Guy #136 and #137 – The ones who inspired this blog…

It’s not always easy not being the relationship type, especially when there are very few gay people around.

In fact, living on a small Caribbean island most of my Grindr conversations were with tourists and the occasional flight attendant. My window of opportunity for getting dates was often small. There have been many, many gorgeous Colombian Guys who dug my mirror selfies to the point they regretted not being able to leave their family to go hump me for a few hours. I regretted it too, and it wasn’t long before I became somewhat sexually frustrated.

So when I picked up Guy #136 from his hostel one night it was mostly because he was free and willing, not because his selfies had been stellar. We ended up having sex next to a pile of two-by-fours on an abandoned construction site with a view of the ocean. It was ridiculously bad, awkward and as a result even a tad gross. Guy #136 came off as a clumsy hump of nerves, part overly excited to have some fun, part hopelessly inept at doing so.

It felt off doing this primitive sex ritual with such premeditation and routine. Guy #136 and I both knew our relationship would be measured in minutes and that we should probably just ignore the other in case we’d ever pass each other on the street again (which is what I did when I ran into Guy #125 at the gym a few days ago).
Even though I wasn’t the relationship type, it had always been the connection with someone that made sex something worth chasing. It made me wonder what on Earth I had been chasing the moment I decided to pick up Guy #136.

The same question popped up in my head when I visited Guy #137 in his vacation bungalow a few sexually dry weeks later. Guy #137 matched #136 in clumsiness, but this time I realized it was me who was causing it. I remember feeling misplaced, simply because I wasn’t having any fun. I was living a sad derogative of an unrealistic fantasy. I halfheartedly forced myself to feign arousal so that Guy #137 might not notice how much of a disappointment he was to me, but I suppose I was unable to mask the disappointment I felt toward myself. I have no way of knowing what Guy #137 felt in my presence, but I’m pretty sure we both felt relief when I left. Our date had transpired quicker than a Judge Judy court session.


It reminded me of my first date with a Guy, nearly ten years prior. I remembered the excitement of getting my first kiss from someone, followed some Guys later by my first good kiss. The more sex you have, the more difficult it can become to experience the thrill of it. More and more it becomes a matter of who you do it with and when you lack suitable ‘who’s’, you go for cheap thrills, in the case of Guy #137 a bungalow bedspring that squeaked its way through our ten minute date as if it was the soundtrack to our relationship.

So what was it I was chasing? And why was there this Grindr to facilitate other people chasing it? Construction site sex with a stranger by its very nature is a compromise on many levels. Stranger yet, unless people generally have lower standards than I do (and I highly doubt that’s the case), a lot of us appease to our limited options by default. It’s as if many of us consider ourselves lucky to have weird sex at all.

How did that happen?

After I got home from my quickie with Guy #137 I got high and recalled the first time I had sex with someone. I was struck by how the excitement of my first date contrasted with the sheer ambivalence of my time with Guys like #136 or #137, or #134, #131 and #124 through #129, to name but a very few.

I wondered if perhaps the story of my often clumsy but occasionally spectacular sex life could be fun for people to read, perhaps even helpful. The internet has a lot of sex, but it does a poor job picturing the social maze that accompanies it.

The thought of writing about my sex life for the world to see brought back the excitement my date with Guy #1 had been about. As with then, part of me hesitated to move forward. Then again, what better way to give at least some meaning to dates like the ones with #136 and #137 than to have people laugh about them?

I started writing the day I met and said farewell to Guy #137.

Guess there was something worth chasing there after all.

Relationship summaries:

Guy #136:
LENGTH: 20 minutes
FORMAT: Sex date
SEX SCORE (0 = Having to spell out your name to get a Starbucks coffee <–> 10 = The best sex ever): 2.5

Guy #137:
LENGTH: 8.25 minutes
FORMAT: Sex date
SEX SCORE (0 = Making ‘Tall’ the new ‘Small’ <–> 10 = The best sex ever): 2


Get the full story. Start with Guy #1 here.

3 thoughts on “Guy #136 and #137 – The ones who inspired this blog…”

  1. In response to your wondering if your writing is fun for others, I’d say more than fun, it is incisive. The mirror you hold up to your various experiences reflects paths that I have trod and am sure many others have as well. It is clean, clear, and honest – don’t stop!! Your voice and insights are much appreciated.

    Liked by 1 person

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