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MIKECHECK COLLECTIVE
  • Streetwear Looks
  • Menswear Looks
  • About
  • Instagram(Link opens website operated by external parties and may not conform to the same accessibility policies.)
  • Pinterest(Link opens website operated by external parties and may not conform to the same accessibility policies.)
  • Twitter(Link opens website operated by external parties and may not conform to the same accessibility policies.)

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.

Trending Weekend Guides

  • This Weekend's Men's Street Style Guide

  • Men's Style Essentials for This Weekend

  • Weekend Travel Guide: Where to Go, What to do Do, Where to Eat

Trending Weekend Guides

  • Where to Go, What to Do, and What to Wear in Maine This Weekend
    Città Metropolitana di Venezia

  • Where to Go, What to Do, and What to Wear in Florida This Weekend

Featured City Guides

  • Where to Go, What to Do, and What to Wear in United States This Weekend

  • Where to Go, What to Do, and What to Wear in Waldo County This Weekend
    Maine, Città Metropolitana di Venezia

  • Where to Go, What to Do, and What to Wear in Portugal This Weekend

  • Where to Go, What to Do, and What to Wear in Lincolnville This Weekend

  • Where to Go, What to Do, and What to Wear in Açores This Weekend

  • Where to Go, What to Do, and What to Wear in Suffolk County This Weekend

Fresh off the press

  • Men's Street Style
  • Men's Style

Streetwear Look 026

  • Florida
  • Miami-Dade County
  • United States
  • Miami Beach
  • Wynwood
4 weeks ago

By Michael Checkers

Guest post for Kellogg’s Froot Loops cereal box cover

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  • On Days Off
  • Weekend
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  • H&M Jean Jacket

    H&M Denim Jacket

  • Men's Street Style
  • Men's Style

Streetwear Look 020 Castle of Óbidos

  • Portugal
  • Óbidos
  • Leiria
3 months ago

By Michael Checkers

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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  • Weekend
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  • express black nylon bomber jacket

    Express Nylon Exp Patch Water Resistant Bomber Jacket Black

  • rag and bone slim fit jeans

    Rag & Bone Fit 2 Slim Jeans

  • Alpha Bravo - Travis Crossbody Bag TUMI

    Tumi Alpha Bravo Travis Crossbody Messenger Bag

  • Men's Street Style
  • Men's Style

Streetwear Look 018

  • Açores
  • Portugal
  • Sete Cidades
3 months ago

By Michael Checkers

Black jeans, black sneakers, khaki green t-shirt, a black bomber jacket, and a gold chain. Check out how I styled the complete look with the latest Fall fashion trends for men.

#Hashtags

  • On Days Off
  • Weekend
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  • express black jeans

    Express Slim Black Stretch Jeans

  • express black nylon bomber jacket

    Express Nylon Exp Patch Water Resistant Bomber Jacket Black

Michael Checkers Waterfall of Ribeira in San Miguel Azores
  • Travel

How To Find the Secret Hot Waterfall of Ribeira in San Miguel Azores

  • Açores
  • Portugal
3 months ago

By michael

The trick to finding Cascata da Ribeira Quente is that you actually have to drive past the trail head first, park, then walk. Here’s what I did to find it.

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  • hiking
  • Weekend
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  • express black nylon bomber jacket

    Express Nylon Exp Patch Water Resistant Bomber Jacket Black

  • Alpha Bravo - Travis Crossbody Bag TUMI

    Tumi Alpha Bravo Travis Crossbody Messenger Bag

Michael Checkers at miradouro boca do inferno san miguel island azores
  • Travel

Epic Views at Miradouro Boca do Inferno Azores

  • Açores
  • Portugal
3 months ago

By michael

An easy hike with breath taking views of lakes and lush biosphere hillsides formed by volcanic craters. 

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  • hiking
  • Weekend
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  • topman khaki scoop neck tshirt

    Khaki Scoop Neck T-Shirt

  • express black jeans

    Express Slim Black Stretch Jeans

  • express black nylon bomber jacket

    Express Nylon Exp Patch Water Resistant Bomber Jacket Black

Emerald green sweat shirt from Express
  • Men's Street Style
  • Men's Style

The Perfect Joggers and Sweatshirt Outfit to Wear On Your Day Off

  • United States
  • Boston
  • Suffolk County
  • Massachusetts
  • Mission Hill
3 months ago

By Michael Checkers

Embrace the cold weather weekend wearing these vintage fleece jogger pants with a jewel green sweatshirt.

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  • On Days Off
  • Weekend
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  • express Solid Fleece Sweatshirt

    Express Solid Fleece Sweatshirt

  • EXP Weekend Vintage Fleece Jogger Pant

    Express EXP Weekend Vintage Fleece Jogger Pant

express white leather jacket
  • Men's Street Style
  • Men's Style

Express Try On OOTD White Leather Jacket

  • United States
  • Boston
  • Suffolk County
  • Massachusetts
  • Mission Hill
3 months ago

By Michael Checkers

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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  • On Days Off
  • Weekend
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  • Express Skinny Light Wash Destroyed Stretch+ Soft Cotton Jeans

    Express Skinny Light Wash Destroyed Stretch+ Soft Cotton Jeans

  • Express (Minus) The Leather Hooded Quilted Bomber Jacket

  • Travel

The View From Praia da Ribeira Quente in Sao Miguel Island

  • Ribeira Quente
  • Açores
  • Portugal
3 months ago

By Michael Checkers

The cliffside landscapes of São Miguel Island are majestic. Visiting the Azores in the fall has been surprisingly awesome because the fog makes the surroundings feel like your in a fantasy movie.

