I’m a men’s fashion blogger and stylist creating looks inspired by my endless summer digital nomad lifestyle. Get outfit ideas and style advice for men’s street style, what to wear to the beach, and smart casual workwear.
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 […]
Vionic Tucker Casual Sneaker
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 […]
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.
Skinny-Fit 15cm Hem Coated-Denim Jeans
Fidelity Denim Jimmy Slim Straight Leg Jeans
Express Destroyed Denim Trucker Jacket
TOMS Birch Heritage Canvas Mens TRVL LITE Low Sneakers
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.
Bellini Vintage Bellini 201 Crystal Green Lens Sunglasses
Sailing into off into the sunset. Literally. These slim fit stretch denim shorts and light weight mix stripe short sleeve shirt from Express Men made the perfect outfit to wear for an afternoon of sailing. Create your end of summer outfit, and take advantage of all the sales before my favorite pieces sell out.
Slim 9 Inch White Stretch Distressed Denim Shorts
Classic East Coast summer style. Lighthouse & Shoreline. I’m ready to go sailing and have a lobster dinner. 🗽You can pick up some classic summer styles with modern fits from Express Men. The navy blue polo with pastel short? So classic. But these are slim fit stretch short, so they fit better and are way more comfortable. Most of the summer stuff is on sale right now, so make your move. Get $25 off a purchase of $100+ in-store or online with my ring code 8259.
Express Slim 9 Inch Flat Front Stretch Shorts
Salvatore Ferragamo Leather Belt
Round Tortoiseshell Sunglasses
Solid Performance Polo
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.
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+
Express Slim Garment Dyed Short Sleeve Shirt
The Adidas men’s tennis clothing collection is dope. It has team spirit, a streetwear vibe, and modern tailoring. Notice how I put the knee sleeve under the shorts to amplify the performance athletics styling. I’m feeling like Federer out here on the Miami Beach tennis courts. 🎾🎾🎾🎾🎾 Read my full review of the Adidas Sole Court Boosts tennis sneakers for playing tennis on clay courts.
Adidas SoleCourt Boost Clay Shoes
Adidas Escouade White 7-Inch Tennis Shorts
Adidas Escouade Tee
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.
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.
The tropical print resortwear shirt is one of my favorite trends this summer. They’re more breathable than a t-shirt and more formal than a tank top. Perfect way to look stylish on the streets or on the beach in the summer heat. Here are 5 dope resortwear shirts you can pick up for under $20.
Getting ready for Miami Swim Week
I’ve been blogging all of my picks for the best swim trunks and board shorts for Summer 2019. Open this post to see this nice selection that will help you find the best swim trunks.
Onia Men’s Calder 7.5 Inch Stretch Pattern Swim Trunk
Onia Men’s Calder 7.5 Inch Solid Swim Trunk
Onia Men’s Calder Italian Print Swim Trunk
Water Print Drawstring Swim Trunks
Palm Print Drawstring Swim Trunks
Palm Print Reveal Drawstring Swim Trunks
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
Signature Moisture-Wicking Tropical Palm Printed Polo
Express Black Browline Sunglasses
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.
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.
Express Gold Brow Bar Aviator Sunglasses
MVMT Chrono White Titanium 40mm Watch
Tropical fruit micro print mixed with classic Italian textile pattern, on a French Island in the Caribbean. This Summer 2019 men’s swimwear look is inspired by the tropical water of St. Martin. 💦
Express Slim Surfer Girl Cotton Short Sleeve Shirt
Making my way down jagged to is to the tidal pools in St. Martin.
Beachwear Look S/S19 styled by @michaelcheckers inspired by the neutral tone of the desert rocks and color stripes of the coral and sea plants in the tidal pools.
Express Leaf Print Board Shorts
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+
Express Floral Moisture-Wicking Performance Polo
Slim 9 Inch Flat Front Hyper Stretch Shorts Light Blue
Express Floral Moisture-Wicking Performance Stretch Polo
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