PixelatedTimeMachine, I am not good at the dating, flirting stuff AT ALL so I cannot give you any advice. However, you made me smile the biggest smile
when you mentioned how good you felt seeing him after losing 60 pounds! I think it's a situation many of us dream about but don't get to experience. And it's clear that you lost the weight for yourself and not him as you mentioned the crush had fizzled and you had moved on from the job. Congratulations and good luck to you whatever you decided.