Guy #94 – The sad one…

There was a time when Facebook was my main source of dates.

The country I lived in was a small, almost anonymous strip of land hidden inside South America. The gay scene was small, being gay often considered smaller. It had no Grindr, no Craigslist, for there was no anonymity to speak of.

Except for Facebook, where you can date in plain sight.

For reasons still not entirely known, the human race went through a phase where it was considered completely normal to invite total strangers to be your friend. It doesn’t get much sadder than that.

Still, I wasn’t complaining. Every few days I would get a friend request from a Guy who I had never seen or heard of. It always meant that friend was into me. All of them were closet cases. Living life inside a closet is depressing. Sometimes this depression echoes into sex, as was the case with Guy #94.

Guy #94 was a bit like the donkey Eeyore, Winnie the Pooh’s friend.

He had this radiating glow of melancholy resting on his shoulders. That surprised me at first, because closetwise he could have done worse. He even had a boyfriend (who would hit me up on Facebook a few days later and would go on to become Guy #95).

Maybe it wasn’t the closet that had sucked the life out of Guy #94. Perhaps he was simply depressed.
Either way, it wasn’t long before Pooh started having enough of this moodkill. I guess it’s unreasonable to ask depressed people to leave their mood outside when they step into my car on a first and most likely only date, but still, at least during sex act as if you’re enjoying yourself! You don’t even have to smile. Just moan a little.

Guy #94 did nothing but radiate sadness throughout our date. He complimented my looks and even the stuff I did to his body, but with the same reluctance the Catholic Church credited Galileo. I wasn’t exactly feeling the love. In fact, all I felt was Guy #94 feeling sorry for himself.

I wondered why this Guy had taken the effort to befriend me on Facebook. It became clear a few days later, when his boyfriend did the same.


Guy #94 wasn’t the slutty type. His boyfriend was. Guy #94 wasn’t a date. He was a scout, sent by his boyfriend to explore me. The only reason Guy #94 went on a date with me was to prep me for his better half. His sadness probably stemmed from the fact he didn’t want an open relationship. He settled for one, knowing closet cases in banana republics were lucky to find any relationship at all.

My guess is Guy #94 didn’t resent me. He resented his boyfriend for making him do me, for bearing the brunt of his boyfriend’s shyness. Guy #94 probably didn’t like the fact his boyfriend would also end up in my bed a few days later.

God knows what Guy #94 and #95 were thinking when they started an open relationship inside a closet.



Relationship summary:

LENGTH: 2 hours
FORMAT: Sad sex date
SEX SCORE (0 = Vinegar on fries <–> 10 = The best sex ever): 3.5

Guy #6 – Sex with chocolate chip cookies…




Did I mention Guy #5 had a boyfriend?

Well, he did and a few days after spending a night at Guy #5’s place while his boyfriend was away on business, he introduced me to this boyfriend. In doing so, he also introduced me to the concept of open relationships.

Guy #5’s boyfriend would become Guy #6, in case you didn’t see that one coming. It would be my first ever threesome.

Guest starring in a couple’s sex life can be intense. It will teach you there’s no such thing as “just sex”. Just because a relationship is open, does not mean sex isn’t an issue.

And while the idea of a threesome might seem like a good one in movies and fantasies, the reality of it is that, at any given moment, one person will get less attention than the other two. That’s just a mathematical certainty. Add even a smidgen of insecurity to a threesome and you got yourself a cock fight.

As I was doing things with Guy #6, he would very often look at Guy #5, his eyes begging permission for whatever he was doing with me.

Although Guy #5 was very involved in our threesome at first, the night ended with me and Guy #6 having sex, while Guy #5 was sitting upright on his side of the bed, eating cookies, passively waiting for the sex to be over.


Granted, it wasn’t a cock fight in the traditional sense, meaning there weren’t any direct casualties. People did get hurt, though. At least, I think they did. I felt hurt after Guy #5 had grabbed his bowl of chocolate chip snacks, signaling that the party was over. Perhaps it was wrong of me to continue having a go at Guy #6. Maybe I should have called it quits when cookie #1 entered the scene.

At the time, Guy #5 and Guy #6 had been together for over half a decade. Sex may become a commodity over the years, but intimacy doesn’t. Despite the pure sexual tension I had seen in gay porn, to me it seemed impossible to tread on another couple’s sex life without trespessing on their love life as well.

As I was busy performing oral duties on Guy #6, his boyfriend actually offered us both a cookie. Led by a different kind of hunger, I rejected his generous offer. Guy #6 did have one, though. I guess he wasn’t in a position to reject anything his boyfriend threw at him.

In all fairness, I should point out it’s perfectly possible that the cause of all the tension was me. I had been nervous from the moment I realized I was going to be part of a threesome. I was afraid my relative sexual inexperience would be a factor. I wondered if perhaps there was some kind of “threesome etiquette” I ought to know about. Perhaps my own insecurities had transposed onto Guy #5 and Guy #6.

Then again, who in their right mind starts eating chocolate chip cookies in the midst of a threesome?

I guess sex is always an emotional experience. It’s part of what can make it fun. In movies and fantasies at least.
As you might expect from a site called, Guy #5 and Guy #6 weren’t my last threesome. After my first experience I concluded it was an area worth exploring, but not chasing.

Somehow Guy #5 and Guy #6 had struck the right balance with me.



Relationship summary:

LENGTH: 7 years and counting
Sex date followed by friendship that lasts till this day
SEX SCORE (0 sitting next to a smelly person on the subway and 10 being the best sex ever):




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