I agree 100% with Kat’s broader point here. I’ve been a gun owner for just over a year and am anxiously awaiting my Texas LTC (currently on coronavirus hold). Being a newbie gives me a different perspective from those lucky souls who grew up with a gun rack on their Big Wheel. Dressing like you’re ready to deploy at any moment (unless you actually are deploying) is silly and makes you and those around you a target.
I do have to quibble with some of the details, though. There’s such a wide vary of styles worn in any community of appreciable size that you can wear your own personal style (assuming your style is not “tactical guy” or “hardcore gun guy”) to sufficiently blend in. As Kat said, you can try to blend in too much and thus, ironically, make yourself stand out. Dramatically changing your usual style to “gray out” will only make you stand out even more to anyone whose seen you before or if it clashes with your personality.
My newbie perspective tells me that people who are not part of the gun culture will look at Aloha shirt guy and think “concealed carry” like they would with tactical guy. I am about to be a concealed carry citizen and even my first thought is “beach bum.”
People will know by looking at you if your style and your personality are mismatched. Just wear what you would wear if you never owned a gun (with adjustments for concealability) and I think you’ll blend in just fine.