For context I’m 35M and the woman I’m interested in appears to be roughly the same age. I know nothing else about her. The goal of asking her out would be to you know… actually find out stuff about each other and see if we’d make a good long term match.
My planned approach was to buy something and check out in her lane. Then, assuming there wasn’t a whole line behind me, ask if she’s single, and if the answer is yes, then ask if she’d be interested in getting lunch sometime, and/or if she’d like my number.
Seems like it should be a simple question but I feel like these days a guy asking a woman out is weirdly socially frowned upon? And I’m quite the introvert to begin with.
Am I overthinking this or am I right to be cautious?