The Killing Kind

This week I realized that I am SUPER bad at flirting. And dating. And gauging interest.

It’s been slow at work so I decided to reach out to businesses that get discounts through our carriers. One of those is the security team in our work. So, I took about seven of my super cool business cards down to them so they’d have a point of contact. Who answers? Hottie McHotGuard, the guy I’ve been working up the nerve to ask for his number for THREE. MONTHS.

I was not emotionally prepared for that! So, I cleared my throat, told him the reason for my visit (to sell phones and make money), and left. My best friend/coworker was dumbfounded. Why not flirt? Why not make conversation?! Why? Because I just wanted to sell phones dammit! But he now has my business card with my work cell number. We even made a bet that he’d text me (I said no, she said yes). As of this second, I win. She says it’s because I didn’t let him know that he should. I CANNOT INTERACT WITH MEN AND IT BE NOT AWKWARD PLEASE HELP ME.

I don’t know how to let someone know I’m interested without a million alarm bells going off in my head;

  • what if he’s not interested & I have to look at his stupid gorgeous face every day?
  • What if he’s a psychopath, as my track record indicates I have a type; fucking lunatics.
  • What if the kids hated him?
  • What if he’s actually a flat Earther or an anti-Vaxxer or thinks the lizard people are real?
  • What if he’s actually like, 22?

Add in my millions of insecurities and I’m ready to rush home to my cats, who tolerate me as long as I feed them.

I just don’t know how to translate “work chat” into “Do you want to grab a beer & maybe see if we should start dating?” Mostly because I see this man for maybe thirty seconds a day, long enough for him to smile and wave so I can tuck my hair behind my ears and wave back like Amy Santiago-Perralta from Brooklyn 99. It’s very nerve wracking and scary and workplace relationships rarely work. Not to mention I need to focus on my store right now. I’ve got a family, a house, a car, and vacations to pay for. I just cannot lose focus…

…but a big part of me really wants to take the leap. He’s cute, he’s got an accent, he’s funny, and does the same goofy things I do. He finds me funny, not “loud and weird” (unless he’s lying and he actually thinks I’m loud and weird). But it’s nice to meet someone I actually want to talk to, and when we do talk, I have fun talking to. It’d be nice to explore that a little, but I’m too nervous about all the things that could go horribly wrong. I need a wing woman because I clearly have no idea what I’m doing here.

At work, when I need to shift from the presentation to the sale, or when writing, how to switch from light questions to deeper conversations, I know what signals to observe. But I don’t know how to do that with dating. But I need to figure it out. Checking out Hottie McHotGuard isn’t constructive. He’s either not interested, which would mean Thank U, Next, or he is, which would mean possibly going on a date & maybe not hating him by date three.

But I’ll never know unless I actually say something, so perhaps I should. What’s the worst that could happen? He says no? I just need some courage. Or a buying signal. Why don’t men have buying signals?!

Maybe they do! And maybe I can learn what they are by probing for needs using open ended questions and non-business conversation! I know, but it’s a start! Baby steps will help me get into the dating pool full time, whether it’s this guy, or a dude I’ve never met yet with a yellow umbrella at train station after a freakishly long wedding. You know, whatever.