Not for me. Do not need any more muscle-tightening, shoulder-hunching style that I would need to keep a larger bag in tow like this. Misses the point of handbag proportion/accessorizing, IMO. (Note: Thick style filter at work; exercise caution for your own life.)
I can see "being the boss of your handbag" and smooshing or wearing it how you like, so more power to you if you can arrange it in a way that looks fresh and different.
I also think fashionistas have a diabolical sense of humor and may want to see how many lemmings get on board regardless of how impractical....