Special Note: This is my second entry to the WINTER HOLIDAYS STORY CONTEST 2016. This story involves a little incest, group sex, swapping, loss of virginity (first time), sex on video, and a little bondage. I hope you like it.
********Winter One*********
When I was a senior in high school I was in a small circle of girlfriends, a clique if you will, and it was a bit limiting. There were a couple of girls who were in other cliques as well, and that is how I got invited to a fun party at Susie's house. Her parents were away for the weekend, and it was winter vacation, and all of us seniors were starting the celebrations as high school was nearing its end.
Indeed, it was near the end of Christmas vacation, and the party was New Year's Eve. Susie's family had one of the more spectacular Christmas trees I had ever seen, and they had pretty colored (Christmas) lights all over the house. The house gave off a festive ambiance.
It was cold outside, but warm inside. It was very warm in Susie's house, and I for one had overdressed, and even though I had removed all of my outerwear, my heavy sweater worn over my thin tee shirt was keeping me a bit too toasty warm.
There were 40 people there, half of them girls and half of them boys, and as the evening wore on Susie and her small circle of best friends decided to start a game, to liven up the party. I had no idea they had planned out the game in some detail, and that they had made elaborate preparations for it. Neither did the rest of my clique.
The first step of the game was that the boys would wear blindfolds and then kiss each girl, choosing their favorite. I had quite a bit of kissing experience via two boyfriends I had gone through, but no variety. I thought it would be fun. All of a sudden I would get to kiss 20 boys!
Neither of my two former boyfriends were there, so I would get to sample the kissing styles of 20 new boys, all at once. I was excited.
I was 12th in the line of 20 girls as we moved down the line of boys. That was good, because some of the boys had little to no experience kissing girls, and with each girl their technique improved. I could see it happening right in front of me. Being their 12th girl to kiss, I got some truly great and sexy kisses.
I saw though that the girl just before me, Billie Jane, really wanted to win. As she kissed the boys, she would subtly stroke their cocks through their pants. I saw the effect this was having and since I am naturally competitive, I did the same. Sure enough, the two of us were among the top five winners.
I was pleased until I discovered that round two of the game was more risquΓ©. The boys were again blindfolded, although now they knew who the five girls were for the next round. We were to strip topless, and this time the boys were to sample our boobs while blindfolded, and choose the winners.
Two of the girls refused to participate, and they were replaced with runners up. One of the runners up refused too, and she was replaced with a second runner up. I had a lightning fast and turbulent internal debate, but ended up deciding to compete. Both Billie Jane and I were a little scared at this point as we were being watched closely by all of the other girls, and as 20 blindfolded boys enthusiastically sampled our boobs.
I think the key thing in my decision to continue with the game is that I have never been shy about showing my body. At home I don't close the drapes when I dress. There's no need to do so anyway, because the house is surrounded by trees, and my second floor bedroom window can be seen only in winter, and only when it is dark outside and my lights are on.
One time a boy in my class who lives across the street saw me undressing. He told a friend, who told his girlfriend, who told me. I did not change my behavior. Recently that same boy showed me a telephoto lens for his new camera. He gave me a knowing smile, and I simply smiled back. That night I spent a lot of time, naked, 'looking' for my nightgown.
I got aroused thinking I was on display for him. I actually enjoyed it. I know that's not normal; nevertheless I think it is for some of us girls. I think us girls would like to show off our bodies more if society were not so disapproving. One thing I do know: It's sexy as hell.
In spite of my tendency not to be shy about my body, one thing that made me nervous was that a girl in Susie's clique, Judy, had a video camera and was recording all the boys sampling our tits. The other two girls ignored this fact, and not wanting to make a scene, I did too.
Some of the boys used their mouths as well as their hands, and our boobs became sloppy messes. They would suck on our nipples as if they were infants nursing. One boy gently bit my boobs. To my surprise that turned me on a little, so I softly moaned. When I did that, the boy smiled a huge smile.
Thereafter whenever one of the remaining boys in the line did something to my boobs that I liked, I would softly moan. The boys universally liked when I did that. This surprised me, although now as I recount this I realize that I should not have been surprised. Boys feel macho when they sexually please a girl. But at the time I was fairly innocent and naΓ―ve.
Two girls had really tiny boobs, and one girl, Alexis, had what I overheard a boy describe as 'humongous knockers.' Billie Jane's and mine were simply normal sized boobs for an 18 year old girl. I was sure Alexis would win.
