750 Words: Hapless Charlie

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Anal-loving librarian meets her match at work.
769 words
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This story was written for the 2024 Literotica 750 Word Challenge, below this line are exactly 750 words:

*

God blessed me with a plump, shapely ass.

Sure, he gave me a tummy roll, narrow hips, small tits, and a face that usually earns me compliments about my personality.

Believe me when I say there's some damn good pussy underneath this tummy roll.

I'm a librarian. Working at a gym, a restaurant, or, hell, a tattoo shop might have been sexier. But, as with everything else, I'm working with what I've got.

We hired in a new guy, still in college. (I've had my degree a few years.) I catch him staring at my ass all the time--when I'm up a ladder, or clearing off the reshelving table. He doesn't think I notice, which I'm used to. I know what I'm doing when I wear loose-fitting tops (better to hide the blocky torso) and tight-fitting pants (just the opposite).

What's different about this guy--Charlie, I'll call him--is that I overheard him telling another coworker he thinks I'm cute. There's no accounting for taste, but it was sweet. And besides, he's cute, in a little guy sort of way.

Another thing: he's the most hapless guy on Earth. He once forgot our boss's boss's name, and admitted it TO HIS FACE. He's catnip for a natural troll like me.

Once, I was having a particularly horny day. It was me, him, maybe two others on the whole floor. I cornered him alone, deep in the stacks.

"Do you like me?" I asked him, nonchalant.

He froze.

"It's just that I always catch you staring," I said.

"Sorry," he mumbled, below the threshold of human hearing.

"It's okay," I said. "It's our little secret. That is..."

Now he looked terrified.

I said, "I want to know what you think about when you're staring."

"What?" he said

"You heard me."

"...Your bottom..."

"What about it?"

"It's nice."

I sighed theatrically. "I know that already. But what are you thinking about doing when you look at my ass?"

"Uh... sex?"

"Sex."

"Yeah."

"With my ass."

"Uh, yeah."

I let him see my eyes get big.

"Oh my god, Charlie" I said loudly, getting even louder when I saw how uncomfortable it made him, "do you want to BUTTFUCK me?"

There was a 50/50 chance our coworkers heard, depending on which side of the concrete walls they were on.

"Drop your pants," I commanded in a conspiratorial whisper.

He didn't do it, of course.

"Come on," I said, putting on my seduction voice. "Let's do it."

And I turned around, bent at the waist, and lowered my pants, exposing my ass.

If he didn't go for it, this was my chance to feel embarrassed.

"I'd love a cock in my ass," I insisted. It wasn't a lie.

Finally, behind me, I heard the unzip of his fly.

I felt the tentative prod of something warm, firm, and slightly sticky.

"Don't be shy," I urged him. "You'd be surprised at what I can take without any lube."

This, too, was no lie. I'd been gifted with a naturally frictionless anus, tested on boyfriends, well-wishers, inanimate objects...

I felt it pressing against my sphincter. I inhaled, clenched, that old routine, exhaled, relaxed as he pushed. I felt my asshole widen around him.

And widen...

And widen.

I braced myself with my forearms on the shelf and held my breath as the longest, fattest cock I've ever taken in my life slid inch by inch up my ass. I had to shift my stance a couple times to accommodate it. Eventually, I felt his bony hips.

"Go on," I said, feigning confidence.

His fingertips dug into the soft flesh of my hips. He fucked me, slowly at first, all gentlemanly. It was when he ramped it up that I started to feel it--the indirect rubbing of his full length against my g-spot, right through the walls, making me feel like I had to piss and shit all at once.

"Ooh," I groaned, "ooh... OOH."

It came out of nowhere. An orgasm that felt like it hit my entire midsection like a sledgehammer. I could only grip my own wrists as my body shook violently, repeatedly being penetrated all the while by Charlie's prodigious dick.

He gave it a few more pumps, then withdrew. I pulled up my pants and booked it without a word and sat in the ladies' room until I was confident I'd disposed of Charlie's DNA.

About 10 minutes later, I found him in the lounge.

Meekly, I said, "So, are you seeing anyone?"

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Felix SqualitasFelix Squalitasabout 1 month ago

Well done with the 750-word limit. I'm going to go look at some of your longer ones. Stories, that is.

Boyd PercyBoyd Percyabout 2 months ago

Nothing ventured, nothing gained!

4

StrappySandalsStrappySandals2 months ago

I'll take those 750, and then many, many more. I love a girl with a pleasure zone in her ass!!!

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