I tend to go with the safe picks in dating. My imposter syndrome dictates that I feel undeserving of good things. That generous, beautiful, intelligent woman falls completely out of my league. There is no way she would be interested in a geek, freak, and all around reject like myself. Her laughter at my jokes sounds hollow with platitude.
Friends express disappointment in my picks. They picture me with the generous, beautiful, intelligent woman. Instead I barely muster the courage to handle the nice, homely, average woman.
It will never work because how can one build a relationship on a facade?