My normal trips are out and about in a normal day so I actually go through my whole morning routine. So when I leave my house (i live in a medium sized city now) I am beard trimmed and neatly shaved, that process takes about 45 mins in of itself, then I cut and file my nails put on what I consider my nice casual outfit and go about the city. I do all of that because the main goal is to be the absolute last person you would suspect to be tripping; pea coat, nice fitting new black jeans, a new sweat shirt under the coat, newish sneakers and normal nice casual appearance, at least the past few months as its been winter.
The reason i dress like that is because like i said i go around the city, ride the bus, etc so its nice looking well in public. Couple that with you never know whats going to happen so if i have a police encounter i will pass a first glance as "not on drugs" based on my dress.
If its an event or I plan on being comfortable I have a several rick and morty tee shirts as well as a zip hoodie that I will normally wear. Love that show and the clothing garners a lot of attention at fests considering its nothing special. I prefer to be toned down though I have tye dyes but those are blue purple and green, not too keen on bright vibrant colors. I love looking at them I am just not a loudly dressed person so I would feel odd in them I guess