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Men's Street Style Guide 2020

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Michael Checkers Miami Beach street style photo white pants and light khaki jacket

    Street Style Look 072 Miami Beach Neutral Smart Casual

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    My work days in Miami call for smart casual, on-trend outfits. I styled this look with the theme of neutrals in mind, one of my favorite SS2020 fashion trends. Read more about how to wear neutrals and the latest trends from New York Fashion Week on my blog https://mikecheck.co link in bio. @liketoknow.it http://liketk.it/2K1WJ

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    Michael Checkers Miami sitting model poses

      Street Style Look 069 Miami Beach White x Neutral

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      It’s heating up in Miami Beach. I’m enjoying the last few days of peace before Super Bowl weekend kicks off. Who’s coming down?
      ⚡️
      More men’s Spring 2020 outfit ideas with that white and neutral style on @liketoknow.it http://liketk.it/2JFZo

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        Streetwear Look 062 Minimalist Military

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        Street Style Look 060 Winter in South Beach.
        For this streetwear look, I tried going for that minimalist military trend. But I’m mixing it up with the school mock neck long sleeve shirt with the animal print detail on the sleeves. What do you think? Big thanks to Express Men for hooking me up with all the clothes. Check out the full photo collection in this post.

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        Michael Checkers wearing all black in Miami doing a streetwear pose at an art show

          Street Style Look 060 Miami Beach Black Sheep

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          Thinking about what to wear going out at night in Miami Beach to Art Basel events, trendy bars and lounge? Here’s my Miami Street Style look from a night out during Art Basel in Miami Beach. Black ripped jeans, monk strap dress shoes, black t-shirt with a velvet tuxedo jacket. Black snap back hat. Sliver minimalist watch. Felt like a black sheep in this photo but not once I got to the event.

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            Street Style Look 061 Faena Miami Beach

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            Miami Beach Style 💦
            The street style fashion trend alert is neutral and white outfit combos. I threw in theses Arizona Ice Tea print slides from Adidas originals to give the look a little pop.
            You can pick up this shirt for $20 right now from Express Men. Shop my short sleeve shirt collection on here MikeCheck.co and @liketoknow.it.

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              Streetwear Look 057 SCOPE Miami

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              How to create the look:

              Black distressed hyper stretch skinny jeans
              Black slub cotton t-shirt
              Stone Adidas Originals baskelt ball sneakers 
              YSL Clubmaster sunglasses 
              Minimalist watch
              📸 Big thanks to my friend, Miami street photographer @cynlagos for the photos!

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              Michael Checkers Miami Street Style Blogger at Feana Hotel Art Week

                Street Style Look 059 Faena Miami Beach

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                Beach inspired look for Art Basel / Art Week at the Feana Hotel in Miami Beach. White distressed jeans, tan garment dyed button down shirt with short sleeves. Adidas Originals Arizona Ice Tea print Adelette slide on sandals. Minimalist watch.

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                  Streetwear Look 058 SCOPE Miami

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                  I’m obsessed with slim fit t-shirts. But it’s hard to find good ones. Here are a few picks from H&M and Nordstrom. Plus some pants from Express, sneakers from Adidas, and a dapper minimal men’s watch to complete the look.
                  How to create this outfit: Faded turquoise t-shirt with raw edge neck, skinny fit white pants cut like jeans, Adidas Originals sneakers in stone, snap back hat to the back.

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                    Street Style Look 055 Miami

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                    Living in Miami can be like living in a greenhouse sometimes. But not so much in the winter. If you’re packing for Art Basel Miami this year, you need a mix of shorts for during the day and pants for at night. Did you already pack away all of your summer shorts? If you live outside of Florida, the answer is probably yes. Don’t worry stores like Express keep shorts in stock all year long. You can order the shorts I’m wearing from Express online right now and they’re on sale for cyber Monday. When you’r in Miami Beach and need to pick up a pair of shorts, the Express store on Lincoln Road keeps them on stock, the Zara does too. Neither H&M stores in Miami Beach carry shorts after Fall, and honestly, their staff was rude to me when I asked if they had any shorts in the store. Wondering what to pack for Art Basel? Leave me a comment and I’ll help you figure it out.

