What makes a fall outfit truly unforgettable after 50? Is it the coat that slides so naturally over the shoulders, or a strong necklace that transforms a plain sweater in to a bold statement of fashion pride? When the leaves summer and the air goes cooler, so does our attitude towards fashion, and fall 2025 is all about honoring elegance, comfort, and individuality.
In this selection, we shall look at fall fashion women over 50 outfits that have a classic elegance style combined with modern touches. Whether you love tailored neutrals, playful color-blocking, or cozy layers with a hint of street style edge, there’s something here for every mood and moment. In this set of outfits, you can see most casual autumn style chic, and more sophisticated city style. Each outfit shows that there is no age in style there is only the personality.
Are you ready to update your wardrobe inspired with a bit of help and a lot of self assurance? It is time to move on with fall 2025 with grace, personality and of course-unapologetic style.
Timeless Monochrome with a Modern Twist
It just does not get chicer, in my opinion, than a crisp white shirt and a black ribbed sweater, and I think this outfit is very cool to wear as women over 50 fall fashion pieces. The look is polished without trying too hard—effortlessly elegant. It has a very elegant and very quiet confidence worn with classic black trousers and two tones loafers. The outstanding piece of this ensemble is the ingenious stacking and construction: it makes an impression because of the white collar and cuffs that peak out and visually lengthen the silhouette.
All the accessories here, including heart-shaped pendant, pearl choker, and a warm brown designer bag, are warm and fancy at the same time. The clean lines of the shirt go perfectly with the soft texture of the sweater, and the loafers provide support and add cuteness to the whole appearance. The entire outfit looks well-put-together, juxtaposing comfort with grace, and it is an ideal outfit to wear during transitional casual autumn days on the street when the wind gets a bit chillier.
This in fact makes me think of how I dress when I require to be planted. It’s my go-to formula: something tailored, something soft, and something with a hint of personal style like a statement necklace. According to Harper’s Bazaar, “smart layering is the most underrated element in a mature wardrobe,” and I couldn’t agree more.
The only add-on I can think of here would be a belted trench or wool cape to translate into colder weather. An outrageous red pout or a hide glove would also turn this already-sexy ensemble into a magazine-worthy one.
Minimal Elegance in Sky Blue
To milder autumn days, this linen-cotton, long striped, shirt and fitted white trouser is clean and up to date. The portion is liberal, the menu new, and the ambiance discreetly posh. It is a style that I keep revisiting when it comes to early autumn, particularly when I am keen on sporting fall fashion looks on women past 50 without ending up feeling weighed down.
The open neckline makes notice of gold layered necklace, which is delicate but has authority and strappy black sandals complete that edge just to have that cutting point. This is the area where comfort is combined with poise: a belt at the waist secures the bulk of the shirt making the outfit have a structure and, at the same time, does not allow the outfit to lose its flow.
I like how such a style looks good on most body shapes and yet it feels like a runway. It brings me to mind to street styles that I observed in Tokyo: never lazy, yet modern and free. And yes I have learned the hard way that the correct belt can totally transform the way a large open shirt can flatter the body.
Perhaps, I would also introduce a light trench and even an oversized cream knit thrown over the shoulders. In the case of a windy day, this pure finish can be finished with a fedora or a sleek leather tote to give it an urban boost.
Blue Stripes and Weekend Ease
A striped button-up and straight-leg jeans are nothing short of casual fall outfits for women over 50 fashion tip. It has weekend written all over it, yet has an added touch of luxury in the navy neck scarf and a structured black handbag. It is casual but still clean, thanks to the neat tuck and light espadrilles, and is ideal on a brunch, or running errands, or even walking on a cobbled street of the city.
There’s so much to love here in the simplicity. The jeans perfectly match those ones, not too tight at all, not too slouchy, and the espadrilles add up the softness to the entire appearance. The bag’s leather detailing is understated but strong. It also serves as a reminder that any casual look is improved with one nice touch.
