Pinterest is full of curvy winter outfits that look incredible on screen and completely impossible to replicate in your own closet. The proportions feel off, the pieces seem hard to find, or the whole thing reads as a vibe rather than an actual outfit you could assemble on a Tuesday morning. I spent time looking at what actually works — not the fantasy editorial stuff, but the real looks that curvy women are putting together right now and wearing out into the world. These twenty outfits are the result of that search: concrete combinations with clear logic behind them, covering everything from the most casual cold-weather errands to a night out that requires an actual coat.
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In this article
- The Red Bomber and Wide Leg Black Trousers
- Tonal Brown: Camel Blouse and Plaid Trousers
- Pink Stripe Shirt Under a Denim Quilted Vest
- Cobalt Blue Cardigan and Gingham Balloon Trousers
- Black Oversized Cardigan, Leopard Wide-Leg Trousers, Statement Accessories
- Houndstooth Coat Over a White Turtleneck and Mini Skirt
- Leopard Coat, Yellow Knit, and Black Wide-Leg Trousers
- Olive Green Sweater and Leopard Print Wide-Leg Trousers
- Dark Charcoal Jacket, Chocolate Ribbed Sweater, Black Trousers
- Forest Green V-Neck Sweater, White Shirt Layer, Dark Flare Jeans
- Green Hoodie Under Black Puffer Vest, Black Leggings, UGG Boots
- Distressed Leather Bomber, Cable Knit Sweater, Cuffed Wide-Leg Jeans
- Gray Ribbed Sweater Over Pink Stripe Shirt, Black Leggings
- Camel Chunky Cardigan Over a Black Midi Dress
- Gray Cropped Cardigan, Gray T-Shirt, Charcoal Baggy Jeans
- Burgundy Oversized Jacket, Cream Sweatshirt, Black Wide-Leg Trousers
- Burgundy Sweater, Charcoal Wide-Leg Jeans, Tonal Puffer Bag
- Olive Cable Knit, Chocolate Wide-Leg Trousers, Brown Shoulder Bag
- Powder Blue Long Coat, Gray Turtleneck, Black Wide-Leg Trousers
- Brown Oversized Flare-Sleeve Sweater, Black Mini Skirt, Sheer Tights
The Red Bomber and Wide Leg Black Trousers
A bold red bomber over an all-black base is one of the easier curvy winter outfits to pull off because the logic is simple: the black does the heavy lifting structurally, and the red does all the talking. wide leg black trousers paired with a black turtleneck give you a long, clean line from neck to floor — and the bomber sits on top of that like punctuation.

The oversized black leather tote keeps the proportions grounded on the bottom half, which matters when you’re working with volume. White pointed-toe shoes at the ankle break the black column just enough to give the look a finishing edge without breaking the silhouette.
This is the outfit for when you want to look intentional without trying hard. The red bomber is the single piece doing all the personality work — everything else can be basics you already own. If you’re navigating wide leg trousers for the first time, this kind of tonal base is the easiest entry point.
Tonal Brown: Camel Blouse and Plaid Trousers
Everything in this look is brown — and that’s exactly why it works. A loose camel blouse tucked softly into wide-leg checked trousers in a deeper tobacco brown creates a tonal dressing moment that feels polished without being stiff. The pattern in the trousers keeps the eye interested without introducing any color contrast that needs managing.

Pointed mules in the same dark brown family close the loop on the palette. The chocolate leather bag carried loosely at the wrist adds texture to an otherwise matte, relaxed situation. This is the kind of outfit that looks like it was planned but feels like it just happened.
For anyone building a winter wardrobe around neutrals, chocolate and camel together are worth trying — they read warmer and more editorial than black-and-grey ever will. A brown plaid wide leg trouser is the piece to start with, since it anchors the whole palette.
Pink Stripe Shirt Under a Denim Quilted Vest
The tension here is what makes this interesting: a hot pink striped shirt is technically the loudest piece, but the denim quilted vest layered over it anchors everything back to a cooler, more casual register. The two blues — blouse stripes and vest denim — are close enough in tone to read as a coordinated outfit rather than a collision.

