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MIKECHECK COLLECTIVE
  • Street Style
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    • Outfits by Style
      • Streetwear
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  • Guides
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      • Men’s Facial Care
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Smart Casual Outfit Ideas

Trending Smart Casual Guides

  • Smart Causal Outfit Ideas for Men

Featured City Guides







Fresh off the press

  • Men's Style

Key West Casual Preppy Outfit at Sunset Pier

  • Florida
  • Miami
  • Miami-Dade County
  • United States
  • Coconut Grove
11 months ago

By Michael Checkers

Checking out the waterfront in Key West. Sunset Pier is a great place to… you guess it! Watch sunset 😎
Smart casual men’s outfit ideas from Express Men, on sale now! Perfect for Spring 2020. Miami, New York, Boston. Preppy men’s outfit ideas. Casual men’s outfit inspiration. Slim fit polo shirts and stretch chino pants.

#Hashtags

  • Smart Casual
Get directions
  • Express Piped Moisture-Wicking Performance Polo Teal

    Express Piped Moisture-Wicking Performance Polo Teal

    View Product Page
  • Express Slim Garment Dyed Stretch Chino

    View Product Page
Michael Checkers Miami Beach street style photo white pants and light khaki jacket
  • Men's Style

Street Style Look 072 Miami Beach Neutral Smart Casual

  • Digimix
  • Florida
  • Miami-Dade County
  • United States
  • Miami Beach
  • Bayshore
12 months ago

By Michael Checkers

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

#Hashtags

  • Menswear
  • Smart Casual
  • Street Style
  • To the Office
Get directions
  • zara deluxe tan t-shirt

    Zara Colored Deluxe T-Shirt Light Khaki

    View Product Page
  • Joe's slim fit jeans men's

    Joe’s Off-White Slim Fit Jeans

    View Product Page
  • Reversible Leather Belt SALVATORE FERRAGAMO black

    Salvatore Ferragamo Reversible Leather Belt

    View Product Page
  • CHRONO 40MM SERIES - 40 MM WHITE TITANIUM

    MVMT Chrono White Titanium 40mm Watch

    View Product Page
  • Men's Style

Street Style Look 063 Miami Beach

  • Florida
  • Miami-Dade County
  • United States
  • South Beach
  • Miami Beach
1 year ago

By Michael Checkers

My Christmas tradition in Miami Beach is to always take a walk on the beach. You’ve got to enjoy what’s around you in this life. What your favorite holiday tradition?
Menswear look from Express preppy stretch slim fit polo and slim fit white pants, chinos. @liketoknow.it http://liketk.it/2Ivmu

#Hashtags

  • Smart Casual
  • Spring
Get directions
  • Express Piped Moisture-Wicking Performance Polo Teal

    Express Piped Moisture-Wicking Performance Polo Teal

    View Product Page
  • Men's Style

Street Style Look 056 South Beach

  • Monty's Sunset on South Beach
  • Florida
  • Miami-Dade County
  • United States
  • South Beach
  • Miami Beach
1 year ago

By Michael Checkers

Just watch the sunset at the South Beach marina. I’m wearing a short sleeve garment dyed button down shirt from @ExpressMen. It’s one of my go to shirts for a more edgy smart casual look.
✖️Street Style 054
@liketoknow.it http://liketk.it/2HOsd

#Hashtags

  • Smart Casual
  • To the Office
Get directions
  • Toms Water-Resistant Leather Men's TRVL LITE High Sneakers

    TOMS Water-Resistant Leather Men’s TRVL LITE High Sneakers

    View Product Page
  • Slim Garment Dyed Short Sleeve Shirt

    Express Slim Garment Dyed Short Sleeve Shirt

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  • Men's Style

Street Style Look 054 Miami Beach

  • Florida
  • Miami-Dade County
  • United States
  • Miami Beach
  • Bayshore
1 year ago

By Michael Checkers

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.