This one feels like a personal uniform. I’ve recreated variations of this outfit for years. And it continues to work, since it has a timeless format: stripes, denim, comfort, and a single fashionable add-on. I guess it is my 2000s revival sans low-rise panic.
A jean jacket or a trench coat would go into this mix perfectly well. A red lip, as well as silver hoops in the ear, perhaps, in order to add some character. In fall, a camel or navy wool coat would make it a four seasonal style.
Earthy Patterns Meet Denim Charm
When it comes to a versatile midi dress layered with a jean coat, you can simply wear it during sunny days and as it gets cold, you have a chilly fall outfit. It is a combination that makes me love over 50 fashion fall outfit classy, because it is somehow natural and not artificial, but just slightly so style-conscious.
The short rolled-up sleeves, straw, woven tote, and leather sandals help make it feel down-to-earth and practical. I am the fan of the flowy dress, and it is worth wearing such a dress especially when it is combined with some structured denim jacket balancing the figure. It is not very celebratory or noisy: a great design to wear in early fall at a party or to go to a market.
This is the style I will gravitate towards when I think of fall layering. It’s approachable and flattering. And I adore the fact that it has that touch of casual sweaters even without knits due to the contrast of the texture between the dress and the jacket.
This can be further into fall with a warm scarf or a big brim felt Hunter hat which looks great on windy days. I’d also consider ankle boots as the leaves start turning golden.
Vibrant Florals in the Urban Jungle
The combination of floral prints and wide-leg cream trousers are not only a georgeous contrast, but also a speaking point to fall fashion outfits women over 40 women over 50. The bright shirt is lighthearted, which is balanced by the plain trousers and shoes made of canvas. Throw in some green crocheted tote and oversized sunglasses and you got a street wise cool-style with personality that looks amazing in any city.
The floral top adds life and cheer whereas the trousers puts it in familiarity and functionality. It includes a slight indication to the street fashions tokyo, where juxtaposition plays a major role. The accessories are surprising, but they are effective, as it makes the entire outfit look a bit more individual and tailored, instead of mannikinish.
I have realized that we tend to avoid bold prints as we age because of insecurity. However, I have tried strategic floral selection and they do enhance the life in our complexion. The style is about celebration of confidence instead of following the trends- and that is what real trends of 2025 are all about.
I would top up such an appearance with an architected jacket or a showpiece bracelet. And when you are going to dedicate the whole day to it, a wild lipstick or a scarf around the hair can be added to the playfulness.
Everyday Ease with Denim and White
It has a basic pleasure to go to the old, familiar and unrivaled classics, and few of them are as versatile as a button-down prescription button-down shirt coupled with bootcut ladies jeans. It is that sort of spur of the moment autumn street style chic that is always good in the sense that one does not feel over-dressed or under-whelming. It is casual, classic, and quietly bold and fits just enough to go do errands or meet up with a friend for coffee or simply show that you are a put together person.
I think the flared jeans are very flattering-they lengthen and balance, especially in combination with a shirt that is a just a bit longer and grazes the hips. Together with a well-organized black bag and small gold-adorned jewelry, accompanied by a pair of shoes with a pointy toe that breaks out of the hem, it is an additional polish this casual shape needed.
It is one of these outfits that makes me feel as myself, without impressing. I am reminded by the best fall fashion women over 50 outfits tips I ever got which was to simply invest in the perfect basics and allow your accessories to speak.
I might swap the heels for loafers or sneakers depending on the day’s mood, but otherwise, I wouldn’t change a thing. It’s practical, flattering, and ready for real life—exactly what fall style should be.
Statement Shoes and Effortless Neutrals
This strong and glamorous outfit matches some pure colors with adornment-catching items- evidence that fall outfits classy by women above the age of 50 do not require color just to be fascinating. The oversized beige shirt is loose, and the white trendy trousers, fitted right above the high-heeled boots, form a remarkable vertical line. The red belt and matching shoes pop out the whole and deliver the much-needed energy.
