Are leggings the most versatile and comfortable piece of clothing ever invented? Yes! From casual days to workouts to dressed up nights, leggings basically go with everything. Plus, they hug your curves in all the right places, boosting your confidence wherever the day takes you.
In this post, we’ll share stylish ways to wear leggings, from casual daily outfits to pairing them with heels, dresses and more. Whether you’re looking for workout inspiration or new outfit ideas, we’ve got you covered and tips to help you rock your favorite leggings all day, every day.
How to wear leggings casually:
Pairing leggings with simple, comfy tops is the easiest way to wear them as casual wear. Leggings are like putting your most flattering pair of jeans on while still feeling like you’re in sweatpants!

Here are our favorite top + legging combos for an effortlessly chic daily look:
- Oversized t-shirt – A slouchy, oversized tee tucked in at the waist is classic, easy styling that instantly dresses up your leggings.
- Crew neck sweatshirt – Team leggings with a basic crewneck for the ultimate cozy-chic pairing. Extra points for wearing sneakers.
- Longline tank – A slightly elongated tank shows just a peek of skin and creates a flattering silhouette when worn with leggings. Wear with flats or heeled ankle boots.
- Graphic t-shirt – Want a trendy take on the tee + legging combo? Try a graphic tee featuring your favorite band or slogan. Roll up the sleeves for a more casual vibe.
- Chunky cardigan – Toss an oversized, chunky knit cardigan on over your leggings for a winter outfit that’s effortless yet pulled together. Pair with tall boots.
Workout outfits with leggings:
Leggings are the ultimate gym companion – comfortable, supportive and flattering. Whether you’re hitting the gym, heading to yoga or going for a run, here are our top tips to rock leggings for your workouts:

- Sports bra – A good supportive sports bra is essential when working out in leggings. Choose one that provides ample coverage and support for high impact activities.
- Jacket – On cooler days, layer a lightweight nylon or mesh jacket over your sports bra and leggings for extra warmth between sets.
- Gym Trainers – Your workout isn’t complete without the right trainers.
- Leggings with pockets – Look for leggings with hidden side or pockets to hold your small essentials.
Leggings for extra warmth under dresses and skirts
When the weather turns cooler, leggings become an essential layering piece to combat the chill. Pairing leggings with loose, flowy dresses and midi skirts is a chic, comfortable way to stay warm without compromising on style:
- Under maxi dresses – Maxi dresses are practically made to be worn with leggings! The long hemline covers your leggings completely for a pullover-and-go outfit.
- With midi skirts – Mid-length skirts hit just at the perfect point to show off your leggings without exposing too much skin. Wear tall boots and a sweater.
- Under shift dresses – Shift dresses are shapeless by design, making them an ideal top layer to wear with leggings. Try rolling up the sleeves for a more casual feel.
- Tucked into tunics – For a subtly styled layering look, tuck your favorite tunic style shirt into your leggings instead of wearing it loose, wear ankle boots.
Read our guide on top ways to style leggings for a night-out
Elevate your leggings with heels
Yes, you read that right – leggings and heels can actually be a chic and trendy pairing! High heels take your basic leggings outfit to a more dressed up, nighttime-appropriate level. Here are our favorite heels to wear with leggings:

- Ankle boots – Soft leather or suede ankle boots in block or stacked heels work effortlessly with leggings.
- Pointed toe pumps – Pointy toe heels give your leggings a dose of office glam without sacrificing comfort. Go for a midi height (2-3 inches) and walkable heel.
- Embellished sandals – If you’re feeling adventurous, leggings pair surprisingly well with sparkly or bejeweled high heeled sandals. Just keep the legging themselves simple and neutral.
- Wedge sneakers – Wedge sneakers bridge the gap between workout shoes and dress shoes, proving that leggings and heels don’t have to be uncomfortable. Faux suede finishes look especially polished.
Top off your leggings and heels combo with a blazer, kimono cardigan or longline fitted coat for an effortlessly chic evening look. Just remember to wear seamless leggings with no visible undergarment lines!
Bonus: Colour Combining Tips
Whether you go for classic black leggings or bolder hues, following a few simple rules will ensure your leggings + tops colour combinations are stylish, not strained:

• Matching is best – The easiest and most flattering combos are those that exactly match your leggings and top. Opt for monochrome outfits in the same colour family.
• Neutrals work with all – If you’re not sure what will go with your printed or coloured leggings, neutral tops in black, white or gray are always a safe choice.
• Tone on tone – Pairing leggings and tops in similar but not identical tones creates a cohesive, on-purpose effect without being matchy-matchy. Earth tones work especially well.
• Accent colours pop – Bring out the colour in your printed or solid leggings by choosing a top or jacket in one of the accent hues from the pattern. This shows you’ve put thought into your outfit.
• Avoid contrasting – While you can certainly break the rules, in general avoid pairing leggings and tops in contrasting or clashing colours that compete for attention. Opt for subtler juxtaposition instead.
With a little practice, you’ll soon develop an intuition for which colour combinations will work together. But when in doubt remember, neutral tops and tone-on-tone outfits are always your backup plan!
All in all
Wearing leggings as your go-to bottom can add comfort and style to your everyday wardrobe. Whether you pair them with causal tees and flats for running errands, layer them under dresses for a work outfit, or style them with sneakers and a jacket for a workout, leggings truly are one of the most versatile and comfortable pieces of clothing.
Our high-quality Dynamite leggings are designed to move with you through any activity, while hugging your curves and making you feel comfortable and confident.
If you don’t already own a pair of our customers’ favourite Seductress leggings, then order it right away and it’ll be delivered the very next day at your doorstep.
Thank you for reading this guide. We hope it has inspired you to take your legging fashion to the next level! Feel free to share any of your own favorite legging outfit ideas with us – we’d love to hear from you.