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  • Weekend
Get directions
  • Men's Street Style
  • Men's Style
  • Travel

Walking Through Ponta Delgada, Azores

  • Açores
  • Portugal
  • Ponta Delgada
4 months ago

By Michael Checkers

Exploring Ponta Delgada, the main city on São Miguel island in the Azores. I can’t believe this place is only a 4.5 hour flight from Boston. Excited to see what the island has in store.
@liketoknow.it http://liketk.it/2y3Og

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  • Weekend
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  • Washed Black Raw Hem Stretch Skinny Jeans

    Washed Black Raw Hem Stretch Skinny Jeans

  • khaki denim jacket

    Liquor N Poker Khaki Green Denim Jacket

  • Men's Street Style
  • Men's Style

This Fall’s Smart Casual Look

  • United States
  • Back Bay
  • Boston
  • Suffolk County
  • Massachusetts
4 months ago

By Michael Checkers

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

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  • To the Office
  • Weekend
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  • Men's Street Style
  • Men's Style

What to Wear to Work on Friday This Fall

  • United States
  • Back Bay
  • Boston
  • Suffolk County
  • Massachusetts
4 months 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
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  • Express Genuine Suede Asymmetrical Moto Jacket

    Express Genuine Suede Asymmetrical Moto Jacket

  • Express Striped Henley Sweater

    Express Striped Henley Sweater

  • Express Skinny Light Wash Destroyed Stretch+ Soft Cotton Jeans

    Express Skinny Light Wash Destroyed Stretch+ Soft Cotton Jeans

Men's style guide fall 2018
  • Men's Street Style
  • Men's Style

My Favorite Color Trend for Fall Fashion Right Now

  • Rockland
5 months ago

By Michael Checkers

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 […]

#Hashtags

  • Weekend
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  • Green Jean Jacket 34 Heritage

    34 Heritage Travis Jean Jacket

  • rag and bone slim fit jeans

    Rag & Bone Fit 2 Slim Jeans

Michael Checkers modeling fall fashion trends for 2018 on a mountain top in Maine
  • Men's Street Style
  • Men's Style
  • Travel

Rugged Street Style Inspired by Coastal Maine -Streetwear Look 016

  • Waldo County
  • Maine
  • United States
  • Lincolnville
5 months ago

By Michael Checkers

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.

#Hashtags

  • hiking
  • Weekend
Get directions

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  • rag and bone slim fit jeans

    Rag & Bone Fit 2 Slim Jeans

  • Green Jean Jacket 34 Heritage

    34 Heritage Travis Jean Jacket

  • Men's Street Style
  • Men's Style

Men’s Style Trends Fall 2018 is Ready For Review

5 months ago

By Michael Checkers

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.

#Hashtags

  • Weekend
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  • DOVER series Ebony & Copper wooden watch

    Dover Series Ebony & Copper Wooden Watch

  • rag and bone slim fit jeans

    Rag & Bone Fit 2 Slim Jeans

  • khaki denim jacket

    Liquor N Poker Khaki Green Denim Jacket

Close up men's leather boots walking downstairs
  • Men's Street Style
  • Men's Style

Aged Brown Leather Makes That Rugged Fall Look

  • Waldo County
  • Maine
  • United States
  • Lincolnville
5 months ago

By Michael Checkers

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, […]

#Hashtags

  • Brown Leather
  • Weekend
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  • Timberland Britton Hill Moc Toe Waterproof Boots

    Timberland Britton Hill Moc Toe Waterproof Boots

Michael Checkers wearing Khaki Green while hiking in Maine on a fall 2018 fashion trend report photo shoot
  • Men's Street Style

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

  • Waldo County
  • Maine
  • United States
  • Lincolnville
5 months ago

By Michael Checkers

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.

#Hashtags

  • Color Trends
  • hiking
  • Outdoors
  • Weekend
Get directions

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  • khaki denim jacket

    Liquor N Poker Khaki Green Denim Jacket

denim shirt with pockets - men's street style trend fall 2018 fashion
  • Men's Street Style

Boss Fit Denim Shirts with Pockets

  • Waldo County
  • Maine
  • United States
  • Lincolnville
5 months ago

By Michael Checkers

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.

#Hashtags

  • Weekend
Get directions

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  • khaki denim jacket

    Liquor N Poker Khaki Green Denim Jacket

Indigo Jeans men's style trend fall 2018
  • Men's Street Style

Indigo Jeans are Men’s Style Essential for Fall 2018

  • Waldo County
  • Maine
  • United States
  • Lincolnville
5 months ago

By Michael Checkers

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.

#Hashtags

  • Weekend
Get directions

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  • rag and bone slim fit jeans

    Rag & Bone Fit 2 Slim Jeans

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MIKECHECK COLLECTIVE

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