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My situation: 20 yo. 5''10, 160 lbs. Never kissed or touched a girl in my life.
I was training with my buddy at the pool last week, and as we stopped to take a breather, we saw this amazing chick in her speedo getting into our lane. 9/10, easily.
I looked at my buddy and just said "you, know, I can't wait for the day when I will have the courage to say anything I want to any beautiful woman.". And we continued swimming.
SO yesterday. There I was in the arts building of my school, waiting to speak to a teacher, when this gorgeous girl (7.5/10) walks up right near me and waits by the door. At that moment, I decided that it would be the day. So , trying to recall as much as I've learnt from reading about pick-ups(Strauss, Mystery), I introduce myself, tease her about her clothes, find out stuff about her life, tease her some more(she's laughing btw)..The teacher comes out asks who was next, I point to the girl and chivalrously tell her she was next. Turns out it was just 1 question, and she's done in 30 seconds. My turn, and i'm like "that's it..she's gonna walk away and say bye and leave me here alone". But no, this strange girl waited for me to finish, and we both left together. When we got to the front door, I say "I don't really do this , but you're the most beautiful girl I've seen today, and I'd love to take you out for coffee sometime." she laughed, told me she had a boyfriend, I just said "yeah well, nobody's perfect!....see ya!".
What would YOU have done differently here.? Keeping in mind that whole situation lasted about 12 minutes.
Damn! With her having that much fun and then waiting around for you after you finished I'd thought for sure you had this man. I really hate it when stuff like this happens. I know there are boyfriend destroyers and all that shit but when a woman tells me she's in a relationship that's where I end it too. You could have back peddled and offered to hang out as friends but honestly I would have done what you did, leave.
Sounds like you did an amazing job.

Don't let this one get you down man!
~Jon