Your personality will ultimately land you the next date, but your look will be making the first impression. Different date activities or contexts call for different styles. Whether it’s your first date or your fifth anniversary, whether you are going to hang out casually or going to a fine restaurant, you have to follow certain basic outfit rules to look the part. Following are some guidelines to consider to nail the appropriate attire that will make you look confidently your best in any situation.

Dancing the night away at the club

Generally speaking, clubs are categorized into two types when it comes to dates: the exclusive or the casual clubs. When going to the exclusive-type club, opt for tailored trousers, a slim fit shirt and formal shoes like wingtips. For a night out at a casual club, you may opt for a pair of jeans, a classic Barakett T, and crisp, clean sneakers. However, make sure that your clothes are well ironed and fit properly. If not, you risk looking underdressed. Adding a black leather jacket can instantly increase the appeal of your look.

Grabbing a beer at a local pub

Bars or pubs tend to have very laid-back atmospheres. Therefore, you do not want to overdo the look by fear of seeming to try too hard. For this type of setting, consider wearing a pair of chinos with a Barakett T long sleeve crew neck. If it is chilly out, consider layering the Tee with our Carney zip up.

Heading out for a nice dinner

If you are going out for a romantic dinner, opt for a smart casual outfit to stay on the safe side. Do this by mixing formal and informal items. For instance, matching a pair of straight-leg chinos with a classic white button-up shirt will make you look smart yet casual. For smarter casual options, check out our article : The modern man’s guide to nail today’s smart casual looks.


Wearing a pair of dark blue or black jeans with canvas sneakers is also an option. If you are going fine dining, you definitely need to spruce up your attire. Choose a well-fitting blazer or a sportcoat with a plaid button-up shirt and a pair of slim chinos to stay classy.


Catching a movie

It is more than common to go to the movies after dinner. If that’s the case, refer to the section above. If the movie theatre is the starting point of the date, you need to put in a little effort even though the movies can seem very casual. For instance, you can try wearing a long sleeve Batiste polo shirt that is both comfortable and smart enough for date night.

Enjoying a day of day drinking

#SundayFunday is the perfect opportunity to go on a date and get to know the other person over drinks. However, do not let your standards slip. Funday is not an excuse to dress down too much. In this scenario, the key is to look effortless. Wear your favorite pair of classic dark jeans. Pair the jeans with your favorite colored Barakett T and add our Gallagher sleeveless vest for a perfect final touch.

Planning an activity date

Going out for a walk or attending an exhibition do require a casual look without looking overdone. You may still sport a pair of gray tailored trousers but try combining it with a Flynn long sleeve v-neck in either shade of blue. However, bear in mind that your footwear should be comfortable if a lot of walking is in the mix.

There you have it. You are ready for any and every kind of date night that might come your way. Remember, confidence is key and that is also true about the clothes you choose to put on.