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                      Street Style Look 054 Miami Beach

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                      Who’s up for some Black Friday shopping? I’m staying cool and dry in Miami with my moister wicking performance button down shirt and hyper stretch slim fit chinos from @ExpressMen. Everything at Express is 50% off in store and online from today until Dec 1. I’ve made a list of all the door busters so you’ll already know the deals. Get the list on my here on the MIKECHECK COLLECTIVE.

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                      Street style photo of Michael Checkers wearing Deveruex proper theards in Miami Design District

                        Streetwear Look 050 Joggers + Slub T-Shirt Miami Design District

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                        I’m obsessed with cotton slub tees in general. And when I found out about Devereux’s new slim-fit chinos, made from Japanese twill and added stretch properties for versatility and comfort, I though “…that sound dope”. I’m always looking for a new denim alternative to mix things up. What’s great about Devereux’s new slim-fit chinos, aside from the super high quality material, is the cut, is that they are cut like joggers with a tapered leg. So they look great with sneakers and give you more of that edgy streetwear look. Find out how to create this outfit, my take on the color trends, and my advice on which sizes to order from Devereux.

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                          Minimal Street Style in Madrid Look 052

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                          A new minimal fall street style look created by MIKECHECK COLLECTIVE with Express Men. These hyper stretch chinos feel so nice to walk around in, and the slim fit looks great. Plus they’re on sale this week for under $50. Get 15% off in-store or online with my ring code 8259. Exclusions apply. #expresspartner #expresslife

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                            The Detrola Collection from Shinola Watches

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                            Detrola is an accessible new platform from Shinola built around quality and fun. This new collection from Shinola arrives at the intersection of quality craftsmanship and youthful design, featuring highly-collectible watches that are built with high-grade components, clever engineering and vibrant colorways. Detrola strikes the perfect balance between strength and style with each watch adding its own personality to the mix.

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                              Streetwear Look 046 Castles and Black Leather

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                              When your in a rush, just wear all black. Getting ready and out the door quickly was definitely worth it to get to explore this epic medieval castle in Galicia Spain. I feel like I’m on the set of Game of Thrones for real.
                              🏰
                              So the black leather jacket I’m wearing is from John Varvatos. I got it on sale but it’s retailing for $600 right now. But I found one that looks just like it H&M for $60. Learn more.

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                              Michael Checkers men's street style blogger wearing a black leather jacket in Spain in the Fall

                                How to Find the Perfect Black Leather Jacket or This Fall

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                                The black leather jacket is a staple in my Fall wardrobe. But there are so many different styles and price points it can be tough to find the best one for you. Here’s a round up of my favorite men’s black leather jackets for this Fall based on the different styles and price points. 

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                                  My Favorite Style Trend This Fall and How To Create the Look

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                                  What’s My Favorite Style Trend This Fall? This Fall my favorite style trend so far is mixing off-white pants with neutral tops. It was inspired by exploring the stone streets and hidden gems of Salamanca Spain as I check-off my Europe travel bucket-list. Learn about why I choose to wear this outfit and how I styled this trend with black leather.

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                                    The Best Pants for Traveling

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                                    Balancing what I’m going to wear between work, creative, and social life can be a little tricky at times. Especially when I’m traveling and living out of suit cases. But hyper stretch chinos from @ExpressMen make looking good easier. The hyper stretch fabric is made for moving around the city. They don’t wrinkle like other pants so they’re great for traveling. With slim fit styles and plenty of colors, they’re a new staple in my fall wardrobe. Pick up a pair, and get 15% off your purchase online or in store with my exclusive ring code 8259.

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                                      Streetwear Look 045 v2 Miami Beach

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                                      A storm is coming. It’s too early to tell where it will hit and what the damage will be. All we can do is prepare for the worst, pray for the best, and stay strong. ⚡️
                                      On a style note, hyper stretch denim from Express is dope. It’s got the fit and flex to handle every situation. You never know what life will throw at you next.
                                      Receive 20% off a purchase of $125+ by using my ring code: 9445 (exclusions apply)

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                                        Streetwear Look 044 South Beach

