That’s a great looking bra what kind is it? And clearly fill it out well.
Kudos on the wife being so supportive of needing support and offering little insights to help with leaving the house in a bra. Can’t imagine how great it is to have that.
I would honestly lead in to the education if confronted rather than confrontation. I only had one person so far ask if I was wearing a bra and when I said I am they asked why, educating them went quick and easy and it was left at that.
Just informing what gynecomastia is, and noting while there are compression shirts for it, a bra made more sense for comfort, ease of wearing and overall support. And noting it sucks and it isn’t what I’d ask for but what I would ask for is understanding and privacy that this just was the best option for a bad situation.