In #OOTD Daily Style, Style

Sherry’s #OOTD Outfit of the Day Style & Fashion Look: “The Elevated Military Babe Look”

I post my outfits on the blog every day at noon (12 p.m. EST) under this Style category #OOTD Daily Style and then I do a summary of all the looks in my Month of Style roundup at the end of the month.

The Elevated Military Look

This is more of a vest than a dress, to be honest. It feels more like a vest anyway, as it is a stiffer cotton material, and I had to hand-sew on little hooks at the middle and bottom of the skirt because when I walked or sat, it would gap open and show either my stomach or my thighs.

But I really wanted it as a dress because I loved the military styling of it EVEN THOUGH!!!.. I consider this shade of olive green to be a little unflattering on my skin tone. I prefer a more blue-toned green, and something less olive or yellowish, which is what this one leans towards.

Of course, I had to add a touch of luxe to it, so I started with my vintage Chanel Jumbo flap bag. This obviously (for me), elevates the look from a simple military dress which was cute to begin with, to something more elegant. Rather than just being a plain military vest, it’s now CHANEL-ized.

I also added the higher wedge heels to keep it casual, but still something more than just sandals or simple heels, and to make it more feminine/less masculine, considering the dress is military-inspired. I don’t want to go too far into any spectrum, and just keep it balanced between the two styles.

The belt, is something I made (I KNOW RIGHT? Me? A crafter? … stranger things have happened). It’s an old black leather obi belt that I had, and I was going to resell it, but then I got inspired by an image I saw (I’ve since lost it), of a studded belt, so I decided to create a pattern out of black matte studs I bought for another project. I ended up with something even better than a basic b*tch black obi leather belt which you know I don’t do.

I like how it is soft, and interesting, but still a little tough with the black studs. I love it now, and upycling items is always a win-win situation for me.


Action shot. I kind of enjoy how the big pockets stick out a little on the sides like on a real military jacket, and I am digging the look a lot because it gives a little peplum effect without being obvious (I don’t typically love peplum or ruffles).

This gunmetal cuff was something someone bought in Italy and then resold on Poshmark because she was sick of it (?).. anyway, I love me a good gunmetal piece, so this dovetailed nicely in with the kind of matte black stud hardware on the belt, and the whole vibe I was going for, which was Elevated Military Babe.

Also, these wedges are not at all clunky, and some of the most elegant, sculpted ones I have ever seen. Can’t ever go wrong with Loeffler Randall in my opinion, even if the shoes are a little difficult to wear sometimes (the leather straps in the front that are knotted, can pose a problem, which is why you need to invest in a good shoe stretcher to break them in a bit before you actually wear them outside and cause blisters or worse. I had to stretch these for a few days (you leave the stretcher in), and they’re now comfortable, and the leather is worked in a little.

Also, can we all please clap for how well I am learning how to do pedicures? This is my THIRD ONE in my life, and I managed to get my left foot almost perfect, no smudging, no cuticle blurring, no weird nail polish on the sides of my toes that I then have to remove, and end up smearing as a pink stain which looks so smudge-y and amateurish.

Et voil√†! Please ignore the strange braided marks on my foot, I just realized it’s from wearing the other braided stiletto heels all day, and they’ve left indentations…..

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Sherry of Save. Spend. Splurge.

Am my own Sugar Daddy. Am a millionaire at 36 after getting out of $60K of student debt in 18 months, a little over a decade earlier, using TheBudgetingTool.com. I have worked 50% of my career (taking 1-2 year breaks), and quadrupled my income within 2 years of graduating, going from $65K to $260K with an average lifetime savings rate of 50%. I have 11 side incomes that are on track in 2020 to make me $50K - $75K. I could retire today if I wanted, but love my work-life balance as a freelancing consultant in STEM (Science, Technology, Engineering, Math). I am all about balance - between time and money, and also enjoying my money. I also post daily on Instagram @saverspender.

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