Wide-leg dark denim jeans carry the indigo through to the bottom half, so the whole look has a visual logic even though it’s playing with a lot of elements at once. Terracotta or coral sneakers at the foot act as the warm accent that ties the pink shirt back in without making the look feel over-matched.
A tie-front quilted denim vest is genuinely useful for winter layering because it adds warmth without bulk at the arms — which matters if you’re wearing a statement sleeve underneath. The bow-tie closures on this version add just enough of a soft, feminine detail to balance all the denim.
Cobalt Blue Cardigan and Gingham Balloon Trousers
The gingham trousers are the starting point here — big, black-and-white check in a balloon silhouette that could easily tip into costume territory. The reason it doesn’t is the cobalt blue cardigan on top: it’s a strong enough color to hold its own against the print without trying to compete with it.

Matching the cardigan color to the sneaker color is the move that makes this look feel composed rather than accidental. When two different items share a hue, the eye reads it as intentional, and the whole outfit tightens up. Pearl jewelry and a delicate necklace pull it back from streetwear toward something more considered.
This is an outfit with a clear point of view — it’s playful, it’s colorful, and it’s not trying to hide anything. If you’ve been curious about statement trousers but weren’t sure how to make them wearable, a ribbed button-up cardigan in a bold solid is one of the most reliable ways to ground a printed bottom half.
Black Oversized Cardigan, Leopard Wide-Leg Trousers, Statement Accessories
Pairing a solid black oversized cardigan with leopard wide-leg trousers sounds like a lot — until you see it and realize the black is doing exactly what it should: absorbing all the excess energy from the print and letting it read as sophisticated rather than chaotic. The cardigan buttons and pearlescent details add a quiet contrast to what is otherwise a very textural bottom half.

The real personality in this look lives in the accessories: red-framed oversized glasses, gold bangles stacked up the wrist, a pearl-and-charm necklace. These aren’t afterthoughts — they’re the entire narrative. The leopard wide leg trousers provide the base, and the jewelry tells you exactly who is wearing them.
This is the outfit that says you have a sense of humor about fashion without being ironic about it. The proportions work because the cardigan is relaxed but not shapeless — there’s enough structure to keep the silhouette clear even with so much going on at the accessory level.
Houndstooth Coat Over a White Turtleneck and Mini Skirt
A houndstooth coat worn open over a white turtleneck, black mini skirt, and dark tights is the closest thing winter has to a formula. The coat does all the pattern work; everything underneath is a clean, minimal canvas that lets it land. Black ankle boots at the bottom anchor the look without adding another visual element that needs processing.

The scale of the houndstooth matters here — an oversized check like this reads graphic and modern, which is why it works over something as simple as a turtleneck rather than needing a complicated base. A small white quilted chain bag gives the look one soft, feminine accent against all that bold monochrome.
This combination works especially well for curvy winter outfits because the long oversized houndstooth coat creates a vertical line that carries through the whole look. The tights-and-mini underneath keep the silhouette from getting lost under all that outerwear. If you’re interested in more coat styling ideas, this guide to styling statement coats has plenty of direction.
Leopard Coat, Yellow Knit, and Black Wide-Leg Trousers
The surprise in this outfit is the yellow. A full-length leopard print coat is already making a statement — and then the yellow chunky knit cardigan underneath announces itself from the collar and sleeves like it has absolutely no interest in being subtle. Against the warm brown tones of the leopard, the yellow reads less like a clash and more like an answer.

Black wide-leg trousers and black loafers ground everything below the waist, which is essential when the top half is this maximalist. The yellow socks peeking out above the loafers are the final wink — connecting back to the cardigan and proving the whole thing was thought through. Stacked gold jewelry and tortoiseshell glasses keep the accessories in the same warm register as the coat.
I’d argue this look is actually easier to replicate than it appears, because the logic is straightforward: loud coat, bold knit in one accent color pulled from the coat’s warmth, black everything below. The yellow chunky knit is the piece that makes it — and it’s also the piece that will work a dozen other ways on its own. For more on wearing this kind of color, check out our piece on butter yellow outfits.
Olive Green Sweater and Leopard Print Wide-Leg Trousers
Olive green and leopard print is a combination that shouldn’t work as well as it does. The green reads as earthy and grounding, which means it takes the leopard off its pedestal and makes the whole thing feel more like a considered palette than a print moment. A white layer peeking below the sweater adds breathing room between the two main players.

