It's probably a common thing, but I just want to get over it :S

Everytime I have a succesfull pickup I feel like it's childsplay and honoustly it is, but I just start seeing flaws and lose interest in a girl. I've had it quite a couple times now and it's starting to bug me. Later I'll be like, damn why did I just blow it...

Ex. : I saw my old math teacher ( same age though, but just the idea of she teaching me) and I chatted her up. Interest in me was early found, but I still took her to another bar. I was kicking myself in the nutts though since there were so many hot girls there, but I didn't want to blow her off (since she still had to grade my exam ) K-closed and she asked me to sleep over, but she didn't want to leave the bar yet. Then it hit me and I was like, screw this I'm tired, cya later. She texted me when I got home and I just thought, get lost. Went to sleep, phew got that over with, new day...

Never spoken to her again...why? I don't know, guess I'm just weird? I'd like to hear your inputs about this. Anyone having the same problem?

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Optimistic?