THESE ARE THE 20 BEST SHIRT TO WEAR WITH LEGGINGS

Leggings are a comfy staple in many closets, but figuring out what tops to wear with them can sometimes be a challenge. Can you dress them up? Down? What styles flatter your figure? Fear not, fashion friends! This guide unveils the 22 best shirts to wear with leggings, giving you endless options for creating stylish outfits that suit any occasion. From casual tees to chic wrap tops, sporty hoodies to dressy blazers, we’ve got you covered. So get ready to unlock the full potential of your leggings and take your everyday style to new heights!

A STATEMENT PEPLUM TOP

A statement peplum top can add a touch of fun and flirt to your legging look. The peplum, which is a flounce or ruffle around the waist, cinches your silhouette and can help camouflage your stomach and hips. This creates a flattering hourglass figure. Look for peplum tops in bold colors, prints, or with interesting textures to make a real statement. Pair it with sleek leggings for a balanced look, and accessorize with heels or booties to elevate the outfit for a night out.

OVERSIZED SHIRT

An oversized shirt is a cool and versatile option for pairing with leggings. The loose silhouette creates a relaxed vibe, perfect for casual outings or lounging at home. To avoid looking like you’re swimming in fabric, consider how to define your waist. You can try tucking the front of the shirt partially into your leggings for a more put-together look, or tie the shirt at the waist to create a flattering cinch. Layering an oversized button-up shirt open over a tank top or bandeau adds a touch of effortless style. Play with proportions by pairing a longer oversized shirt with fitted leggings, or balance a shorter, boxier cut with high-waisted leggings.

A CREW NECK PULLOVER

The crewneck pullover is a cozy and classic choice for topping off your leggings. This style sweatshirt features a comfortable crewneck collar and goes perfectly with the casual vibe of leggings. For a laid-back look, choose a plain crewneck in your favorite color and pair it with sneakers. Elevate the outfit for cooler weather by layering a long-sleeved tee under the crewneck. For a touch of texture or preppy style, opt for a cable-knit crewneck. Crewnecks also come in a variety of thicknesses, from lightweight fleece for warmer days to sherpa-lined options for ultimate comfort in the winter.

A HOODIE

The hoodie, a champion of casual comfort, is a natural partner for leggings. Whether you’re running errands, relaxing at home, or venturing out for a casual coffee date, a hoodie offers effortless style and unmatched comfort. Choose a classic zip-up hoodie for a laid-back vibe, or a cozy pullover for ultimate snuggles. While plain hoodies are a great choice, graphic tees or fun prints can add a touch of personality. For a more put-together look, elevate your hoodie outfit with sleek leggings and statement sneakers. You can even layer a denim jacket over your hoodie for an extra layer of warmth and a touch of edgy style.

A CABLE KNIT SWEATER

A cable knit sweater adds a touch of cozy sophistication to your leggings. The textured knit creates visual interest and elevates your outfit beyond just casual wear. Cable knit sweaters come in a variety of thicknesses, making them perfect for layering on chilly days or wearing alone in cooler weather. Choose a chunky cable knit for a more dramatic look, or a finer knit for a more polished feel. Pair your cable knit sweater with leggings and booties for a fall weekend brunch, or throw it on over a fitted turtleneck and high-waisted leggings for a wintery chic look. This timeless combination is both comfortable and stylish, making it a perfect choice for the cooler months.

MONOCHROMATIC LOOK

For a sleek and sophisticated look, consider a monochromatic outfit with leggings. This means dressing head-to-toe in one color or a gradient of similar shades. Not only is it incredibly chic, but it also creates a streamlined silhouette that can be very flattering. Leverage the power of neutrals like black, grey, or beige for a timeless look, or make a bold statement with a vibrant color like emerald green or cobalt blue. Play with textures to add visual interest – pair a matte legging with a shiny satin top, or a chunky knit sweater with smooth faux leather leggings. Don’t forget accessories! A pop of color with a bag or statement earrings can elevate your monochromatic look from simple to stunning.

