Why is self suppression my habit?

I suppress myself from various things on a daily basis. It could be approaching a girl I find attractive, be it at a club in a social setting or even saying a Hi out of courtesy to a girl in my office. I never say hi or smile at a girl unless she herself does it first. This is how I've always been for the most part of my life and I'm 32 now. I feel I'm still not comfortable in my skin though there are times when I do have confidence but that is always more as a friend or in general small talk. I fear if I come across as rude, rough or as someone with a chip on my shoulder all the time.
Why is self suppression my habit?
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