Men's Date Night Outfit Ideas for Valentine’s and Beyond

Men’s Ultimate Guide for Date Night and Valentine’s Day Outfits for every Occasion.

3 side by side images of men in Valentine’s day outfits

Whether it's Valentine's Day or any regular date night, nailing the right outfit is a game-changer. Let's dive into a wardrobe adventure that guarantees you'll leave a lasting impression. From classic sophistication to laid-back coolness, we've got the lowdown on date night outfits that scream "confident and stylish."

All our guides to Valentines Fashion;

Things to do on Valentines Day;

And finally, don’t forget the gifts;



Classic Elegance: Valentine’s Suits

The Power of a Well-Tailored Suit

There's something about a well-tailored suit that just hits different. Suits are perfect for all forms of classy dates. Fancy dinners, events, and even if it’s Valentine’s Day and you’re just having a meal at home. Dressing up in a suit to not go anywhere shows you care. You don’t have to be going somewhere fancy to dress up nice for your partner.

And when we’re talking Valentines suits we’re going to keep it with reds and pinks.

Men’s Red Valentines Suit

Men’s Red Valentines Suit - Image Source Pinterest

Men’s Maroon Date Night Suit

Men’s Maroon Date Night Suit - Image Source Pinterest

Men’s Pink Valentines Suit

Men’s Pink Valentines Suit - Image Source Pinterest

Men’s Pink Date Night Suit

Men’s Pink Date Night Suit - Image Source Pinterest

Men’s Bright Pink Valentines Suit

Men’s Bright Pink Valentines Suit - Image Source Pinterest

Here are our top 2 recommendations…

Date Night Shirts

For those laid-back but stylish vibes, think tailored trousers and a killer button-down. Bonus tip: Adding a blazer elevates the whole look.

Men’s Silk Red Valentines Shirt

Men’s Silk Red Valentines Shirt - Image Source Pinterest

Men’s Red Valentines Shirt

Men’s Red Valentines Shirt - Image Source Pinterest

Men’s Bright Red Date Night Shirt

Men’s Bright Red Date Night Shirt - Image Source Pinterest

our recommended red shirt for men on date nights

Our top red shirt recommendation

Men’s Pastel Striped Shirt

Men’s Pastel Striped Shirt - Image Source Pinterest

Men’s Silk Pink Valentines Shirt

Men’s Silk Pink Valentines Shirt - Image Source Pinterest

Casual Cool: Relaxed Yet Refined Styles

Polished Casual Ensembles

Chinos and classic tops, the secret to polished casual. Perfect for a casual dinner or an art gallery date. Tried and tested, trust me.

A favorite of mine for a subtle Valentines look is the white tee and red denim jacket look. Here are a few examples…

Men’s Casual Red Date Outfit

Men’s Casual Red Date Outfit - Image Source Pinterest

Men’s Casual Red Valentines Outfit

Men’s Casual Red Valentines Outfit - Image Source Pinterest

Men’s Casual Red and white Date Outfit

Men’s Casual Red and white Date Outfit - Image Source Pinterest

Get The Look

White Tee - Shop USA, Shop UK

Black Jeans - Shop USA, Shop UK

Red Denim Jacket - Shop USA, Shop UK

Red Trainers - Shop USA, Shop UK

The Red Leather Jacket

For that “bad-boy” but still Valentines look, try a red leather look jacket.

Men’s Red Leather Jacket Outfit

Men’s Red Leather Jacket Outfit - Image Source Pinterest

Men’s Red Leather Jacket Valentines Outfit

Men’s Red Leather Jacket Valentines Outfit - Image Source Pinterest

mens red leather jacket.

Our Red Leather Jacket Recommendation

Stylish Sneaker Pairings

Sneakers are not just for the gym so don’t forget some nice clean sneaks.

Special Date Night Scenarios

Cinema Date Outfits

Casual is the way to go for a cinema date. If you’re comfortable with each other, go for a nice tracksuit or hoody. Keep the kenergy strong with a barbie pink for Valentine’s and romance.

Men’s Pink Cinema Date Outfit

Men’s Pink Cinema Date Outfit - Image Source Pinterest

Get The Look

Pink Tracksuit - Shop USA, Shop UK

Men’s Pink Polo Cinema Date Outfit

Men’s Pink Polo Cinema Date Outfit - Image Source Pinterest

Get The Look

Pink Polo - Shop USA, Shop UK

Pink Pants - Shop USA, Shop UK

Dinner Date Outfits

Dinner dates call for a little extra effort. I leaned into a classic suit for a candlelit dinner, and the ambiance matched the elegance.

However, for that middle ground “not quite suit appropriate but still pretty nice” vibe. Go for a striking red polo.

Men’s Red Polo Dinner Date Outfit

Men’s Red Polo Dinner Date Outfit - Image Source Pinterest

Men’s Dinner Date Outfit

Men’s Dinner Date Outfit - Image Source Pinterest

Get The Look

Red Polo - Shop USA, Shop UK

Date Night at Home

Cozy at-home nights deserve style too. I’ve got a go-to loungewear set that’s comfortable and doesn’t sacrifice style. Movie night perfection! Much like this example…

Men’s Red Valentines Pyjamas

Men’s Red Valentines Pyjamas - Image Source Pinterest

You can also go with something matching. I’ve already done a post here about Matching Couples Outfits, but here’s a little taste from the Pyjama section for Valentine’s

Men’s Red Matching Couples Valentines Pyjamas

Men’s Red Matching Couples Valentines Pyjamas - Image Source Pinterest

Get the set. For her, get this from the USA, or this from the UK.

