“The Virgin Fountain” [Anal, Degradation/Humiliation, MFM]

The three of us were hanging out at my place. It’s a week before exams. Emily, she was 18. My friend Ryan and I, we were 20 and 21.

After a lot of drinking, the two of us started to undress her. First, her blouse. Then, her jean skirt. She seemed weirded out at first, I think because there were two of us tugging on her clothes, but she seemed to relax soon afterward.

As a joke, Ryan shoved a Sharpie from his backpack down Emily’s narrow, virgin asshole, then she stood up quickly and yelped. The two of us laughed, then Emily settled back down.

I was first up to bat. A couple of seconds after I pulled my swollen cock out of my jeans, Emily confessed to us in a hushed, embarrassed voice that she was still *a virgin*. As my cock started to throb in my hand, I watched the way Emily’s brown little bud of an asshole winked back at me. Instead of fucking her cunt, which was already wet enough to start dripping all over the floor, I pulled the Sharpie out and pushed the head of my cock against Emily’s tight asshole.

“An Extended Invitation #2” [MF, Cuck]

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**| THREE:** *A Cork Floating in a Puddle*

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This next phase of our affair we can call the ‘insatiable anal phrase’, but it didn’t last for very long. After fucking Susan’s ass for nearly a month — and savouring every second of it — we were caught.

Actually, we were kinda caught *twice;* but the first time was a total mistake. Pure bad luck, is all. The second time was a different story all together…

***

Susan was doing the laundry one morning and she put her cum-stained panties in the wash, loaded it with soap, then forgot to actually turn the machine on. She’s forgetful like that, sometimes.

Later that morning, Craig went to throw some of his things in the wash and noticed her spoiled panties. Apparently, all of this blew over easier than Susan had expected it to. There were a lot of questions asked of her, of course, but no actually recourse of any kind.

*Phew. Close call,* I thought.

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The second time we were caught was more deserved. The two of us been flirting with danger, we’d both be the first to admit that.

“An Extended Invitation #1” [MF, Cuck]

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**| ONE:** *as_requested.jpg*

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A couple of years back — this was when I was still in university — I had an affair with a woman twice my age. She was a hairdresser, named was Susan.

At the time, I very naively assumed that fucking a married woman behind her husband’s back would be without complications. *After all,* I reassured myself, *she has a powerful incentive to keep things discreet.*

I was wrong, of course. But I’m already starting to get ahead of myself.

It started online — as most extramarital affairs do now-a-days, I suppose. After a few weeks of exchanging messages back and forth, Susan finally found the courage to send a photo of herself to my inbox. Even now, I can still remember the lump I had in my throat when I saw the attachment icon next to her email.

I clicked on the file — titled: *as_requested.jpg* — then a few seconds later, the image of a blond, middle-aged woman appeared on my screen. *This is Susan,* I realized. *And she’s gorgeous…*