Passionate and Unapologetic Style: Bobby Morelli

Subtle sophistication meets Bond-level cool. That's what you get when you see Bobby Morelli on a rooftop in Havana or lounging by the pool. His passion and unapologetic style comes through in every frame. Keep reading and see how he writes a love letter to classic style.

Image Credit: Bobby Morelli

Words by Jericho Bundac

It hits you the moment you see @matchedperfectly on Instagram. A subtle sophistication. A refined style. An effortless elegance. That and his love for James Bond.

From smoking cigars on a rooftop in Old Havana to sipping vespers at Café Martinique in The Bahamas, Bobby Morelli moves through life like a perfectly mixed martini—smooth, refined, and with just the right amount of kick.

His wardrobe reads like a love letter to classic style: timeless tuxedos, refined resort wear, and the casual outfits men aspire to have. Bobby spoke with us to share what inspires his style and the philosophies that guide him, whether he's getting ready for a dip in the pool or cocktails at the hotel bar.

Simplicity is the Ultimate Sophistication

Bobby's personal style sticks with classic pieces that work well together. He believes, "Pieces that fit well and are well thought out will never go out of style." Sounds like a winning playbook. But that's not all that helps guide Bobby's style:

As cliché as it may sound, "less is more." I'm not into flashy outfits. I prefer having a few high-quality pieces instead of a bunch of fast-fashion items that don't last both in terms of durability and style.

Simplicity and wearing high-quality pieces are part of Bobby's style mantra. It sounds easy. But we know it's easier said than done. That's why Bobby leans on another key piece of his style philosophy:

Wearing the right size clothing is key. When my clothes fit properly, I feel more confident, and that confidence can enhance my appearance more than any designer label ever could.

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Style Pitfalls to Avoid and Style Rules to Break

Fit, simplicity and high-quality pieces form a solid foundation for sharp, sophisticated style. But elevating good style to great is also about avoiding pitfalls that trip up too many men:

It always stands out to me when guys use the bottom buttonhole on a single-breasted jacket, vest/waistcoat – it's best to leave that undone. I've also noticed a few guys who forget to remove the tag on the sleeve of their suit jacket or leave the vents stitched together.

These small details require attention, but Bobby believes they polish a look. We wholeheartedly agree. Excuse me while I check my jackets' tags and vents.

We all make mistakes. But finding your personal style is a journey. And it's full of pitfalls we need to sidestep and rules others say we should follow. But which style rules are meant to be broken?

I'm generally a rule follower, but let's be honest—some traditional rules just don't add up! "No brown in town" or "no white after Labor Day"? I break those all the time. And while I know some people might not agree with me, I'm also not a fan of socks with loafers—just feels off to me!

How about you? Which style rules don't make sense to you? Which rules do you intentionally break? Check out our article: Navigating Style Rules for Men: Know When to Follow Them and When to Break Them.

Bobby's Inspiration for His Timeless Style

Knowing which rules to break and which ones to follow comes from experience. You have to experiment to see what looks good on you using pillars of timeless style. That curiosity and daring to step out of your comfort zone requires inspiration.

Bobby gets inspired by films and classic Hollywood. He loves paying homage to outfits from the James Bond series. From a suave black tux to the Riviera blue terry polo from Dr. No, you can't deny Bobby's eye for timeless 007-level style.

Films like North by Northwest, The Talented Mr. Ripley, and Inception have also shaped Bobby's style. And it's no surprise that style icons like Sean Connery, Paul Newman, Steve McQueen and The Rat Pack have all been significant influences. But Bobby's also drawn inspiration from the sporting world:

As a lifelong tennis player, I also have to give a nod to Roger Federer—his sense of style, both on and off the court, deserves more recognition. His fashion is just as timeless as his game: effortless, elegant, and always on point.

Cohesive and Effortless Style Executed to Perfection

Bobby's execution of effortless style requires collecting pieces from brands that echo his philosophies. He believes Hemingsworth and their line of casual resort pieces deserve more recognition. Bobby loves how their pieces work well together.

Cohesion is another part of Bobby's style mantra that guides him. He appreciates the Aklasu design aesthetic and how the ties and socks "are designed to be part of a cohesive outfit, not steal the spotlight and shout, "Look at me!"

Bobby appreciates understated, elegant and timeless pieces. And it shows in the piece that he cherishes the most:

I have a stunning leather jacket that my wife gave me as a gift when we were still dating. Not only is it a timeless piece that will likely outlast me, but it also carries deep sentimental value.

Bobby and his wife love to document their adventures on Instagram. You can follow along @matchedperfectly. Reach out and say Hello!

While you're enjoying the exotic settings and sun-soaked images, we'll leave you with these final words of wisdom from Bobby:

It's OK to be passionate about style and clothing. Wear what you like and be unapologetic about it.

Like a tailored tuxedo, Bobby's approach to style is a masterful blend of confidence, sophistication, and authenticity. Whether he's exploring distant shores or mixing cocktails, his timeless elegance is more than the clothes he wears. It's about embracing who you are—with style.