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                                        Making moves, chasing ambition. Michael Checkers ✖️ Express Men Hyper-stretch denim from Express are my new favorite jeans for under $100. They’re proper mix if comfort style, made for real people who do real things. Wether I’m on the dance floor or riding my skateboard, the hyper-stretch denim flexes with my movements. This outfit is […]

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                                          Streetwear Look 045 Miami Beach

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                                          Stepping into the weekend with my new favorite slip-ons from @TOMS. Effortless, comfortable, stylish. Perfect vibe for late summer to early fall. Every purchase from TOMS helps make a change for good. What do you stand for?
                                          ⚡️
                                          Enjoy 15% off with promo code FALLTOMS in @toms
                                          ⚡️
                                          Shop the look @liketoknow.it http://liketk.it/2EnBd

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                                            Effortless Style with New Slip-ons from Toms

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                                            Effortless, comfortable, stylish. The new Baja Suede Slip-ons from @TOMS made the perfect addition my wardrobe as it transitions from summer to fall. Every purchase from TOMS supports a an issue that matters, like Equality and Safe Water. What do you stand for?
                                            ⚡️
                                            Enjoy 15% off with promo code FALLTOMS in @toms
                                            ⚡️
                                            Check back in a little bit for the fully styled look and shop it @liketoknow.it http://liketk.it/2ElVz

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                                              Streetwear Look 042 NYC Pre-Fall 2019

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                                              Check out my the Pre-Fall Release of my NYC Streetwear Look, and find 4 fashion trend forecasts for Men’s Street Style Fall 2019.
                                              1. Black + dark indigo jeans in slim fit and skinny fit cuts.
                                              2. Jogger cut hyper stretch denim and soft denim with industrial details and cargo pockets.
                                              See more Streetwear Look 043 photos and read the rest of my Fall 2019 street style fashion trend forecasts in this post.

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                                                Streetwear Look 043 Miami

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                                                Neutrals + Distressed Black Denim. It’s a vibe.
                                                The shirt I’m wearing is actually from Lululemon. It’s called the Always Agile Sleeveless. I’m basically obsessed with this shirt. Living in the hot weather in Miami, I mix a lot of Lulumen athletic gear with my streetwear outfits.

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                                                  TOMS Drops the Hottest New Sunglasses of the Year

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                                                  In Miami Beach, you’re wearing sunglasses pretty much everyday. I’m constantly switching styles to complete my look. But with sunglasses from TOMS, it’s about more than fashion. I wear TOMS to make meaningful change. Because to me it’s not just a pair of sunglasses. It’s about what you see in them. Get 20% off sunglasses using the promo code in this post.

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                                                    Streetwear Look 041 South Beach Summer

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                                                    Creativity fits me. Hyper stretch jeans fit me. The extra stretch is so comfortable whether I’m walking the streets or walking the beach. The Slim 9 inch Distressed Stretch+ Denim Shorts from @expressmen are my straight up favorite pair of shorts in my wardrobe this summer. You need to pick up a pair before they sell out!

                                                    Get $25 off a purchase of $100+ in-store or online with my ring code in this post.

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                                                      Streetwear Look 040 Miami

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                                                      Walking through the lush tropical paths of @ZooMiami. Photographing the exotic wildlife serves as a natural source of inspiration for my fashion design and styling projects.
                                                      💦💦
                                                      From Performance jeans with extra stretch and moisture-wicking properties to keep you cool and comfortable, to Hyper Stretch jeans that offer the maximum level of stretch without sacrificing style, it’s never been easier to find the perfect pair of @ExpressMen Jeans for you.
                                                      Get $25 off a purchase of $100+ by using my rind code in store or online: 8259 @expressmen
                                                      📸 @tinesays
                                                      @liketoknow.it http://liketk.it/2DAv2

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                                                        Paraiso + Miami Swim Week Outfit Recap

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                                                        It’s all about trending fashion at Paraiso Miami Beach and Miami Swim Week. Overall the vibe is more edgy, trendy, luxury, and less sexy, chic. Think streetwear, beachwear, and lux outfits. Here’s a quick recap of what I wore to Paraiso Miami Beach and Miami Swim Week. I hope this gives you some style inspiration and outfit ideas for next years events.

