Date Night Outfits for Guys




What should guys wear on date night

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Dating can be tricky. But it’s easier when you have the right clothes for the occasion. Whether you’re taking your date to a fancy restaurant or just going for a walk in the park, we’ve got you covered with some great date night outfit ideas for guys. Check them out!

Date Night Outfits for Guys

Date Night Outfits for Guys

1.The “I’m trying really hard” look

While the “I’m trying hard” look might seem like a fussy date night outfit for guys, it can be surprisingly easy to pull off. The key is to start with a well-fitted suit. A tailored jacket and trousers will flatter your figure and give you a polished look. Next, add a crisp dress shirt in a light color. This will help you stand out from the crowd and give you an air of sophistication. Finally, finish off the outfit with a pair of polished dress shoes. Black or brown leather loafers are always a safe bet. With this sharp and stylish outfit, you’ll be sure to make a good impression on your next date.

2.The “I’m a total pro” look 

When it comes time to get dressed for a date, it can be tough to strike the right balance between looking too formal and too casual. However, one style is guaranteed to impress: the “I’m a total pro” look. A tailored blazer, a button-up shirt, and dark jeans or chinos create an outfit that is both stylish and put-together. The key to nailing this look is in the details. Make sure your blazer fits well, and choose a shirt with a flattering cut. For shoes, go with classic dress shoes or clean sneakers. By choosing pieces that work together and paying attention to the details, you’ll make a great impression on your date.

3.The “I’m a cool dude” look 

A leather jacket is a perfect way to add a little edge to your look while maintaining cool confidence. A Henley shirt keeps things casual and relaxed, while jeans and boots provide a rugged finish. This perfect outfit for a date night impresses your special someone.

4.The “I’m a bad boy” look 

When dressing for a date, most guys want to strike the perfect balance between looking cool and showing their softer side. After all, you want to be the one who turns heads when you walk into the room. One way to achieve this look is by going for the “I’m a bad boy” look. A leather jacket, a tee-shirt, jeans, and boots all work together to give you an edgy yet approachable look. The key is to not go overboard with the leather or the denim–you don’t want to look like you just came from a motorcycle rally. A little attitude goes a long way in nailing this date night outfit.

5.The “I’m a man of mystery” look 

Going on a date can be a nerve-wracking experience, especially if you’re trying to impress someone new. One way to help set the mood is to dress the part. Consider pairing a trench coat with a fedora and button-up shirt for a dapper and mysterious look. The trench coat will keep you warm while also giving you an air of sophistication, and the fedora will add a touch of intrigue. The button-up shirt keeps you looking sharp, while the jeans or trousers complete the look. With this outfit, you’ll make a lasting impression on your date.

6.The “I’m a total hipster” look 

While the “I’m a total hipster” look might not be everyone’s cup of tea, it can be a great date night outfit for guys. The key is to keep things simple and relaxed. A flannel shirt worn over a plain white tee is the perfect way to start. Add a pair of well-fitting skinny jeans and finish things off with a classic pair of Converse sneakers. The result is an outfit that is stylish but not overly fussy, which sends the message that you’re laid-back and approachable. So if you’re looking for something a little different, don’t be afraid to give the “I’m a total hipster” look a try.

7.The “I’m a class act” look 

When it comes to date night, looking your best is essential. But with so many different style options, it can be tough to know what to wear. If you’re looking for a classic and sophisticated look that will impress your date, try going for the “I’m a class act” outfit. Start with a well-fitted blazer, then add a dress shirt in a complementary color. For bottoms, opt for khakis or trousers in a dark shade. Finish off the look with loafers or dress shoes, and you’re good to go. With this sharp and stylish outfit, you’ll make a great impression on your date.

8.The “I’m a man of action” look 

Dressing for a date can be tricky for guys. You want to look good but don’t want to look like you’re trying too hard. The “I’m a man of action” look is the perfect balance of stylish and casual. Start with a well-fitting blazer, and add a dress shirt and a pair of khakis or trousers. Finish the look with loafers or dress shoes. This outfit conveys confidence and shows that you care for yourself without being overly fussy. Plus, it’s comfortable enough that you’ll be able to relax and enjoy your date. So ditch the jeans and t-shirt, and give the “I’m a man of action” look a try.

9.The “I’m a total beach bum” look 

When it comes to date night, guys often default to a button-down shirt and jeans. However, if you’re looking to switch things up, why not try a laid-back “beach bum” look? Hawaiian shirts are always a fun option; they can even be dressed in a blazer or sports coat. Cargo shorts are another comfortable choice; they can be paired with a polo shirt or linen shirt. As for shoes, ditch the dress shoes in favor of some casual flip flops. This look is perfect for a summer date night and will show your relaxed side. Just make sure to avoid looking like you just rolled out of bed. A little effort goes a long way.

10.The “I’m a big kid” look 

Many guys think that they have to dress up to impress their date, but that’s not always the case. Sometimes, dressing casually and comfortably is the best way to show your personality. A great way to do this is by going for the “I’m a big kid” look. Start with a graphic tee shirt. It can be something funny or cool that shows you’re laid back. Then, pair it with some well-fitting jeans. Lastly, complete the outfit with a pair of clean sneakers. This look is relaxed yet stylish and perfect for any guy who wants to keep it low-key on date night.

What should guys wear on date night

11.The “I’m a total nerd” look 

When you’re getting ready for a date, it’s essential to strike the right balance between showing your personality and looking your best. If you’re a self-proclaimed nerd, there’s no need to try to hide it. Owning your nerdy side can be a major asset on a date. After all, your date will appreciate your intelligence and wit, and you’ll be sure to stand out from the rest of the pack. To pull off the “I’m a total nerd” look, start with a button-up shirt and khakis. Add a pair of dress shoes, and don’t forget to rock your signature nerdy glasses. With this outfit, you’ll make a lasting impression on your date.

12.The “I’m a hipster doofus” look 

The “I’m a hipster doofus” look is a tongue-in-cheek take on the typical hipster outfit. It’s perfect for a night out with friends or a date with your special someone. The high-waisted trousers are a nod to the vintage style favored by many hipsters, while the tee shirt or tank top keeps things casual and comfortable. The suspenders add whimsy, and the Vans sneakers or Converse sneakers complete the look with a dose of cool. Whether you’re headed to the movies or out for drinks, the “I’m a hipster doofus” look will have you feeling confident and stylish.


So, there you have it – date night outfit ideas for guys that will make you look and feel your best. Whether you’re going to a romantic restaurant or staying in for a cozy night at home, we hope these looks inspire you!

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