I have regretted and ended up selling all bags that were very heavy, and I knew better when I bought them. I walk away now, no matter how beautiful, if they are heavy. I have also regretted buying any bag that has too many fasteners or is otherwise prohibitive to get into. Give me a zip or magnetic closure every time.
On the selling side, I will forever regret selling several amazing first-generation Marc Jacobs bags, including a few gorgeous Venetias and a Stella. Ugh. The bag I most regret selling, though, isn't a super high end one. I sold my Cole Haan Large Triple Zip Satchel in Luggage, and have never been able to find another. I still miss it.
On the selling side, I will forever regret selling several amazing first-generation Marc Jacobs bags, including a few gorgeous Venetias and a Stella. Ugh. The bag I most regret selling, though, isn't a super high end one. I sold my Cole Haan Large Triple Zip Satchel in Luggage, and have never been able to find another. I still miss it.