I’m not sure how much “space” I’ve actually created

do feel quieter, mentally. It’s all relative, I suppose. I still wake up with thoughts of lost friendship and lost potential, but it’s the exception, not the rule. I don’t miss online dating. I’d left one app on my phone called Inner Circle – it’s new-ish and proved to be completely useless: only two men in my city on the app over the age of 38, my height or more, with a college education and children. TWO.

If I removed the “children” requirement there were maybe twenty.

A 28 year-old tall handsome professional reached out to me. He said he loved older women and I seemed to be exactly his type. He was interesting and articulate and figured I had nothing to lose by responding. We texted back and forth for a week. He flaked on a date we’d booked for tonight and I didn’t care one bit. Continue reading

optimism and dating disappointment

Don’t let the douchebags get you down: optimism in dating

Expectation management: it’s a thing. Having no or low expectations means they are more likely to be exceeded. Hope is the enemy of expectation management. But what is better? Regular dating disappointment with occasional glimmers of excitement, or never having the pain?

In investing, we talk about risk-reward. High-risk investments are those more likely to provide higher gains. But they could also wipe out your savings. Conversely, advisors will tell you the earlier you can get in the market the better, even with small amounts and low-risk investment vehicles.

Given my experiences this year, I’ve been thinking about the number of dating disasters I’ve had. It occurred to me it could have more to do with the volume of men I’ve met, than consistent bad choices or inherent bad luck. In other words, if I’ve met one hundred men and had twenty crap experiences, it’s not a worse track record than someone who meets ten and has only two to speak of. Continue reading

Thinking about Bruce.

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It’s become clear Bruce isn’t ready for the practical realities of dating. He thought he was. He’d taken almost two years before he took the online dating plunge: he said he wasn’t ready before that. I believe him. At his core, I think he’s a good man.

He’s not a Jack, telling women he pursues what they want to hear. He’s no Tony, emotionally incapable of truly leaving his marriage.

He’s Bruce.

Continue reading

Trying to relax with Bruce.

Thankfully, it wasn’t over after sex with Bruce on the second date. We exchanged a few texts as he drove home – an almost hour-long drive – and he called me “sweetie” when he texted goodnight. But I still had dating anxiety.

The next morning I sent a good morning text and we had a brief exchange. Mid-morning he checked in to say he hoped I was having a good day. We had another exchange at the end of the day. All consistent with the days prior.

That night I was at a sporting event with a close friend. A man who reminds me a bit of Bruce, actually, and Bruce and I bantered off and on throughout the game. I asked whether he was used to a woman squirting since he seemed pretty chill about it. 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

Feeling discomfort in the comfortable

A lovely reader yesterday inquired whether anything bad has happened, as it had been 10 days since I’d posted. The short answer is no, everything is very… stable.

My sex life has been rather quiet – and it’s not a complaint. The very end of November was my last night with Lewis and Clark. I haven’t seen Clark since, and Lewis only once, over a month ago. The first weekend in December was the last time I had sex with Todd. I wrote about Tony on Christmas Eve. I had Jason back in my bed for the first time in a year, over a month ago.

For me, that’s quiet.  Continue reading

Broke the silence & an uncomfortable conversation

Once my home computer’s ability to connect to the internet again I will reset my Tony timer. I could make an intellectual argument about intent and therefore it shouldn’t count blah blah, but why bother.

I was texting with Hy and mentioned ruminating about asking him to block me on Instagram – his account and Mary’s, if he could.

She said “just text him RIGHT NOW and ask”. Knowing he’d promised I would be unblocked, but that she could see his phone, I wanted to send a very neutral message. I simply said “I need a favor; can you let me know when you have a free minute. I will be available after 6pm.” I was heading to a session with my personal trainer and I didn’t want to talk myself back out of it.

Why did I ask? Continue reading

Kyle needs to talk.

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I’d had a lot of time over the last few months to try to figure out, without overanalyzing, what the fuck Kyle’s deal was. I didn’t doubt his interest in me – he had the intention to see me / date me – however in practice it completely fell down.

Bottom line, dating me was not a priority. I would have bet he wasn’t dating others, so I didn’t get the sense he had other women that came first. Of course, being the last wife in the harem holds no appeal to me. It was harder to accept that even if I was the only one he was interested in, his behavior was still uncool. Continue reading

The elusive creature named Kyle

I think this might be a record for slowest relationship start – scratch that, since I don’t know if this is the start of anything whatsoever. The magic 8 ball aka my Mother says yes but this has not been an auspicious start.

This is the longest it’s taken me to have four dates with anyone. I don’t count Jake since we stopped after the first.

Dates isn’t even a great term. The first meeting was a pre clearance date. Then a dinner date, then a spontaneous late night discussion on my couch, and most recently, another couch conversation in lieu of what was supposed to be a date.

Three months from our first contact.  Continue reading