Great question, OP!!! My ex-boyfriend gave me my first Coach purse while I was in my mid-20s, and I honestly think that if I still owned it, I would probably carry it around again. It was a structured, slim tote (I think they might have even called it the "lunch tote"), all black with the black signature medium-sized Cs, and leather handles and bottom. I absolutely loved it.
Now I'm in my mid-30s and I've since shied away from the signature C logo look, but I do find myself admiring the Cs in certain styles. I just don't think I would buy them...I've gone really minimalism, for the most part -- I like the signature logo (with the horse/carriage) stamped on the front to be small....but as far as styles, I've bought everything from hobos to satchels to mini duffles, to giant bags and mini bags, crossbodies....but they're always leather. I figured that spending the extra money on an excellent quality leather Coach bag to be a better deal. They'll last forever.
I'm also admittedly a bit of a retail snob, rather than MFF, although I do find myself admiring quite a few MFF bags in the outlets. They've really improved the quality. Yesterday I found myself drooling over a MFF black bag with many different textures in it and I'm still thinking about it. Hmmm....
Interested in going back and reading others' responses! Thanks again for starting this thread!