The Cabana Boy and The MILF

Following advice from his buddy, Eli gets a job at a Mexican beach resort so he can spend his summer enjoying the eye candy. But for Eli, simple eye candy isn’t enough.

While there’s plenty of sorority girls partying on the beach that would probably love a lay from a fit frat boy like himself, Eli has his horny attentions on the MILFs vacationing without their husbands. When he sees the woman of his wet dreams, he shoots his shot and goes all in — but his slimy boss seems to always be right there, getting in his way.

Will he make this MILF scream out his name? Or will he get fired for fooling around on the job?

The Cabana Boy and the MILF is a 5,300 word short story.

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Excerpt

When my buddy Brett told me about this sweet summer gig and all the chicks I’d get to watch—and hopefully bang—he definitely wasn’t kidding. We’d picked up some work at a resort in Playa del Carmen, but where he got stuck with a job as a busboy in one of the resort restaurants, I got the sweetest gig of them all. Cabana boy.

My job was to hang out on the beach, give towels to people, and ensure the area was neat and tidy. The cabana is my workstation, with buckets of towels and various other amenities that our guests might ask for close at hand, like suntan lotion and bottle of water. When it was slow—and it often was, since most folks already had what they needed and didn’t need to visit me—I got to just lay in the sun. And with my dark shades I got to do my favorite activity: watching chicks.

From sorority girls with barely-there bikinis and older ladies with quite a bit more coverage, this beach had it all. I was thankful, as always, that the swim shorts provided by the hotel that identify me as staff were a little baggy. Because I had a full-on chub watching all these fine women.

“I think you’re enjoying yourself a little too much,” said a slimy voice in my ear.

I jolted, startled by his voice. Marvin. My boss. The biggest cockblock I’ve ever met. “Just doing my job,” I said as I stood up from the lounger I had sat down in. I picked up some towels from the shelf in the cabana and started folding them, holding them in front of my bulging crotch.

Marvin had a bad combover and always looked…greasy. He sneered and looked to where I’d been looking, at the half dozen sorority girls splashing each other among the waves. He stepped close to me, his hot, oniony breath rolling over me in putrid waves. He reached between the towels and my body, wrapping his hand firmly around my hard dick.

“Fuck off, man,” I said, taking a step back and trying to shove him away, but this only made him tighten his grip on my cock.

“You keep this fucking thing in your shorts, Eli. If I find you getting this wet by dipping it in one of those sluts, not only will I have you packing and sent back to whatever shithole fraternity you come from, but I’ll have your balls in a jar.” He squeezed me painfully hard, making me yelp. “Understood?”

“Understood,” I said hurriedly.

Mercifully, he let go of my cock. I pressed the pile of towels I was holding against it, partly in an effort to make the hurt go away, but also partly to protect myself from him grabbing it again.

He sneered at me one more time and then stomped away to wherever it was that he hung out all day when he wasn’t harassing me. Likely some cave somewhere, given how much of a troll he was.

With him gone and out of sight—and unlikely to return anytime soon—I put the folded towels on the counter of my little station and sat back down in the lounger. Those sorority girls were still splashing each other, getting their tiny bikinis wet.

I clasped my hands together and laid them on my lap, over my bulge. Partly to hide it, but also partly to discreetly play with it. Those chicks got more aggressive as one of them leapt across the distance between them and tackled another, her face landing fully in the other chick’s tits as they both collapsed down into the water. I firmly pressed the heel of my palm into my hardening shaft as I imagined that first girl biting down on the second girl’s nipples.

And then she caught my eye.

With half the sorority sisters out of the way, I could see the banging MILF behind them, making her way to the shore. Every step she took revealed more of her amazing body as she ascended from the depths of the water.

First were her tits, full and round. The skin tone matched that of her face—lightly sun-kissed with a bit of a tan. Those tits, which had to be a solid 32DD, were perfect as far as I was concerned.

As she got closer, and as she rose more out of the water like some sort of marine goddess, I started to get a better sense of her age. Likely in her forties, maybe her fifties. If I had to guess, her kids had either just left home recently or they were finally old enough that she could leave them at home and go on vacation.

Her stomach was taut and toned. This was a MILF who took care of herself. And her bikini bottom was skimpy, just a narrow strip of fabric between her legs.

As I watched her, my thoughts went dirty. I couldn’t help but picture her here on this lounger as I slid that strip of fabric aside and buried my face between her legs. I’d eat her out until she was so fucking wet and desperate for me to stick my cock in her and fuck her senseless.

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