I've had quite a few, being 52yo, means there have been probably too many over the years. But when my ex wife would get *******, had no problem at all telling others about my size or lack of it. She once had some girls only night over at our house, they got onto sex and shared the size of their partners dicks, supposedly, when they didn't believe her, she went to the bedroom and brought back a large box of Snuggerfit condoms and the cock sleeve I used to wear. Obviously these friends were friends of mine and their husbands, so wasn't so happy about her doing that.
One other time that still plays over in my head 30 years on, I was 22yo and I happened to go to a pharmacy a few suburbs from home. While there, I saw a single pack of Snuggerfit condoms, which not only i'd never seen before, but didn't even know existed (pre internet days). I was still a virgin at the time, but also knew, the day I finally get laid, even if it was with a ******, i'd need a condom that didn't slip off like all the ones i'd wanked into previously. Anyway, I came back a couple of days later, the box was still there, and I waited until there was nobody else there but the satff. Typically, the girl behind the counter was very young and cute, like they always are.
I sheepishly took them up to the counter, handed them to her, but she then realised they had no price tag on them. I said just charge me the same as the standard ones, but she insisted on asking at a whisper the other female staff members there if they knew the exact price. Her words,"they might be less expensive because they are smaller" anyway, they all agreed they were the same price as standard ones, I paid for them and raced out of there mortified these gorgeous young women now knew this about me. I figured later, they probably on purpose removed the price tag as a gag, so they'd all be able to know who and when someone bought that single box of small condoms. I didn't go back to that pharmacy for 15 years. Every now and again, my wife will go there for something and joke that the girls there said to say hi.
I have so many other situations, but the pharmacy one really affected me, as a sexually insecure, frustrated, embarrassed 22yo young man trying to live with the reality of having a small penis, plus how emotionally and mentally it was going to be a very bumpy ride for the rest of my life.