24 Valentine’s Day Outfits for Men: What to Wear for Every Date (2024)

February 14th is around the corner and it’s coming up fast. Make sure you’ve got flowers, chocolates, and a killer outfit. But don’t worry if you haven’t got the perfect digs picked out just yet. We’ve tons of ideas for when it comes to Valentine’s Day outfits for men, check them out.

What to Wear on Valentine’s Day

Alright, guys — it’s Valentine’s Day and it’s your time to shine. Whether you’re taking a partner out, you’re going on a first date, or just hanging with friends, it’s important you look fresh. That’s why we’ve put together the ultimate guide to V-Day outfit ideas. Plus, we break them down into what kind of date you’re going on, let’s go!

Fancy Dinner

Layers on layers on layers

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Grab a scarf, a vest, and an overcoat for the ultimate fancy dinner entrance. Don’t be afraid to accessorize with this one!

Put on your V-Day vest

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All you need to nail this one is a pressed white shirt, and a matching vest and jeans. Pop on a pair of smart glasses and that’s it!

Khaki’s where it’s at

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Don’t be afraid of the khakis, embrace them. And pair them with some dark shoes, a dark sport coat, and a lighter button-down.

Show off those ankles

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Nothing says “dining with confidence” quite like some bare ankles. Go for a fitted suit with a pair of loafers, and ditch the socks.

Casual Dinner

Camel is in

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Say it with us. Camel. Is. In. This includes blazers, overcoats, turtlenecks, you name it. Plus, you can pair it with white or light-colored denim.

It’s all in the tee

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Yes, you can 100% wear a t-shirt to a casual Valentine’s Day dinner. But the key is, it has to be of high quality. Pro tip: you can find somequality, fitted t-shirts right here at True Classic.

For cold weather…

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If you’re going out for a casual dinner somewhere cold, go with a puffy jacket and matching monotone palette.

For warm weather…

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In warmer spots, reach for distressed jeans and a nice linen button-down shirt to stay cool. Don’t forget your shades!

Movie Date

The classic baseball tee

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Movie theaters get chilly, dudes. This Valentine’s Day, go with a tailored denim pant, some fresh white sneakers, and a classic baseball tee to stay comfortable.

Puffy vest and patches

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This one is for all the edgy, artsy guys out there. Cozy up to that special someone with some distressed, patched-up denim and a puffy vest.

The rom-com outfit

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If you and your partner are heading out to watch a romantic flick, why not dress the part? Think about your layers!

Be the bad boy

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Get even edgier this Valentine’s Day with some dark jeans and a tough leather jacket. The key here is making sure you’ve got the perfect tee underneath.

Happy Hour

Play it cool

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Happy hour is all about having fun. Pop on your coolest outfit (we suggest a denim jacket, at least) so you can relax and let loose.

Hoodies and jackets = perfect

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V-Day happy hours are the perfect place to show off your wardrobe. Sport some layers with a hoodie and a jacket to kill two birds with one stone.

Sneaks and a long-sleeve tee

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Ahhhh, the classic long-sleeve tee. Pair it with some light-colored jeans, some dark sneakers, and a high-quality tee underneath.

Cool cut-offs

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Hang out with all your favorite friends this Valentine’s Day while you rock your favorite pair of denim cut-off shorts.

Group Date

Double up on denim

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Going on a double date? Why not sport the double denim, too? It’s a classic look that never goes out of style.

Embrace the color pink

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Show your Valentine’s Day pride this year by wearing a comfortable pink sweatshirt. It’s a surefire way to signal your holiday spirit!

Layer it up

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Group dates usually mean a few location changes, maybe from dinner to the movies. So wear smart layers to keep up with the group’s pace.

Roll your cuffs

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Show off your ankles, rock the double denim, and don’t be afraid to roll those cuffs. It’s cool, it’s comfortable, and it’s fresh.

Theater Show

Matching shoes and jacket

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Get classy by matching your favorite jacket with the same color in shoes. It’s literally the easiest way to get a winning theater outfit combo.

Monotone

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A monotone look is ideal for a theater V-Day date. It’s a classy look plus, you’ll have an overcoat to give your date in case they get cold.

Pressed and pleated

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Heading to the theater straight from work? That’s easy — just sport your usual work outfit, but pop a matching tie and blazer on top.

Put a lid on it

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Never be afraid to rock a hat or any other accessories. The theater is a place of expression. So why not celebrate this Valentine’s Day in style?

Now your toolkit is filled to the brim with flawless Valentine’s Day outfit ideas for guys. And remember, when in doubt, just go with some dark denim and a fresh tee that fits like a dream, then dress your outfit up or down to match the setting.

Get even more fashion tips for guys and check out the rest of our blog. It’s got tons of cool ideas, fun reads, and ultimate guides just like this one.