A TUNIC-LENGTH TOP

A tunic-length top offers a comfortable and versatile option for pairing with leggings. Unlike shorter tops, tunics provide extra coverage, making them ideal for those who want a bit more modesty or prefer to camouflage their hips and thighs. The longer length also creates a balanced silhouette that flatters many body types. Tunic tops come in a variety of styles, from flowy and drapey to structured and tailored. Choose a lightweight tunic for warmer weather or a thicker knit for cooler days. Dress your tunic up with heels and a statement necklace for a night out, or keep it casual with flats and a denim jacket for weekend errands. Tunic tops offer endless possibilities for creating comfortable and stylish looks with your leggings.

SILK BLOUSE

A silk blouse adds a touch of unexpected luxury to your leggings. The soft, lustrous fabric creates a beautiful contrast to the matte finish of leggings, instantly elevating your outfit from casual to chic. For a balanced look, pair a fitted silk blouse with flowy leggings or a relaxed-fit blouse with slimmer leggings. Play with proportions by tucking the blouse partially in for a more defined waist, or leave it loose for a more effortless vibe. Silk blouses come in a variety of styles, from classic button-downs to feminine blouses with ruffles or ties. Choose a neutral color for a timeless look, or embrace a bold print or pattern to add personality. Accessorize with delicate jewelry and statement heels to complete this dressy look, perfect for a night out or a special occasion.

A TURTLENECK CROP TOP

The turtleneck crop top is a trendy and unique option for pairing with leggings. It offers a surprising mix of cozy comfort and edgy style. The high neckline adds warmth and a touch of sophistication, while the cropped silhouette shows a hint of midriff for a contemporary vibe. This top works best with high-waisted leggings to balance proportions and create a flattering silhouette. Choose a fitted turtleneck crop top for a sleek look, or a looser knit for a more relaxed feel. Play with textures by pairing a chunky knit turtleneck crop top with smooth faux leather leggings, or a fine-gauge knit with a cotton blend legging. Accessorize with a statement necklace or bold earrings to draw the eye up, and complete the outfit with sneakers for a casual vibe or heels for a dressier touch. The turtleneck crop top with leggings is a perfect choice for the fashion-forward individual who wants to create a stylish and unexpected look.

BOMBER JACKET 

Bomber jackets and fleece leggings are a match made in comfy-cool heaven. The bomber jacket’s sporty silhouette with ribbed cuffs and hem adds a touch of structure to the cozy softness of fleece leggings. This combination is perfect for casual outings, errands, or even travel. Choose a classic bomber in olive green or black for a timeless look, or embrace a bolder shade or fun print to add personality. Play with textures by pairing a smooth satin bomber with fleece leggings, or a matte bomber with fleece that has a fuzzy, sherpa-like texture. For footwear, sneakers are a natural choice, but you can also elevate the look with booties or ankle boots. This outfit is all about effortless style and everyday comfort, making it a perfect choice for relaxed yet put-together vibes.

A COLLEGIATE CARDIGAN

Channel your inner campus cool with a collegiate cardigan paired with leggings. This classic knit sweater, often featuring letterman-style patches or embroidered details with a school’s name or mascot, adds a touch of preppy charm to your look. The structured button-up front and ribbed detailing offer a polished counterpoint to the casual comfort of leggings. Collegiate cardigans come in a variety of colors and styles, allowing you to showcase your school spirit or simply embrace the preppy aesthetic. Pair a classic navy or crimson cardigan with high-waisted leggings and loafers for a timeless look, or choose a vintage cardigan with a quirky mascot for a more playful vibe. This combination is perfect for running errands, grabbing coffee with friends, or adding a touch of school spirit to your everyday style.

DENIM JACKET

The denim jacket, a timeless staple, offers endless possibilities for styling with leggings. Its rugged charm adds a cool, casual layer to your outfit. Denim jackets come in a variety of washes, from light and distressed to dark and inky. Choose a classic trucker style for a versatile option, or explore cropped silhouettes, oversized fits, or ones with unique details like colored stitching or embroidered patches.

