Something that seems to be lost in the differences between "horny men craving the DD's" and "women figuring out a practical dress" is the fashion statement made with particular styles of bra, size vs shape preferences, and the relationship of bras to other cosmetic treatments. It's quite a sociological rabbit hole.
In the midcentury the cone or "bullet bra" was really in vogue. Besides lifting the profile to an unnaturally perky shape, it did succeed at providing comfort. It was high tech fashion, for the time. But this look was unmistakably of an era. From the 60's on, perceptually natural shapes became more popular. And this trend towards a natural look probably wasn't just an isolated cultural trend or down to technical changes in bras themselves, since it came along with the growing popularity of surgical breast implants; implants disguise themselves much better.
And yet, sometimes one will come across horny art where naked women are drawn with an unnatural, torpedo shaped bust, as if they were wearing an invisible bullet bra. Is it simple ignorance of the difference? Is it the artist projecting the shape they want onto the figure? This kind of art, being a private fantasy, suggests thoughts that ordinarily wouldn't be spoken.
These questions occur rather independent of the actual size of a natural bustline. It could easily be the case that more men enjoy pointy chests and don't have the background needed to ask for it, so they ask for "large" instead, but are in turn influenced by media into a form of "large" that is unbelievable(much as how standards for muscularity and fitness have become driven by drug usage, and so imagery of "powerful" characters in fiction now often tends towards monstrous cartoon proportions and near-fainting leanness). And on the woman's side, there's a question of "do I want to stand out" that leads towards staying within the trend of natural, and therefore towards considering surgical enhancements that disguise the true intent.
Meanwhile, practical matters of naturally large chests are clouded by all of this. The bell curves of physique are certainly full of unwanted remarks and suppositions.