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The open flannel over a t-shirt paired with cuffed pants, socks, and sneakers that you wore in fall could be remixed into an open plaid shirt jacket with no-show ankle socks. For teenage guys who aren’t excited about pastels, matching grays with whites is a neutral option that’s still spring-appropriate. Teen guys looking for fall outfits to wear to high school or college will want to invest in high-quality pieces.
Men’s fashion is constantly evolving, and many teenage guys may be wondering what to wear. These days, teen boys have more clothes and styles to choose from than ever before. With several different ways to mix and match pieces, it can be a challenge knowing how to dress to create a fashionable outfit. Some guys prefer wearing jeans, a t-shirt and trainers while others will want to elevate their look with chino pants, a button-down shirt, and sneakers. To inspire you with ideas, we’ve compiled a guide to the best outfits for teenage guys. From trendy styles to casual attire, explore the latest fashion trends for teen boys to find cool styles, outfit ideas, and clothing you’ll love.
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Wear a monochrome earth-tone t-shirt and jeans combo with chukkas, a bright beanie, and a fur-lined parka for a simple casual outfit that still has some understated swag. A slim puffer jacket paired with dark chinos and leather sneakers offers the perfect combination of practical sporty and high-end chic. Always opt for a pea coat or trench coat if you’re going to a formal event like prom or a wedding. The shoes you pair an outfit with can mean the difference between smart casual and just casual, or trendy vs classic. When it comes to fundamentals, every teenage guy needs low-profile leather sneakers, trainers, white sneakers, boots, and dress shoes. For a playful but fashionable aesthetic, wear an oversized bright sweatshirt as a color block with dark pants or faded jeans and leather sneakers.
Explore different fits and colors to suit your desired aesthetic for different occasions. Here are some of my favorite men's outfits for every season and occasion. If you've picked up a GQ in the past decade, you may have noticed that we like our suits slim. But if you mastered the slim fit suit long ago, now may the time to embrace a bigger, easier fitting suit in 2017. But this new crop of baggier suits are cut that way on purpose—so don't go just sizing up at your local department store.
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A favorite of Chance the Rapper all throughout 2016, overalls are your perfect, echem, chance to look unique in the new year. And considering wide leg jeans are insanely popular these days, overalls aren't that big of a style leap for most guys. A cool graphic tee and jacket are all separating you from being the coolest overall version of yourself in the new year. Just like the new wave of graphic socks are perfect for tucked-in sweats, they're also the kind you want to be wearing with shorts this spring and summer. Holidays like Christmas and New Year’s Eve mean that you can also incorporate gold, silver, and whites into outfits.
Since there are so many ways you can wear a flannel, it’s your best bet when you want to look good on days that are too warm for a jacket but too cool for just a shirt. You can create thousands of looks for every season with just one pair of jeans. Since they come in several cuts, washes, and designs, jeans are essential to every teen guy’s wardrobe regardless of personal style.
Smart casual shirt look
Just know that a looser suit with a T-shirt and sneakers is a simple way to look put together without being stuffy all year long. For a casual and cool look, pair a baggy hoodie with some ripped jeans to give an effortlessly cool vibe. Mens sweatshirts are a great wardrobe filler and will never go out of style. The best outfits are well-fitted styles that combine timeless classics with fun trends and feature subtle contrasts throughout.
Neutral and versatile, guys can wear black jeans with casual, smart-casual, and urban chic outfits. Blue jeans are classic wardrobe staples and can be styled to stand out or blend in with your outfit. With limitless shirts for teenage guys to choose from, you’ll want to experiment with different outfit ideas to find the right style. Whether you’re creating a casual outfit to hang out with friends or need layers under your flannel in the fall, there are many different t-shirt styles to add to your wardrobe.
You can pair a clean-lined shirt with relaxed-fit jeans or an oversized shirt with shorts that properly stop right before the knee. Spring fashion and clothing should be about welcoming the ability to enjoy the outdoors. The main difference between summer and spring styles is the dominance of pastels and lighter shades over brighter shades. You might wear a bright electric green t-shirt in summer, but choose a lighter Easter green in the spring. Leather jackets are the best of both worlds when it comes to being upscale and being laid-back cool.

The two biggest style trends for men in SS17 are going to be bomber jackets and khaki green, if you can get both in one, then you’re on to a winner! Style your look with a snapback and a cool hoodie and you’ve got your streetwear look sorted. Similarly, pairing dress shoes with a t-shirt and jeans makes it more curated looking. Since layered outfits are reminiscent of the outdoors, boots and sneakers go best in this situation. If you want to go for a hip-hop vibe, high-top sneakers are fun footwear with bulk that beautifully contrast skinny jeans. If you want to go for an uptown Ivy League vibe, boat shoes come in a lot of fun colors and materials like canvas and leather.
Dress up the look by cuffing your jeans and featuring a bomber or denim jacket. You can also pull off a cool casual look by pairing navy or tan chinos with an oversized shirt and loafers. Create a smart casual style by figuring out where comfort is most important to you. If you’d rather not wear a collar, then wear a t-shirt with a sport coat and dress shoes. Teen boys will want to combine comfortable pieces to achieve the perfect casual outfit. Like in summer, lightweight fabrics are a must, but there’s still room for moderate layering.

Pair slim jeans with a neutral shirt, then experiment with fun accessories like a large watch or colorful sneakers. Just like suits, pants have seen a move towards more chilled-out fits over the past few seasons. By now, you've got a navy topcoat, a gray one, and maybe even one in camel or plaid.
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