#Hashtags

  • Smart Casual
  • Street Style
  • To the Office
Get directions
  • Slim Wrinkle-Resistant Button-Down Short Sleeve Performance Shirt

    Slim Wrinkle-Resistant Button-Down Short Sleeve Performance Shirt Merlot

    View Product Page
  • Gray Pearl stretch chinos express

    Express Skinny Garment Dyed Hyper Stretch Chino

    View Product Page
  • Vionic TUCKER CASUAL SNEAKER

    Vionic Tucker Casual Sneaker

    View Product Page
Michael Checkers men's fashion influencer wearing Express white pants on a beach
  • Men's Style

Planning Your Travel Outfits

1 year ago

By Michael Checkers

Planning the right outfits can literally make or break your trip. If you’re anything like me, you probably put off packing until the last minute, but think about for weeks. My trick to getting over the packing procrastination is outfit planning, and agile agenda planning. By agile agenda, I mean I plan a list of Alf the things I want to do. These are my goals. But I don’t assign them to a specific day for each thing. This way I can be more in the moment and live according to real life conditions like weather, how I feel in the moment, and meeting new people. Once I know what I want to do, I can plan my outfits for each thing. For example, on my last trips to Portugal, I know I was going to do a few key things. Going to Lagos, a beach town in the Algarve, going to Lisbon and touring the Palacio do Pena, and going to Porto to explore the historical center. (This is an abbreviation of my actual plans, to illustrate my point.) The beach, the palace, and the city centers all have different vibes, colors, and appropriateness levels that I considered while planning what to wear. I needed to put to together some versatile outfits quickly and within a budget. So I went to the Express Factory Outlet. Open this post for an exclusive promo code.

#Hashtags

  • How to Pack
  • Smart Casual
Get directions
  • Gray Pearl stretch chinos express

    Express Skinny Garment Dyed Hyper Stretch Chino

    View Product Page
  • Salvatore Ferragamo Leather Belt

    Salvatore Ferragamo Leather Belt

    View Product Page
  • Men's Style

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

  • Salamanca
  • Castilla y LeĂłn
  • Spain
1 year ago

By Michael Checkers

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.

#Hashtags

  • Smart Casual
  • Street Style
Get directions
  • Gray Pearl stretch chinos express

    Express Skinny Garment Dyed Hyper Stretch Chino

    View Product Page
  • Slim Garment Dyed Button-Down Short Sleeve Shirt

    Slim Garment Dyed Button-Down Short Sleeve Shirt Grain Tan

    View Product Page
  • John Varvatos BAND COLLAR LEATHER JACKET

    John Varvatos Band Collar Leather Jacket

    View Product Page
  • Alpha Bravo Barksdale Black Crossbody Bag

    Tumi Alpha Bravo Barksdale Black Crossbody Bag

    View Product Page
  • Men's Style

Casual Dress Shoes with Sneaker Soles

  • Florida
  • Miami-Dade County
  • United States
  • Miami Beach
1 year ago

By Michael Checkers

Dress shoes with sneaker soles. It’s more than a trend, it’s a solution for dapper gents who walk around cities. I’ll be the first to admit I’m not hopping in and out of private cars like I see so many of these other guys pretending to do. And I actually prefer to walk when we […]

#Hashtags

  • Smart Casual
Get directions
  • Vionic TUCKER CASUAL SNEAKER

    Vionic Tucker Casual Sneaker

    View Product Page
  • Men's Style

Casual Summer Outfit at a Brooklyn Brownstone

  • New York
  • United States
  • East Flatbush
  • Kings County
1 year ago

By Michael Checkers

From Brooklyn to Miami, summer sale season is in full effect! My best kept secret for style deals. I can’t wait to see your haul! Tag me in your OOTD. Find your store http://bit.ly/EFOStores
🔥 Receive 20% off a purchase of $125+ using my ring code 9445.

#Hashtags

  • Smart Casual
Get directions
  • Men's Style

Under $50 Summer Outfit Idea

  • Muscle Beach South Beach
  • Florida
  • Miami-Dade County
  • United States
  • South Beach
  • Miami Beach
2 years ago

By Michael Checkers

Stand out at every cookout, patio & rooftop party from here to Labor Day weekend with tropical- inspired tees and short sleeve shirts. They’re not just for vacation anymore. You can’t get through the season without great-fitting shorts. From distressed denim to more polished flat-front shorts in tons of colors, you’ll be set no matter the occasion.
Use my ring code to receive 20% off a purchase of $125+

#Hashtags

  • Smart Casual
  • Summer
Get directions
  • Slim 9 Inch Flat Front Hyper Stretch Shorts peach

    Express Slim 9 Inch Flat Front Stretch Shorts

    View Product Page
  • Slim Garment Dyed Short Sleeve Shirt

    Express Slim Garment Dyed Short Sleeve Shirt

    View Product Page
  • Men's Style

Summer Work Day Outfit Idea

  • South Pointe Park
  • Florida
  • Miami-Dade County
  • United States
  • South Beach
  • Miami Beach
2 years ago