I just adore how the shape of the pants contrasts the easy slouch on top. Because of the unbalancing of proportions, this silhouette is contemporary yet wearable. The heavy black bead necklace and boxy bag add confidence and proportion–all here things are considered and add up.
This ensemble makes me think of the fact that using proportion as a play must be one of the greatest casual fall outfits woman over 50 fashion tricks. Over sized need not be ugly when you balance it out with anything that is well fitted or nipped in.
In case you are the type of person who avoids color, then this method can suit you: leave the canvas in the middle ground and allow accessories to express. I would throw in a black or camel-colored long coat or wool shawl to make this work with cooler days as well.
Tailored Layers for a Confident Transition
A vest in cream and a color like beige blazer on top of white pants makes a lady who is self-confident and sophisticated and looks perfectly natural in a cool autumn wind. Such a get-up will not say a word and at the same, time it will not have to raise its voice–it is an ideal ensemble for a gallery afternoon or those where one has to work in an office or to take a city airing in the golden light of October.
The thing I like the most here is tailoring precision with muffling effects of the color range. The combination of tailored material and the careful choice of details, a pearl necklace, a simple watch, and tortoiseshell glasses does not make it stuffy but rather remains elegant.
For me, these types of outfits straighten my positions and attitude. Clean lines and black and white tones are just something you can bet on to make your day go by with more concentration and ease. I believe that this can attest to what fashion psychologist Shakaila Forbes-Bell once wrote (in an article) that your clothes are your silent advocates.
To take it more into fall, a hint of the coat or trench of a complementary color would continue that inherent tonal effect. Throw on a bright red pout, or tender scarf, to add a touch of autumnal zest.
Sequins for Day: Why Not?
Be realistic–no one can resist a bit of bling, when it is tempered with self assurance. This style takes a casual sweater into a new level of glamour, when the sleeves are covered with sequins and this signifies the acknowledgment of street fashion, with all the elegance intact. The black-on-black color scheme, the huge sunglasses, and the red mouth scream that this is an outfit someone likes living life and dressing to the fullest.
The overall silhouette is casual because it would be impossible to create such a casual piece using textured elements such as sequins. It is paired with the wide black trousers and the minimalist gold jewelry which does not make it looking unwearable. And that woven wooden bag? A show-stealer. It disrupts formality of the look in the right measure and updates things.
The outfit is comfortable as I can wear it to a creative meeting or even a lunch in the weekend. It has something to do with taking pleasure in fashion and wearing it as an extension of yourself. After fifty, even more so, as Vogue one wrote in a preview of fall, play is the new polish.
When I would continue styling it, I would choose a vibrant bracelet or even ankle boots in some color as burgundy or forest green to slightly tip the trend toward the palette of 2025.
Soft Contrast and Understated Grace
When you get a long black skirt and a slate-gray button-down there is some kind of meditative quality to that. This ensemble can be described as relaxing flowing- it is ideal when you do not feel like flying high on airy days. It adopts the leisureliness of autumn fashion attires women above 40 past 50 where comfort and style mix with each other without any complication.
The length of the skirt adds elegance and the presence of flat black sandals and a spacious black bag translates to a balance. The dangling necklaces give a slight glint zapping the shades into pieces. The thing that attracts me is the minor harmony, it does not shout, but has the attention.
The face displays the way I tend to feel when a season is coming to an end the way I am able to say goodbye to summer, yet not yet dashing to winter gear. It’s thoughtful, composed, and effortlessly wearable. Sometimes, that’s all we need.
This could be easily made to be fall ready by adding a cropped cardigan, some wool wrap or even a leather jacket on colder days. But honestly? It’s beautiful just as it is.
Artful Layers and Jewelry That Speaks
It takes some art to wear neutrals well, and the attire illustrates it in a spectacular way. Texture and balance are added by a utility jacket in a light khaki color over a top and wide-leg trousers in white, and the statement necklace alters the whole picture dramatically. It is one of those fall fashion clothes among women of age-above-50 that is all about more than the clothes- it is and should be all about attitude.