For him, get this from the USA or this from the UK.

First Date/First Valentine's

First impressions matter. Go for something subtle, but still keep with those love and romance colors. A red sweatshirt over a collared white shirt will hit the brief perfectly and is just about appropriate for any event, whether it’s mini golf or a fancy sit down meal.

That way you’ll be ready for wherever your date takes you.

Men’s Red First Date Outfit

Men’s Red First Date Outfit - Image Source Pinterest

Men’s Red First Valentines Outfit

Men’s Red First Valentines Outfit - Image Source Pinterest

Get The Look

Red Sweater - Shop USA, Shop UK

White Shirt - Shop USA, Shop UK

Flirty and Fun Outfits

Flirt a little with prints or bold colors or the classic cliche if you and your partner are pending Valentine’s at home… The costume!

These would pair great if you’re just planning on getting freaky at home. And if you’re going for the sexy look. You might want to take a look at these to do whilst you’re dressed up so nicely…

And of course, we have out ultimate couples bundle…

Couples Date Night Games and Activity Bundle | Valentine's Day Pack | 21 Printable Activities (18+)
Sale Price:£14.99 Original Price:£19.99

Elevate your date night in or celebrate special occasions like Valentine's Day with our exclusive Couples Valentine’s Day Activity and Games SUPER BUNDLE!

Unlock a world of laughter, bonding, and unforgettable moments with our carefully curated 21-game-Pack digital activity bundle. Whether you're hosting a date night or looking to rekindle your relationship, this downloadable collection is your passport to an evening of joy and connection. Simply download and print as many sheets as you need!

What You Receive

  • 5x Cocktail recipes and masterclass

  • Date Night Q&A

  • 21 Questions

  • This or That

  • Name That Sex Toy

  • Name That Sex Position

  • Boobs or Butt

  • Singing or Sexing

  • Cock or Not

  • Nice and Naughty - The Board Game

  • Romance trivia: True or False

  • Sexy Word Searches

  • his & her Scavenger Hunt

  • Truth or Dare

  • Romantic Poem cue

  • Love Letter cue

  • Couples Challenge - Sexy Addition

  • Couples Challenge - Romance Addition

*NOTE: THIS IS A DIGITAL DOWNLOAD, NO PHYSICAL PRODUCT WILL BE SENT.

Add To Cart

Sexy Outfits

As for what a guy can wear to spark some sexiness. I’d go for 1 of 2 options. Firstly, some silky pyjamas with an open robe screams I’m comfortable around you, and let’s get the romance started.

Men’s Silk Robe Date Night Outfit

Men’s Silk Robe Date Night Outfit - Image Source Pinterest

Men’s Silk Robe Valentines Outfit

Men’s Silk Robe Valentines Outfit - Image Source Pinterest

Now on the other end is the trousers and open white shirt look which screams “we’re about to get fifty shades of grey up in this house” It gives let’s pour a glass of wine and get kinky.

Men’s Fifty Shades of Grey Outfit

Men’s Fifty Shades of Grey Outfit - Image Source Pinterest

Men’s Sexy Outfit

Men’s Sexy Outfit - Image Source Pinterest

Men’s Sexy Valentine’s Outfit

Men’s Sexy Valentine’s Outfit - Image Source Pinterest

Now let’s cover those cliche’s. The “sexy” costumes. Remember, don’t try to be sexy if you’re going down this route. They’re cringy and cheesy and they’re meant to be. It’s meant to be a little bit funny, it’s meant to make your partner laugh a little and get the romance going.

Fireman Costume

Men’s Fireman Costume

Men’s Fireman Costume - Image Source Pinterest

Get The Look

Fireman Outfit - Shop USA, Shop UK

Policeman Costume

Men’s Policeman Costume

Men’s Policeman Costume - Image Source Pinterest

Get The Look

Policeman Outfit - Shop USA, Shop UK

Sailor Costume

Men’s Sailor Costume

Men’s Sailor Costume - Image Source Pinterest

Get The Look

Sailor Outfit - Shop USA, Shop UK

Cupid Costume

If you don’t have magic mike styled abs but you still want to dress up, try this look.

Men’s Cupid Costume

Men’s Cupid Costume - Image Source Pinterest

Find the style to fit your body

When it comes to dressing up as a guy, we don’t have it as easy easy as the women. Any women can dress up as wonder woman and her man will find it sexy. Regardless of if they look like Gal Gadot or not.

With us men, we really have to think about what suits us. So if you’re built like a body builder or have abs, then show them of with something like this.

Men’s Sparta Costume

Men’s Sparta Costume - Image Source Pinterest

Men’s Cowboy Costume

Men’s Cowboy Costume - Image Source Pinterest

If you’re on the bigger side or more petite, you can still play dress up. Just stick with the more roleplay types of costumes like doctor and nurse, or the caveman.

Grooming Tips: Finishing Touches for Date Night Success

The Importance of Grooming

Gentlemen, grooming is your secret weapon. A fresh haircut and well-maintained facial hair can level up any look. Trust me; it’s the details that count.

Fragrance Matters

Never underestimate the power of a good fragrance. Choose something subtle and sophisticated; it’s the finishing touch that lingers.

In a nutshell, gents, your date night outfit should feel like an extension of yourself, confident, comfortable, and a little bit adventurous. From casual cool to dressed-to-impress, there's a style for every occasion. So, go ahead, express your unique style, and make every date night a fashion win. Here's to dapper impressions and unforgettable evenings! 🌟✨

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Women’s Valentine's Day Outfit Ideas

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