I had a similar childhood, kids always teased me whenever I liked a girl, especially a non-Asian girl, and it didn't help that I'm Asian and culturally in Western society we are seen as "inferior" in attractiveness. Despite the teasing and mocking however, I had plenty of girls developing a crush on me during childhood thanks to my pretty face, but even though they were the ones who asked me out or told me straight up that they like me, I didn't know how to respond as thanks to the racist culture I saw myself as "Asian" and "not attractive". I still remember one Aussie girl was flirting blatantly and her friend said "she likes you", and then the girl said "don't tell him our secret!", and I responded... "errr.. so?"
She never talked to me again.
Another time a Kiwi girl asked me if I had a girlfriend in class, I said "no", and then she goes "I'll go out with you", and then I went "errrr... you're joking" lol, and I'll never forget the look on her face, she just looked down all depressed and mumbled beneath her voice "I was so... serious", and like the other girl, never talked to me again haha. So come on - I bet you never made a fool of yourself like that FIP!!!
It wasn't until I was 16 that I gained confidence with my first girlfriend who was European, and at 5'11 I'm already taller than average Aussies which helped with the confidence. I never started to stick up for my race or other non-Anglo races until my second girlfriend who was a very beautiful Aboriginal girl, and the mates I grew up with teased me saying "does she have flies out of her p----" "what are you doing with an ab-" etc etc. I was never taught the importance of race in the culture until then.
But despite having dated great women, I was still shy! Until I came out of the streets to legit life, and only job I could get that paid well without experience or qualifications was sales. So I took it, and that pushed me past my comfort zone, to approach people and charm them. I hate sales personally but the experience was excellent. Especially one absolutely stunning lady that I pitched to, and the look of disappointment on her face when she realised I wasn't interested in her either than closing a sale... I've never forgotten that, and that inspired me to never miss an opportunity like that again. So after I got over all the hangups and self-consciousness, it meant I could pick up whenever I saw fit. Hence offline dating and picking up lady's numbers the old school way, I'm like that now sure but - it was not always so.
BTW: After she learnt I was only talking to her to get her CC details and not her phone number - she didn't buy
Bah!
I've been there FIP, that's just what I'm saying, and I see you need healing too, and to push yourself past your comfort zone because the rewards - I wouldn't have it any other way. All the women I date I always find attractive by my scale of 8+/10 (bear in mind too that beauty is in the eye of the beholder, I found an aboriginal woman - culturally deemed unattractive - to be very attractive for instance), and none of them have been all that bad, even ex-wife.