Functional Requirements

Once again, as he does every Summer my husband unit has requested that I go hiking with him. Previous attempts were thwarted by my lack of appropriate footwear, but his year I've decided that my old-school second favorite kick-ass boots ever just might do the job and I'm getting a pair of Georgia Boots. My last pair saw me through my second to last, last year of college - those were knee high and took about 10 minutes to lace - this time I'm going for the more utilitarian classic model.
Georgia Logger Boots, $104.99 at Georgiaboot.com

Mom Approved

Aside from our nearly identical faces, love for each other and my sister and snarky sense of humor, my mother and I have very little in common - which is especially true when it comes to all sartorial matters. Most recently, as I raved about the fabulousness of my afore mentioned and later donated to my 15-year-old cousin, skinny black and white plaid pants - my mother stood just feet away stage whispering to my sister, "I really don't care for those pants at all." Unsolicited commentary essentially required by the binds and history of our relationship. Anyway, I know for a fact that she'd like these boots, as I believe she owns a nearly identical pair - and I like them too, mostly because I think they'll work with my ridiculously skinny ankles.
Loeffler Randall
Fold-Over Wedge Bootie $575 at Cusp.com

Not Sandals

I've been looking for a pair of black leather, platform, wedge, gladiator-esque sandals for the past two years. During this quest, I've come to realize that I'm not that into sandals, and that the ones I am into are far too expensive to only wear for a few fleeting months. Today while looking for these elusive sandals, I instead became enamoured with these over the knee boots, which I'm also always searching for.
Vera Wang Lavender Label Larissa Boot, $495 at Shop Bop

Sneakers for a life already lived

I recently realized that I make way too many purchases for the 15-year-old version of myself...the plaid skinny pants with zippers, the babydoll dress covered in a cassette tape print - and the list goes on, way on. I'm making a conscious effort to dress like my real aged self, but it's hard and honestly, I'm not totally committed. That lack of commitment is plainly apparent in my scarpe love of these studded, cow hair-covered sneakers, which both my 15-year-old and real aged self adore - and we both believe that they'd look kick ass with those plaid skinny pants.

UES Studded Cow Hair Sneakers
$235 at Saks.com