I don't know if this helps at all but I used to buy bags for my imaginary life rather than my real life. Once I figured that out, after many bad buys and then selling things i didn't use, my choices were better. I now ask myself, "will I carry it tomorrow? Where will I use it?" and this has kept me (mostly) out of trouble. I am a sucker for a gorgeous handheld satchel but I can't pull it off in real life. I need messenger styles, totes and small clutches.
It sounds like you have some gorgeous bags and I'm sorry you aren't able to enjoy them. I can understand that a bag like the SC speedy is such an investment that it would make you nervous to carry it. Maybe getting a damier speedy instead would be better and let you enjoy it. The purpose is to carry it, enjoy it and get on with daily life.
And broken in bags are more interesting. They've been places and have stories to tell...
It sounds like you have some gorgeous bags and I'm sorry you aren't able to enjoy them. I can understand that a bag like the SC speedy is such an investment that it would make you nervous to carry it. Maybe getting a damier speedy instead would be better and let you enjoy it. The purpose is to carry it, enjoy it and get on with daily life.
And broken in bags are more interesting. They've been places and have stories to tell...