Written by Menswear Style in Trends on the 15th April 2019

If you’re a guy that loves men’s fashion, you probably have a certain style that you always gravitate towards. Whether it’s a specific streetwear brand or denim fit, there’s a reason you return to the same men’s trendy clothing websites such as Mr Porter, Differio and Farfetch. It’s not only because you’re attracted to their ad campaigns or Instagram feed. Just like your own social circles, this is your comfort zone among stylish menswear, which is why it’s so hard to take fashion risks. There are a number of reasons why some people avoid risky fashion choices. If you’re still a college student, you might not want to splurge your paycheck on superfluous wardrobe pieces. Some guys are simply afraid of wearing stylish men’s clothing that’s considered remotely controversial because they don’t want to be ridiculed.

While there’s nothing wrong with building a wardrobe that you’re comfortable with, this is also why you get bored of the clothes you already own. How many times have you stared at an overstuffed wardrobe full of stylish clothes for men and felt like you still had nothing to wear? Fashion risks might sound intimidating, but see it as a challenge that’ll only grow your sense of style. If you’re looking for a wardrobe refresher, here are five unexpected items in stylish menswear to try that actually look amazing.

1. Denim Overalls 

Although men’s fashion jeans are a staple wardrobe item, jean overalls are one denim style that can lean on the riskier spectrum of men’s streetwear. There’s something youthful about overalls for men that takes us back to 90s nostalgia, but that might also be why some men avoid overalls in general. For a more modern look, you can try going for men’s slim fit overalls and skinny overalls detailed with distressed or ripped accents.

2. Male Rompers  

Probably one of the most controversial items in stylish menswear right now, men’s rompers are actually not as intimidating as they might seem. It’s really about finding a romper style that fits your body. If your male romper is too loose or too tight in certain areas, it’ll throw off your entire outfit. For a men’s romper style that’s more forgiving, you should look for stretch fabrics detailed with a print or pattern all over.

3. Crop Tops 

Generic stylish men’s clothing is typically loose and long, especially when it comes to sweatshirts, t-shirts, and tank tops. Although crop tops might seem way out of your comfort zone, this style is worth a shot if you’re shopping for sexy clothes for men. Since they’re cut short around the midriff, cropped hoodies, vests or tanks make ultra-cool tops for a beach party.

4. Workout Meggings 

Among men’s activewear styles, meggings (aka: men’s leggings) are one of those workout pants that some avoid because of its skintight fit. If you’re worried of feeling overexposed at the gym, you can actually ease into the trend with a few styling tricks. You can start off by layering stylish menswear bottoms with your men’s leggings, like mesh or cotton shorts. You just might be surprised how lightweight and comfortable meggings are for exercising.

5. Floral Shirts  

Among stylish clothes for men, men’s floral shirts aren’t always every guy’s first choice when it comes to prints and patterns. Today, you can actually find a wide range of fashion clothes for men designed with botanical-inspired graphics from scarlet roses to hibiscus flowers. You should keep in mind that floral shirts are a statement, so pair them with neutrals and solids to balance your outfit nicely.

We list Denim Overalls, Male Rompers, Crop Tops, Workout Meggings, and Floral Shirts in this guide to 5 Men’s Fashion Faux Pas that are Now Actually Cool.