Great thread! When I originally discovered YLF, I had recently lost weight. I needed to overhaul everything. I was fortunate to be in a financial position I didn't have to worry about how much I was spending. You don't want to know how much I spent... I bought way too much. Some turned out to be investment pieces, other pieces were inexpensive and more like experiments to get me out of my style shell. Some of these inexpensive pieces worked well, and I then invested in better versions. Others did not work -- but I learned a valuable lesson that they just weren't "me" -- and these items have been released.
At a certain point, I realized I had arrived at "enough." But I still enjoyed the hunt. So I established a monthly clothing budget and stuck to it for a long time. Except then something happened: I found that I truly really honestly DID have "enough" -- and I began to discover I wasn't spending my monthly budget. "Oh, I already have something just like that... " and I'd leave empty handed.
This is around the time I stopped posting on the forum. I shifted instead to a seasonal, rather than monthly, shopping pattern. I would let the monthly money accrue, then go on one big whopping excursion at the start of the season. I would buy maybe 3-4 new pieces, not necessarily replacements. Just items that gave me a smile and refreshed my wardrobe to feel more current. I admit I didn't even bother waiting for sales, since I had the budget, having waited for several months to build it up.
Keeping to a budget has been great -- it's enabled me to save up for kids' college tuition. For the next four years, my budget is going to continue to be constrained by those costs. But there's more to it than that -- it's great discipline and it does make you strategize and think through your wardrobe, what makes sense to invest in, what to add for just the right trendy touch.
I will say here that my biggest gripe is that I'm so petite, it's rare that regular size clothes fit me right, without requiring extensive tailoring (if it was just a hem, no biggie... but often I am told it is a total 'remake' and not worth it). My gripe is that petite clothing is made of inexpensive fabrics. I would LOVE to add some high-end designer pieces but they just don't fit me. Don't get me wrong, i do just fine in Ann Taylor and Banana Republic, which aren't cheap -- but they aren't designer either.
That said, i do have fun with purses and shoes. However, I have learned that there's only so many of those that I need.
I am quite happy with where my wardrobe is at this time. However, there are some pieces now targeted for replacement, and I'm mostly focused on that -- with the occasional trendy whim thrown in. The J Crew coat I bought years ago when I first joined YLF is still going strong, and the cobalt color is even still on trend. That was probably one of my best purchases. There are still a few ever-elusive purchases, like the perfect knee-high boots in a color light enough for spring transition, and the perfect red purse. I am content to wait for perfection on these items. In the shoe department, believe it or not, I have only added two new pairs in about two years (the SW ballet flats and a pair of Jcrew metallic flip flops).
I am also focused on dresses lately -- cannot seem to get enough of them.