Denim jackets work well with all colors of leggings, so you can create a monochrome look in denim or add a pop of color with a vibrant pair of leggings. For a casual vibe, pair your denim jacket with a t-shirt and sneakers. For a more dressed-up look, try a silk blouse or a turtleneck crop top underneath. Don’t forget accessories – a statement necklace, a colorful scarf, or a chunky belt can take your denim jacket and leggings outfit from ordinary to extraordinary.

A SHORT-SLEEVED KNIT TOP

A short-sleeved knit top is a versatile and comfortable option for pairing with leggings. The knit fabric offers a step up from a basic tee  while remaining breathable, making it perfect for warmer weather or layering in cooler months.

Choose from a variety of knit types, like a chunky cable knit for texture or a fine merino wool for a more polished look.  The fitted silhouette of a short-sleeved knit top complements the sleekness of leggings, creating a balanced and flattering look. Play with proportions by pairing a cropped knit top with high-waisted leggings or a longer tunic-length knit top with fitted leggings.

This combination is perfect for casual outings, errands, or even work with a blazer or cardigan thrown over. Dress it up with heels and statement jewelry for a night out, or keep it casual with sneakers and a denim jacket for weekend fun.  The short-sleeved knit top offers endless possibilities for creating comfortable and stylish looks with your leggings.

FLANNEL SHIRT 

The flannel shirt and leggings combo is a fall fashion favorite that reigns supreme in both comfort and style. Soft, warm flannel adds a cozy touch, while its structured silhouette balances the casual vibe of leggings. This winning duo thrives on its versatility: layer a flannel shirt unbuttoned over a tee for a laid-back look, or tie the tails for a cinched waist. Colder weather? Throw on a thermal underneath for extra warmth. Flannel’s plaid patterns and colorways offer endless options. Go classic with a red and black buffalo plaid, embrace softer hues with a pastel plaid, or elevate your look with a solid-colored flannel paired with black leggings and booties. Best of all, flannel shirts are effortlessly stylish. Throw one on over your leggings and you’re ready to conquer the day, making it a perfect choice for busy schedules or weekend adventures. So, embrace the cozy vibes and fashion-forward flair – the flannel and leggings combo is your one-stop shop for fall style.

A LAYERED BUTTON-DOWN

A layered button-down shirt adds a touch of effortless polish to your leggings. This styling trick offers endless possibilities and lets you play with textures and proportions. For a classic look, try a crisp white button-down unbuttoned over a fitted tank top or graphic tee. The button-down adds structure and a touch of formality, while the inner layer keeps things casual. Feeling bolder? Experiment with color! Layer a brightly colored or patterned button-down over a neutral-colored tee. Play with length too – leave the button-down long and flowing, or knot the hem at the waist for a more defined silhouette. Don’t forget about sleeves! Roll them up for a relaxed vibe or keep them down for a more polished look. Layering a button-down with leggings is a versatile choice, perfect for casual outings, brunch with friends, or even the office with a blazer thrown overtop.

HIGH-LOW TOP

The high-low top, featuring a shorter front hem and a longer back, adds a touch of drama and asymmetry. This creates a striking contrast against the sleek, fitted silhouette of leather leggings. To achieve a balanced look that flatters your figure and elongates your legs, pair your high-low top with high-waisted leather leggings. Play with materials – choose a flowy chiffon or rayon top for a casual vibe, or elevate the outfit with a structured crepe or satin top for a dressier occasion. Keep accessories simple to avoid overwhelming the outfit, but a statement necklace or chunky earrings can add a touch of personality. This edgy combination is perfect for a night out, concert, or any event where you want to showcase your unique style. Remember, balancing proportions and choosing the right materials is key to creating a cohesive and effortlessly cool look.

