After long days spent working, running errands, and just trying to get things done, who doesn’t want to come home, kick off their shoes, and lounge in something soft and cozy?
This is where baggy outfits truly shine. Unlike restrictive skinny jeans or pencil skirts, baggy clothes allow you to relax and breathe easy.
Plus, they can be just as stylish!
By mixing, matching, and layering key baggy pieces, you can create outfits that are both laidback and luxe.
Oversized Hoodie + Leggings
Nothing says comfort quite like an oversized hoodie.
With their slouchy, relaxed fit and soft cotton fabric, hoodies are ideal for lounging and low-key days.
For a fashion-forward twist, pair an oversized hoodie with sleek leggings or skinny jeans. This creates a cool mix of proportions.
When selecting your hoodie, go for one that hits at mid-thigh or lower for true bagginess.
Neutral colors like black, gray, or white make for easy matching, while bolder shades add pop.
A hoodie with fun graphics or prints is a great way to show off personality.
For leggings, black is a classic choice that elongates legs. Or try a colored pair like burgundy, army green, or cobalt blue for extra flair.
Finish the look with casual sneakers or slide sandals.
Tip: Cuff the sleeves for a laidback vibe and to prevent hand coverage. You can also tie the hoodie at your waist or hips to define your shape while keeping the oversized top.
Oversized Hoodie: Zara Oversized Printed Hoodie, $50
Leggings: Spanx Faux Leather Leggings, $98
Sneakers: Adidas Originals Nizza Sneakers, $65
Bike Shorts + Oversized Tee
Athleisure wear doesn’t have to just be for the gym.
Take one of summer’s hottest trends, bike shorts, and pair them with a slouchy oversized tee for the ultimate sporty-chic look. Bike shorts showcase legs while remaining billowy and breezy.
For tops, boxy oversized t-shirts provide comfort and stylish volume.
When shopping for bike shorts, look for a mid-thigh length in soft, stretchy material.
Neutrals like black, gray, and navy have versatility, but colorful shorts make a cheerful statement. For the tee, opt for a loose boxy or cropped fit, sizing up at least one size.
Graphic tees with logos lend a sporty vibe. Complete the outfit with sporty sandals, chunky sneakers, or slip-on slides.
Tip: Add interest by tying your oversized tee at the waist or front, tucking in just the front portion. This defines your shape while keeping the laidback attitude.
Bike Shorts: Alo Yoga High-Waist Airlift Biker Shorts, $58
Oversized Tee: Madewell Slouchy Boxy Tee, $25
Sneakers: Nike Air Max Excee Sneakers, $85
Wide-Leg Pants + Crop Top
For a chic take on baggy outfits, pair billowy wide-leg pants with a cropped top.
This creates balance between covered and exposed.
When choosing wide-leg pants, select a high-waisted pair to create length. Solid neutrals or vibrant colors and patterns make a bold impact.
Pair them with a cropped tee, tank, or blouse cut a few inches above your waistline. Show off a sliver of skin for a flirty effect.
For shoes, strappy heels or wedges elongate your legs with the flared pants. You can also opt for simple flats or loafers to keep it casual.
Finish with dainty jewelry and a cute clutch for occasions that call for elevated comfort. This baggy outfit maintains mobility while still looking polished.
Tip: Cuff your wide-leg pants to show off a pop of ankle and your fabulous shoes. This prevents a shapeless silhouette.
Wide-Leg Pants: Reformation Ceni Pants, $128
Crop Top: Abercrombie Square Neck Crop Top, $29.99
Heels: Sam Edelman Hazel Heels, $130
Oversized Button Down + Biker Shorts
For a fashionable yet functional ensemble, pair an oversized button-down shirt with biker shorts. This combo brings together smart and sporty.
Choose a button-down in a breathable material like cotton, sizing up for a roomy, hanging fit. White makes a crisp statement, while pastels give off a pretty vibe.
Pair it with stretchy biker shorts that hit mid-thigh. Tuck just the front of the button-down in to define your waist.
Ground the floaty look with simple low-top sneakers or slip-on leather sandals.
Pull hair back in a messy bun and grab a crossbody bag for an effortlessly cool weekend look.
