What To Wear on Valentine’s Day: Men’s Styles To Fall Head Over Heels For

Valentine’s Day is quickly approaching. Are you ready for it? February 14th is so much more than a Hallmark holiday and wearing heart prints. Whether you are showering your better half with adoration or celebrating that single life, we’ve got you covered. Here are a few dapper designs to don if you are wondering what to wear on Valentine’s Day for men.

Hey, Guys, Here’s What To Wear on a Valentine’s Day Date

You’ve planned everything down to the smallest detail. Not sure what to wear on a Valentine’s Day date? Well, it all depends on what you’ve lined up. Date night at an upscale restaurant calls for wearing your most polished and refined clothes. Going on a day date that includes a stroll in the park followed by a picnic? Casual wear is calling your name. Give Cupid a run for his money in these stylish Valentine’s Day outfits for men. You’re sure to hit a bullseye.

Swoon-Worthy Casual Valentine’s Day Looks 

Guys, some of the very best Valentine’s Day dates are casual ones: A day spent in your comfiest clothes with someone you love to spend time with. Now that’s a day we admire. Pondering what to wear on Valentine’s Day? For a relaxed movie and lunch date, look no further than your favorite pair of jeans. Preppy styles are dominating men’s spring 2022 fashion trends, so choose a striped henley and leather sneakers to add a little prep to your step. Don’t forget a lightweight shacket to toss over your men’s Valentine’s Day outfit. We’re seriously smitten over this look. 

What To Wear on a Valentine’s Day Dinner for Men

So, you’ve finally scored a reservation to that upscale restaurant your partner has always wanted to try. Bonus points if your date night falls on Valentine’s Day. Your venue is anything but ordinary, so your outfit should be extraordinary as well. Go all-out and choose a special outfit for an extra special touch. Reach for printed plaid pants to pair with a crisp, solid button-down shirt. A blazer or sport coat is always a polished pick. Looking to change things up? Give a shawl-collared sweater a try. Add a dash of debonair color with a sweet blush or positively purple hue. Dress to impress with a pair of wingtip-detailed boots. Now that’s what to wear on a Valentine’s Day dinner date, gentlemen. 

Valentine’s Day Outfits for Men: Singles Edition

So, you’re single this Valentine’s Day. No sweat. We still encourage you to celebrate the day of love by honoring those who adore you. Spend time doing your favorite things, hang out with your closest friends or pamper your pet. The best part: there’s zero pressure. Men, here’s what to wear this Valentine’s Day when you are flying solo. 

What To Wear on Valentine’s Day To Invest in Yourself

There’s one person that you should definitely love on Valentine’s Day. Wondering who? You, of course. On the day of love, invest in yourself and do all the things that fill your cup. Unplug and get lost in your favorite book. Or, take it to the great outdoors for a hike if your unrequited love is nature. The ideal Valentine’s Day outfit for men to wear for these laid-back activities? Tap into athleisure and loungewear trends, of course. Wear a pair of joggers with a holiday-hued hoodie and add sneakers. A packable jacket or vest will have you covered if you are on the go.

What To Wear on Valentine’s Day While Hanging Out With Friends

There’s no reason why you shouldn’t hang out with your best buds on February 14th. Besides, they are the ones who always have your back. Round up a handful of single friends and hit the town. Organize an axe throwing party or head to a craft beer class to brew up a new beverage. Considering what to wear on Valentine’s Day when hanging out with your friends? Lads, try a twist on your normal day outfit. Instead of blue jeans, wear a pair of colored jeans. Grey or earthy tones are just as versatile and easy to wear as your trusty blues. Wear them with a comfortable blue shirt and sport-sole chukka boots. Flirt with tossing over a bomber jacket: it’s functional, fashionable and gives you street style cred for a V-day win. 

Stay Stylish at a Valentine’s Day Single Soiree

Are you ready to put yourself out there and potentially find that special someone? Is there any better day than Valentine’s Day to do so? We didn’t think so. Organize a low-key get-together with good food, good music and good (single) company. Comfort and confidence go hand in hand to make you feel like your best self. When picking what to wear on Valentine’s Day, choose one of your fave fashion items. Are flannel plaids your go-to look? Select a red and black buffalo plaid shirt to set hearts ablaze. Do you love denim? Wear a pair of black jeans to elevate your ensemble. No matter what you pick, we know you’ll crush your casual Valentine’s Day outfit for men. 

What To Wear on Valentine’s Day for Men: A Print and Color Story

Valentine’s Day is fun, quirky and lighthearted. It’s the perfect occasion to experiment with colors and prints you normally wouldn’t gravitate towards. Contemplating what to wear on Valentine’s Day? Fellas, choose button-down shirts with festive prints like mini hearts and micro florals. If this is your first foray into these whimsical prints, keep the rest of your look super simple. Wear them with neutral pants or jeans and layer on a cardigan or jacket. 

On the color front, Valentine’s Day outfits for men infused with red, pink or purple liven up your look. Try a pair of dark purple corduroy pants or a burgundy velvet blazer. Both of these options add color and texture to take your ensemble to the next level. Pink is a V-Day staple, so add salmon or mauve to the mix by choosing a printed shirt adorned with these colors. Well, aren’t you ready to woo on Valentine’s Day? 

Is your wardrobe in need of a Valentine’s Day refresh? Take your style quiz, order a Fix and let your style expert know you are looking for new clothes you’ll love. We’ll send five pieces to try on within the comfort of your own home. Or, head over to your curated Stitch Fix Freestyle™ shop to instantly buy clothes catered to your fit and style. Don’t forget shipping, exchanges and returns are always free. 

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