Styling Sammy Ray

Meet Sammy Ray –  Sammy is finance guy, entrepreneur and song-writer/producer based in NYC. He is also my beloved older brother. Sam asked me last week to help him revamp his style – he felt he needed to spice it up a little and make it more unique, more him. Knowing that Sam looks up to talented musicians as role models, such as Paul McCartney (who we saw recently in concert and is absolutely quirky and incredible!), I knew instantly that the key to revamping his style was making him look more like a musician, more like his role models to bring out that musical side out of him. By dressing the role of a musician and emulating the people he admires, Sam will subconsciously be in a more creative state of mind, whether at work, happy hour with friends or in his studio composing.

We all have people that we look up to and it is their form of self-expression, particularly in fashion, that we can learn from. When I went to the Paul McCartney concert earlier this month, I noticed that Sir Paul was wearing an amazing tailored military jacket with a patch on his sleeve. His jacket reminded me of the mod styles that he wore during his touring years as a Beatle. The music he played combined with the stories he told and outfit he wore transported me back in time, and seeing him was one of the most liberating experiences ever.

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Sam was singing along to every song during the show and was clearly in his element. According to Sam, “the Beatles are inspiring to [him] because they’re an example of how the mold can be broken, and how you can use a combination of creativity, community and ingenuity to create something bigger than ever thought possible.” Like them, Sam is inspired by the power of music to free people and bring them together.

Before we went shopping, I looked at Sam’s closet, saw what he had as well as what he didn’t. I knew Sam wanted to take more risks, so when we spent a full day shopping in Soho, I kept thinking about mod-sixties styles and pieces that were representative of the era. The pieces needed to have character, color, and silhouettes that alluded to the time. These are some of the looks below. In the last look pictured, Sam wears a minimalist tailored jacket which is similar to the shapes Sir Paul and the other Beatles wore during their years performing. The jacket fit him like a glove, and he felt great in it, so he knew he had to buy it!

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Luckily, I love to find high-quality pieces at bargain prices, so we got great deals for the money he spent. He bought a ton of staple pieces and a few interesting one to mix into his wardrobe. The key now is to routinely update his closet by buying a few new items over the year. To shop one of his looks, with pieces all from H&M, click the link on the item you’re interested in below.

| Bomber | Black Tee | Flannel Top | Black Slim Fit Jeans|

For a personal styling session with moi and my free cheat sheet for men on “Dressing smart & sexy”, email me here! You will also get a free personal styling session in exchange for a referral and post about our day spent reinventing your wardrobe.

Get in touch and let’s find your suit du jour together 🙂





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Hello, my name is Molly Rose. I am CEO & Founder of Molly Rose Eyewear and SUIT DU JOUR, platforms that both raise awareness about hearing loss and adversity in fashion.

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