A BOXY BLAZER

The boxy blazer injects a dose of modern style into your leggings look, balancing dressed-up polish with relaxed comfort. Unlike traditional blazers, this style boasts a looser silhouette with sharp lines and wider shoulders, creating a laid-back vibe that complements the casualness of leggings. To avoid a bulky look, balance is key – pair your boxy blazer with high-waisted leggings to define your waist and elongate your legs. Play with proportions! A cropped blazer looks chic with high-waisted leggings, while a longer one can balance shorter leggings. Beauty lies in its versatility: throw it on over a tank top and sneakers for brunch, or dress it up with a button-down, heels, and statement jewelry for work or a night out. Boxy blazers come in various materials and textures – a classic wool blazer offers timeless appeal, while linen or a plaid blazer adds a bolder statement. With its ability to elevate leggings and create on-trend looks, the boxy blazer is a unique and must-have wardrobe staple.

LONG SLEEVE SHIRT

The long-sleeve shirt is a legging’s ultimate chameleon, offering both comfort and a chance to play with style. It’s a workhorse for cooler weather, providing coverage and endless outfit options. Channel a classic and casual vibe with a crisp crewneck or V-neck tee, perfect for layering with cardigans or denim jackets. Want to dress it up? Elevate your leggings with a silky blouse or a button-down shirt, tucked in or left loose for a more relaxed look. Texture plays a role too – a chunky knit adds cozy vibes, while a fitted turtleneck creates a sleek silhouette. Feeling bold? Graphic tees or printed long-sleeves let your personality shine and add pops of color or pattern. No matter your style preference, a long-sleeve shirt is waiting to be the perfect match for your trusty leggings.

A LEATHER SHIRT

The smooth leather adds a touch of sophistication, its inherent coolness perfectly complementing the casual comfort of leggings. To achieve a balanced look, pair your leather shirt with simple, solid-colored leggings in black or neutral tones. This grounds the outfit and lets the leather take center stage. Fit is key – a well-fitting leather shirt elevates the entire look. Avoid anything too baggy or too tight. Choose a moto jacket with asymmetrical zips for an undeniably edgy vibe, or opt for a classic button-down for a more polished take. Keep accessories simple and avoid anything too flashy. A statement necklace or layered bracelets can add personality without overwhelming the outfit. This leather and legging combination is perfect for a night out, concert, or any occasion where you want to showcase your unique style.

A STRIPED SHIRT

A casual striped tee is your everyday hero, perfect with sneakers for errands or dressed up with flats or booties. For a polished touch, partially tuck your tee in. Feeling bold? Wider stripes add a graphic punch. Play with contrasting colors for a statement or embrace monochromatic stripes for a subtler look. When the weather cools, cozy up in a striped sweater. Chunky knits add a stylish touch, while thinner stripes evoke a nautical vibe – pair them with white leggings and boat shoes for a fresh, classic look. Remember, vertical stripes are your lengthening BFF, perfect for balancing proportions with leggings. No matter your style, there’s a striped shirt or sweater waiting to be the perfect partner for your trusty leggings.

A COLOR-BLOCKED

Unleash your inner color enthusiast with a color-blocked top and leggings. This dynamic duo injects a playful dose of color and vibrancy into your look. Color-blocking features contrasting colors in one garment, offering a unique and eye-catching way to elevate your leggings. To create a balanced look, ensure the colors complement each other. Opt for analogous colors (think neighbors on the color wheel) or a timeless combo like navy and white for a polished touch. Feeling bold? Experiment with contrasting colors to make a high-impact statement. When it comes to proportions, play with the color block placement to flatter your figure. Horizontal blocks can add width, while vertical blocks elongate your silhouette. Keep your leggings simple – solid black is a versatile choice, but you can also experiment with colored leggings that complement your top’s color palette. Let your color-blocked top be the star! Accessorize minimally with simple jewelry and a neutral tote bag to complete the look without overwhelming the outfit. This fun and fashionable combination is perfect for casual outings, brunches, or even work with a blazer for added polish. So go forth, embrace the color, and create a unique and eye-catching look with color-blocked tops and leggings.

CONCLUSION

From cozy staples to chic statement pieces, this guide has explored 22 of the best shirts to wear with leggings. Whether you’re seeking casual comfort, effortless style, or a touch of dressy polish, there’s a perfect top out there to elevate your leggings and create endless outfit possibilities. So, embrace your creativity, mix and match these tops with your favorite leggings, and discover the versatility and style potential this wardrobe combo has to offer!