The massive pendant style necklace and heavy gold jewelry provide multiple points of interest spread about an empty palette. The rolled up sleeves and the open neckline make the outfit appear casual at the same time authoritative. And to cap it all there are nude sandals that complete the look of a day in between with polish.
Occasionally, I do not remember how an accessory, in one sense, can transform everything. And yet this ensemble with statement pieces takes me back to remembering the fact that statement pieces are something to be treasured; to be worn with pride. I reminisce the words of Iris Apfel that include: More is more, and less is a bore.
Another fantastic combination with this would be a caramel crossbody bag or plush red lipstick to get an extra dose of color to reach the crispy autumn days.
Eyelet Elegance and Neutral Tones
The nonchalant elegance of an embroidered blouse and pleated trousers in the beige colour is unrivalled. This is how casual fall outfits for women over 50 fashion tips can be done, as textures become more important than prints. The handbag that is wicker with geometric finish provides a contrast to the softness and nipped effect of the rest of the outfit.
The fossil bone necklace is balanced here by wearer at waist level with the high-waisted trousers defining the waistline with the interesting belt. The appearance is artsy and urban thanks to chunky white sunglasses, which I have discovered in Tokyo street styles or even in a fall issue of Vogue Scandinavia.
As an example, this is the sort of outfit that I grab when I want to leave the house looking put together but hesitate to put much thought into it. It is beautiful, airy and so suitable to early fall days when the sun is still warm.
I’d add a cropped trench or thin wool wrap to this look when the breeze picks up. A heap of bangles or darker color lipstick would also be warming.
Color Blocking with Personality
Bright cardigans are my another favorite staple of transitional periods, and this sunny orange, green, and pink color composition create a retro touch to more current outfits of fall when women are still over 50. The rich colors styled over a cream blouse and mid-wash jean immediately put the wearer in a better mood without being realistic.
This playful combination of teal flats with the jewel-tone color scheme of the cardigan has created such a cute outfit, and I also adore the balancing effects of the soft blouse under the main accent outwear. It is an outstanding casual outfit to stay at home, go to market or meet friends in a coffee shop.
I also wore something like this on the first cool morning last year, and I felt happy the entire day. There’s something about bold color that energizes you from the inside out—and that’s exactly what a good casual autumn street style chic outfit should do.
This outfit is almost ideal, but I would add a tan cross body bag or even a vintage scarf to embrace the nostalgic homey mood.
Soft Power in Monochrome Neutrals
Power dressing doesn’t always mean sharp blazers. This loose-fitting cardigan with pleated taupe pants and ivory blouse tucked in gives a lesson that fashionable fall outfits by women over 50 years of age can be soft and strong at the same time. There is also a comfortable drape of the knit and added structure of the belt.
The ensemble is completed with glossy nude manicure, pearl jewelry and black pointed heels in a classy way. It is very suitable to use at meetings, at the restaurant or just when you want to be calm and relaxed but beautifully feminine.
I would never fail to suggest that everyone has one in the posh of tones-on-tones neutral outfit to construct regarding fall. It is unbelievable how numerous permutations can be done simply by playing in a single family of colors. This one feels especially elegant and modern—without shouting.
Just insert a camel wool coat and some pair of leather gloves and this becomes an all-weather outfit. Neither should you underrate the finishing effect of a dainty necklace or an airy pose.
Modern Grace Under the Autumn Sun
In case you want a romantic, yet structured and soft look, your combination of wide-leg taupe pants and a white textured blouse will be the successful solution. It has the circular crossbody bag and huge sunglasses that makes it current, urban, and wearable forever, one of those fall fashion outfits women over 40 over 50 you can come back to again and again.
The blouse’s eyelet fabric adds visual depth, while the defined waistband on the trousers ensures a clean silhouette. The sophistication of this look is provided by the neutral-on-neutral palette, which, however, does not deprive the red lip and white frames of opportunities to stand out.
