Former-shy guys...when did you become less shy?

Shyness isn't an inherently bad thing, but it can get in the way of things.

If you go out to a bar, the shy guys will lurk around the edges of the crowd, not really mixing in much, and certainly not out introducing themselves to ladies they've never seen before. The bolder gents are the ones that will chat up to a total stranger, tend to meet/know more folks, and generally have more fun in large social situations.

That is a bit stereotypical, and it's not that shy people never talk, or mingle, but it does tend to be their more extroverted friends who nudge them into things. I have had people ask me to play the extrovert by striking up a conversation (usually with a group of women), getting the crew together, or just by introducing them around. So, though it's by no means bad, it's inconvenient from time to time.

As for becoming more bold, shyness can be an offshoot of that awkward/gawky phase most people go through in high-school, and as they become more confident in themselves, people tend to grow out of that. As joe mentioned, some make the choice to change when their life demands, and others just find that hanging back is frustrating, particularly when it comes to the opposite sex. (I. E: "There's this terrifically cute girl over there, and she's smiling at me. I'll just stay over here and smile back. Wait, I'll never get know her like that! Ah hell, I'll go introduce myself. What's there to lose? ")

Shyness does not necessarily equal personal insecurity. It is human nature to be naturally shy and then you choose to grow out of it. It is normal.

As a former shy person, I grew out of it when I realized I had to be more outgoing to get what I wanted in life. Work, personal goals, girls etc. You can be shy at certain points in life (like maybe high school) and you are attractive maybe because you are a mystery etc. But when you hit the real world, if you are shy and don't go after it, chances are you won't get it. That is why people use the term "go-getter".

As for you liking shy guys or if it is a bad thing, not necessarily. But imagine if your best friend saw you but never had the guts to talk to you and develop a friendship, so it never happened. Keep in mind I am speaking about guys and the male perspective. It is usually easier for a woman to be shy and have what she wants in life come to her

Like anything else there is a balance. I think one should be able to be an extrovert or an introvert when the timing and situation calls for it. Be versatile not one dimensional, you can adapt and get more out of life.

Well when a guys is insecure of his looks/body he could be shy. That's the most cases. So maybe he overcame that and maybe accepted the way he is and is trying to make the best of it.

Another one is if a guy receives very straight forward compliment from a girl they like that could of be their turning point away from shyness.

The thing is you might not mind shy people but shy people mind themselves as sad as it is.

Shyness = personal insecurity

After he read a book "The Game"

PUA rule