Tag Archives: relationships

I have attempted to rewrite this article about my experiences with online dating a couple of times. The first draft sounded like a how-to, which felt dishonest because I haven’t been particularly successful in online dating or dating in general. The second draft was an attempt to be comical because of the plethora of ridiculous experiences I have had. However, this draft started to sound bitter. Noticing the difference between what I attempted to write and the actual tone of the writing allowed me to step back and evaluate.

I couldn’t ignore the feeling that I was avoiding something bigger and truer about my experiences. Did I feel bitter? As I came to realize the reality of my circumstances, I felt my back slump and I could only acknowledge what I had been fighting for so long- I was bitter, and felt defeated. I know this sounds dramatic, but I’ve dated a lot, with a relentless effort to find someone significant. Test-tasting everyone’s advice about dating and rarely turning off my search for the next potential partner was exhausting, and I came to realize that the bitterness stemmed from two areas.

First, was that all my efforts, worries, and work to have a symbol that I was lovable through having someone else in my life came to nothing. Second, was that I dealt with a lot of issues from the men I dated. Issues that weren’t mine to deal with, and so boundaries were often fuzzy. However, another feeling rose to the surface- thankfulness.

The Wonder Years

You see, I was that girl who had a crush on one guy or another throughout high school. When I was over with one crush I would intentionally search for another. It wasn’t so much that I liked a ton of guys at the same time. I was monogamous with even my crushes. I didn’t even like these guys’ characters or want to date them, but I was obsessed with liking guys (like most teenage girls are). Obsessed, I suspect, because I was bored in a small town. I had almost crushed on every guy in my year by the time I graduated high school.

It wasn’t the cute crushing either, where the girl blushes and tries to get the guys attention by smiling all the time. It was the perpetually embarrassing kind. I would blurt out inappropriate things or tell everyone how I had held my crushes hand during community prayer. Like everyone else, I was eternally grateful when high school was over. My crushes during my high school years never developed into anything. I avoided actually dating because it was a world I didn’t fully understand. And my weirdness around guys didn’t really help things.

It wasn’t until I was 21 years old that I had my first date. I know, a full three years later and still no date. To be fair, as much as I was weird, I was also a little petrified. A deer caught in the headlights to only bolt at the last second- which happened a few too many times- until my date on a train with a guy named Dave. The only reason this even happened was because I never thought that the people I would meet during this ride were going to be anything significant. And the train was moving, it’s not like I could have gone anywhere. He made his interest known and I went a little crazy. But just a little. Not psycho or anything, just borderline obsessive. I thought: this is my chance. He’s educated, good-looking, has strong values, and he rides horses like a cowboy! It had to work. But the relationship didn’t and couldn’t have worked. He lived in Montreal and I lived in Winnipeg. Yet, I couldn’t get past the fact that someone that awesome would like me, and thought I need to seize this opportunity the best I could.

That first date led to more dates with other guys- a lot of other guys. I was living in Winnipeg at the time, a place where (unlike Vancouver or Victoria) men actually ask random girls out on dates. I didn’t need online dating. Almost every weekend I was on a new date with a new guy. I had plenty of guy friends who could have been potentials. It was overwhelming, but I soaked in the attention. It was something I had never had in my life, not because I wasn’t beautiful before, but because I had “I’m too insecure to date” written on my forehead. I ended up dating a guy for three weeks knowing after the first date that he wasn’t a keeper. There was something comforting about knowing it wasn’t going to last with him. I finished things when it got a little too drama-filled. After the breakup, it was the first time I was unmotivated to date or even have a crush. I didn’t think about dating for three months and was quite relaxed about it all. But of course, things change… Continue reading →