Bag Blues

I've been having troubles with my work bag, purse, class bag, gym bag, lunch bag. I have SO many bags that I use on a daily basis, and I can't figure out how to make them all squash into one bag. Perhaps I should start carrying a 5 gallon bucket because at least then it would all fit, but still probably not. How do you manage all your bags and all your stuff?

What is important to me in a bag is roominess and a hobo/satchel look. I know that hobo/satchel is essentially two different bag types, but it has to be something like that. I don't care that much about it having a laptop sleeve, but if it did and still was roomy, I'd be okay with that too. One little glitch is that I will absolutely not spend more than $200 on the perfect bag. My heart skips a beat saying I'd spend $200 which seems absolutely ridiculous ridiculous ridiculous to me. I don't like to spend tons of money on a single thing; I'd rather have LOTS of things, like 200 things. 1 dollar per thing. But I'm at a point of bag-chaos, that if I could find the perfect one, I'd make the investment. It would be a move in support of my sanity and my arms/shoulders.

So I've been on a hunt, and these are some bags I'm looking at daily on the internet.

I need input. What do you think? Which one seems best? OR do you know of an amazing bag I haven't discovered that would solve all of my problems? The goal is to not carry 5 bags in a single day. This is a time when I wish I had more than 3 female readers, but whatever. Maybe one of you three will have a good idea!

Bag 1

Bag 2

Bag 3

Bag 4