Chunky brown platform boots tie directly into the warm tan tones of the leopard, closing the color story at the foot. A brown crossbody bag completes the warm neutral chain. What’s worth noting is that the leopard here is in a wide, relaxed trouser silhouette — it has the same visual weight as a solid print would, which is why it doesn’t overwhelm.
An oversized olive knit sweater is one of those pieces that makes curvy winter outfits feel effortless because it creates a strong, clean shape on its own. Paired with a print on the bottom, it does the work of a neutral without disappearing.
Dark Charcoal Jacket, Chocolate Ribbed Sweater, Black Trousers
Three shades of dark — charcoal, chocolate, and black — layered together sounds monotone until you see the texture play: a boxy wool-blend jacket over a ribbed knit sweater over tailored black trousers. Each layer adds a different surface quality, which is what keeps the eye interested when the palette gives nothing away.

Olive suede loafers introduce the only warm note in the whole outfit, and it’s subtle enough that it reads as a detail rather than an accent color. The woven black hobo bag adds another texture layer at the hand without disturbing the otherwise quiet palette. This is the outfit I’d call genuinely sophisticated — it asks nothing of the viewer except to look closer.
A boxy cropped wool jacket is the investment piece in this kind of layered curvy winter outfit — it defines the silhouette from the shoulder and makes everything underneath look considered rather than just stacked. If you’re building toward this aesthetic, smart casual outfit ideas are worth browsing for more in this tonal direction.
Forest Green V-Neck Sweater, White Shirt Layer, Dark Flare Jeans
The layered shirt-under-sweater trick is reliable, but the proportion matters: a forest green v-neck sweater cropped just enough to let a white shirt hem show underneath creates a built-in two-piece look without needing to coordinate two separate outfits. The white breaks the green at the natural waist, which is a useful visual moment.

Dark flare jeans are genuinely one of the most flattering curvy winter outfit combinations going right now — the flare lengthens and the dark wash keeps the line clean. Tan block-heel boots visible at the hem complete the silhouette without competing with the rest of the look.
A brown crossbody bag pulls the warm boot tone up through the look and keeps it from reading as too cool-toned overall. This is the kind of outfit that photographs beautifully but is actually built from four very simple pieces — which is the whole point.
Green Hoodie Under Black Puffer Vest, Black Leggings, UGG Boots
This is the outfit for when you genuinely do not have the bandwidth to think about fashion but still want to look like a person who does. A black puffer vest over a forest green hoodie works because the vest defines the torso and the hoodie sleeves give the look shape at the arm — it reads as layered, not just bundled.

Black leggings and white-cuffed platform boots keep the bottom half simple and proportional. The beanie ties it together in the way a beanie always does: it signals that this is casual on purpose, not by default. The color pairing — forest green and black — is worth noting because it’s warmer than all-black but just as easy to put together.
A chunky puffer vest is one of the best layering pieces for curvy winter outfits because it adds warmth without restricting movement at the arms. If athleisure is a direction you lean into, our piece on athleisure outfit ideas has more combinations worth bookmarking.
Distressed Leather Bomber, Cable Knit Sweater, Cuffed Wide-Leg Jeans
The contrast between a worn, distressed leather bomber jacket and a soft ivory cable knit sweater is the entire story of this outfit — rough against cozy, worn against pristine. The cuffed wide-leg jeans in deep indigo act as the base that keeps both textures grounded.

The red accent runs through deliberately: red lettering on the sweater, a red structured tote, red pointed mules. When you repeat a color in three separate places — top, bag, shoes — it reads as intentional coordination rather than coincidence, and it elevates the whole look without adding complexity. For more on working statement footwear into your rotation, baggy jeans outfit ideas cover similar silhouettes.
The cuffed hem on the jeans is doing important work here — it shortens the leg visually and exposes the heel of the mule, which sharpens the silhouette at the foot. Wide-leg jeans with cuffs and a pointed heel are one of the cleanest combinations in curvy winter dressing right now.
Gray Ribbed Sweater Over Pink Stripe Shirt, Black Leggings
A pink striped button-down worn under a gray ribbed sweater is a layering move borrowed directly from menswear — and it works here because the shirt hem hangs several inches below the sweater, giving the look a built-in proportion trick that reads as intentional. The collar and cuffs of the pink shirt frame everything above and below the sweater.

