Find help: 24, tall, good looking guy and have been alone now for years. - Help.com

Stop trying with the shallow women who are still attracted to bad boys. Find decent women in church, in classes, and in volunteer organizations.

Be confident on dates. Suggest things, like “I know this great restaurant on Charles Street, and I’d like to take you there. Pick you up at 7?”

Get the girl to talk about herself.

If she just wants to talk about an ex, she’s still carrying a torch for him. Don’t ask her out again.

What is your attitude like? You can be a greek god but if you aren’t open with the girls you date it won’t get anywhere. Obviously you have this massive fear hanging about, what can you do to make it easier? I think everyone has that fear to some extent but the will to find that someone you connect with, even for just a little while, is greater than the fear of rejection for me. When I find someone I’d see myself with I try to be around them as much as possible to see what kind of person they are, you know, feel them out. If they end up being a good person and he likes me back the same we can move on to the next level.
I am always myself at every moment after that initial push of getting myself to speak up or act to get him to notice that I like him.

Perhaps you feel you do not have what it takes? (what ever it is)

This was true for me, spent much time alone due to the fear of them saying no but also the fear of them saying yes.

Do you feel you have something to offer, idealy it should be your strength, emotional, physical, and spiritual. If any of these are missing it may explain your fear. You can work on any of these if you feel it is needed

Dating only really changed for me once I felt I had something to offer. It was not that women were not attracted to me before but the difference I felt having realized I could cope with life and had a world view that included a loving God, ment I was able to be in a successful relationship. I got married last year (aged 42) and my daughter is due to be born in a few weeks :)

The great thing about asking someone out is you can move on if they say no and you can date if they say yes. Dont feel rushed into something if it does not feel right but dont just give into fear if it does!

You may have some perfectionist issues you want to look at.