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Men's boxer-type undergarments come in a variety of shapes and sizes as you well know. Maybe you don't know. Boxers, the underwear, resemble the trunks that fighting boxers typically wear, therefore the name.

What men wear and what fighting boxers wear are very different. First, style. The style of boxer trunks are much longer, often touching or going below the knee (and this style for fighting boxers has changed over the years-think Muhammad Ali with mid-thigh trunks). These trunks are very loose and baggy. They need to be so that boxers can move around freely. On the other hand, the undergarments that men might wear only go down to the middle of the thigh or even less than that. The boxer underwear are loose (though not as loose as Boxer trunks). Boxer underwear are intentionally designed to be loose and unobtrusive.

One requirement that boxers (the sportsmen) have is the need for their shorts to stay on their hips during a long match. The shorts cannot even sag or slip over the waist even a little. The boxing shorts are therefore reinforced at the hip with heavy elastic or a tie-string. Boxer-style underwear, on the other hand, rarely use a tiestring to hold them up. Instead those shorts rely on heavy elastic, a comfort designed specifically for the shorts.

The one similarity I have seen between what fighting boxers wear and what you and I wear is that they are made from many types of material: mainly, silk, cotton, or a combination of the two often. Silk is a very romantic material for men to wear. I would say that it appeals more to the women who let their mates wear them. It's nice to the touch.

On a quick sidenote, I have also seen boxer shorts made from a fishnet type of material. I suspect the Boxing world has pretty much rejected that impractical material because then it would show the protective gear that boxers wear during a match. Mesh/Fishnet material for boxer shorts are found in novelty stores.

Obviously those types of boxers are not for comfort or utilitarian usages; they're for romance and all that entails.

So, in summary, boxer shorts are similar to what Boxers are in physical material (especially silk and cotton) but differ in length and what holds the shorts up. Another major difference is the cost for each: boxing shorts are much more expensive than underwear boxers. Specialty boxers, though, can be more costly, but may very well be worth the expense.