Poolside
By hotpastdawn.
We women have a certain curiosity when we hear that a guy has a large cock. What might not be so commonly known is that we also have a similar curiosity when we find out that a guy has a tiny one.
A few weeks earlier my friend Amy was distraught. “I’m telling you, Dawn, it’s so tiny!”
She had walked in on her son while he was masturbating in his room late at night. I suppose that’s what all boys who have graduated high school and are waiting for college to start spending their summers. I acted dismissive, but it ignited an urge inside of me to find out. Perhaps even humiliate him. I suppose he should become used to women commenting about how small he is before getting to college, where the co-ed girls will do their worst.
“I don’t currently have anyone to maintain my swimming pool. Do you think Tim would come over ever few days for the rest of the summer to earn some spending money for college?” I asked Amy,
Of course. Of course, Tim would. What bored boy would pass up the chance to do that for easy money, especially when I insist that he wear his swimsuit when he comes by?
Imagine his surprise when he came to my gate the very first time to clean it and found me sunbathing. Topless.
“Don’t mind me. I’m just working on my tan lines. You’re going to see plenty of tits when you’re in college this fall, anyway. You probably shouldn’t tell your mom, though,” I brazenly said to him.
It was obvious his swim trunks were probably from last summer. They were tighter than the normal fit.
Perfect.
What made my plan so devious was that he was my captive. He would have to use the pool net attached to a long pole to scoop out the debris from my pool on the surface and the bottom. He would have to walk the entire perimeter of my pool to do so, and he would have to try to ignore my bare tits as hard as he could in order to avoid becoming aroused.
Avoid becoming aroused?
How silly.
I saw a bump start to form in the front of his swimsuit less than a minute after seeing how hard my nipples were. He was my captive. It was so cute how he tried to bend his torso forward to avoid letting his little penis press against the front of his suit.
“Are you OK? Did you hurt your back?” My words were deviously chosen. “If you don’t stand up straight when you’re doing that, you’ll definitely hurt your back. Oh, and I need it spotless because I’m having company later, so take your time. I’m going to be out here a while.”
Did I mention I was rubbing suntan lotion on my tits while I was addressing him?
He was in hell, and I was enjoying every delicious second of it. His little tent betrayed his arousal, and my friend’s statement to me was obviously true.
“Is your tiny little friend OK?”
That had to sting.
“I think it’s concentrating on me while you clean the pool.”
I pointed to the front of his suit so that there was no misunderstanding of what I was referring to. He stuttered and apologized profusely. He tried to hide it by bending his torso once more.
“There’s no sense in trying to hide the little fella anymore. I’ve already seen it. You’re allowed to be aroused when you see a topless woman. For a woman my age, I’m flattered that my tits can still make a tent even as tiny as yours in a boy’s shorts.”
The words did not alleviate his anxiety, nor did I intend them to do so.
For half an hour, he cleaned the pool in humiliating agony. I think I applied suntan lotion to my tits twice more, making sure to pull my nipples upward to keep them hard. When he was finished, he decided that he wasn’t in the mood to swim.
I can’t imagine why…
I walked up to him, still topless, and handed him a twenty-dollar bill.
“Can you come every other day for the rest of the summer? Maybe your little friend will introduce himself to me next time if you aren’t too bashful to go swimming with me without your swimsuit on. I’ll take my bottoms off too, if you will…”
I think the boy went into shock. I made it even worse when I leaned forward to hug him, pressed my bare lotioned tits against his chest, and whispered into his ear, “Remember, what mom doesn’t know won’t hurt her. What happens around the pool stays at the pool, and if you and your little penis are brave enough, I will make sure you have the most exciting summer you’ll ever experience.”
I hope he masturbated on the way home while imagining just how fun his summer would be for him and his little dicklette.
The End.
*This story has been edited by AI to fix spelling, punctuation, formatting errors, & basic grammar, but the narrative and plot have remained the same. Even with the limited editing done here, it doesn’t mean any possible major flaws in this story were fixed (That’s the author’s job). The opinions/views expressed in this story (and in any comments) are those of the author and do not represent this site. We support freedom of speech. This story has been previously published on other free sites and is now public domain, which is why we can publish it here.