Should I ask this girl out?

This is the only way you can move forward. If you do what you have always done, you will get what you always get. Confidence is built from doing the thing you are pants at over and over again. There is no shortcut. You will not magically turn into a confident person on your 25th birthday. Prepare to feel mortified if she says no - but that's it - it can't get any worse than that. I truly feel for you - but you are not 'average' as you mentioned. We all feel average, but are also special in one way or another. Do not let life get past you only because you are afraid to take the first step. No one can do it for you, I'm afraid. Best wishes and you can totally do it. Don't have an expectation that she will say yes. Just set a task for yourself to just ASK. You cannot control other people's behaviour - like what answer she will give, but you CAN be proactive. Try it. It works. 😊

It is hard. But life will get away if you don't act out of fear. My husband used to be very shy. He is still not hot on making new friends or talking to people he doesn't know. He used to get drunk in Uni, and only then would feel brave to go talk to a girl. But at one point he made a decision to try and do things differently. Obviously, he did not get a personality transplant. But now he acts even if he is scared - and now manages a large team, gives people disciplinaries, listens to their concerns... and yeah, he is married. 😄 You are making a big deal out of it for yourself but it's just saying 'how are you?' to the person you like - you can totally do it. ❤️

It is hard. But life will get away if you don't act out of fear. My husband used to be very shy. He is still not hot on making new friends or talking to people he doesn't know. He used to get drunk in Uni, and only then would feel brave to go talk to a girl. But at one point he made a decision to try and do things differently. Obviously, he did not get a personality transplant. But now he acts even if he is scared - and now manages a large team, gives people disciplinaries, listens to their concerns... and yeah, he is married. 😄 You are making a big deal out of it for yourself but it's just saying 'how are you?' to the person you like - you can totally do it. ❤️

Don't say the word 'date'. Say, 'Do you fancy getting a drink some time?'

... WHEN you ask. Not if. You clearly want to do it, having spent days deliberating. Take a deep breath and do it.

everyone including me will tell you 'yes', but you won't ever do it. you are already too scared that you feel the need to create this thread. and even already made bunch of excuse with difficult 'circumstances' to ask her out.