I've spent - or wasted! - hours browsing store websites, YLF, Pinterest, etc., yet I'm still completely stuck with regards to updating my "transitional" weather footwear and desperately could use some YLF wisdom.

Some weather background: I adore tall boots, but can only wear them about four months of the year, max, even when pushing the season. Sandals, on the other hand, due to the heat, I'm utterly bored with and so over since I seem to wear them from April till virtually November here. Not to mention they require constant pedicures and just do not say "fall" in the least! Since I work from home and my days revolve around all of my kids' activities, occasional lunches or movies with friends, book club and volunteer work, my lifestyle is generally pretty casual.

And finally, style background: I do alternate between skinny jeans and bootcuts, with the occasional skirt or dress thrown in, as soon as the weather allows. I've learned, thanks to Angie and this wonderful forum, that the reason I love boots so much is because they balance out my IT shape. Ditto for bootcuts. I do though, struggle with my need to both balance my tall IT shape and yet not overpower but instead bookend my fair hair/coloring! This is so complicated! As such, my only go-to closed-toe, transitional shoes at this point are white Cons and a pair of cognac Frye pointy-toed ballet flats for skinny jeans. I do also have a pair of silver and black ballet flats, but seldom find myself reaching for them, since they don't hit that balance. For skirts and dresses? Totally stuck there too! I know one pair/style won't solve all of these dilemmas, but I'm willing to start anywhere!

If you've made it this far, thank you!!! All opinions, advice and recommendations welcomed!