How to Wear Leggings and Look Good for Any Occasion

16th January 2019

Some pieces of clothing are raved about year after year, standing the test of time to become an essential part of every girl’s wardrobe. Leggings are the best example of this, which is probably why most of us have like a million pairs piled on our floordrobe at all times. If your love affair with leggings has just started, then welcome to the club – you’ll never want to wear anything else from now on.


Loving the style but still not sure what to wear with leggings? Sit back and relax – we’ve done all the hard work for you with this guide to wearing leggings the right way.

How to wear leggings

  • Smart casual: Pair leather-look leggings with ankle boots, a longline roll neck jumper and a button down peacoat.
  • Date night: Plain or leather leggings look great with a stylish faux fur aviator, heeled Chelsea boots and a deep burgundy lace trim cami.
  • Lazy day: Slip on with trainers, your favourite cosy hoodie, plus an oversized parka coat with a backpack and messy bun.
  • Gym: Stick with sports leggings created specifically for the gym to get the best out of them. Pair with a matching sports bra, mesh running shoes and a breathable jacket.
  • Everyday: Pair your favourite leggings with a graphic tee, a leather or bomber jacket, lace-up boots and a city bag for a casual vibe.

Tops to wear with leggings

    • Jumpers: Go for oversized fits that cover your lower half. Cable knits and roll necks are a great choice for 2019.
    • Graphic tees: Perfect for a laid-back outfit, you can wrap a hoodie around your waist if your tee comes up short.
    • Sports bras and cropped hoodies: The best choice for the gym or for a sporty look.
    • Bodysuits: A great option if you’re choosing leather-look leggings or a more structured pair, like jeggings.
    • Oversized hoodies: Chuck on some slip-on trainers for a super easy yet stylish outfit.


  • Camisoles: Again, we recommend a cami to be worn with a thick pair of leggings like faux leather and jeggings.


Outfit ideas with leggings

Now you have some ideas and the basic leggings outfits down, you can start pulling the looks together. From heading out for a run to going on a first date, you really can wear leggings just about anywhere once you know how. When in doubt, simply swap your skinnies for a pair of plain black leggings and you’ll realise just how easy it is to stay totally comfy while looking your very best.



@lydiajanetomlinson shows us how she works leather leggings


Whether you’re heading into the office or exploring a new city, you’d be surprised at how many stylish everyday looks you can create with leggings. Roll neck jumpers have been a huge craze this winter thanks to their cosy yet undeniably chic nature, which is exactly why leggings are so popular. Pairing the two together is a match made in heaven, especially when you want to chill out, while sticking to the dress code and staying firmly on-trend.


Opt for a grey, cream or beige knitted roll neck layered over a plain white button-up shirt; if you plan on removing the jumper later, roll up the sleeves of your shirt and tie your knitted jumper around your waist.


Longline or slightly oversized fits tend to be best when you’re picking tops to go with leggings for a more formal occasion. Don’t worry about looking too reserved though, some leather look leggings will edge up the outfit without straying from the dress code. Top it all off with a classy button-down coat and achieve that perfectly polished look we’re all striving towards for 2019.

Lazy Days

@alexandra.wlt proving that comfort doesn’t mean sacrificing style


Organised a coffee date but now feeling far from social? Rushing to a lecture after a big night out? It’s tempting to cancel all plans to avoid getting dressed up, but a good pair of leggings is all you need to get going. Cute outfits with leggings are easy to put together and are perfect for days you fancy being a little bit lazy.


Black leggings are a girl’s best friend – or at least, they should be. Not sure how to wear black leggings? The key is to stop overthinking it because they work with practically anything, especially when worn for a casual day.


Pair your favourite fitted leggings with a baggy longline tee in the summer but swap it for a hoodie during the colder months. The slim nature of leggings paired with a bigger top complements your legs without flashing any skin, so you’ll be looking comfy and stylish in one go.


Opt for an oversized parka to get that effortlessly stylish look down – why not steal one of your boyfriend’s coats? Pull your hair into a messy bun, grab your slip-on trainers and you’ll be rocking the leggings during those days you’d rather stay in bed.


Date Night

@taislany gives us edgy vibes in this aviator jacket


Dressing to impress should never mean feeling uncomfortable – comfort is a big part of confidence, after all. Whether you’re meeting up with a long time crush or being set up on a blind date, leggings can show off your figure while keeping you in your comfort zone. You can still wear all your best garms, but shun the jeans for sleek leggings in plain black or faux leather.


When it comes to choosing tops to wear with leggings, a burgundy lace trim cami oozes sophistication without looking too overdone. Tucking your cami into your leather leggings cinches you in at the waist, flaunting your figure to make sure their eyes stay on you. Faux fur lined aviators are a girlier version of a leather jacket, offering a soft feminine approach to the popular biker babe look.


When it comes to shoes, heeled Chelsea boots are perfect for more casual meet-ups. If you’re popping out for lunch or grabbing a few drinks down the local, go for boots and keep the jewellery low key. Finish off the look with a backpack and your hair in a ponytail.


Feeling a more formal vibe – like cocktails or a fancy dinner? No probs. Swap the boots for strappy heels, the backpack for a blingy cross body bag and up the jewellery with a statement necklace.


@rowancheshire @roberthiltonn looking super sporty and ready to workout in leggings


Leggings are thought to have been specifically made for working out in, so it’s no surprise that they’re most gym lover’s go-to choice. Even if you don’t go to the gym, you can rock sportswear wherever you go – thanks to the likes of Kim K.


Make sure you choose gym leggings that are equally as functional as they are stylish before you get to grips with your workout. Nobody wants to show off their underwear when using the squat rack, after all.


A matching sports bra keeps the sweat at bay so you can look and feel fresh for longer. If you’re planning on heading outside for your workout, a lightweight hoodie or jacket makes sure you don’t feel a chill. Choose one with breathable material so you don’t have to worry about overheating in the process.


Mesh trainers are great for running in and are a must for cardio lovers. It may be tempting to stick with black, but why not try a pop of colour with red or green trainers? Don’t forget to stock up on sports accessories too, including a reusable water bottle to keep you hydrated.



@maddie_bruce swaps trainers for ankle boots to jazz up the outfit

If you don’t have a selection of cute graphic tees and leggings, then you’re really missing out. Stylish, always on-trend and ultra comfortable, you’ll find that no other top compares when you’re figuring out what to wear with leggings.


Graphic tees come in so many different styles, you’re guaranteed to find the right style for you. Rep your fave artist with a band tee, show off your style with a logo or try a vibrant pattern if you’re feeling daring.


Lace-up ankle boots suit practically everyone and give the outfit a more polished look than if you stick with trainers. Most jackets and coats suit this style, but why not try a leather or bomber jacket? Both are super on-trend so try switching it up between the two depending on the weather.


Finish off the look with a sleek black city bag to add a touch of sophistication to an otherwise casual outfit. This will instantly upgrade the look, especially if you add your favourite scarf or sunnies to accessorise. Leggings and a tee is such a classic outfit, so the small, additional elements and accessories will really make a difference.


This outfit is so versatile, you won’t want to wear anything else. Going for a long walk with bae? Yep. Rushing to your next class? Yep. Meeting up with the girls? You get the picture.


Now you’ve got the styling down, it’s time to build your collection of go-to leggings. Remember to check out the new-in section to grab all the latest fashion trends to pair them up with.