My social skills have been getting better, and I’m getting treatment for my mental health issues.
I think I’m capable of dating now, and I’ve met a few interesting women to connect with in the last year or so.
You’re not doing anything wrong by asking people on dates, asking them to kiss them, or telling them you like them. You don’t need to push for a clearer answer or settle the question or codify the rejection. If she flirts with you, it’s okay to flirt back, but don’t renew the request for a date or a kiss. Just because you were comfortable with it once upon a time doesn’t mean you have to be comfortable with it when your feelings are hurt. A woman who genuinely wants to look at your etchings will find a way to ask you about them. If someone says no to Thursday, specifically, but yes to the idea, you are cleared to ask again, one time.
There are exceptions – I think teachers hitting on their students is always pretty creepy, for instance, and your cute barista smiles that way at everyone because she is trapped at work and capitalism demands her emotional labor – but feeling attracted to someone and asking them about it isn’t creepy. You say you are shy and you don’t have a lot of confidence. You say you aren’t getting clear yes or no answers, so, make your requests for dates or whatever easier to say a clear yes or no to. If it gets super-hard to make plans and it feels like there is never the right time, 1) Stop: “” and (this is key) then he left me alone. Pickup Artists and other dregs at the bottom of the dating pool talk about something called the “shit test” – where women say no to an early request to test to see if the guy will persist, and they encourage you to push back on this early no.
For some reason, I tried to flirt some more, and I just ended up creeping her out.