Some people don't take hints well so sometimes it's better to give a blunt "I didn't ask you" and let them pout.
I think if he really wants to see you as much as you do him, it'll win over the insecurity. I'm overweight, always have been, and I'm scared to death about my SO seeing all of it in person for the same reason but if I had the chance I'd be on a plane to see him right stat yesterday regardless. You can reassure them all you want but sometimes it doesn't do anything and they have to realize for themselves that love means loving someone because they have imperfections, not because they're human-lessly ideal and perfect.
I think if he really wants to see you as much as you do him, it'll win over the insecurity. I'm overweight, always have been, and I'm scared to death about my SO seeing all of it in person for the same reason but if I had the chance I'd be on a plane to see him right stat yesterday regardless. You can reassure them all you want but sometimes it doesn't do anything and they have to realize for themselves that love means loving someone because they have imperfections, not because they're human-lessly ideal and perfect.
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