When the 'boob sampling' finished, we five girls quickly got dressed again before the boys removed their blindfolds. Susie tabulated the boys' votes and she announced the three winners: Billie Jane, Olivia, and myself: Alessandra. Alexis had not won.
The third step was for the 20 boys to strip below the waist, with all 20 girls blindfolded, and we three girls were to give a little suck to each of their 20 cocks. To encourage erections, we three girls were to do it topless. This meant all 20 boys would see our boobs, and see us suck themselves and 19 other boys.
The boys were ecstatic. This was the dream come true of every high school boy. It was not so clear to me what was in this for us girls, but I for one was quite excited: I was going to see and taste 20 different cocks.
To sample 20 cocks the normal way, I would have had to date 20 boys and let things evolve to the point where their cocks were out of their pants. That was never going to happen. Consequently I viewed this as an exciting opportunity, and I forgot all about the shame involved of doing this, or how I would be seen in our school forever after.
Olivia declined, so only Billie Jane and myself were left. Despite my excitement at this rare opportunity, I was ambivalent about doing this, since I could imagine the consequences to my reputation in our small town. But I did not want to leave Billie Jane alone to do it; that would have killed the game. Also, I wanted to win at this point. Susie had not yet revealed the prize, but I figured it would be nice.
Finally, I really liked the idea of getting to taste 20 cocks!
So we did it. Four of the boys refused to bare themselves in public this way, but that still left 16 willing to bare their cocks in front of their fellow boys. Of course, none of the girls, even us, could see what was going on. I was surprised by the wide variety of cocks, and the different taste. We had 30 seconds for each cock, and Susie (the one girl without a blindfold) used a timer, and when it went off a new boy replaced the one we had been sucking off.
One boy was a bit too eager, and he shot his load in my mouth after around 25 seconds. I had never had a boy do this to me, even though I had blown both my boyfriends before him. My boyfriends had always warned me, and then shot their loads onto my boobs or once onto my face. My boyfriends also had always taken way longer than 25 seconds to get to the point of ejaculation.
But I nevertheless knew what to do: I had been thinking of doing it with my second boyfriend because he had wanted me to. I did my second boyfriend's unrealized dream: I swallowed most of the load. A little bit escaped and fell to my boobs.
The cum that escaped my mouth I automatically rubbed into my boobs, since my second boyfriend had essentially trained me to do that. When I did this, I heard a large applause from the boys. Then another hard cock was poking at my lips, and I continued.
I am not sure why, perhaps it was because I had swallowed most of the load of that one boy, or perhaps because I lewdly rubbed the small amount that escaped into my boobs without thinking, or perhaps because I handled the whole thing with aplomb, but I won. I was happy.
I was surprised however by the prize. Susie produced a deck of cards, and the boys each drew a card. The high card was the chosen boy. Adam drew the high card, since he drew the ace of spades. As my prize, which at the time seemed to me to be more of a prize for Adam, I was to go to Susie's bedroom and 'have fun' with Adam for an hour.
Susie announced the rest of the party would go to the basement and watch some videos. Susie never explained why this was a prize for me. I guess she thought it was self-evident. It was not; at least it was not self-evident to me!
What exactly we were to do in that room apparently was up to me and to Adam. At this point I wanted to back out, but I quickly realized it would ruin the party and destroy the game, and I would be known forever more as a poor winner, and as a party pooper, so I agreed.
All the boys were backslapping Adam and he was smiling from ear-to-ear. The girls were congratulating me for being a good sport, and reminding me that even in Susie's bedroom, I was in charge of my own body, and I did not have to do anything I did not want to do. I felt very close to my girlfriends just then.
When we got to the room, Susie closed the door dramatically, and she winked at me. I was pleased to realize that Adam was a nice boy, and he was shy. He was just as freaked out as I was to be placed in this situation. We spent the first 20 minutes just talking and getting to know each other.
I learned he was planning to go to the same college as I was. This was not surprising: it was the state school in Lincoln, the nearest good school to our town in Nebraska. It was affordable. I had applied to an elite Ivy League school, Yale, but I would not be able to go without massive financial aid. My hopes that I would even be admitted, let alone be given enough financial aid to attend, were not high.
My uncle had gone to Yale, and my father insisted I apply. I was ready to go to Lincoln, where most of my friends were planning to go.
After we had come to know each other a bit, Adam said the perfect thing. He said, "You know, Alessandra, I loved your kiss. I rated it tops."