dreadpiratew t1_jd1fnk0 wrote
With such an important conversation, do you wish you had talked face to face? You could have seen her reaction. I think asking via text is your only mistake. You could have started the ask and pivoted to non-date if you judged it not going over well.
idi0t99 OP t1_jd1rghx wrote
Honestly, thinking it over for most of the day, I'm still not sure what the best approach would have been. I think the timing was horrible on my part and something like that should really never be done via text. However, I really didn't want to spring something like that on her in person in case she would have felt trapped or cornered. I think texting allowed her to really take a bit to interalize things and provide an honest answer without the "threat" of coercion.
That said, would I have done things differently now that I've had all day to pine over it? Absolutely. I probably shouldn't have done anything and just been content with the friendship that we've built these past couple of years. But, of course, I had to go and make things complicated because I caught feelings for her.
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