I feel the most like myself in clothes such as these- those that do not demand attention, but are still eye-catching. And should you not believe in the might of beige, combine it with loud white and you walk like you should. Instant elevation.
I would include a linen blazer or a long warm sand colored coat to help extend this outfit in the season. But really, the golden sun shining at just the right spot has made this outfit look rather complete.
Refined Neutrals with a Pop of Personality
The combination of beige and white forms a calm background, but this attire does not fit the bill. A beige jacket with utilitarian features on a sharp white tee with slim leg pants is easy and unfussed. What sets this off is the daring necklace in oceanic hues- the visual spot-on that gives uniqueness in this simple, white canvas.
The gender-neutral position downplays the possible items on the probabilities-scale and turns this outfit into a highly versatile one that may be transferred into day or night with a mere interchange of shoes or lipstick. The simplicity of the top is complemented with the complimentarity of the shoes and the rolled sleeves introduce a casual touch to the overall claimed appearance.
Personally, I always knew that such statement accessories as this necklace are the key to making neutral outfits memorable. It gives the flair of street styles yet the elegance remains.
I could also include a thin wool scarf or cross body in soft olive to bring this look more into the fall and connect it with earth tones. Comfort and creativity go together- this is what fall fashion women over 50 outfits is all about.
Power in Cream and Gold
There is no doubt this elegant mix of light beige and clean white with rich gold elements can be called the true fall outfit women over 50 fashion. The high-rise blazer gives the feminine draped blouse strength and the tailored pants make the silhouette shapely. Whether it is a business suit or some other clothes, this appearance is confident like this person could be the manager in the board room and the best place to have breakfast in the city.
The layered gold necklaces, the broad gold-buckled belt and structured bag all create the layers and richness but do not overdo it. The polish and comfort are combined in this step with the gold decorated white loafers.
It is one of the outfits that I use when I need to come out in my name. It feels strong without being loud. It is classy, well-coordinated, and it reminds me that I can walk taller even with a good blowout and jewelry that sparkles.
A camel wool coat or a light trench in order to make it more suitable to colder days will be perfect. It would be augmented by a brown lip, of which the shade would be just right to complete the contrast of the seasons.
Heritage Luxe with a Twist
This cream-colored outfit is minimal but old-world sophistication comes in with this warm caramel suede jacket. It is the old fashioned equine chic but with the touch of being updated, particularly, when accompanied by the big size sunglasses and the quilted beige handbag. The bow brooch makes the accent playful and seems to be personal and classy.
It is based on a clean look that consists of a fitted tank, a wide leg trouser with a statement belt that ties the waist just enough. It’s comfortable, but styled with purpose. And that caramel leather? A total autumn essential.
I find this combination deeply inspiring. It is sort of what you would wear to the opening of a museum or a fancy lunch- classy but casual. Even the jacket deserves the spotlight in any capsule fall wardrobe by itself.
I would finish the ensemble by throwing on a leather glove or some sort of silk scarf chained into the folds of the neckline. That brooch though? Perfection.
Coastal Fall with a Blue Twist
Who says fall can’t include a splash of color? This cornflower blue button down shirt and wide beige linen trousers is very much coastal, yet solid enough to wear as autumn cools. The pearls contribute a retro softness to the get-up, and the straw tote acknowledges a touch of street casual tokyo inspiration.
The loose nature of the trouser complements with the well tucked shirt that feels well-cut and does not feel tight. It is such a combination that allows telling the world that one is spending a weekend in the country but at the same time, this is a perfect city outfit.
I just adore the way that pearls are still developing in the 2025 trends and are no longer the stuff only for the dressy events, they can polish even the most casual outfit. This combo feels both fresh and heritage-rich.
I would add some espadrilles wedges or suede loafers to make it grounded in fall. This dreamy early autumn look could be finished off by a trench flung over the shoulders.
