Dress Like A Boss

With her quirky personality and her love for all things fashion, Diamond takes her fashion knowledge and shares it with both men and women so that they can boss up and own their life, worthiness, and confidence through their style.

What’s New On The Blog?


Have You Ever Felt Guilty About Style and Well - Everything?

If you haven’t figured it out already – I’m kinda crazy.

Here’s what I mean.

On August 1, 2021, I landed back in good ole’ Chicago after being in Berlin for a little over two years. Yeah, you read that correctly. Me – a black woman – left the U.S. to live...

Live Your Life With the Purpose of Being Too Much

Today, I chose to be too much.

(And if we're being honest, it's how I usually choose to be).

Here's what I mean:

By the time you read this (if it’s Friday July 30, 2021), I’ll be getting ready for my going away party here in Berlin *cue cries and screams*.

If you’re reading...

What Does Your Style Say About You?

I get it – style can be stressful. Especially when it comes to shopping.

The chaos of going into a clothing store can be overwhelming AF. You have old ladies always getting in the way and sales associates pressuring you into buying an ugly dress just for that commission. Cramped aisles and...

Because Your Outfit Shouldn't Be a Deal Breaker

When you cross paths with someone – whether you’re on your way to work, an event, or meeting a friend – what’s the first thing that you notice about them?

Besides what might be their face, hair, or gigantic forehead - you instantly look at what they’re wearing. At...

7 Ways to be Bougie on a Budget

You don’t have to be rich to have style. 

Staying fashionable doesn’t involve selling your first born, your house, and what’s left of your soul.

You just need a plan, common sense, and well – some type of budget. When you have neither of these things, it’s easy...

The Devil's Mountain

When you have an audacious dream, the devil is bound to start working. He’s bound to try and stop you when God is clearly opening doors for you.

When you’re white with an audacious dream and begin to run after it, the reality is you’ll be catered to. It’s as if everyone is...

You Want Them to Remember Your Style, Not Your Scary Ass Forehead

I don’t know if y’all have noticed but – I got a big ass forehead. 

Like it’s so big, that if I’m not careful, airplanes could mistake it for a landing strip and land on that mug real quick.

You probably haven’t noticed though because well –...

What Does Your Closet and an Oreo Have in Common?

If I could identify as one thing on this earth – besides bread – I’d be an oreo.

And no, I’m not talking about the cheap sad knockoff ones that taste like regret and horrible decisions. I mean the branded real deal. The ones in the family pack. Real oreos.


Does Your Fashion Taste Remind You of Unseasoned Food? Stop Believing These 10 Myths

When I was a kid, someone told me that if I swallowed the seeds of a fruit, it would grow inside of me and I would die – and I believed it. I would be extra careful not to eat seeds – until one dreadful day.

My grandmother had just come home from Costco and in her hands was the...

Your Dream Style Should Be Your Reality, Not Your Vision Board

Last Summer, I almost killed a guy.

Before you clutch your pearls and report me to the feds – let me explain.

It was the evening of July 19, 2020 – the start of my two-week vacation in Portugal and Spain. I was at my first location in Lisbon, Portugal and I’d just gotten off the...