors also neveer suspected that his package probably put their own boyfriends to shame. Jimmy’s hard cock, which I’d felt back at the dance, was more than a handfull. He must have been about seven inches long and so thick I couldn’t get my hand completely around the shaft. His heavy balls and sack were pulled up tight to the shaft and he had just a light area of pubic hair from the top of his cock shaft tapering to a narrow track running up his belly.
I took his cock into my hand and rubbed it up and down. His playing with my pussy and tits had my heart pumping and my cunt dripping wet and I knew I had to have Jimmy inside me right now. He had the exact same thought and nature took its course. Lying on my back looking up at Jimmy, his glasses were off and his hair was slicked back. The broad shoulders and muscular chest held him just inches over me. Jimmy looked absolutely beautiful and I was sure I was in love. With some thrusts and misses, I felt the huge head of his cock pushing through the entrance of my pussy.
Being naive about these things, I imagined there’d be some difficulty or pain, and there was. Jimmy also didn’t know about virgins and was surprised when I yelped out loud as he pushed though my cherry. I guessed at what had happened and told him to keep going. It wasn’t more than a few seconds later that I felt Jimmy’s muscles go rigid and felt his already huge cock swell up in my belly and the rush of semen came flying out and into me. Him orgasm was powerful and awesome and the fury of his thrusting and the feel of his hot cum burst me loose like I’d never felt before. It was the greatest feeling I’d ever had.
Jimmy and I held each other on the bed for a while and before long did it all over again. Although I really didn’t care who knew about it, I told Jimmy that we better get dressed and put back together.
By now we were very hungry and were eating sandwiches when my mother and Aunt Vera returned, surprised to find us home already. We fumbled our excuses and Jimmy made his departure. Mother went to bed but I was still too excited and sat up in the living room to think about the evening.
Aunt Vera came and out remarked what a good looking boy Jimmy was and how beautiful I was in my dress. I told Aunt Vera about the dance, that’d Jimmy and I had kissed. And I told her about what happened here at the house. At first she was shocked, but after sitting silently for a while we talked about the possible consequences of our lovemaking. She mumbled that my mother had let me down in not getting me ready for this moment. After assuring her that my period was close enough to make pregnancy unlikely, she made me promise not to be with Jimmy again until I was on the pill and he used a condom.
I got on the pill, I bought Jimmy a box full of condoms, and we continued our mutual admiration society right up through graduation and the next year we got married.
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