Need some ideas for what to wear as your Valentine’s date outfit? Wherever you’re headed, Moss has you covered.


Words: C. Saramowicz


You’ve got the dinner reservation, ordered the flowers, and nabbed the gift they’ve been talking about for months. Now, all you need is an outfit worthy of the date.

Naturally, your look will be dictated by your setting – it’s highly unlikely you’ll be wearing a suit to a bowling alley – but sometimes it can be difficult to gauge what level of smart (or casual) to go for.

Read on to see our go-to outfit options that will work for every Valentine’s plan.


Dinner Date

No matter where you’re headed for dinner, a nice suit will always score some Brownie points. Take it up a notch by going for a double breasted suit in a deep ink tone – crafted from a wool blend with added stretch, it’s got a hydrophobic coating which means you’ll be safe from any spillages all night. It’s also cut to a tailored fit, helping you feel on-point whether you’re going to a Michelin-star joint or a local favourite. Pair it with your favourite non-iron white shirt (to save you some time) and some polished double monks.

If you do want to tone down the look, swap out your shirt for a knitted tee and open up the jacket for easy elegance.


Date Night Cocktails

Cocktail bars leave room for a bit of experimentation when it comes to outfit choices. Smart-casual is usually your best bet, but if you want to feel extra sharp, go for a double breasted cord suit in a deep copper tone. Want to ease it up a bit? Remove the jacket and you’ve got a more casual version of the look by pairing it with a neutral coloured merino mock neck. It’ll likely be quite cold in February, which also makes this combination ideal for keeping you cosy. Finish with a pair of tonal chunky loafers for a modern touch.


Date in the Daytime

Valentine’s Day doesn’t always have to be reserved for the evening – sometimes the best dates involve daytime activities. If you’re planning on going for a long walk, spending the morning in a coffee shop or perusing the local markets, you’ll be forgiven for wearing something a bit more relaxed. Start with a comfy trouser crafted from a stretch blend. With an internal drawstring for ease of movement, you’ll have day-long comfort that can easily transition to the evening. Pair this with a heavyweight t-shirt in a dark charcoal tone – ours has been peached for extra softness.

For the top layer, invest in a liner jacket. These are a staple for between seasons, the lightweight construction perfect for days that require something a bit airier. Then, add a pair of chunky trainers and you’ve got a casual, fresh look that’s worthy of any date you’ve got planned.