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                                                          Must Have Travel Sneakers Summer 2019

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                                                          I like shoes I can wear with out socks. Because I can just slip them off and walk onto the beach. “But Michael why don’t you just wear flip flops?” You can’t dance in flip flops.
                                                          Light weight, versatile, perfect for traveling. The TOMS TRVL Lite sneakers are my new go to shoes when I’m packing my suit. You can walk around in them all day and dance in them all night. They come in a bunch of neutral colors that look good with pretty much everything, but they still have some nice trim details and colorful soles to give you that stylized pop.

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                                                            Light Wash Jeans & T-Shirt Look in Miami Beach

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                                                            Streetwear Look 039⁠
                                                            Miami Beach S/S19 2019⁠
                                                            Light wash denim, off-white scoop neck knit t-shirt, dark shades, dark belt, dark bracelet stack, white vintage sneakers.⁠
                                                            Styled by @michaelcheckers⁠
                                                            Shop my collection of summer denim from @fidelitydenimmen on @liketoknow.it http://liketk.it/2CSXD

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                                                              Men’s Streetwear Look 040 Miami

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                                                              Whether you’re making big moves or posted up poolside, Express has all the style you need for business hours, after hours and beyond. This tropical print moister wicking polo and distressed white denim shorts are the perfect combo for a day in Miami.
                                                              Get $25 off a purchase of $100+ by using my rind code in store or online: 8259

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                                                                Streetwear Look 039 Miami

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                                                                This summer’s must-have jeans are @fidelitydenim. Handcrafted premium denim designed + made in Los Angeles with fabric imported from Italy and Japan. Finally, a pair of real jeans with a perfect fit you can wear all day long.
                                                                #madeinfidelity
                                                                Style trends featured in this look: Light wash denim, off-white scoop neck knit t-shirt, dark shades, dark belt, dark bracelet stack, white vintage sneakers.

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                                                                  Summer 2019 Street Style in Miami Beach

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                                                                  Step into summer.
                                                                  Ocean inspired colors, tropical prints, and performance fit smart casual outfits are on trend right now in Miami Beach. Express Men has all of the right pieces you need to create your own version of the style.
                                                                  Use my ring code: 8259 receive $25 off a purchase of $100+

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                                                                    South Beach Miami Street Style Trend Summer 2019

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                                                                    This is my favorite print pattern short sleeve shirt right now. Lately I’ve been wearing warmer tones to match the warmer weather. Feeling the detail of the surfer babe pattern. Surfs up South Beach!

                                                                    Use my ring code: 8259 receive $25 off a purchase of $100+
                                                                    @expressmen

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                                                                      Do It For The Drip Tank Top by Michael Checkers is In-Stock

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                                                                      The message describes the motivation propelling us to push ourselves to our full potential in athletics and life. That first drip of sweat represents the catalyst for the greatness that lives within all of us. Do it for the drip.™️
                                                                      ::
                                                                      Spring/Summer 2019 Collection first release is now available on michaelcheckers.com
                                                                      ⚡️ Link in bio
                                                                      // Free shipping anywhere in the US
                                                                      // Designed by @michaelcheckers
                                                                      // Photo by @tinesays

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                                                                        Streetwear Look 038 South Beach

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                                                                        Taking advantage of the beautiful weather in South Beach, Miami. Surfer chick pattern print short sleeve shirt + cargo pocket joggers + white kicks. Perfect for walking around Miami Beach. Did you get outside today?

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                                                                          Streetwear Look 036 South Beach

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                                                                          Took my bike out for a spin around the beach path and stopped here to check out the views of the cruise ships. Today I felt like mixing some greens and blues to match the ocean hues. Adding some natural color is a great way of brightening up your daytime outfit. These slim flat front stretch shorts are perfect to wear on a casual bike ride or walking around town. They’re comfortable to move in while keeping you in a smart causal dress code. I paired the shorts with this flamingo print short sleeve button down shirt. Being able to pop open a few buttons is a great style technique for keeping cool on a hot sunny day in Miami Beach.

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                                                                            Streetwear Look 035 Miami

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                                                                            The message describes the motivation propelling us to push ourselves to our full potential in athletics and life. That first drip of sweat represents the catalyst for the greatness that lives within all of us. Do it for the drip.™️ Spring/Summer 2019 Collection first release is now available on michaelcheckers.com

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                                                                              Michael Checkers Featured on Express Men

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                                                                              Longer days, lighter layers. Michael Checkers streetwear look as featured on the official Express Men Instagram account.

