Why Men Struggle With Style (And What to Do About It)
By Brandi Hearn, Men’s Personal Stylist
Let’s be real—sometimes even the most put-together guy can feel stuck when it comes to style.
You know the questions:
“Does this fit me right?”
“Do these colors actually work?”
“Is this even appropriate for where I’m going?”
Sound familiar?
You’re not alone.
A lot of men feel the pressure of dressing well, and when time is short, it’s easy to just throw something on and hope for the best.
The result? You spend the day feeling…off.
But here’s the thing—style doesn’t have to be stressful. With a few simple strategies, you can get dressed with confidence every single day, feel sharp, and actually enjoy it.
Here’s how to start:
1. Dress for Your Body Type
This is the foundation. You can’t really look good until your clothes work with your frame.
If you carry weight around your midsection: Pique cotton tops are your friend. The texture subtly smooths things out and draws attention away from your tummy.
If you’re on the slimmer side: Go for finer cotton blends that skim your body without adding bulk. The right cut and fabric will always do more for you than chasing trends.
The takeaway: When your clothes fit your body, everything else—style, confidence, comfort—falls into place.
2. Pick Colors That Actually Work for You
Color isn’t just about preference. The right shades can make a huge difference in how sharp you look.
Fair skin: Steer clear of reds and pinks that can make your face look flushed. Stick to navy, white, charcoal, or black—they always work.
Olive skin: Earth tones like camel, forest green, taupe, and stone grey bring warmth without overpowering you.
Darker skin: Light shades—think cream, soft blue, dusty rose, olive—create contrast and make your outfit pop. Avoid colors that are too close to your skin tone—they can make your look flat.
Pro tip: Don’t overdo bold colors. Use them strategically and keep the rest of your outfit balanced.
3. Dress With Intention (For Every Occasion)
Nothing kills confidence faster than feeling over- or underdressed.
The trick? Read the room and adapt your outfit.
Want to elevate your look? Add a blazer or sport coat—instant polish.
Going casual? A denim jacket or overshirt keeps things relaxed but intentional.
Rule of thumb:
Evening = polished
Daytime = relaxed
But don’t be rigid. A casual afternoon might still call for a few elevated touches, and a formal event could have a creative vibe. Dressing with intention means you’re never out of step.
The Bottom Line
Confidence in style isn’t about being flashy—it’s about being prepared.
When you know your body, understand your colors, and dress with purpose, getting dressed stops being stressful and starts being…fun.
Tired of “Does this even look good?” moments? Let’s fix that.
Book a session and turn your wardrobe into your secret weapon.
Brandi is a personal stylist with over a decade of experience helping men show up with confidence and ease. She offers tailored style solutions that take the guesswork out of getting dressed—so you look sharp and feel great, no matter the occasion.