HERE ARE YOUR GUIDE TO COCKTAIL CASUAL DRESS CODE

Ever received an invitation with the elusive “cocktail casual” dress code? It can be tricky to navigate, landing somewhere between dressed-up and dressed-down. But fear not! This guide will be your compass, helping you craft an outfit that’s both stylish and perfectly suited for the occasion. Get ready to explore flattering silhouettes, tasteful fabric choices, and essential tips to achieve that effortlessly chic look for your next casual cocktail event.

WHAT IS CASUAL COCKTAIL ATTIRE? 

While cocktail events typically entail a higher level of formality, casual cocktail attire strikes a balance between cocktail and business casual. Often dubbed as “Connecticut Casual,” this style aims for a relaxed yet effortlessly chic appearance with fabrics such as silk, lace, and chiffon.

Shorter hemlines, jumpsuits, and pencil skirts are acceptable options, veering away from overly casual items like jeans, sneakers, and flip flops. While a full-length dress isn’t necessary, it’s advised to avoid overly casual attire. 

Consider the time of day when selecting your outfit. Bright, vibrant colors are suitable for daytime events, while muted tones or classic black dresses are more appropriate for evening occasions.

CASUAL COCKTAIL ATTIRE FOR WOMEN

DRESSES

A dress is a fail-safe choice for a casual cocktail event. Opt for knee-length or midi dresses in rich fabrics like silk, satin, or lace. A wrap dress or a fit-and-flare silhouette is always flattering. For a more playful touch, consider a cocktail dress with a whimsical print or a flirty ruffled hem. If you prefer a bolder look, a jewel-toned dress in emerald green or sapphire blue will make a lasting impression.

JUMPSUITS

Jumpsuits are a chic and modern alternative to dresses. Look for magical one-pieces in tailored cuts or soft fabrics. Jumpsuits are a great way to bring a modern and chic look to a casual cocktail event. Look for styles that flatter your figure, whether it’s a jumpsuit tailored to hug your waistline or a wide-leg option that’s flattering and drapes beautifully. In fact, jumpsuit is an ideal choice for traveling, going to cafes or even as a choice for the question “What to wear to wear to graduation“. Let’s try it!

SKIRTS & DRESS PANTS

Skirts and dress pants offer a versatile option for creating a polished yet comfortable outfit for a casual cocktail event. When it comes to skirts, pencil skirts or midi skirts in muted tones like black, navy, or burgundy provide a sophisticated base. Pair them with statement blouses in silk or satin, or with a tucked-in camisole and a blazer for a touch of structure. Dress pants are another excellent choice, offering a polished alternative to dresses. Opt for crisp black or a jewel tone like emerald green or plum to make a statement.  For a more relaxed vibe, consider tailored trousers in lighter colors like beige or olive.  

SHOES

When it comes to footwear for a casual cocktail event, ditch the sneakers and sandals that scream casual Friday.  Elevate your look with shoes that exude elegance and comfort. Pumps and slingbacks are classic choices that never go out of style.  For a touch of modernity, consider pointed-toe flats with embellishments or a sleek kitten heel. If you prefer a bolder statement, opt for platform sandals or mules with interesting details. 

BAGS

The perfect bag for a casual cocktail event is all about striking a balance between style and functionality. Ditch the oversized totes and bulky backpacks – you’ll want something smaller and more refined that complements your outfit without weighing you down. A statement clutch is a timeless choice. Opt for a sleek envelope clutch in a metallic finish or a bold color to add a pop to your ensemble. For a touch of practicality, consider a small crossbody bag with a chain or leather strap. This allows you to keep your essentials close at hand while still maintaining a polished look.  If you need to carry a bit more, a small structured satchel bag is a great option. 

JEWELRY

Keep your jewelry finishes cohesive. If you choose silver earrings, opt for a silver necklace or bracelet to create a streamlined look.  For a touch of vintage glamour, consider wearing pearl earrings or a delicate pendant necklace. Don’t be afraid to mix metals like gold and silver for a modern touch, but keep the overall amount of jewelry minimal to avoid overwhelming your outfit. Let your statement piece shine – whether it’s a pair of oversized chandelier earrings, a bold cocktail ring with a colorful gemstone, or a layered necklace with a unique pendant, choose one focal point to add a touch of personality.