Black leggings and white sneakers keep the bottom half clean and practical — the kind of outfit you can actually move in all day. The oversized black structured bag grounds the look and keeps it from reading as too casual. Sleek sunglasses push the whole thing into off-duty editorial territory.
This combination is one of the most wearable in the roundup for curvy women because it uses contrast at the waist strategically — the shirt breaking out below the sweater creates a natural dividing line that gives the eye a clear sense of proportion. A gray ribbed oversized sweater is the kind of piece that earns its space in a wardrobe quickly.
Camel Chunky Cardigan Over a Black Midi Dress
A camel chunky cardigan layered over a long black dress is one of those combinations that solves multiple problems at once: the cardigan adds warmth, the dress adds length, and together they create a silhouette with proportion and ease that neither piece achieves alone. The cardigan’s rust-toned buttons are small but they matter — they break the solid camel with just enough detail.

Cognac block-heel ankle boots are the right choice here because they pick up the warmth of the camel without matching it exactly — that small distinction keeps the look from feeling too coordinated. The overall palette (black, camel, cognac) is one of the most versatile combinations in winter dressing.
This outfit is particularly effective for curvy winter outfits because the long dress beneath the cardigan creates an unbroken vertical line, while the open cardigan adds width at the shoulders without disrupting that line at the hip. It’s a silhouette that works across a wide range of body shapes without requiring any adjustment.
Gray Cropped Cardigan, Gray T-Shirt, Charcoal Baggy Jeans
This is a tonal gray outfit that works because it plays with scale rather than color: a cropped cardigan over a fitted t-shirt over extremely wide, low-slung charcoal jeans. The proportions shift dramatically from fitted to voluminous as you move down the body, which creates a silhouette that’s current without being complicated.

Green sneakers are the single pop of color and the only decision that needed to be made once the base was established. An oversized quilted black bag hanging from the shoulder adds texture at the upper body and prevents the gray tones from reading as flat. This is the outfit that looks effortless because it genuinely is — all the work is done by the proportions.
If baggy jeans are part of your winter wardrobe, a cropped gray cardigan is one of the cleanest things to put on top. The crop length keeps the volume of the jeans from pulling the eye downward — it resets the proportion at the natural waist instead.
Burgundy Oversized Jacket, Cream Sweatshirt, Black Wide-Leg Trousers
A saturated burgundy collarless jacket in a slightly boxy, almost bouclé-textured fabric is the anchor piece here. It works so well as a curvy winter outfit layer because the rich color does the visual lifting while the shape — wide shoulders, cropped hem — stays clean and unfussy. The cream sweatshirt underneath adds softness without disappearing entirely.

Black wide-leg trousers with a drawstring waist are doing more than most trousers do: they look tailored from a distance but are actually as comfortable as loungewear, which is the most practical combination in cold-weather dressing. Dark burgundy furry slides at the foot pick up the jacket tone and close the color story.
A rich burgundy boxy jacket is a winter wardrobe investment because it reads as a color statement without requiring a high-maintenance outfit around it — it does the work on any simple base. The dark crossbody bag in matching deep tone keeps the accessories from distracting from the jacket’s presence.
Burgundy Sweater, Charcoal Wide-Leg Jeans, Tonal Puffer Bag
A burgundy oversized sweater tucked loosely into charcoal wide-leg jeans is one of the most wearable combinations in this entire roundup — there are maybe four decisions involved total, and none of them are hard. The deep wine tone of the sweater against the cool gray of the jeans creates a warm-cool tension that prevents the look from reading as flat or overly basic.

A matching burgundy quilted oversized bag carried at the shoulder is the one move that pushes this from simple to considered. Tonal dressing — where a bag matches a sweater — is one of those tricks that makes an outfit look more expensive and more intentional than it is. Gray suede platform loafers at the foot stay within the cool palette of the jeans.
A burgundy crewneck oversized sweater is the kind of piece that anchors a winter wardrobe because it photographs well, works across multiple pairings, and always manages to look warm without looking heavy. Round sunglasses and a gold pendant necklace keep the accessories minimal and in proportion with the relaxed vibe of the rest of the look.
Olive Cable Knit, Chocolate Wide-Leg Trousers, Brown Shoulder Bag
Olive and chocolate brown is a combination that feels genuinely fresh this season — earthy and warm in a way that reads more editorial than the standard camel-and-black pairing. An olive cable knit top tucked into high-waisted chocolate wide-leg trousers creates a tonal look with just enough contrast to keep both pieces visible.