By Michael Checkers

Summer Menswear Look
Smart Casual. Daytime. What to wear to office on a summer day.
✖️
Style Trends…
Slim fit gray texturized pants
Light weight cotton polo
Brown leather shoes with white soles
✖️
Shop the look @liketoknow.it http://liketk.it/2DaMD
📸 @tinesays

#Hashtags

  • Smart Casual
  • To the Office
Get directions
  • Men's Style

Summer 2019 Street Style in Miami Beach

  • MIKECHECK COLLECTIVE
  • Florida
  • Miami-Dade County
  • United States
  • South Beach
  • Miami Beach
2 years ago

By Michael Checkers

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+

#Hashtags

  • Smart Casual
  • Street Style
  • To the Office
Get directions
  • Express Floral Moisture-Wicking Performance Polo

    Express Floral Moisture-Wicking Performance Polo

    View Product Page
  • Slim 9 Inch Flat Front Hyper Stretch Shorts Blue

    Slim 9 Inch Flat Front Hyper Stretch Shorts Light Blue

    View Product Page
  • Express Floral Moisture-Wicking Performance Stretch Polo

    Express Floral Moisture-Wicking Performance Stretch Polo

    View Product Page
  • Men's Style

Streetwear Look 036 South Beach

  • Lolo's Surf Cantina
  • Florida
  • Miami-Dade County
  • United States
  • South Beach
  • Miami Beach
2 years ago

By Michael Checkers

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.

#Hashtags

  • Beach
  • Smart Casual
  • Street Style
  • Summer
Get directions
  • Express Men Slim Flamingo Cotton Button-Up Shirt

    View Product Page
  • Express Slim 9 Inch Textured Stretch Shorts

    Express Slim 9 Inch Textured Stretch Shorts

    View Product Page
  • mvmt hyde sunglasses tortise

    MVMT Hyde Polarized Sunglasses Matte Whiskey Tortoise

    View Product Page
  • CHRONO 40MM SERIES - 40 MM WHITE TITANIUM

    MVMT Chrono White Titanium 40mm Watch

    View Product Page
  • Men's Style

What to Wear to Work on Friday This Fall

  • United States
  • Back Bay
  • Boston
  • Suffolk County
  • Massachusetts
2 years ago

By Michael Checkers

Friday’s call for a casual dress code at pretty much everyone’s office. That doesn’t mean you should dress as if it’s your day off. Today I had some meetings in Boston. I styled this smart casual menswear look with some new gear I picked up from Express. I swapped my button down shirt for this textured, long sleeve knit, and dress pants for these soft, cotton, slim fit jeans. These jeans and knit shirt fit as comfortable as sweatpants and a hoodie, while feeling on point and styled for work. This brown, suede moto jacket is doing the trick to keep me warm. I’m impressed with the cut and quality of this piece to its price point. I’m going to have to fly back up for a another meeting next week, just so I can wear it again.
•
Express has a 40% store wide sale going on, so get in there and pickup some fresh gear.
•
Use 6440 for $25 off your purchase of $100+ in-store or online. Exclusions apply. Swipe up for more @ExpressMen

#Hashtags

  • Smart Casual
  • To the Office
  • Weekend
Get directions
  • Express Genuine Suede Asymmetrical Moto Jacket

    Express Genuine Suede Asymmetrical Moto Jacket

    View Product Page
  • Express Striped Henley Sweater

    Express Striped Henley Sweater

    View Product Page
  • Express Skinny Light Wash Destroyed Stretch+ Soft Cotton Jeans

    Express Skinny Light Wash Destroyed Stretch+ Soft Cotton Jeans

    View Product Page
Michael Checkers Men's Fashion Blogger in downtown Miami modeling Topman menswear look
  • Men's Style

Handcrafted Sunglasses Designed in Miami

  • Florida
  • Miami
  • Downtown Miami
  • Miami-Dade County
2 years ago

By Michael Checkers

Finding the right pair of sunglasses is key to your everyday style. I’m obsessed with this new pair I picked up from Biscayner.

#Hashtags

  • Menswear
  • Smart Casual
Get directions
  • Yacht Club Collection Matheson Sunglasses

    View Product Page
Miami Beach Polo World Cup Men's Style
  • Men's Style

Miami Smart Casual Menswear Style 001

3 years ago

By Michael Checkers

Waiting for the final chukka at the Beach Polo World Cup. ? Team La Martina vs Team Macallan What would you wear to a polo match? This smart casual look inspired by the light blue sky and soft clouds of Miami Beach.

#Hashtags

  • Smart Casual
Get directions
  • Street Style
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    • What to Wear
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      • Lululemon
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  • About

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