My weight has been asked twice on dates. The first time, we were going rock wall climbing, and he wasn't sure I was heavy/strong enough to belay him. (I wasn't, and on his fourth or fifth climb, I went flying! ) The second time, my date was in a very fancy-pants motorized wheelchair, and he wanted to take me for a ride without fucking up his hydraulics.
But no. Unless we are talking about fitness, and I bring up a previous weight, no one but doctors and my grandma ever ask me my weight, because asking is way rude.
I don't like to bring up old shit, and I don't like when anyone else does either. I would say if you didn't confront him in the moment, let it slide.
Off-topic thoughts...
You aren't out of anyone's league. People are just people. I'm pretty, but I'm pretty like a girl next door, not like a movie star. I have been fst, and kinda skinny, and fleshy, and really ripped. I'm really bright, funny too, but other people are sharper and my humor isn't for everyone. And flaws! Like anyone, I'm peppered with flaws, some big, and some little. Still, I have fucked and/or dated lots of dudes. Millionaires and misfits. Guys lots of other women found funny looking, and guys no one can stop looking at because they are so universally hot. And the truth? Not a single one of them out of my league. I held their interest, they continued to see me. I found each of them special, but more to the point, they thought the same of me.
Think highly of yourself, and expect others to think highly of you too. Disregard dissenting opinions, unless they come with constructive criticism about something YOU want to change. Don't put people on pedestals. Reverence should be for something that is truly transcendent, not other people. That's my advice. (One of my flaws is giving out unsolicited advice. Not planning on fixing it though.)