It's not often that I totally disagree with other posters here (except for Fozzy!).
A gentleman (or a lady) is not defined by what he owns but rather by his behaviour. So my list:
1. Manners
2. Compassion
3. Empathy & Sympathy
4. Drive, Motivation, Initiative
5. Integrity
6. Patience
7. Understanding
8. Maturity
9. Grooming
Granted, age old definitions of Gentlemen and Ladies were based upon refinements that only came with wealth but only the manners and the grooming are purchasable with just a little money. And even that is arguable. A person who shows up to a funeral, a wedding, a graduation (etc.) dressed in a t-shirt, shorts and flip flops has little manners. But, I've met many a gentleman wearing bib overalls.
Great post. Oh how wonderful it would be if people my age would act like this.
So what the OP is saying:
1. Nice, proper clothes, shoes & accessories.
2. Grooming items
3. Tools - screwdrivers, pens, flashlights, etc.
I have a little of everything but I'm slacking on all three fronts too. I need to buy a full sized SAK!
What is a flask for though? Why can't you go out and drink?