High School Heartthrob

High School Heartthrob

When I was a sophomore in high school, I had a crush on a pretty blonde girl by the name of Peggy.  She sat next to me in my history class.  I would often engage her in conversation.  She was polite and friendly but that was all.  I could tell that she was not interested in me.  Then one day she up and invited me to a party at her house.  I was really surprised and delighted.  Of course, I said I would attend.

When I arrived, I found that there were only 5 girls at the party. I was the only boy.  I thought this was odd but then I was the only boy with 5 pretty girls and that was awesome. I should have known there was a catch.

Peggy asked me if I wanted to play spin the bottle.  Of course, I said yes.  What it meant was that whatever happened since I was the only boy, I would win every time.  In short order, I got a chance to kiss all the girls and they were all popular girls, just as pretty as Peggy.  It didn’t take long before I had a roaring erection.

They noticed that the erection and then the girls wanted to play strip poker. The rules were simple.  Five card stud, no draw, low hand loses one item of clothing, the girls against the boys.  I was surprised but of course I said yes.  I didn’t realize at the time that the rules had been stacked against me.  If I had figured it out, I am not sure I would have cared.

The first hand, I had the highest hand.  That meant one of the girls had to take off an item of clothing.  The second hand, I also won, and another girl had to take off an item of clothing.  The third hand I did not win but I also did not have the lowest hand.  It was then that I realized that the deck was stacked against me.  I had to beat all 5 girls or I would have to take off an item of clothing.  I said, “Wait a minute, this isn’t fair, it is 5 to 1.  I will have to win almost every hand to win.”

Peggy said, “We know.”

One of the other girls said, “You agreed to the rules.  You cannot back out now.”

I had hoped to see one or more of the girls naked but now I knew that that would be almost impossible.  The prospect of being naked in front of these girls was staring me in the face.  The aspect of being naked in front of 5 girls both frightened and excited me. I agreed to continue.

I took off a shoe.  Then I lost 5 more times before I won again.  Now I had lost all of my shoes and socks and my shirt and undershirt.  I lost two more time.  I lost my belt and then my pants.  All I had on was my underpants.  No girl had lost more than two items.  I looked at the face of these girls, they all looked at me like hungry wolves.

I said, “I think this is unfair.  I should quit.”

One of the girls said, "You agreed to the rules.  You can't quit."

I said, "Yes, I can and I will unless the rules are made fair."

Peggy looked directly at me with pleading eyes and said in her sweetest voice possible.  “Please don’t quit.  We have never seen a naked boy.  We want to see one and we want you to be it.  The other boys have told us how well-endowed you are, and we want to see for ourselves.” 

The thought of having 5 girls admiring my cock appealed to me.  Nevertheless, I said, “I will continue but the boys' against the girls’ rule has to be changed.  The lowest hand takes off an item of clothes regardless of gender.  The girls all quickly agreed.

The girls lost three more times before I lost again.I had to take off my underpants.  I stood up and slowly lowered my underpants.  When I did, I had 5 pairs of eyes glued to my crotch.  Then I was completely naked and with my 7-inch cock sticking out in front of me.

Peggy said, “Let’s play some more.  If Justin loses, whoever has the highest hand gets a minute to fondle that gigantic cock.”  Everyone agreed, especially me.

The girls lost 5 more times and each time one of them had to take off an item of clothing.  Then I lost and Judy got to fondle my cock and balls for a minute.  The effect was electric.  I had never been harder.

We played some more.  Now the girls were losing their clothes and I was getting fondled regularly.  I wondered how long this would last before I erupted.  I was lucky, before I did Nancy lost all of her clothing.  She stood up and took off her panties.  She had a full bush, but I could still see her slit.  She tried to cover up, but I objected and won the argument.  The girls agreed they could not hide themselves from me.  The remaining girls were in either bra and panties.  I thought they might back out, but they didn’t.  The rules changed again, if any nude girl lost. I would get to fondle her breasts for a minute.

A couple more games and Vera lost. I got to fondle her tits.  I got behind her, reached around and took full advantage of my privilege.  When I did, I made sure she could feel my erect cock against her back.  While I fondled her, I noticed that she enjoyed it as much as I.  Her nipples were as hard as my cock.

Then we continued.  I lost again a couple more times and enjoyed being fondled by Nancy and Judy.  I won again and got to fondle the tits of Louise.  All the girls were naked.  As I sat there with them admiring my erect cock, I fixed my eyes on their bushes.  Sometimes you could see their slits and sometimes you couldn’t.  Either way it excited me.

Then Peggy said to me, “I want to have my tits fondled.  I obliged her. Then the two other girls who hadn't been felt up wanted the same thing.  I obliged them also. 

Then Peggy said, “We want to see you cum.”

I said, “Do you want to do it?”

She said, “Yes, I do.”

I said, “While she strokes my cock, does anyone want to massage my balls?”

Peggy’s best friend Judy immediately said, “I do.”

I said to Judy, "When you are playing with my balls can I play with your pussy?"

She said. "Sure."

I said, “Remember, when I cum, you have to continue until I stop spurting.”

Peggy said, “We agree.”

I said, “Go ahead.”  I then spread my legs and laid back to give them access.  Peggy started stroking my cock while Judy massaged my balls.  I stuck my social finger inside of Judy's twat and began exploring.  With all the simulation I had been through, I came almost immediately, spurted ropes of semen all over my abdomen.  I looked at the girls faces while they were doing this, their eyes were riveted to my cock and balls.  When I finished, the girls actually applauded.  I continued to massage Judy's twat until she orgasmed.  It was thrilling to feel her body undulating while her pussy palpitated against my finger.  I was disappointed when the other girls didn't have me finger them too.

Then it was over.  I said, “If you make a mess, you have to clean it up.” 

Peggy went and got some bathroom tissue and did just that. 

Then we got dressed.  The girls asked me not to tell on them and I didn’t.  I expected that they would, but they didn’t.  I suppose it was because they didn’t want their reputations hurt.  I hoped I this party would result in a relationship with Peggy, but it never did. 

We never repeated the party.  I will always remember it was the best party I ever went to and the best orgasm I ever had.  I want to do it again!