Well, jedimaster, this philosophy has cost me a small fortune over the past few years. I've filled in the missing gaps in my closet, jewel box and garage, all because life's too short to wait.
I had the same theory once "Life's too short" so I hoard everything, see what I like and I buy.. but most of the items were sitted unused, mint condition. Clothes, shoes, makeup blah blah blah.
Looking back right now, only those classic items last thro' the times. I am more prudent with what I purchase now even small ticket items, they do add up and now a days, I look at them and go.. "ohh that's 3 H scarves" so it's a good "Girl Maths"
Like I mentioned earlier, I did that couple months ago, it's still very hard to stick to "Less is more" theory. Especially when shopping, I love colors, such a bad temptation when everything look nice. But it really help when I get dressed, everything is so easy to match, especially those mix and match pieces. Individual tops matches matching colored cardigans and they were bought separately.. seamless match. So it does pay off.
I cleared my wardrobe immediate after the color-me-beautiful analysis was done. I removed all the errant clothing into another room. By the 2nd week, they are on their way to salvation army. Shoes, same thing. Bags were next.
Some of those "sentimental" items, were kept longer, but now, also given away. I think once you start, the rest gets easier.
As for bags, I still have my LVs, they are excellent for rainy days here in Hot Humid Singapore (2 seasons : Rain or Sun). I have my Longchamp, my work bag which I abused totally.. I
it - it takes the abuse very well and it's cheap, when they give way, I can just get more. My Chanels.. basically, the bags that I know that will grow old with me are what I am keeping.
I have not plunged into H bags yet, I am not sure if my current lifestyle can carry the bag without worrying about being spotted by rain. (esp box leather) or some disaster stuff lurking around the corner. I am always caught in the rain (I hate umbrellas and unless it is pouring I won't use them). Moreover, I play with children alot. I am considering a vintage H bag to test out my H bag phobia.
We will see what happens... next