The deep brown structured shoulder bag, worn close to the body, adds architecture to the top half of the look. The silhouette works particularly well because the high-rise trousers create a long, sweeping line from waist to floor — the kind of silhouette that photographs beautifully from behind, as this image demonstrates. Animal print heeled boots at the foot add one unexpected detail without disrupting the brown palette.
This outfit is a strong argument for building curvy winter outfits around a single warm brown family rather than defaulting to black. Everything here — the olive, the chocolate, the cognac of the bag — lives in the same warm undertone, and that internal consistency is what makes the look feel so complete. Tortoiseshell glasses stay within the palette, as does the watch.
Powder Blue Long Coat, Gray Turtleneck, Black Wide-Leg Trousers
A powder blue long wool coat worn open is the kind of piece that does the outfit for you. Underneath it: a gray mock-neck knit and black wide-leg trousers — a combination so neutral it could support almost any coat color, but the blue makes the choice feel considered rather than safe. The coat’s length creates a vertical line that carries through the full look.

Black pointed-toe heels tuck under the trouser hem and add just enough polish to push this from daytime into evening-ready territory. A small quilted chain bag — light gray, barely there — keeps the accessories in the same cool-toned palette as the coat. Large hoop earrings are the single warm note against all that cool blue and black. This is one of the more polished curvy winter outfits in this roundup — it reads as event-appropriate or work-appropriate depending on the occasion.
If you’re investing in one winter coat, a powder blue long coat in a structured fabric is a strong choice because it elevates even the most basic outfit underneath. This combination in particular is worth bookmarking for anyone who gravitates toward classic proportions but wants a color moment. For more ideas on building looks around statement outerwear, our coat styling guide covers the key principles.
Brown Oversized Flare-Sleeve Sweater, Black Mini Skirt, Sheer Tights
The sweater is the whole story here — an oversized, wide-flare-sleeve brown knit that swamps a black faux leather mini skirt below. The mini is barely visible beneath the sweater hem, which is exactly the point: the micro-length acts as a silhouette anchor rather than a feature, and the sheer tights extend the leg line without interrupting the drama at the top.

