What kind of a person is out of your league?

I hear people say ‘oh, she’s totally out of my league’ or ‘he’s not even in the same ballpark as you’ or whatever and I wonder…for people that believe that some people are out of their league or have felt that way at any point in their lives, what kind of a person (is) was it? I think the only time I thought people were out of my league was when I was in high school and knew the senior boys would never go for me even though I really liked them…somewhere within the past 5 years, I stopped thinking that anyone was out of my league and began to really feel that absolutely anyone (including those with ‘wrong’ sexualities for my ‘type’) can be taken by me, so to speak…as a follow up q, do you think viewing some people are as ‘out of your league’ is a negative thing or a neutral ‘fact’?

PS: I have felt that, for some people, I was out of their league – have you felt that way and how does it relate to the above?