gregory reconciliation

The return-ish of Gregory

Some of the experiences I’ve had since my split from Will almost five years ago have helped me understand that relationship better. As you may recall, after falling quickly and deeply in love with him, after we named our first born and I practically moved into his tiny apartment, he broke up with me. Callously.

I didn’t realize it at the time – or couldn’t face it – but after we got back together our relationship was never the same. Perhaps if I’d been more self-aware, I could have fixed it. But I wasn’t, and I didn’t. My core feelings for him, my trust in him, my attraction to him all changed. We went from a lively and exploratory sex life to an almost dead bedroom.

He wounded me more deeply than any other man has. I had fully given him my heart and trust, and months later he told me he “wasn’t feeling it.” Continue reading

Bruce is Hot

Bruce seems to be back.

Shockingly, the date Bruce and I planned…happened. Having low expectations is sometimes a wonderful thing. And even though we met, I didn’t expect anything to continue afterward.

I’ve been surprised twice now.

We set a weekday night to meet when he was working in the city and I didn’t have Liam. Given past experience, I fully expected something to happen with his work schedule or children. In the past, sometimes he wouldn’t proactively tell me he needed to cancel – I would check in and he’d tell me he was already on his way home, having to now drive a colleague or some other thing.

Not this time. Continue reading

communication gap in dating

Dealing with communication gaps in the early days of dating.

I’m so bad at this part, I know it: dating communication gaps. I do a good job of leaving my anxiety where it belongs – on this blog and with my close girlfriends – but it exists and it drives me bananas. It’s not logical, it’s not really reflective of how I think about things, but it’s definitely a deep-seated trigger. I’m reading about attachment styles to understand it better.

A new commenter said – unfairly, in my opinion – that things are always the man’s fault with me. This is a case where I would argue Gregory has done nothing wrong. We’ve had one date and a bunch of communication since. He doesn’t have to reach out every day and I would never request it at this point. Hell, if there’s one thing I understand, it’s being busy.

But it doesn’t change the fact that a gap in communication triggers me.

Continue reading

First date

When server errors threaten my first date.

I was admittedly a little concerned I hadn’t heard back from Gregory. I know some people tend to reduce their communication pace after a date is booked, but to not reply to a text at all? While I told myself everything was fine, the cynical I’ve-had-the-worst-luck part of me was stomping her mental foot deep down. I wasn’t sure if this Tinder date was going to happen.

But my burner app had been flaking out and I’d been receiving sorry-the-server-is-down notifications, so I suspected it was that. I didn’t want to text again on the burner app, since if it didn’t work the first time there was no guarantee it would work the second.

I went back to Tinder.

Continue reading

Working my way through the man pipeline.

Last week in the midst of the chaos, I hid my online dating profiles so the only men who see me are those with whom I’ve already connected.

I once referred to online dating as a sales funnel, and it’s true. Once I have a bunch of prospects I can’t handle any more, and need to have them work their way through the pipeline. It’s amazing how quickly one can go from multiple prospects to none. Continue reading

Am I the douchebag?

“At least I’m self-aware,” I say to my friends. But it’s no excuse, really. I’m conflicted about how to behave in the dating gray area I’m in.

I’m all about intention. Meaning, I care what someone’s intention is with me – their purpose for interacting with me and their end goal. I am dating Bruce (which I think I still call it even though I’ve only seen him once for 45 minutes in 5 weeks, yet talked on the phone almost every day) with the intention of seeing if he’s relationship material. I have told him that.

If I have sex with Lewis, it’s with no intention of developing anything deeper. He is the same. We are aligned and clear on the nature of our “relationship”. Jake and I each know we have fun together but mutually agreed we won’t ever be anything more than sex buddies. We are both cool with that. Continue reading

The time I created serious drama with Bruce.

Previous post.

My heart sank. OH FUCK FUCK FUCK FUCK I thought. I texted back immediately “Oh shit. I’m so sorry.”

I was standing in my bathroom and steadied myself on my doorway as tears welled up. It’s over, I thought. I fucked up, doesn’t matter if it was an honest mistake. He’s going to think I’m crazy and now I’ve caused drama.

I took some deep breaths.

He replied: “No, my bad, don’t know phone numbers…”

“I was really worried about you.”

“Thanks for the concern, talk soon.” 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

Three rejections does not a happy Ann make.

I am not happy. I am angry and sad and hurt. I know it won’t last, but rejection in any aggregate form is really difficult. I suppose by now I should be used to the peaks and valleys of dating, but as much as my brain knows it, it still takes my heart by surprise.

First, there was Jack. Thank you, Maggie, for the parable…I’m still carrying him in my head and need to get him out. It hasn’t helped that Liam has been away so I’ve only seen him once in three weeks. My child is a huge help for having my head in the right place.

I was behind on posts about Ray but now I’m sure it’s worth catching up. We had three dates in total and many more conversations. He would greet me in the morning via text and ask to call me to say goodnight. It was nice. He was nice. The chemistry wasn’t mind blowing but it was good enough to keep going to see how things progressed. Continue reading

dating like teenagers

What are we, 16?

There was the epic makeout session that felt like the long-ago days of being in the basement, listening for parents feet on the stairs so as not to get caught with tongues down throats and hands down pants. The early days of dating can be so much fun.

There is the feeling of not being able to get enough of someone.

I’m not relationship dumb like I was at 16, but it doesn’t mean I’m not acting like a teen at times. Continue reading