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When I was in high school, there was a group of four super cool girls.

To give you a bit of context…

Punk was the music of choice, anarchy symbols had replaced peace signs, and since I went to an Arts school being as unique as possible was the goal.

Mona (the undisputed princess of this hip chick posse) was confident, super talented, and my first style inspiration. She had an awesome asymmetrical bob, dated a super-hot guy named Matt (think Spike from Buffy), wore a boatload of black eyeliner, shopped at thrift stores before most of us even knew what those were, and wore Dr. Martens incessantly.

I totally wanted to be her friend, but spoiler alert – I was not one of the cool girls.

So, of course, I pleaded for my own pair of Docs. Now, not only did my mom not have an extra $100 to drop on a pair of shoes, even if she had combat boots would not have made the cut.

And she was likely aware that it would require more than a pair of boots to transform me from hopelessly awkward to high school style Goddess.

Needless to say, I survived without them and hadn’t given Mona, her fabulous style, or Dr. Martens much thought in the years since.

However, Dr. Martens were cemented in my mind as what badass girls wore.

Here’s the link!

Then about a year ago, I picked up a frothy layered tulle skirt from BCBG. If you’ve been visiting OSA for a while, then you know I love to mix styles; in this case, something super girly and feminine and put it with something edgy. So I ordered these from Zappos and proceeded to strut around. My 17-year-old self would’ve been so proud!

Tulle skirt aside, I surprisingly wear them quite a bit. They are super fun with my favorite flowery slipdress, and they dial back the boho vibe when paired with the pink dress from the pleat post.

I’d almost wrapped up this homage to combat boots when something exciting happened…

Footwear News held its annual celebration, and Dr. Martens won the shoe of the year award for its iconic 1460 style. Yeah! #the90sareback

In his acceptance speech, CEO Kenny Wilson said, ‘…the 1460 has remained unchanged for 60 years because it was created perfectly the first time around.’ I love that! And couldn’t agree more.

I would take it a step further and say Dr. Martens are truly a timeless, classically cool item you should consider adding to your closet. Especially if they are outside your norm.

Because while the construction has stayed the same, the color choices have expanded like crazy, and I bet you’ll love one (or more) of the new options.

Click here is you’d like more details.

And here is a shortcut if pink iridescent gets you riled up!

So, while I’m sure many of you were Mona’s in high school, for those of us that weren’t – it’s not too late! We have another chance to be badass style-istas at 30, 40, 50-something, and beyond.

So, go out there and kill it! And if you choose to do it in Dr. Martens, leave a comment or share a pic. I’d love to cheer you on.

‘Til Next Week.

Hugs and Happy Shopping.

Swing by next week. We’re going to chat about Accessories and if there’s any such thing as too many.

If you missed last week’s post about my favorite Vitamin A treatment – click here to catch up.