There is no right or wrong here. If the question is how do you dress ‘cool’, I think there are some general rules. Avoid frumpy ‘dad’ clothes. Loose jeans, white comfy sneakers and leisure clothes are out. A band is always safe wearing black. If you’ve got a belly wear a shirt designed to be worn untucked. Shoes should be on the flashy side - boots or something dressy but a little swanky. Jeans should be fitted and typically torn. Again, wear whatever you want, if you want to step up you’re game from the dad look to band look these are some general guidelines.