Would women date a man that is a social shut in?

I am 25 and have had little to no socialization with women and have had no relationship or sexual experience. I don't really know how to try and start dating. To be honest I don't understand it or how people communicate. To me flirting is walking up and blatant saying I find you attractive and want to try getting to know you better. Apparently that's awkward for some reason. I have told a few women I was into them back in highschool but they always said they weren't into me then just stopped talking to me altogether. I tried online dating with no success because I want a relationship rather than hookups. I have hobbies and skills that have to do with computers as well as fitness. Despite this I can't get people to look past my awkward exterior.
Would women date a man that is a social shut in?
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