TOPS

Skip the casual tees and tank tops.  Instead, elevate your look with a silk blouse, a flowy camisole, or a knit top with interesting details like ruching or embroidery.  For a touch of texture, consider a ribbed knit top or one with delicate lace trim.  A button-down blouse in a luxurious fabric like satin or a patterned top with bold stripes or a floral print can also add a touch of sophisticated flair.

PANTS

Tailored trousers in black, navy, or a bold color like emerald green can be dressed up for a cocktail event with a statement blouse or a blazer. Avoid jeans or overly distressed pants.  For a more relaxed vibe, consider linen trousers in a light neutral tone or cropped culottes in a playful print. If you’re a fan of suiting, a well-tailored pantsuit in a rich fabric like velvet or a houndstooth pattern can be a chic and sophisticated option for a cocktail event. Remember, the fit is crucial. Opt for trousers that skim your curves without being too tight and ensure the length flatters your shoes, whether it’s full-length grazing the hem or cropped above the ankle.

CASUAL COCKTAIL ATTIRE FOR MEN

BLAZER

This is your hero piece. A well-fitting blazer, ideally single-breasted, adds instant polish. Opt for classic colors like navy, charcoal grey, or even a seasonal hue for a touch of personality. The most important jacket for you is the blazer. It should fit you well and have just one row of buttons down the front. Navy blue, charcoal gray, and black are safe choices, but you can also pick a blazer in a fun color to show off your own style.

SHIRT

A crisp white dress shirt is always a safe choice. But don’t be afraid to experiment with light blue or textured fabrics like chambray for a more relaxed feel. A white dress shirt is never a bad option. But if you want something less formal, try a light blue shirt instead. You can also pick a shirt with a bit of texture, like chambray, which feels more casual. Don’t be afraid to have some fun with your shirt choice!

PANTS

Ditch the jeans (unless the invitation explicitly allows them). Chinos in a neutral tone like beige or olive are a great option. Dress pants, corduroys, or even pleated trousers can also work, as long as they’re well-tailored and create a clean silhouette. Skip the jeans, unless the invitation says it’s okay to wear them. Instead, try chinos in a color like khaki or olive green. Dress pants, corduroys, or even pants with pleats can work too, but make sure they fit you well and don’t look baggy or sloppy.  Nice pants will make your whole outfit look put-together.

SHOES

Leave the sneakers for the gym. Elevate your look with leather dress shoes like oxfords, derbies, or loafers. Monk straps or Chelsea boots can also add a touch of modern flair. Don’t wear sneakers to a casual cocktail event!  Instead, wear nicer shoes made of leather. Oxfords, derbies, and loafers are all good choices. Monk strap shoes and Chelsea boots look modern too. Choose shoes that are clean and in good condition to complete your polished look.

FAQ

1. What kind of shoes should I wear with a cocktail casual outfit (men)? 

Leave the sneakers for the gym! Elevate your look with leather dress shoes like oxfords, derbies, or loafers. Monk straps or Chelsea boots are also modern options.

2. What kind of shirt should I wear for a cocktail casual event? 

A crisp white dress shirt is a safe bet, but light blue or textured fabrics like chambray offer a more relaxed vibe.

3. What kind of bag is best for a cocktail casual event? 

A clutch or small crossbody bag is ideal. Choose a size and style that complements your outfit without being bulky.

CONCLUSION

In conclusion, navigating cocktail casual attire can seem tricky at first. But with a few key principles in mind, you can craft an outfit that’s both stylish and perfectly suited for the occasion. Remember, the emphasis is on achieving a polished yet comfortable look. By choosing well-fitting pieces in elevated fabrics, and accessorizing with intention, you’ll be sure to leave a lasting impression. So, embrace your personal style, don’t be afraid to experiment within the guidelines, and most importantly, own your confidence – that’s the ultimate accessory for any cocktail casual event!