The oversized button-down provides coverage while the shorts show some leg for balance.
Tip: Roll up the sleeves and unbutton the top few buttons for a relaxed aesthetic. Add a baseball cap for extra sporty charm.
Oversized Button-Down: H&M Cotton Shirt, $34.99
Biker Shorts: Pocket Sport Biker Shorts, $10
Sneakers: Superga 2750 Sneakers, $65
Slouchy Joggers + Crop Top
Joggers are the epitome of loungewear comfort.
With their soft jersey fabric, elastic waistband, and tapered cuffs, they are perfect for relaxation. Take your favorite pair of slouchy joggers and pair them with a coordinating crop top.
A crop top highlights your waist while keeping the outfit chill.
Opt for joggers in a solid color like black, gray, army green, or wine red for versatility.
Pair them with a matching crop top or contrast them with a pop of bright color.
Add white sneakers to keep it casual weekend-ready. Top with an oversized flannel or denim jacket for a layered effect.
The joggers allow free movement while the crop top shows just a peek of skin.
Tip: For cooler weather, swap the crop top for an oversized hoodie or sweater. This creates an ultra-comfy ensemble perfect for running errands.
Joggers: SKIMS Cozy Knit Joggers, $88
Crop Top: Free People Dylan Crop Top, $38
Sneakers: Adidas Cloudfoam Sneakers, $65
Oversized Sweater + Bike Shorts
For laidback style, you can’t go wrong pairing an oversized sweater with bike shorts.
The slouchy knit top provides all the coziness you crave, while the shorts keep the look feeling carefree. An oversized sweater is ideal for hiding any lumps and bumps you want covered.
For extra comfort, look for soft wool or cashmere sweaters.
Neutrals work well, but fun colors like pink, yellow, or sky blue add cheer.
On bottom, black bike shorts nicely elongate legs.
You can also try biker shorts featuring pretty patterns or mesh panel details.
Finish with simple slip-on sneakers or sandals for an effortless look.
Stay hands-free by carrying your essentials in a crossbody bag. This outfit masters comfort while still looking so chic.
Tip: Add texture by braiding your hair or pinning it up in a messy updo. Layer with delicate necklaces versus bulky statement pieces.
Oversized Sweater: Free People Dreamweaver Oversized Sweater, $128
Bike Shorts: Under Armour Stealth Shorts, $50
Sandals: Teva Original Universal Sandals, $50
Boho Kaftan + Leggings
Channel free-spirited bohemian style with an oversized kaftan tunic and leggings.
Kaftans are flowy pullover tops that provide plenty of movement.
Look for kaftans in vibrant prints, embroidered designs, or breezy fabrics like chiffon.
The billowy shape hides problem areas while keeping you cool.
On bottom, pair with black or patterned leggings to complement the look. Leggings neatly tuck into boots or booties.
Finish this boho outfit with a cuff bracelet, pendant necklace, and fringed bag. Layer a denim or leather jacket on top for an edgy touch.
The kaftan offers coverage and breathability while leggings neatly define the lower half. Effortless boho begins with comfort.
Tip: Cinch your kaftan in at the waist with a belt to prevent looking overwhelmed. This defines your shape beautifully.
Kaftan: Free People Marlena Kaftan, $128
Leggings: Spanx Faux Leather Leggings, $98
Booties: Dolce Vita Bishop Booties, $152
Baggy Cargo Pants + Fitted Tank
Cargo pants equal utility and comfort.
Characterized by the roomy silhouette, thigh pockets, and drawstring waist, these tactical pants provide ease of movement. Balance the billowy shape with a fitted ribbed tank.
This elongates your form while letting the pants take center stage.
Choose cargo pants in classic colors like olive, black, tan, or gray for versatility. Pair them with a neutral or brightly hued tank.
Complete the utilitarian look with chunky boots or lug sole sneakers. Top with a jean or leather moto jacket when a light layer is needed.
The cargos allow breathability while the tank smoothly contours your shape.
Military-inspired style at its most comfortable.
Tip: Roll up the pant legs to show off a hint of ankle and your shoes. This prevents a sloppy silhouette.
