I dress up somewhat because I wear a uniform at work… but mostly I’m a jeans & T shirt, cargo and T shirt kind of guy. I like to dress in clothes that make me look less fat, because then I don’t have to avoid mirrors 😉 ( I could just become less fat of course … but that would be too sensible 🙂 )

If I wore a suit all the time, I would probably hate dressing for dinner. But as I never wear anything fancy unless it’s a special occasion, I associate dressing up with making an occasion special. Which would include your “family thing” Formal dinning is one of those things that benefits from “ritual”, the fact that we dress different solidifies in our minds that this is important. If we dress up to meet someone, that too says that this person is worth the extra time and effort … which is why we all dress up when we go out on a date, and why we should try and dress up now and then even when we are passed the dating stage.

But there is nothing wrong with schlepping around in schlepping around clothes.

I guess what it really comes down to is this: Do you care if you look like a slob when you go to safeway. If you don’t, then you are a slob. So then, do you care if you have become a slob? Do you have a problem with being one?

Which then leads to the question: do you change where you go because you would have to change clothes?

If you are happy with the way you dress and the reasons you dress that way, and do not mind the consequences of those choices… then you are fine.

There is also something worse than being a slob in my mind, and that’s those people that spend vast amounts of time and effort following fashion and still look like crap. Better a slob than a fashion victim 😉