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Figuring out what to wear for Valentine’s Day can be challenging.
It doesn’t matter whether you’re heading out on a first date or your 148th date (props to you for counting), you want to put your best foot forward and still feel comfortable. After all, if you don’t feel comfortable, it will affect your confidence and result in self-conscious fidgeting and hair touching.
While some may find hair touching endearing, we want you to be able to relax and enjoy yourself to have the most fun Valentine’s Day yet. (We all deserve it after spending last year’s in lockdown!) And the likeliest way to do that? Wear a simple yet stylish outfit that makes you feel like a million quid.

What to Wear on Valentine’s Day: 3 Questions to Ask
Before you even can begin raiding your wardrobe for potential Valentine’s Day outfits, ask yourself the following questions.
1. Where Are We Going?
What are you going to be doing on your date? Are you going rock climbing at your local leisure centre? Will you be stargazing in the park? Or are you having a traditional Valentine’s Day dinner?
Needless to say, all of these occasions call for very different outfits. A fancy frock wouldn’t work for go-karting just like jeans and a t-shirt might look a little out of place at a five-star hotel bar.
Whatever activity you’ll be doing, make sure your clothing is suitable and you’re off to a great start.
2. What’s the Weather Going to Be Like?
Let’s face it, the British weather likes to surprise us. It’s all well and good heading to your date without a jacket only to get soaked from head to toe because you didn’t realise that you were going to be caught in the middle of a torrential downpour.
Similarly, you don’t want to wear too many layers and end up having a hot flush right in the middle of the dinner table. Right?
Even though it happens to the best of us, it’s better to be safe than sorry. Therefore, make sure that you check the weather forecast in the days running up to your date to avoid an outfit faux pas on the day.
3. What’s the Look That I’m Trying to Go For?
There are various types of Valentine’s Day outfits so it’s important to establish what kind of mood you’re going for. Do you want to look bold and fierce? Flirty and feminine? Or cute and minimalistic?
You can then build an outfit that matches what you’re vibing.
Alternatively, you can just dress according to your usual personal style and wear whatever’s going to make you feel the most self-assured. Either way, don’t be afraid of doing you!



7 Valentine’s Day Outfits That Will Wow for 2022
Still struggling to figure out what to wear? Not to worry – these Valentine’s Day outfits are easy to put together (and all over the style-sphere for 2022!).
1. Jeans and a Nice Top
Firstly, don’t dismiss the classics, i.e. those trusty little outfits that work every time and for every type of occasion. The fail-safe option tends to be “jeans and a nice top.” It’s smart-casual, effortless to throw together and we’ve been rocking it since we were old enough to drink alcohol.
This year, opt for straight-leg jeans like these Topshop Bleach Jeans (*) and pair them with this Lorna Luxe “Let’s Call Time” Green Top (*) and flats for a more casual date (like a cinema trip).
Alternatively, elevate your look for dinner or drinks with the same top but add high-waisted faux leather leggings (*) and heels instead. Then get ready to watch your date swoon.
2. A Floaty Dress
Another classic Valentine’s Day outfit is a dress with a pretty print, fabric or detailing. Perfect for fancier venues, the midi and mini lengths are reigning supreme for Autumn/Winter 2021/22.
For instance, layer this M&S Ruched Floral Print Midi (*) with a faux leather jacket (*), Doc Marten-inspired boots and plenty of attitude to grunge up your outfit according to the latest trends.
Alternatively, swap the midi for this Jac Jossa High Neck Animal Print Mini Dress (*), knee-high boots and a faux fur coat (*) for a sassy ensemble that’s just as stylish.
3. A Jumper and Mini Skirt
It’s technically still winter until March 20th so you may want to opt for a jumper on your top half to stay snugly. We’re actually loving the high-neck jumper and micro mini skirt combo that we’re seeing all over our Instagram feeds at the moment. You know, the one that looks super cute and Clueless-esque teamed with knee-high or thigh-high boots and a teddy coat to finish. (Cue the heart-eyed emoji.)
Try this River Island Roll Neck Rib Black Jumper (*) and this Y.A.S Pink and Black Check Mini Skirt (*) to get the look (and legs that seem like they go on for days).
4. A Belted Blazer Dress
The A/W 21/22 season brought us a key piece that makes every one of us feel like a boss (even if we’re not). Step forward, the belted blazer dress.
The great thing about this beauty is that you don’t need to style it up too much for it to make a statement. In fact, all you need is some heeled boots or sandals, bold earrings and rings, and a winter coat over the top for practicality.
We’re a fan of this Missguided Lilac Belted Blazer Dress (*). That said, if you’re not into the modern working woman look, you can achieve the same effect with a belted knitted jumper dress like this In The Style Blush version (*).
5. A Bold Jumpsuit
If you’re not keen on the idea of getting your legs out (the temperatures are still chilly in the UK, after all), no big deal. Try a fun jumpsuit instead.
This ISAWITFIRST Red High Neck Jumpsuit (*) is just as playful as it is daring and will help you embrace your inner maximalist when paired with heels and hooped earrings.
On the other hand, dress down a solid staple like the ISAWITFIRST Black One Shoulder Jumpsuit (*) with chunky trainers and your trusty faux leather puffer jacket (*). This provides a cosy yet captivating outfit alternative that’s ideal for the pub or a casual dinner.
6. A Satin Midi Skirt and Laid-Back Tee
One of our favourite Valentine’s Day outfits for the last couple of years is a satin midi skirt with a simple long-sleeved tee.
If you want to champion casual cool, try a plain, comfy version like this M&S Cotton Red T-Shirt With Frill Detailing (*) with this ASOS DESIGN Hourglass Black Satin Skirt (*) and trainers.
Not into understated outfits? No worries – you could always opt for a graphic or slogan tee like this H&M Oversized Band Tee (*) and add heeled boots to channel rock chic at its finest.
7. Two-Piece Tailoring
Finally, the two-piece tailored co-ord is a contemporary take on traditional Valentine’s Day outfits that we’re absolutely obsessed with.
An oversized blazer with matching trousers, like this ASOS Design Camel Dad Suit Blazer and Relaxed Fit Trousers (*), will nod to the trend while turning heads. Likewise, a fitted check blazer with a corresponding skirt, like the Pieces Cropped Blazer and Skirt Co-Ord (*), will make your life easier if you have to go to the venue straight from the office.
Whichever option you prefer, add heeled sandals for an alluring, fashion-forward aesthetic.
Styling Up Your Valentine’s Day Outfits
The right Valentine’s Day look will boost your confidence so you can have the best time.
Just keep in mind that it’s not always about the clothes you wear. Accessories are a great way of adding little touches to your Valentine’s Day outfits to dress them up or showcase your personality.
Pick out the items that you feel the most comfortable in and help you to be your most authentic self — and you’re bound to make an impact on your date.
What do you think of these Valentine’s Day outfits? Do you know what you’re going to wear this year?
Katie Davies is the Yorkshire-based freelance writer who founded Trendy Tourist. Since 2017, she has written for over 100 companies on a range of subjects, from fashion to marketing. When she’s not producing content, you can find her shopping, exploring a new place or sitting somewhere having a cup of builder’s tea.
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