Decision: East-West black caviar flap VS Black caviar jumbo classic flap?

Thanks very much for all of your suggestions! They are very true.

Westwoodmama: may I ask how tall are you? I'm only 5"3 so jumbo may look hugh on me.

I don't think jumbo can look huge on anyone. IMO, it's not a huge bag compared to all the bags out on the market today. It's only bigger in comparison to the medium or e/w, but not huge.
 
I don't think jumbo can look huge on anyone. IMO, it's not a huge bag compared to all the bags out on the market today. It's only bigger in comparison to the medium or e/w, but not huge.

I agree, I don't think the jumbo is huge, not sure what I would do if I had the choice but I really do like my e/w. Though I think you already have the small/medium so maybe the jumbo is the way to go.......I'm planning on only having this one classic flap and I just liked the way the e/w looked on me the best which is why I went with it.