Having a Hard time pursuing women?

Anonymous
Just as the title says. I am not a big talker and always second guessing myself when talking to women. Not to mention always thinking and trying to figure out if she really likes me (sometimes wondering if they like you, but playing hard to get. Or just being friendly). Additionally, trying to show a woman I really like her. There is one at my job whom shares similar likes and so forth. We talk every once in a while, but it’s moreso in a joking fashion. Based on what she says in general she wouldn’t date a guy at work, and by what she says sometimes about which guy she finds cute, I figure I’m not her type. Just trying to figure how to get over my fear, and learn how to pursue women.
Having a Hard time pursuing women?
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