Cargo Pants: Double-Knee Utility Joggers, $33.70
Ribbed Tank: SKIMS Cotton Rib Tank, $34
Combat Boots: Dr. Martens 1460 Boots, $150
Baggy Jeans + Cropped Tank
Forget stiff, restrictive denim.
Baggy jeans provide plenty of leg room while remaining undeniably cool. Opt for loose straight leg or wide leg jeans in soft denim with stretch.
A cropped tank balances out the roomy jeans while flaunting a peek of midriff.
Play with lighter and darker denim washes to switch up the look. A cropped white tank makes a crisp complement.
Finish with sporty sneakers or slide sandals for an effortless vibe. If you need more coverage, layer with an oversized button-down left open.
This outfit masters laidback style and everyday comfort.
Tip: Cuff the wide jeans once or twice to elevate the baggy look. Add a thin belt to define your shape while keeping the relaxed attitude.
Baggy Jeans: Madewell Wide-Leg Jeans, $128
Crop Tank: Rolla’s Rib Crop Tank Top, $18
Sneakers: Adidas Sleek Super Sneakers, $80
Oversized Trench Coat + Leggings/Jeans
Make any outfit instantly comfier by topping it with an oversized trench coat.
A trench smooths over problem areas while adding stylish coverage.
Opt for a trench that hits mid-thigh or lower with a relaxed, roomy fit and double breasted closure. Choose classic tan, black, or olive colors.
Layer it over leggings and boots or jeans and sneakers for a fashionable look.
The oversized coat keeps you cozy and mobile.
Cinch it at the waist with a belt or leave it open and billowing.
Complete with a crossbody bag, scarf, and sunglasses for polished flair. This timeless topper elevates any casual outfit.
Tip: Look for trench coats featuring waist tie belts or belt loops so you can define your shape. Stacked sole boots or chunky sneakers balance the oversized proportions.
Oversized Trench: Asos Oversized Double Breasted Trench Coat, $120
Leggings: Spanx Faux Patent Leather Leggings, $110
Booties: Dr Martens Jadon Boots, $180
Oversized Blazer + Palazzo Pants
Take a tailored piece like a blazer and style it with billowy palazzo pants for the ultimate in comfort and polish.
An oversized blazer provides room to move while neatly smoothing your shape. Look for soft fabrics like jersey or boucle and neutral colors like black, navy, or gray.
Make the proportions ultra-roomy by sizing up one or two sizes.
On bottom, pairing the blazer with palazzo pants creates an effortlessly chic ensemble. The wide leg pants offer breathability and flow while remaining office-friendly.
Add pretty pumps or loafers to finish. This look masters balance between professional polish and comfort. No restriction required.
Tip: Choose a blazer with a collared dress, tank, or tee underneath.
Roll up the sleeves for a relaxed vibe. Statement earrings and a pendant necklace polish the look.
Oversized Blazer: ASOS Design Oversized Blazer, $67.20
Palazzo Pants: Yoaha Linen Palazzo Pants, $36.99
Loafers: Sesto Meucci Uliana Loafers, $165
Paper Bag Shorts + Flowy Top
Paper bag shorts deliver comfort and style all at once.
The roomy silhouette features a cinched paper bag waistband that creates shape while remaining loose fitting. Pair paper bag shorts with a flowy top in a coordinating color palette.
Choose from blouses, peasant tops, tunics, or kimonos.
The billowy top and shorts combination provides breathability on warm weather days.
Ground the floaty separates with flat lace-up sandals, espadrilles, or sneakers. Hoop earrings, sunglasses, and a summery handbag polish off the look.
Paper bag shorts allow you to move freely while the flowy top flatters your shape. Breezy chic starts here.
Tip: Try paper bag shorts featuringunique details like tie-waist bands, fun prints and patterns, or statement buttons.
Layer with strappy bralettes for a flirty touch.
Paper Bag Shorts: Rekucci Paper Bag Shorts, $36.99
Blouse: Angashion Floral Print Flowy Blouse, $29.99
Sandals: Cushionaire Luna Cork Footbed Sandal, $39.99
Slouchy Overalls + Cropped Tee
For the ultimate throwback comfy look, pair oversized overalls with a cropped tee. Overalls are back in style offering a vintage workwear feel.
