Well, first of all, speaking for myself, I have never made a blanket statement that "size doesn't matter".
What I have said was ... size doesn't matter as long as it's within a usable range. If it's in that range, it's fine and it's not something I think all that much about. Extremes at either end, however, are probably just not going to work. That doesn't necessarily mean you can't have an enjoyable sexual encounter ... it just means that straight vaginal intercourse is not going to work as well.
What I have also said is that there is so much more to a man being a fun date and a good lover than simply the size of his penis. In fact, I'd say there was little correlation there at all. Don't get me wrong ... I notice a man's looks. Who doesn't? But especially at my age, a man's sexual attractiveness for me is much more about his "intangibles" ... what kind of a man is he? Is he a good, decent human being? Does he have integrity and values? Does he treat people right? And I know there are those of you here who think you know different and will scoff at that. Scoff all you want ... I know what I'm attracted to, and it's a man's character, not his package.
The biggest cock I've ever seen in person belonged to a little guy who was quite obnoxious and who held no attraction for me at all. I don't give a damn about his penis. He was a jerk and there's no way he would ever get into my bed.
I have dated a few men who I'd say were smaller than "average", although to answer your question none of them ever specifically spoke of it, and neither did I.
As for the comments about "I haven't been blessed in the breast department" ... I have made comments like that, but it's more a joke than anything else. I am quite satisfied with my breasts (even though they seem to be shrinking as I get older .. lol).
I also suspect that I'm wasting my time even bothering to write this. There are those who won't believe it, no matter what I say. So it goes.
When they asked me, "when are you coming home?", I answered, "when they stop building roads."