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                                                                                Streetwear Look 033 Express Men South Beach

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                                                                                LEVEL UP
                                                                                It’s hot and sunny in South Beach. I’m wearing a super light weight white short sleeve shirt, purist blue colored shorts from @ExpressMen. With fresh patterns, bold new colors, and performance materials these clothes are made to make moves in.
                                                                                ::
                                                                                Get $25 off $100+ with ring code 8259 exclusions apply

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                                                                                  Streetwear Look 031 Wynwood Miami

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                                                                                  Checking out Alec’s Monopoly Man vs Richie Rich mural in Wynwood. Alec’s satirical murals depict the aspirational Miami lifestyle through the use of iconic pop culture character like Donald Duck, Betty Boop, and Rich Uncle Pennybags aka the Monopoly Man. My fresh streetwear outfit from @expressmen had me looking the part in Wynwood’s street art scene. The black solid joggers + slub cotton t-shirt + black moto jacket gave me that edgy urban style with maximum comfort and range of motion. You know how I like to dance, so when I’m going out at night I need clothes that I can really move in.
                                                                                  ✖️
                                                                                  Use my ring code 8259 to receive $25 off a purchase of $100+.
                                                                                  ✖️
                                                                                  Streetwear Look 031 :: Wynwood Miami
                                                                                  @liketoknow.it http://liketk.it/2AHQS

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                                                                                    Menswear Look 005 Nice, France Spring/Summer

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                                                                                    A light blue shirt and off white pants, with light brown leather accents is a classic Spring/Summer menswear style. In this look I’m wearing a slim fit shirt and pants. The woven camel brown leather belt gives some flair and texture. The dark sunglasses bring in an essence of metropolitan sophistication, to balance the country feel of the brown leather accents. However you could wear tortoise shell sunglasses with this look instead, which I would recommend if you’re boating, at a vineyard, or venturing out of the city.

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                                                                                      Streetwear Look 028 Miami Beach

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                                                                                      I’ve collaborated with Express Men to style this essential warm weather outfit, perfect for wearing this Spring in Miami Beach. The slim beach print shirt is the key piece for this look.

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                                                                                        Streetwear Look 030 South Beach

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                                                                                        Pineapple print and papaya shorts got my color game mixed like Jamba Juice.
                                                                                        Summer comes early in Miami, so you’ll need to dress the part. Luckily, Express has a great selection warm weather clothes already available in store. This is one of my favorite outfits from Express, perfect for wearing in Miami Beach this Spring. Read more to learn how to style this look and mix these summer fashion trends into your wardrobe.

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                                                                                          Streetwear Look 031 South Pointe Park

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                                                                                          Just hanging out on a hammock between palm trees.
                                                                                          I’m learning how to tight rope walk a slack line, so I needed to wear something I could move in. These vintage fleece drawstring shorts from @expressmen were the perfect choice. I threw on the soft beach print shirt, slid on my sneakers, and I was ready to roll.
                                                                                          ⚡️
                                                                                          Get $25 off $100 in-store and online! Use My Ring Code: 7528
                                                                                          exclusions apply #expresspartner

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                                                                                            Streetwear Look 029 Wynwood Art District

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                                                                                            Picked up these sunglasses from @expressmen for $29.90 and honestly they look just like this pair of YSL’s I have that were like $290. It’s good to have some trendy sunglasses while you’re traveling. And with buy 1 get one for $5.90 you won’t stress about losing them at the beach.
                                                                                            Get $25 off $100 in-store and online! Use My Ring Code: 7528
                                                                                            exclusions apply #expresspartner

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                                                                                            Brunch at El Bagel in Wynwood

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                                                                                            Had the best bagels in Wynwood, can’t believe I never tried this place before. I love walking through the mural walls down here. This one was really matching my style so I had to stop for a quick pic. 😋🌴☕️
                                                                                            Miami Street Style Look for @expressmen
                                                                                            Get $25 off $100 in-store and online! Use My Ring Code: 7528
                                                                                            exclusions apply

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