Knee-high black boots complete the leg from tights to floor, keeping the bottom half in one unbroken dark column. A small black saddle bag worn at the shoulder stays close to the body and doesn’t compete with the volume of the sweater. Oversized tortoiseshell glasses, a heart pendant necklace, and the flare sleeves themselves turn this into something with a distinct personality — cozy but very intentional.
This is the most dramatic silhouette in the roundup, and it works precisely because the contrast is committed: maximum volume on top, minimum coverage on the bottom. An oversized bell-sleeve chunky knit in a neutral like chocolate brown is the piece to find — it makes curvy winter outfits feel genuinely fashion-forward without requiring anything complicated underneath. For more ideas on mixing proportions, this look at wide-leg silhouettes explores the same logic in a different direction.
The Logic Behind Curvy Winter Outfits That Actually Work
Most of the outfits in this roundup share one principle: they use proportion deliberately rather than accidentally. The difference between a curvy winter outfit that looks polished and one that looks chaotic is usually about whether the volume is placed intentionally — wide trousers balanced by a defined upper body, an oversized coat worn over a clean base, a cropped knit sitting above a long silhouette. Once you start seeing outfits through that lens, the choices become much clearer.
Color is the second major variable. Several of these looks prove that tonal dressing — staying within one warm or cool family — is one of the fastest ways to look put-together without making a single interesting decision at the garment level. Chocolate and olive, burgundy and charcoal, camel and cream: these pairings work because the internal logic is consistent, and the eye reads that consistency as sophistication. When you do introduce a pop of color (the red bomber, the cobalt cardigan, the yellow knit), it lands harder and reads as more intentional precisely because everything else is anchored.
Layering deserves its own mention because it’s the skill that separates good winter dressing from great winter dressing. A shirt under a sweater, a knit under a vest, a turtleneck under an open coat — these aren’t just warmth solutions, they’re proportion tools. The layered shirt hem breaking below the sweater creates a waist. The knit visible at the collar of a jacket adds depth. Every layer that shows is doing compositional work, not just keeping you warm. If you’re building a more versatile wardrobe around these ideas, smart casual outfit ideas and athleisure combinations both offer useful starting points for different registers of dressing.
Shoes matter more in winter than most people account for. The foot is where a look lands — literally and visually. Pointed-toe boots extend the leg and sharpen everything above them. Platform loafers add height without the instability of a heel. Chunky boots ground a look that might otherwise feel too refined. In almost every outfit here, the shoe choice either closes the color story or adjusts the silhouette — it’s rarely decorative without also being functional.
The Takeaway on Curvy Winter Outfits
What I found looking through all of these is that the best curvy winter outfits are not about hiding anything — they’re about having a clear point of view about proportion and sticking to it. The wide-leg trousers with a red bomber. The balloon gingham with a solid cobalt. The micro-mini with a swamping bell-sleeve knit. Every combination has a reason, and once you understand the reason, you can start adapting it to what you already own rather than chasing the exact pieces in the photo. That’s the gap between Pinterest inspiration and a real wardrobe — and it’s a lot smaller than it looks. If you’re looking for more outfit ideas to round out the season, wide-leg trouser outfits and baggy jeans looks both align with the silhouettes doing the most work here. For the accessory side of things, the suede bag edit is worth a look — a good bag in a warm neutral does as much heavy lifting in winter outfits as any coat.
FAQ
What are the best trouser silhouettes for curvy winter outfits?
Wide-leg and straight-leg trousers in structured fabrics work best for curvy winter outfits because they create a clean, elongated line. High-waisted versions in particular — especially in dark neutrals like black, charcoal, or chocolate brown — are the most versatile and most flattering across different body shapes.
How do I make a bold print wearable in a curvy winter outfit?
Ground the print with a strong solid on top. The more graphic the print — leopard, houndstooth, gingham — the simpler the top needs to be. A solid colored sweater, blazer, or coat next to a statement print does all the balancing work automatically. Repeat one color from the print in a smaller accessory to make the whole thing feel intentional.
What coats work best for curvy winter outfits?
Long structured coats — especially in statement colors like powder blue or bold patterns like houndstooth — work well because they create a strong vertical line. Oversized bombers and boxy jackets work better for casual looks. The key is wearing a coat that has enough structure at the shoulder to define the upper silhouette rather than pooling around the body.
How do I layer knits without adding too much bulk?
The most effective curvy winter layering techniques keep one piece fitted while the other is relaxed. A fitted turtleneck under an open coat, or a slim t-shirt under a chunky cardigan, means the bulk is controlled and intentional. Avoid layering two oversized pieces directly on top of each other unless the overall silhouette is deliberately voluminous.
What shoes work best with wide-leg trousers in winter?
Pointed-toe heels and pointed ankle boots are the most effective because they lengthen the leg and emerge cleanly from under a wide hem. Platform loafers and chunky boots also work if you want a more casual look — the key is enough height or visual weight at the foot to balance the volume of the trouser above.
What bags work well with curvy winter outfits?
Oversized totes, large hobo bags, and slouchy leather bags all work proportionally with curvy winter looks because they match the scale of layered outfits. Small bags can work when worn close to the body — a saddle bag or chain bag worn tight at the shoulder rather than dangling adds polish without competing with a statement outfit.
How do I wear tonal color in a curvy winter outfit without looking washed out?
Tonal dressing works best when you vary texture within the same color family. Chocolate brown in a cable knit, a smooth trouser, and a leather bag reads as sophisticated because each surface catches light differently. If you find tonal looks too flat, introduce one warm metallic accessory — gold jewelry, a hardware detail on a bag — to add light without adding a competing color.
Can I wear a mini skirt in winter as a curvy woman?
Absolutely. Sheer tights paired with a mini skirt are one of the most effective curvy winter outfit combinations because the tights extend and define the leg line without interrupting the silhouette. Knee-high boots or over-the-knee boots worn over the tights complete the look and add warmth while maintaining the proportion of the short hem.
What are the best color combinations for curvy winter outfits right now?
The most effective curvy winter color combinations currently are: chocolate brown with olive green, burgundy with charcoal gray, camel with black, and all-black with one bold accent color like red or cobalt. These pairings create warm-cool or tonal contrasts that read as considered and current without requiring complex coordination.