When I think about men's types of underwear, I break it down into 4 main categories that cover almost every situation. Briefs: minimal, supportive, great for warmer days. Trunks: the everyday all-rounder that fits under most clothing. Boxer briefs: more leg coverage, good for active use. Boxers: loose and breathable, works for lounging but not much else. Getting clear on these men's types of underwear makes buying a lot more straightforward.
I think a lot of blokes assume all underwear is basically the same and the cut doesn't matter. That's wrong. The right cut for a manual labour job is different from what works best on a long-haul flight or a gym session. Men's types of underwear exist in different forms for a reason. A brief works brilliantly under work shorts. A trunk handles gym sessions better than a loose boxer ever will. Matching the cut to the activity isn't overthinking it. It's just practical.
A bloke I know bought the same brand of boxers every year for about a decade. He tried a proper trunk cut for the first time after I mentioned we were different men's types of underwear for a reason. He messaged me 2 days later to say he'd ordered 4 more pairs. His exact words were that he didn't know what he'd been missing. That kind of reaction tells you everything about how much the cut actually matters to day-to-day comfort.
From my experience, the best approach to men's types of underwear is to own a few different cuts and use them for the right situations. A couple of trunks for work and training, maybe a pair of boxer briefs for longer days, and a brief option for warmer months. Barramundies offers a range that covers all of these properly. Buy quality in each cut rather than a lot of cheap gear and you'll come out ahead every time.