My Rules for End of the Summer Purchases or Any Season End

Does anyone else feel just the tiniest bit guilty buying new Summer clothes at the end of the season? I used to, but this year since I’m headed to Hawaii I’m ignoring my conscience and picking up a few warm weather things because who doesn’t want new stuff to pack for vacation! But I do have a couple rules when it comes to end of the summer purchases…

My Rules for End of the Summer Purchases (or really any end of season purchase!):

The item is timeless. A cotton seersucker dress, white linen pants, the perfect black swimsuit. All things that I would consider perfect end of the summer purchases! While I might not be able to wear them right away, I know that come next Summer they’ll still be in style and I’ll probably wear them to death!
It’s on sale! At this point in my life I’m all about filling my closet with versatile, well made, quality items and those things often come with a high price tag that I just can’t quite justify sometimes. So when something I’ve been eyeing that may have been a little out of my price rang before goes on sale and checks off all the boxes, I’m definitely adding it to my cart.
I’m able to wear it for more than one season. I added quite a few flirty midi skirts to my closet this summer (2 in the last few weeks alone) and I’ve been wearing them now with crop tops, but I can’t wait to wear them later with chunky sweaters and boots!