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Small-Scale Question Sunday for May 7, 2023

Do you have a dumb question that you're kind of embarrassed to ask in the main thread? Is there something you're just not sure about?

This is your opportunity to ask questions. No question too simple or too silly.

Culture war topics are accepted, and proposals for a better intro post are appreciated.

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Could you please share some anecdotes from your lives of successfully asking people out?

For context: there's a girl I really like in my small group from church. This group is going to stop meeting at the end of the month, after which I'd only see her occasionally unless I make it happen otherwise. So I'm going to give it a shot; I can't die wondering what might have been, I know I have to at least try. She and I have a pretty good relationship, which includes an interesting kind of bantering back-and-forth, and we've had some nice conversations in odd occasional moments; I already have her phone number, and we've been inside each other's residences. But we've never spent time together one on one, and I've not expressed my romantic feelings for her.

It's strange for me to be posting this, in that I actually have asked girls out before. Indeed I've done it lots of times, and had success on enough occasions that I know I could possibly succeed again. I've had several relationships; I am sure if I put my mind to it, I can think of some fun way we can spend time together such that, if she actually says yes, we may have a good time. I'm pretty weird-looking tbh but that's never really stopped me before. As Red Green put it, "If they don't find you handsome, they should at least find you handy." I'm pretty handy. Or something.

I'm just really psyching myself about it. She and I are both in that late-20s/early-30s stage of life where, at least for me, actually forming an emotional connection to someone before asking them out has become kind of uncommon - that's something I remember from middle/high school, before the adult world of swiping on apps. I'm scared, because it is scary! I really want to not fuck it up - even if she says no, which to my mind is the most likely outcome, I am determined to at least make my best effort and give a good account of myself. So - if anyone can tell me about a time where things did work out for you, it would be most helpful, if only to put some positive images in my mind. Any other advice, pep talk, etc. is also welcome.

Find some event, be it a movie, gallery exhibit, new restaurant opening, power tractor pull, airshow, whatever. An event that has a set time. Ask her to that in a way that suggests you are excited to go to it. She will say either yes, no, or put you off. If either of the latter, you will hace a good sense of how interested she is in how she does them. If the former, you're golden.

I would strongly suggest never "telling her your romantic feelings." Or, not for a very long time past the moment when romance has already blossomed, assuming it does. There is, among many young men of otherwise high intelligence, a strong urge to put in words one's feelings. That urge should be squashed.

Good luck!!

I would strongly suggest never "telling her your romantic feelings." Or, not for a very long time past the moment when romance has already blossomed, assuming it does.

This is a handy reminder. I feel like I knew this a long time ago, and had kind of forgotten about it. There is a time to talk about that stuff but it's not any time soon.

I got kind of trapped by the last girl I asked out: she immediately said to me, "Are you asking me on a date?" I said yes - I figured it was better than waffling. And she actually did agree to go on the date after that! It didn't go anywhere after that, but you never know until you try.

Find some event, be it a movie, gallery exhibit, new restaurant opening, power tractor pull, airshow, whatever. An event that has a set time. Ask her to that in a way that suggests you are excited to go to it. She will say either yes, no, or put you off. If either of the latter, you will hace a good sense of how interested she is in how she does them. If the former, you're golden.

Thanks for this. It really is as simple as this. I'm definitely overcomplicating it in my mind.

Don't just ask her in a way that suggests that you are excited. Be excited. Pick something that you want to do.

"Hey, I'm going to <EVENT> on <DATE>. If you'd like to come with me, I'd enjoy your company. Let me know by <OTHERDATE>."

Then do it and have fun. Even if she says no, even if she says yes and flakes.

"Are you asking me on a date?"

"If you're there with me, sure."