Hmm

Some males these days wear shoes that look pointy. I don't think it's because male feet are shaped in a way that favours wearing such shoes. I wear normal-shaped shoes for both formal and informal occasions. Over the course of military service, school camps, and other events that require one to strip one's footwear, it seems clear to me that my feet are normal. So most males should be able to wear normal-shaped shoes comfortably.

Two reasons come naturally. The first is social identity. Sometimes people want to dress in a certain way to feel they're part of the in-crowd. The in-crowd can consist of the vague image of a typical urban male, whom one may perceive as leading a nice life. Or it can consist of your colleagues. When your colleagues start wearing pointy shoes, and when they seem so chummy together, some part of you also desires to wear pointy shoes so you can blend in better. You want to feel part of a certain group. So you start dressing like them. (Note that people who intentionally buck the trend, or who claim they "don't care what they wear, as long as it's comfortable" are making their own kind of social identity statement. They are carving out their own social space and trying to distance themselves from certain groups)

The second reason is that they feel masculine wearing it. It's the same reason why males tend to wear watches with large faces, whereas females tend to go for watches with small faces. Why exactly does pointy shoes make you feel more masculine? For a simple reason: they make your feet look bigger. And we all know size has a large part to do with masculinity. I would think that wearing shoes that are broad in breadth works too, if it weren't for the high practical cost involved.