What's old is new again | My first date appears on OKCupid

The rain pours down and I can’t help but be reminded of the last time Tony was in my bed, passionately soaking the sheets with my favourite sound in the background. I miss him. But I don’t regret my decision.

To gain some levity, I need to share one of the funny things that happened to me since I reactivated my OK Cupid profile yesterday. This guy was the first date I went on after my split – way back in August 2013. We met at a bar near my office tower, had a great conversation, went back to his place where we fucked (unprotected, I think) and he made me squirt. It was hot.

There was no second date, however. He gave me the oft-repeated line of being busy with work and had personal shit to sort out. I saw him again online months later and we reconnected online…then he gave me a brilliant rejection which I wrote about. Last night, he showed up in my visitors list. It made me laugh and figured I’d send him a note for kicks. For the record, if he asks nicely I would go on another date with him. But he won’t. I’d be shocked.

Here’s our exchange (his responses are in Italics):


Why hello. It’s funny to see you here…I was at [the place we went for our first date] a couple weeks ago and it reminded me that you were my first date after my split, which is now almost two years ago. And one of the better first dates, I have to say. I hope everything is going well for you?

Howdy. How are you. All is well for me thanks! I can’t believe it was 2 years ago! That was a fun date. How are things with you?

It would have been August 2013. Crazy how time flies. It was a very fun date. I was disappointed when you said you didn’t want another one. But I’ve had a lot of crazy / good / weird dating experiences since then. Obviously am single again as I’m back online here. How has your travel / work and all that other stuff been?

I’m sorry about that. It wasn’t that I didn’t want to go on another date…I had been on a date with someone else and pursued that. Obviously I’m back too. Work has been great….a lot better recently. The travel is more reasonable. I’m actually in out of the country now, but on holiday for a family wedding. How are things with you? I won’t lie…I’ve thought about our date a few times (and have been excited thinking about it).

Well, at the time it was my first rodeo. But I quickly learned how dating works these days…everyone talking to multiple people at the same time and then sure, when things click with one person the others go on the shelf. And of course we try to be nice about it and say we are just busy with work and things. It’s all good – I know the drill. You mean you are working there now? Or just on holiday there? And yes, I do recall we got up to a bit of messy fun on that date. I don’t do that on a first date anymore…have discovered once I let the sexual stuff out of the bag, most men have a hard time seeing me as multi-dimensional. But I assume you mean you get excited thinking about the scintillating conversation, right? πŸ™‚

I’m just here visiting family. I can guarantee I don’t or didn’t see you as anything less than multi-dimensional! The conversation was indeed scintillating…the exciting part is related to the messy stuff. I hope it’s ok to say it makes me horny to think about it? πŸ˜‰

Of course it’s okay – it would almost be worse to say “oh yeah that’s right we had some hot sex. Yawn.” I’m kinkier now than 2 years ago πŸ˜‰ I must sleep. I’m up past my bedtime. It’s quite humorous to me to keep seeing you on dating sites. And especially since OKC seems to think we’re a 92% match. Hmm….

OK..I’m glad you think so. Will you play with yourself before you go to sleep?

Oh, hon πŸ™‚ You don’t get access to my inner sexual workings, habits, and predilections without dating me. You were once my first rodeo, but not anymore. xo

Fair enough! Sweet dreams. xo

23 thoughts on “What's old is new again | My first date appears on OKCupid

  1. Your post was just in time for lunch…lol. That was a great exchange. I have to admit, seemed like you were really edging him on to ask you out. πŸ˜‰ I love the way you took control of the conversation at the end. Nice job, I think you will be hearing from him again.

    • I’m glad you liked it. I did too πŸ™‚

      There was no temptation actually. I have ZERO interest in having sexy conversations with men who I suspect have no interest in dating me. Perhaps after we meet and it’s going well, sure… but otherwise, I don’t engage like that anymore.

      • Yes, that’s the way to go! πŸ™‚
        But I’m sure that, a year ago, you or I would have gone down that path!
        I had a similar victory yesterday night… I;ll try to find the time to write about it.

  2. What fun! I wonder at times what it would be like to jump back into the waters. Who would I see? What would be new? Old? Like you, I’ve learned some lessons I won’t soon repeat (hopefully). Good for you for having some fun while maintaining a hold on the reigns. πŸ™‚

  3. Inner sexual workings…I am literally going to copy and paste that into my next Tinder text!

What do you think?