Weekend Style & Travel Guides

Here are my latest outfits, and travel ideas that are guaranteed to have you looking good and having fun on the weekend.

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Streetwear Look 020 Castle of Óbidos

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This is a more casual styling of Streetwear Look 019, with noticeably lighter colors brought in on the sneakers instead of boots. The darker tobacco brown t-shirt continues the solar gradient inspired color transition. Then darker indigo jeans to set negative space for the foundational light color shoes.

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express white leather jacket

Express Try On OOTD White Leather Jacket

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White leather jacket. White knit shirt. Slim fit jeans. White sneakers. Outfit of the day try on session from the Express dressing room in Boston. Men’s street style guide for Fall outfits to wear on your days off.

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This Fall’s Smart Casual Look

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Redefining workwear with Express. This multidimensional smart casual outfit ready to go from your office hours to happy hours.
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Use 6440 for $25 off your purchase of $100+ in-store or online. Exclusions apply. Swipe up for more @ExpressMen
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Use 6440 for $25 off your purchase of $100+ in-store or online. Exclusions apply. Swipe up for more

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What to Wear to Work on Friday This Fall

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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.
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Express has a 40% store wide sale going on, so get in there and pickup some fresh gear.
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Use 6440 for $25 off your purchase of $100+ in-store or online. Exclusions apply. Swipe up for more @ExpressMen

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Men's style guide fall 2018

My Favorite Color Trend for Fall Fashion Right Now

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As I’ve been styling of new streetwear looks for this fall, khaki green has been a major color trend. I like how rugged and organic it looks, especially when it’s photographed in nature. The Pantone NY Fashion Week Color Trend Report for Fall/Winter 2018 has chronicled this color trend as Martini Olive. A smooth, sophisticated […]

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Michael Checkers modeling fall fashion trends for 2018 on a mountain top in Maine

Rugged Street Style Inspired by Coastal Maine -Streetwear Look 016

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After the relentless heat of summer, even a tropical weather dweller like me gets  excited about fall. Especially since it means finally being able to wear more than a tank top, board shorts, and flip flops. So to get you hyped for this swagged out  cool season of layers, season of layers, here’s my latest outfit idea that’s guaranteed to have you looking good while the leaves turn.

 I needed a break from that Miami heat and the stress of NYC, so I took a trip up to Maine  over Labor Day weekend for an retreat into the wilderness. My family has a cabin on a private island near Rockland, it’s the perfect place to unwind in nature.   My wife and I packed up our Tentsile tree hammock, hoodies, and boots and caught a flight up to Portland. We drove up the scenic Route 1, stopping at the Maine’s best lobster shacks, and quintessential New England towns.

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Men’s Style Trends Fall 2018 is Ready For Review

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Styles changes each season, mainly based on the weather. But fashion is a continuously evolving art form. In the evolutionary spectrum of style, we call micro deviations fashion trends. Check out the MikeCheck Collective Men’s Style Guide Fall 2018 for all of the seasons men’s street style trends and outfits.

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Close up men's leather boots walking downstairs

Aged Brown Leather Makes That Rugged Fall Look

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On my feet, I’m wearing brown leather Timberland boots, with white soles. These boots are durable enough for hiking through the forest, but the white soles means I can still wear them on the boat. Remember I’m staying on a private island, so you can only get there by boats. There are literally no roads, […]

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Michael Checkers wearing Khaki Green while hiking in Maine on a fall 2018 fashion trend report photo shoot

Why Khaki Green is One of My Favorite Colors in My Wardrobe This Fall

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I’m obsessed with the dark faded khaki green color that’s out right now. It’s rugged, authentic, and organic. I call it Army Green, because it reminds of the gear they used to sell at the Army Navy Supply store when I was a kid.

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denim shirt with pockets - men's street style trend fall 2018 fashion

Boss Fit Denim Shirts with Pockets

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Denim shirts were designed for the transitional weather in the fall. They give you to relaxed feeling, but if they’re tailored enough, they can be buttoned and still feel like smart casual menswear. I’m pairing the army green denim shirt with indigo jeans that have gold stitching. Then it’s all brown accents. If you’ve been following my style guides, you know I personally consider myself more of a brown leather man. Fall is one of the best times to breakout those rustic rugged brown leather shoes and accessories.

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Indigo Jeans men's style trend fall 2018

Indigo Jeans are Men’s Style Essential for Fall 2018

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I’m wearing two colors of denim jeans this fall, dark indigo and stone wash. I’m taking a break from colored or blue denim jeans, and brining it back to that style that was cool in high-school. It’s a little band wagon I know, but part of the fun in this for me is following along and seeing who can do it best. I like the competition. The super light acid wash is still cool to wear in Miami, but it’s too summery for anywhere with colder weather.

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