24 Valentine’s Day Outfits for Men: What to Wear for Every Date (2024)

FAQs

What to wear on Valentine's Day 2024 for men? ›

Oxford Romance: Add a luxurious touch to your Valentine's Day outfit with an elite oxford weave. Opt for a velvet blazer in rich jewel tones like emerald green or royal blue. Pair it with tailored trousers and a crisp white oxford shirt for a sophisticated yet romantic vibe.

What to wear on Valentine's Day for men? ›

Grey, blue, or black suits are usually a good choice as Valentine's day outfits for guys. For outerwear, don an overcoat or a peacoat for a complete traditional appearance. Add stylish dress shoes or boots to complete the appearance (oxfords, derbies or monks would be ideal).

How to dress for valentine's date? ›

A cute casual dress or co*cktail dress is the perfect compromise between the ultra-sexy, romantic Valentine's Day getup and your favorite daytime look. Colors like dark burgundy or pure white are perfect for a simple, sweet vibe, but patterns can also bring a bit of sophistication into the mix.

What is the dress code for Valentine's Day? ›

Pink and Red are the most commonly worn colours on Valentine's Day. These also happen to be one of the best colour combinations for a statement outfit. Red signifies love and pink means gentleness. However, if you like both colours, you can opt for them both.

What color shirt for Valentine's Day? ›

Valentine's Day celebrates love and affection, and the colors and graphics you choose for your shirt design should echo this sentiment. The traditional colors of Valentine's Day are red and pink, symbolizing passion and love, respectively.

Can you wear jeans on Valentine's Day? ›

Outfits for a casual Valentine's Day date night

If you're going out but want to keep things more low-key, Gulbransen suggests pairing your favorite pants or jeans with a Valentine's Day-inspired blouse or sweater. Or, you can up the ante and try a fun pair of red trousers.

Should I wear a suit for Valentine's Day? ›

Valentine's Day Suits

If you're going to dine in a nicer establishment, a suit never hurts. Many of our partners would love the opportunity to get dressed up more often too, so setting the tone with a custom suit will give her the opportunity to put a dress on, which she probably hasn't done in about a year.

What do guys expect on Valentine's Day? ›

On the list of things guys want for Valentine's Day, intimate alone time with you is at the top. Make it special by turning up the romance more than normal or trying something new. Book a hotel room for the night or turn up the heat with a few toys; he'll be thrilled.

How should a man dress for a date? ›

For first dates, opt for a smart-casual outfit, that allows you to appear well presented without going over the top. A pair of chinos and a long sleeve shirt for cooler days works well together, while for warmer days a pair of chinos and a linen shirt provide a comfortable outfit with a laid back but stylish aesthetic.

What is the trend for Valentine's Day 2024? ›

The timeless red lip is getting a modern makeover. Shades ranging from deep burgundy to bright cherry are making a statement, perfect for a Valentine's date night. Soft, pastel eyeshadows with a hint of shimmer are in vogue, creating a dreamy, romantic look.

What color to wear on Valentine's Day 2024? ›

In the Valentine color palette, pink, purple, and red converge to create an enchanting symphony of love and romance. The delicate hues of light pink and light purple evoke tenderness and sweetness, while the passionate red adds a touch of fiery intensity, making it perfect for expressing affection and desire.

What is a good color to wear in February? ›

Dopamine Dressing: 10 colors to wear in January and February
  • Sunny Yellow: A burst of sunshine on a cloudy day, yellow is known to evoke feelings of happiness and warmth. ...
  • Blush Pink: This soft and delicate shade of pink brings a sense of calmness and elegance.
Jan 12, 2024

What does the white shirt mean on Valentine's Day? ›

Valentine's day orange dress means that the person is happy and contented in love. White means the person is already in love / engaged and is enjoying the essence of love but still wants to keep his/her love status private.

What is a neutral color for Valentine's Day? ›

Since I love neutral colors and want to keep a subtle, cozy Valentine's Day decor look, I opted with whites and creams. Of course, you'll want to add whatever simple touches make your spaces feel the sweetest to you and your family!

What do guys expect for Valentine's Day? ›

On the list of things guys want for Valentine's Day, intimate alone time with you is at the top. Make it special by turning up the romance more than normal or trying something new. Book a hotel room for the night or turn up the heat with a few toys; he'll be thrilled.

Do guys propose on Valentine's Day? ›

It's one of the highest proposal dates of the year, this is the day she is expecting it will happen. This is the day when all men across the world decide to profess their love and propose. If you did not propose during the holiday's changes are her radar is set for Valentine's Day proposal.

When was valentines day 2024? ›

Valentine's Day 2024: Know all about the history, significance, and celebrations of Valentine's Day and why it is celebrated on February 14. Happy Valentine's Day 2024: Valentine's Day falls annually on February 14.

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