An interesting discussion Una! For me it's ALL about the details. As Angie said, the details that are important to you are the ones that should be focused on. If it's a design element (or two) then finding a substitute with them could work as long as those details are satisfied. If it's the designer itself, substituting can be tricky to unworkable. If it's a trend then you can pick the details yourself, especially if you're in the situation where you just want a version to get playing with.
To me, when looking at new purchases if one can focus on what it is specifically that we're drawn to then we can determine whether a substitute would work or if we should just stick to the original. Of course that can be a tricky thing! Sometimes it's hard to tell what it is that's the true draw until we own/wear an item for a while.
Re the TB florals, I think since the detail that you're attracted to his that design aesthetic, an acceptable substitute will be very difficult to find; in this case, I vote get the original when you can find it.