Sometimes You Just Know

Snapshots from today: 8:15 am: The Match insisted on making me breakfast without any clothes on. I returned the favor and made some naked coffee. 8:45 am: We discussed the necessity of a solidly choreographed first dance “if we ever get married,” then we got real about what we actually wanted (a visit to the…

The Mystery of Timing in Relationships

“What do you think it is that makes us different?” The Match asks me. We’ve just finished devouring giant slices of cake — lemon for him, coconut for me — at an Italian coffee place in the city, the second stop on a recent summer weeknight date. When I’d shown up earlier that evening to…

Can We Talk?

I fear that my blog will start veering into saccharine territory unless I begin covering topics beyond my relationship with The Match. And I promise that I will do so, but first, a few things relevant to The Forty. When I sensed that things between my new guy and I were rapidly becoming serious, I…

The Wonder of It All

I’ve now seen The Match four times in nine days, and I feel like I’m in some kind of alternate reality in which I get what I want but don’t know quite what to do with it. Here, Fortymatches — a handsome, successful, kind, smart, funny, considerate man who’s crazy about you. Have fun!  Errrr…ok. Thanks?…

41. The Match

For the past year and a half, I’ve been grappling with recognizing and embracing my self-worth as it pertains to dating. I’ve posted several times (don’t believe me? read here or here, or here, or even here) about my belief in my own undateability, and you’ve perhaps read along as my doubts played out in…

Old Habits, New Faces

The theme in my life lately has been something along the lines of: don’t make excuses for not doing what you dream of doing — tomorrow isn’t guaranteed. Strangely, this same message was playing out for The Leo and factored heavily into his decision to break up with me. Yep, you read that right. He…

Awkward in the Aisles

A few days ago, I passed The Hermit on a winding two-lane road that I travel several times each day. He drives a big red truck, old but well cared for, and he’s hard to miss. He’d been on my mind lately, as my recent move had edged me just westward enough to require a…

Wait…What?

About a week and a half ago, I broke up with The Leo. And yesterday, we got back together. Let me explain. TLDR for those who don’t feel like reading the original post: The Leo called me and made it clear that he didn’t want to be “in a relationship.” Nor did he want to…

The One-Man Hall of Fame

When I recorded the stories that made up The Forty, I wrote mostly from memory, with the benefit of perspective that comes with the passage of time. Now that I’m back in dating land with a renewed sense of intention (though perhaps lacking enthusiasm), writing about dating in real time has me feeling decidedly feisty….

Expedition Day Five: Send Reinforcements (or Alcohol)

I reinstalled Bumble, added Hinge to my repertoire, and at five days in, I’m already feeling decidedly “meh” about all of it. Coupled with an Office Space-caliber case of the Mondays and intermittent rain clouds, my malaise had me moping around on self-pity island for the better part of the day. After I sent a…

Thats Not How it Works

Not being one to sit and wallow, and since I’m pretty much in a permanent state of introspection, I decided to pull my old friend Bumble off the cloud and add a new app, Hinge, to the line-up. My first impression of Hinge is that, by and large, it’s the exact same group of men…

One Step Forward, Two Steps Back

Back in December, I left a detail out of my story because it was embarrassing, but I want to share it now. It’s still embarrassing, but it illustrates a larger point. A few days before my 36th birthday, I found myself getting broken up with at an Indian restaurant. I had seen it coming, but…

Jane Austen Vs. The All-You-Can-Eat Buffet

Do you ever feel like you have some area of your life under control, only to be blindsided by evidence to the contrary? I am currently feeling overwhelmed by insecurity, and while most people I know deal with insecurity regularly (it seems to be a fairly unifying human experience), I usually don’t worry too much…

Three Things I Always Assume

I’ve read that making assumptions is an unhealthy habit, but I’ve also read that I shouldn’t believe everything I read. So in the spirit of ignoring conventional wisdom, here are three assumptions I make in just about any social or professional situation I find myself. 1. Everyone likes me. Ok. I know that this one…

“I’m Not Worried.”

Even though I had plenty of face time with The Leo this weekend, I didn’t ever feel like the time was right for the conversation I wanted to have. I mean, what was I even going to say? You see, the thing is…the reason I asked you to stop reading the blog is because I…

The Trouble With “Too Nice”

I’ve lately started wondering about the sort of dysfunction one must experience and internalize to look at a potential romantic partner and judge them “too nice.” What does it even mean to be too nice? Am I so accustomed to assholes that I’m instantly suspicious of nice guys? (Hint: yes) By picking on this non-existent…

You Are Cordially Uninvited

I don’t doubt that what I see as my own charm, whimsy, and honesty constitute red flags for potential dates. So to any man who emerges from the obstacle course of my single-mom status and “refreshing honesty” about my shortcomings with his eyes still fixed on pursuit, I say, “Bravo, sir – bring it on.”…

The Bliss of Ignorance

I prefer when circumstances align that allow me to be either a written processor or a verbal processor. When I’m struggling with something, I come here and write about it, or I call one of the people in my inner circle, or I do some combination of the two, ultimately arriving at some level of…

Single Mom Seeks Unicorn

I liken this blog to a slightly more edited version of my personal journal — it’s raw, confessional, and fiercely honest. One thing I don’t want is for it to ever veer into mommy blog territory, so while you shouldn’t be concerned that this post is a trend in that direction, I do want to…

Deep Cuts

The original forty wrapped about a month ago, and if you’ve read through even a select smattering of my dating posts, you may have noticed how much I changed from the beginning of My Year to where I am today. Reaching my goal of posting my stories here has me feeling a bit introspective, so…