not so lucky

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Status: In Progress  |  Genre: Non-Fiction  |  House: Booksiesilk Classic Group

just one of those days when a dream becomes a nightmare

We (guys) like to talk to somebody about when we get lucky, but we fail many more times than we get lucky. This is one incident when a seemingly innocent attempt to get laid did not work out as I had hoped.

In the small town where I grew up, the mayor had the largest piece of property. The house sat at the back of the property and there was a huge open lot in front. In the winter, he would plow a large square area in the lot, and hose it down repeatedly until it froze, yielding a large, slick, homemade ice rink.

He towed a small trailer to the back corner of the lot and ran electricity to it. There was a light inside and a small space heater. People could sit in there to put on or take off their ice skates or go in just to get warm now and then. There were two small windows on one side so you could look out and watch other skaters. It was THE place to ice skate for everyone in town.

At that time, Cherry Grissom was the town slut. Two years younger than me, Cherry had fucked most of my friends, many of whom said she liked sucking a dick more than fucking it. It was also rumored that she had affairs with three married men in town.

For some reason, Cherry would never go out with me until one day I asked her to go ice skating with me at “the rink.” I was a pretty good skater and I thought I might impress her, and things could go from there.

There were already about fifty people skating when we arrived, and two were local celebrities, Larry and Loreen, the mayor’s fraternal twin children. Larry and Loreen were both popular, good looking and spoiled. Loreen was hot, but nobody ever admitted to getting into her panties. She and Larry were excellent skaters, almost as good as professionals, and they were getting a lot of attention.

I had my skates on but Cherry was looking out one of the windows, watching people skate. She came over to me and asked, “Want to have a little fun?”

“What do you mean?”

She wiggled one hand down inside her skating skirt and when she took it out, she held a finger in front of my face. “Want to know where this has been?” she said with a giggle. “Want to smell it?”

I instinctively grabbed my crotch and she noticed. “Take it out; I want to see it,” she said. She looked out of the window and said, “Nobody’s anywhere near the trailer; let me see it.”

If I showed it to her, she HAD to want to do something with it later, I was certain, so I unbuckled my pants. She knelt and immediately yanked my pants and briefs down to the top of my ice skates. When she stood up, she (accidentally?) brushed her face across my growing cock.

She looked out the window again and slipped her hand back down inside her skirt. When she presented it to me, she pushed it between my lips into my mouth. “Play with your cock,” she said.

Then she took my free hand and slid it down inside her skirt. When my palm slid down over her pubic hair, she said, “Stick a finger inside me.”

When I did, she said, “Deeper, get it right in there.”

I was stroking my cock, worried that I would come right there in front of her. When I pulled my hand out of her skirt, she looked out the window and said, “Still clear. Put your finger in your mouth and taste it.”

A finger never tasted as good as that one did right then. She said, “Keep stroking your cock and sucking on your nasty finger. Close your eyes and when I tell you to open them, I’ll show you my tits.”

Wow, I was tasting Cherry Grissom’s pussy and about to see her tits; what a great day it was.

And then I heard the trailer door open. I opened my eyes and there was Loreen, staring at me. I reached down and yanked my pants up and fumbled to get things back in the right place. Cherry had her skates hanging over her shoulder and was leaving the trailer.

“I was just coming to find you, Loreen,” she said. “He told me that he wanted to show you his dick.” And then she left.

Loreen blew up, screaming so loud I was afraid that more people would come to the trailer to see what the commotion was about.

“Are you nuts? Jerking off in here, right on my Daddy’s ice rink?”

“I’m sorry, Loreen, but Cherry made me do this, she played a joke on me.”

“A joke? You call masturbating in public a joke? And why was your finger in your mouth?”

“Never mind; it doesn’t matter. I’m sorry,” I said, and I sat down to take off my ice skates. As I was putting my boots on, Loreen sat down next to me.

“You’re a really good skater, Will. I was going to ask you to skate with me and then come to our house for some hot chocolate later.”

“Really?” I asked, incredibly.

“Yeah, but if you’re so horny that you’d do that in a public place, you’d never last with me. And if my Daddy ever finds out what you did, he will ban you from the rink forever.”

She got up and went back out on the rink. When I got outside, Cherry was already up the hill, walking down the sidewalk towards her house. I yelled to her and she stopped, smiled and waved and then ran home. Bitch.



Submitted: January 02, 2023

© Copyright 2023 willnorman. All rights reserved.

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Add Your Comments:



Oh man she played you, like a fiddle.
So you think Loreen is gonna hold it over your head what she saw? Or will Cherry go blabbering it all out, first? I say there's a call for revenge

Mon, January 2nd, 2023 10:35pm


i never did get into Cherry's pants but I took Loreen to her senior prom....

Tue, January 3rd, 2023 7:40am


Ouch… that was nasty. I hope you managed to get your revenge on her… or in her…

Wed, January 4th, 2023 3:14am

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