flirting via text

The coffee date flirtatious follow-up

I bounced up my stairs and got my stuff together for work. We had an awesome text exchange throughout the day, and I think the best thing is to just share it verbatim. My texts are in Italics.

10:12am

It was a pleasure meeting you! (I really wanted to kiss you goodbye, BTW).

Think about the anticipation for our next date. I did and do too, BTW.

Oh indeed. And I’m glad to hear it!

11:20am

Now I wished I kissed you. Lol. Continue reading

A picture of a tall man for texts

Kyle’s 5 day postmortem.

Monday was the date where Kyle said he’d like to see more of me, and agreed he would try to be more responsive to texts. I figured it would be good for me to write about how things go with him, to help keep me honest. Not that I’m not honest… but it’s easier to ignore a reality I don’t like when it’s not staring me in the face.

Hy and I share a quirk which I find interesting – and it’s about how we perceive time. I’ve written about this in relation to Tony and I don’t think I got my point across very well. I’m not sure exactly why this is, but I tend to think more time has passed than it has.  Continue reading

post-breakup with Leo

I’m cold-hearted.

Before I broke up with Leo, we’d arranged to go see a sporting event together to which I had tickets. When we broke up, we agreed to still go as friends. Classic breakup mistake.

Awkwardly, it was supposed to be the night I went on my date with Kyle, so when he asked me, I worked it out with a friend who had tickets to the game the next night to switch – which worked better for them anyway. I simply told Leo I needed to change the date – and turned out he had the date wrong anyway. So the comedy of errors was resolved without incident and I made myself free for Kyle.

Leo and I have had little contact since the breakup. We haven’t seen each other nor talked on the phone. A few text messages here or there. He’s had some illness in his family so it was mostly about that. Continue reading

When time evaporates. 

Knowing he was likely in meetings all day, I didn’t bother trying to make plans with Kyle in advance. Despite a bad track record, we’d confirmed the previous day and we agreed to sort out the specifics the day of.

He knew I was going to see my personal trainer after work and I’d be free at 6pm. We’d agreed to meet in our neighbourhood (we live about 10 minutes apart) and to the time, so other than the place, there wasn’t much to confirm. Therefore I waited until I was leaving the gym to text, and we had the following exchange:  Continue reading

The pursuit of Kyle.

I’ve avoided writing about him, but granted there is little to say. I’ve admitted I can’t get him out of my head – the man with whom I have three great times together, physical and intellectual chemistry, and who has a terrible track record of bailing on dates.

Kyle.

His appeal to me isn’t the chase; he’s on the surface very close to what I’m looking for, with some added bonuses. Crazily tall, dark, and handsome. A good job and unthreatened by mine, long-ago divorced with a good relationship with his ex, a family man who has taken his Mom on vacations. Intellectual banter and humor. Great kissing chemistry. And although I haven’t seen it, he seems to be packing a lot in his pants. Continue reading

Leo and I figure things out.

The trip with Leo had my head spinning. I sat on the plane, watching the sunset, listening to music, and turning things over and over. What was it I really wanted, why wasn’t I content, could anything be done about it. What did I say to him, if anything.

Sometimes things are clear for me in dating and I only need to figure out what I want to say.

But with Leo it wasn’t as straightforward. On the plus side, I knew he was trying. He is a solid family man, a good dad, and has close friends. He’s self-confident and kind. He was chill about my blog and seemed to have no issues with my sexual history or even my current ask to be non-exclusive. None of these are qualities to be taken lightly.  Continue reading

When my irritation level runs high.

I have an unfinished draft about a crazy-good threesome but need to get the next update with Leo out.

He joined me for two nights at the tail end of a business trip to the East Coast. It was one month since Leo’s “give me another chance” conversation, and I knew it was a chance to see if anything had really changed in that time.

Leo had been slightly more communicative – meaning he whispered a few more things in my ear during sex – but other than a couple successful drug-free sexual encounters, things were essentially the same as before. Continue reading

From theory to practice with Leo.

Leo and I booked a date after our big talk. A full-on dinner and activity weekend date. I was cautiously optimistic.

It was going to be a beautiful day so at the last minute we modified our plans. He came to my house just after lunch and we planned to do a day trip to a nearby wine region, visit some of the quaint towns in the area, and have dinner. If anything was going to be an issue, it wasn’t going to be our itinerary!

Continue reading

Vacations are the kiss of death for my relationships.

I broke up with Leo three nights ago. I’d been writing about how I felt about him and doing my usual processing of things. I’d spoken to my Mom earlier in the week and decided I’d just see how things played out. There was no “burning platform” to break up. No crazy blog-finding (Fox) or police action (HWSNBN) or wives who found out about a relationship (Tony).

I decided to see how the next few weeks went, now that I’m finally relatively physically mobile and we could have more active dates. It had been 5 weeks without any Tony contact and I was working my way through that.

But the decision wasn’t sitting well in my brain. Continue reading

The reason Tony and I can’t be friends.

If you haven’t read about the recent “developments” with Tony, you can start with this post.

I know I’ve said it many times: this blog is extraordinarily helpful for sorting out my crap. I was in a good place with Tony, because I’d blocked him for weeks, successfully. I missed him but it was abstract, and I didn’t feel a pull to reach out or reconnect. When I unblocked him, I experimented with what it was like to be completely reactive – I let him call or text.

It was very minimal contact. It was platonic.

It was a fucking slippery slope.  Continue reading