I think my bag story is sort of like Sleeping Beauty...woke up from a nightmarish world of crappy bags!
I couldn't stand to even carry a bag...all the way into my early 20s. I got married young and remember my first husband would carry all my stuff in his pockets. One day at the Jersey shore, there was this cheap leather bag at one of the playing stands and I tried to win it and kept losing! Finally my husband put a quarter on every position and won it for me by default...we joked it was my $30 bag. It was expensive and I cried because it cost so much!
It wasn't until my first child was born in the 80s that I thought a bag could be a good thing. I had crappy bags from Sears, Penny's and used them for years. Later I discovered "Fossil" and would save up money to get one or two. They never seemed to go on sale. Gradually I moved up to Guess back in the early 2000s and sweated at the cost of that!
When I moved to NYC with my current DH, I was exposed to well-dressed women with gorgeous bags. I bought a Dooney & Bourke florentine satchel at Lord & Taylors back in 2011 and considered that my first contemporary designer bag. My first premier designer bag was a LV NF MM in DE. I remember my heart racing with adrenaline when I bought it in the Louis Vuitton store at Macy's Herald Square.
The rest is history!