In Which I Ask A Stranger On A Date

Gentle Reader, do you recall how I recently held a going-away party for my abruptly postponed Grand Tour of Europe?

Tyler Singing

I mentioned that there was a surprise guest appearance from a friend I haven’t seen since I was twelve; I had thought she had committed suicide years ago. Until she got in touch with me a few months ago*! She was at the party, and she had brought a friend of hers to serve as Designated Driver.  I was thrilled to see her, but I didn’t get to spend much time with her or her friend – I had to keep circulating, as one does at these things.

At Bar Time, I had the leisure to chat, a little, with them, and to see how adorable my friend’s companion was. It’s just as well, because if I had noticed earlier, I would have spent the entire evening chatting him up and neglecting my guests, which isn’t the best behavior for a host†. There was brief talk of meeting for brunch the next day, but I caught a lift home rather than staying at a friend’s place. I distinctly remember cursing the timing of meeting this guy right before I was due to leave the country, and then promptly thought no more about him, because holy shit did some things come tumbling apart in rapid succession.


Suddenly, I was staying in the country. Suddenly, I was at liberty to maybe pursue this fella. So I did what any enterprising young man would do.

I internet-stalked him. Obviously.

And then I sent him a friend-request on Facebook, so that we could get to know one another.

We began talking every day – and dear lord, the boy’s a wonderful conversationalist. I found myself fancying him more and more, but we’d only met in person the once. Which brings us to –

The Task: Ask a stranger on a date, and follow through.

The Execution: I asked him to coffee, over Facebook, because both of us were being goaded by our mutual friend. “If I leave it to the two of you, neither of you is going to get around to asking.” Well, I really wanted to ask, I just didn’t want to rush anything – but really, that’s all the excuse I needed.

The Fella and I kept talking, and there was some adorable social-media flirting – things like him granting me three questions because he’s been reading my blog and therefore knows a lot more about me than I know about him, and then me directing him to look at the twitter sidebar as long as he’s on the blog.


“Wait – so it’s officially a date?”

“Well, only if you want it to be.‡”

So it was officially a date.  We met for coffee; it was predictably a little awkward – I mean, dates are always awkward, but when two very shy boys meet for coffee for the first time, the awkwardness compounds into a special new dimension of awkward. Luckily, it was the beautiful giggling-and-bashfully-looking-away kind, and the ice was quickly broken.

We wandered around the St. Helens district of Tacoma, and the rain got increasingly heavier; we retreated to his car. And that is all you need to know about  that. 

We’re both looking forward to doing it again soon.

The Verdict: Okay, I know I’m a little late to the whole asking-strangers-on-dates thing that the entire rest of the world is so keen on.  This was wonderful, and I would totally do it again. Except that the Fella isn’t a stranger anymore. Hmmm. At any rate, this list item gets five stars.

UPDATE: So this afternoon the Fella totally took me out at the last minute. That’s right; when this post debuted, I was with the boy in question. How’s that for timing? (I REALLY LIKE THIS DUDE, Y’ALL.)


*See? Facebook isn’t entirely a waste of time! We never would have found each other again without it!

I know this from experience.

‡ Paraphrased. I’m trying really hard to write this and still protect his privacy. It’s still early days, and I don’t want to jinx things by talking too much about him or moving too fast, but I really like this guy, y’all.

About Ty DeLyte

Madame DeLyte has suffered a grave disappointment - YET AGAIN - and still believes that freedom, beauty, and truth are what's valuable, rather than vulgar cash. He'd add love to that list - but, well, what can he say about love?
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11 Responses to In Which I Ask A Stranger On A Date

  1. I could not stop smiling reading this. I am so happy for you.

  2. Tabitha says:

    I am so happy the date went well dear!!!! Seeing you happy is awesome! 🙂

  3. batnette says:

    My heart is swelling with love you dear!!!! So so happy for you! and this mystery fella… he’s found quite the catch 😉

  4. Yay!! Though I’m sorry to hear of your random postponement, I’m glad that you’re enjoying the time in country.

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