Can a negative reputation significantly limit a man's ability to attract women?
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Practice conversations with males. Once you are confident there, move on to women you are not attracted to. You could volunteer reading to people in hospitals or nursing homes. You could volunteer at an animal rescue group. You will see, they are the kindest people on earth and they will help you become more confident.
I used to not be able to make complete sentences around my supervisor, when I was new in the working field because I thought he is very smart and he must think I am very dumb. I blushed, started sweating and said weird stuff that didn't make any sense. It took me years to get over it.