Finding My Feet

True story, true thoughts, false names to protect the not-so-innocent

There were two teachers who stood out to me at the Spanish language school in Oaxaca. Both were short with dark brown eyes. The similarities ended there.

Jesús, the instructor of the advanced group where I had been placed, was an athletic soccer player. He came to class dressed in striped polo shirts, nice jeans, and fancy sneakers. His hair was close-cropped and his face clean-shaven. He was quick with the jokes, flirty to a point, told scary stories about the phantom 'llorona' and was always asking everyone where the 'pachanga' was going to be over the weekend.

The other, Oliver, had shaggy hair, a sparse goatee, and several tattoos. He wore a leather jacket, black T-shirts featuring various metal bands, cargo pants and worn biker boots. He arrived at the school on his red motorcycle every morning. Despite his tough look, he was quiet and shy, a caring and patient teacher perfect for the beginners. We had barely spoken, as I was in the other class, and he tended to sit quietly in the corner when the bell would ring for break. Everyone would gather downstairs in the courtyard to drink cinnamon-flavored 'café de olla' and try to communicate exclusively in Spanish. Once or twice, though, I felt his eyes on me, and something about his gaze made me blush.

One day I managed to get into a conversation with Oliver, and thanks to his shirts, the subject of music came up. I told him I was a songwriter. He offered to help polish some lyrics I'd written in Spanish.

That's how we ended up exchanging personal emails. It was about a decade ago, so I don't remember how the topic of meeting to have sex came up, but I'm sure he mentioned it first because I would have never had the guts.

We lay on the bed, which filled the entire room in the cheap hotel, and talked for a while before doing anything else. He was really quite shy. I realized it had taken a lot for him to ask me to do this. It was also a big risk with his job. I'm pretty sure fucking the students was frowned upon. Or maybe not, maybe it was a secret part of the cultural immersion. He told me that Jesús was always bragging about his escapades with the cute, young female students. I could see the appeal, he was really charismatic. But he honestly wasn't my type. I would have told him no if he'd asked.

But Oliver had asked. I hadn't come to Mexico for any reason but to improve my Spanish. However, I wouldn't mind having a private lesson on some of the more 'colorful' words.

Oliver told me that he, unlike Jesús, never took the risk to proposition girls from the school, but there was something different about me, and I believed him. I'm guessing it was the music connection. He also made a confession.

He'd heard that gringas were more adventurous in bed, and he'd never had anal sex. Would I be willing...?

What Oliver didn't know was that I have always been a total anal slut. He'd asked the right girl.

I got on all fours on the hard bed and he knelt behind me. Something that I find really funny about men is that they are so concerned with their dick size. I don't remember how big or small his dick was, but what I do remember is how good it felt touching the wrinkled sphincter of my anus and then slowly, as I allowed, because the first pass is always a little painful, slowly going deeper.

If I had to choose between only being permitted anal or vaginal sex for the rest of my life, I'd answer anal before you'd finished posing the question. To help explain why, I found this quote from the National Library of Medicine: "The geography of the anus makes it a highly pleasurable sex organ: it contains a dense network of sensory nerves that participate with the genitals in the engorgement, muscular tension and contractions of sexual arousal and orgasm."

Yeah, that.

While the size of Oliver's penis eludes my memory, what I remember distinctly is that he had rather large balls. As I began to relax and he began to thrust rhythmically, his balls slapped my clitoris over and over in time. I arched my back down a little (for some reason I can hear my yoga teacher say "cow pose" in my mind), making my clit even more accessible to his hits.

The resulting orgasm was one of the best of my life. That's why it gets a story!

It also gets a story because I think it was kind of hot being a 44-year-old woman fucking an exotic (to me) late-20-something motorcycle-metalhead teacher in a foreign country.

But the other reason it gets a story is, of course, pegging.

The best orgasms of my life have never come from vaginal sex. They have always come from anal sex, a good vibrator or tongue, or a combination of both.

I was vanilla or submissive with cishet men for more than the first half of my life, so I'd always concentrated on pleasing their dick, which after all is the cytological analog of the clitoris. (Yes, I have a degree in biology.) So I have *some* idea of how good it feels for them. Because an orgasm that centers on my clit is always earth-shattering.

And I hear I have a G-spot, and have had some satisfying shadowy, shivery sensations come from where it must be, but they are barely worthy of this sentence let alone a story.

I have read that women have Skene's glands, which are analogous to the prostate. That is where squirting comes from. But for as much as I've tried, I'm not a squirter, and even if I were, I don't think the sensation is the same as prostate stimulation in a man.

What I'm getting to, and what really excites me, is that men and women obviously have different anatomy...but the one thing we ALL have in common...are buttholes!

Why does that obvious fact get me all turned on? To me, D/s (and music and a lot of things in life) is about the connection. It's about entering into a deep and intimate space *together.* That's what is so beautiful about it. And while I have a some idea what a penile orgasm must feel like, and I've heard prostate stimulation is amazing (and of course is the part of the appeal of butt play for men that I can't ever really appreciate), I know EXACTLY how wonderful it feels to have someone fuck you up the ass.

And that is one of the many reasons that I began to explore being on top: I discovered I love pegging. I can clearly imagine how my partner feels as those sensitive anal nerve endings are firing off and releasing all kinds of fun hormones and chemicals into his body and causing blood to rush to the area and make everything start pounding and throbbing in pleasure... and I can share more closely in his pleasure because I *know* how good it feels. And I love that.

I love penetrating *his* sweet ass because having *my* ass penetrated is by far one of the most pleasurable practices I've personally experienced. And you can bet *your* ass I'll always want to reward a good, obedient and loving submissive with all the pleasure he deserves.