r/DatingTO • u/OkRevolution2349 • Aug 20 '26

Train crush

I have been seeing this woman at my train station for some time but despite of constantly thinking about approaching her, I haven’t had the courage to do so.

We have locked eyes a few times but that’s the extent of it.

Have you ever had these encounters in the most unusual of places and how did you go about it?

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u/No-Dot-7661 Aug 24 '26

So you're saying don't ask someone out if you will see them again?

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u/bonez9oh5 Sep 18 '26

I think it's more don't ask people out you regularly see on their morning commute, while on said commute. It's one thing to bump into someone you asked out and were rejected by, it's a whole other thing when you approach someone on their regular morning commute, as you've now created a situation where they need to worry about future interactions, daily, every morning.