While I think roleplay items can be great for the game I think there needs to be some bearing on what is good for creating something to role-play off(musical instruments for example) and what is just insignificant (toothpaste, nail files, WD40 etc.).
I have meet a char that rped a toothpaste (a mixture of some soda, lemons and others), a mouthwash could also be improvised, but the biggest problem is a toothbrush.
Be great if there was a system where, if you didn't carry a toothbrush, there was some in game indication that you had bad breath, etc. (not unlike hunger)
You say: "Here newspawn... Here's a some pants, a shield, and a toothbrush. Make sure you use it, or you'll have to work inside, and on your own!"
Since the toothbrush is a RP-item, and doesn't actually do anything, you have to RP being dirty and smelly. I had such a char once, it was kind of fun for a while.