Look for soft denim or corduroy overalls with adjustable straps and a slouchy wide leg. Cuff them for a laidback vibe.
Pair them with a cropped tee or tank in a coordinating or contrasting color.
Finish the outfit with casual sneakers or lace-up boots. Add dainty jewelry like layered necklaces and hoop earrings for interest.
Pull hair up in a messy topknot or braid. The overalls allow ease of movement while the cropped tee shows a hint of skin. Stylish comfort made simple.
Tip: Make the outfit dressier by swapping the tee for a silky cami. Add block heel booties and a crossbody bag for date night flair.
Overalls: Free People Piper Overall, $128
Crop Top: Abercrombie Square Neck Crop Top, $29.99
Sneakers: Vans Checkerboard Slip-On Sneakers, $50
Harem Pants + Cropped Sweater
Harem pants epitomize comfort with their low crotch, loose tapered leg, and drawstring waist. Pair these billowy pants with a cropped sweater for a cozy, put-together look.
Neutral colored harem pants in black, gray, mauve, or white have versatility.
For cropped sweaters, choose soft knits cut just above your waistline. Tuck just the front of the sweater in to define your shape.
Complete the outfit with ballet flats or ankle boots.
Add a structured crossbody bag and circle scarf for ladylike flair. With their flowy fabric and forgiving silhouette, harem pants allow total ease of movement.
The cropped sweater balances the volume with a slimming effect. Maximum coziness meets casual polish.
Tip: Look for harem pants with interesting details like side pockets, contrasting ankle cuffs, or ruched hems. Fold the ankle cuffs for a neater look.
Harem Pants: YiZYiE Casual Drawstring Pants, $29.99
Crop Sweater: Halogen Crop Sweater, $59
Ballet Flats: Sam Edelman Felicia Ballet Flats, $100
Lounge Dress + Moto Jacket
For an easy one-and-done outfit, just add layers! Start with a comfy lounge dress featuring a swingy or oversized silhouette ideal for relaxing.
Neutrals like black, gray, and mauve work well.
Then layer a moto jacket on top for instant polish and edge. The jacket also adds shape to the roomy dress.
Finish with lace-up ankle booties and a circle bag or crossbody purse.
The lounge dress keeps you comfy and mobile, while the moto jacket pulls the look together.
Complete with messy topknot bun or braid, a glam outfit starts with the ease of a lounge dress.
Tip: Look for long-sleeved lounge dresses providing more coverage. Add the moto jacket for stylish warmth. Colored booties pop against neutral dresses.
Lounge Dress: Ekouaer Button Down Lounge Dress, $39.99
Moto Jacket: Angashion Faux Leather Moto Jacket, $52.99
Ankle Boots: Linea Paolo Bailey Bootie, $139
Straight Leg Jeans + Flowy Blouse
Sometimes classic combos work best.
Straight leg jeans offer a touch more room than skinnies with a relaxed, vintage feel. Pair them with a feminine flowy blouse, creating casual balance.
Light wash denim is easygoing, while darker washes dress up. Pair with silky blouses, wrap styles, peasant tops, or tunics.
Complete the outfit with wedges, loafers, or ballet flats.
Try tucking just the front of the blouse in to define your shape. Keep hair down in loose waves, adding dainty jewelry like layered necklaces.
Straight leg jeans allow comfort, while the blouse adds fluid movement and polish. This pairing brings together effortless style and simplicity.
Tip: Cuff the jeans once or twice, showing off a hint of ankle to balance the floaty blouse. A crossbody bag adds handsfree functionality.
Straight Leg Jeans: Levi’s 501 Skinny Straight Jeans, $98
Blouse: R.Vivimos Floral Print Flowy Blouse, $20.99
Loafers: Everlane Day Loafers, $165
By creatively pairing, layering, and accessorizing key baggy items like hoodies, wide leg pants, and kaftans, you can build fashionable looks with laidback allure.
So embrace the ease of going baggy, and upgrade your wardrobe with soft, breathable clothing.
Your closet and your body will thank you!
What comfy baggy outfit combination will you try next? The possibilities are endless when comfort is the main priority.
