One of the first things that (shy?) people use to gauge each other’s interests before or instead of talking about anything explicit is eye contact. So I think that wearing your glasses puts you at a disadvantage unless you take them off when you are flirting. I’m not sure why you’re wearing them, but taking them off in itself could be a flirty move. I am not particularly good at flirting. But I remember in 9th grade a girl I had flirted with for like half an hour at an event via eye contact. We didn’t exchange more than ~3 sentences in person (there were no innuendos). Then she called me later that same day, asking me out explicitly if I wanted to be her boyfriend.
One of the first things that (shy?) people use to gauge each other’s interests before or instead of talking about anything explicit is eye contact. So I think that wearing your glasses puts you at a disadvantage unless you take them off when you are flirting. I’m not sure why you’re wearing them, but taking them off in itself could be a flirty move. I am not particularly good at flirting. But I remember in 9th grade a girl I had flirted with for like half an hour at an event via eye contact. We didn’t exchange more than ~3 sentences in person (there were no innuendos). Then she called me later that same day, asking me out explicitly if I wanted to be her boyfriend.