T-shirt with baggy sweatpants - faux pas

Should I tuck my T-shirt in? Well, these days few people do tuch their t-shirt in their baggy sweatpants, and these few who do are instantly labeled hipsters. I sometimes tuck in m y loose buttoned up shirt in my pants, but that’s because I’m a large person and I don’t want to create any more “flow” effect. In reality it really depends on the nature of the shirt, and whether you want to present yourself. I’d say to avoid tucking in your shirt, unless you look more restrained and elegant in it. T-shirst are meant to be more casual wear and should be worn coupled with baggy trousers and the like - baggy sweatpants, baggy pants… all kinds of bermudas or shorts.

You don’t wear a belt with your baggy sweatpants and many people present their belt as a fashion accessory, so they tuck the t-shirt in, or even half-tuck it in the front, so that their expensive belt buckle would be seen. This, once again, is selfdom done with a T-shirt because it might not match the belt.

If you watched Mad Men you might have seen that not that long ago people started their work day with a fully tucked in shirt, and over the day they pulled it out, so that at the end of the workday only a corner of the shirt was tucked in. For some, baggy sweatpants are working clothes, but even then few people tuck the shirt in. If the shirt is too long, it’s probably the simplest to just cut it and hem it instead of masking it by wearing it in your baggy pants. Some people instead of pajamas sleep in their t-shirts and baggy sweatpants - all the power to them, but this is just your private matter, you shouldn’t display it openly. In short, it’s a style preference, depending a lot on your personal body proportions.