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

He opened his eyes

He opened his eyes.

After a weekend with our respective children, Jack and I had a date. It’s a blossoming early relationship.

Midway through the day, we connected to finalize plans. He told me he was sorry but he wasn’t going to see me as early as expected: he had to go to the hospital to visit his parent. It was going to be 9 pm before he would arrive.

I was disappointed but obviously understood a critically ill parent took precedence, especially given he hadn’t been able to visit for a few days due to his move. I asked him what he wanted to do and he said he wanted to go for a late bite to eat, have a drink, and go back to my place. Deal. Continue reading

dating Jack

Starting to settle in: dating Jack

The conversations with Jack are starting to meld together. It’s the problem when living my life outpaces my ability to write about it. I’m going to try to get caught up with this post with our dating status.

We had the kind of fourth date made necessary by single parentdom: a late night visit. It was a three-act play similar to the third date: a drink on my couch with lots of conversation, moving to my bedroom for some good sex, and then talking far too late into the wee hours of the morning.

This time, instead of waiting for me to suggest it, he asked to take me upstairs. I liked it.  Continue reading

dating communication and exclusivity

A communication hiccup, followed by exclusivity

Previous Post

Unfortunately, Jack and I experienced a hiccup in our early dating communication. Well, to be specific, he didn’t realize a hiccup occurred, but it did.

He didn’t reply to my text, but over lunch, he called. Even better. He told me his parent had taken a turn for the worse in the hospital – he’s been there every day for a few hours. But he went on to tell me his ex-girlfriend (with whom he is still sharing a house, but imminently moving out of) called the police on him to say he had assaulted her.

Wait. What? Continue reading

when communication styles misalign

After two dates: then, the doubts.

If communication styles between two people aren’t perfectly aligned, as someone highly attuned to it, in the early days of dating it can cause doubts and anxiety until I get comfortable with patterns and see an alignment between words and actions.

Jack was saying all of the right things. He was clear from the start he preferred the more traditional form of dating – just one woman at a time. He explicitly said and wrote I was that woman. He complimented me in his texts about the things he liked about me.

All good.

But I’ve been fooled before. I’ve had great first sexual experiences just to have someone disappear. Shit happens.  Continue reading