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Now I am 28 years old and I have never had any dating experience. But I still absolutely REFUSE to settle. There have been girls I have known who clearly liked me and I could have dated then, but I didn't because they weren't the ones I was interested in. I think I deserve better than to settle for someone I am not really into. I INSIST on dating the girls I really want or nobody at all. And why shouldn't I? This is what girls do.
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Personally, I don't see the harm in going out on a date with someone who is interested in you. Going out on a date is not a lifetime commitment. You might be surprised at what you find. But even if you are not, you will have gained some valuable experience.
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I INSIST on dating the girls I really want or nobody at all.
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Well, you have achieved the second part of that statement: you have never dated. How satisfied are you with where you are right now? If you are satisfied, well and good. If not, perhaps a change of course is worth considering.
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But then with her coworker there talking to her I just felt it would come out very awkward if I walked over and said something to her.
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I agree with A Red Panda. It sounds to me as though you handled this situation appropriately.
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I feel like when I try to talk it often ends up coming out in a weird way so in these situations I feel anxious that this would happen and she would think I'm a weirdo. So I ended up just walking by without saying anything.
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You may feel that you are speaking in a weird way, but that doesn't mean that others feel the same way. Our feelings often are untrustworthy guides! The fact that this particular woman is consistently friendly to you makes me think that she is not looking at you as a "weirdo". As I said, I think A Red Panda had a good point about this specific situation, However, if you
always walk by people without saying anything, people will begin to think that you do not wish to speak to them, and they will honor that wish. If you want to have contact with people, you must take the risk and actually have contact with them!
It is your choice: you can stay away from women on the theory that you won't settle--or you can take the risk and speak to people, and learn/grow from the experiences--and with time and luck find someone where there is a mutual attraction.