Trench Season Done Right
The eternal fall wardrobe staple of the women over 50 is a beige trench coat, and here it is excellently combined with a cream sweater with a leaf pattern, blue denim, and cozy tan booties. The modish bag and the black sunglasses provide it some cosmopolitan touch although it remains down-to-earth.
The oversized trench in its classic and double-breasted design and neutral color goes perfectly with the texture of the knit. The jeans provides a relief amongst the creams and the beiges and gives an effect of wearable casual sweaters look.
This ensemble evokes nostalgia about the fresh air, autumn leaves, and mornings, when there is a cup of something warm in a hand. Not to mention it brings us back to the best reminder that staples when they are executed correctly will always feel fresh even when it comes to mixing and matching colors and fits.
I would consider a patterned scarf as some pop of color or burgundy lip to make the palette darker. Other than that, it is the quintessential fall look, which is consistent, comfortable, and perfectly presentable.
Jet-Set Neutrals for Cozy Sophistication
It is a combo of high-end comfort and streamlined silhouette, which is perfectly suited to a jet-set woman that has accepted fall fashion women over 50 outfits. A soft beige ribbed knit poncho layered over a crisp white collared shirt creates an effortless silhouette that’s both relaxed and elegant. The delicate quality of the knit makes it even more than casual by being deliberately chic.
What is so striking about this ensemble is that it works with high-low design sensibilities in that gold jewelry is worn layered without hesitation, pink statement sunglasses to give it a twist, and gold cross earrings that have just the right amount of a rebellious flair. It is that kind of appearance which does not seek attention but demands it always without breaking sweat.
Man, it feels empowering to make it through a commute in something that you like. I can never afford to be without a brown cashmere item such as this in my closet… you can never feel out of place even at 30,000 feet. Especially when paired with tailored leggings or soft trousers, it’s my favorite version of cozy luxury.
To make it more landing, I would just change the knit top to a smooth blazer and append ankle boots made of leather. Layers matter more than ever when you’re on the move in autumn.
Timeless in the City
Some outfits speak softly and carry great style. An overcoat in bone color of over a white tee and black equally dressed trousers will be as classic in 2025 as it will have been in 1985. It is a mix of New York street and hushed luxury which is the type of the wardrobe decision that has to say something about good taste without uttering a single word.
Every item is a keystone: the low-key crewnecked tee, the loosely-structured coat, the belted little bag, the modest black pumps. I particularly like the gray hair that is proudly and with grace carried. It adds authenticity to the entire aesthetic.
This is the one I wear when I go to business casual errands or the museums on a hopping afternoons. And in case you are surprised as to whether plain tee can be classy or not- this style shows a definite Yes.
I’d maybe tuck in a silk scarf or swap the tee for a fine-gauge sweater on windier days. However, actually, that is the epitome of fall fashion attire in women over 50; sober, casual, and carefree.
Color Blocked and Cozy
Certain days are simply needed to have a happy time in color, and this cardigan is won. The brightness of excellently used orange, pink, green, and coral in cut shapes is the center of attention here and appears to be supported by a cream top and black denim. It is happy, easy and very practical in casual autumn looks for women over 50 fashion advice.
The thing is, the way I love the most is that the colorful knit does not come up as a trendy item–it is smart one. The remaining look is neat: the blouse is loose-fitting and light at the throat, and the jeans are regular in terms of cut and wash. Simple ballet flats complete the look.
There is always the possibility to add one item which will put you in a good mood. For me, it’s always color. And when dressed with basics, even casual things like this cardigan can make you timeless.
To fancy it up, keep off the flats and replace them with heeled boots and add a neutral trench. Otherwise, just leave the color to tell–it is telling the right thing.
Minimalist Elegance in Tonal Harmony
What makes this a very beautiful look is the way the tones blend into each other. A light white blouse is touched with a flowing liberty camel cardigan that has wide ribs that slightly falls over wide beige trousers. The style is single-colored and yet never plain- every hue is a bit warmer or a bit cooler giving the impression of motion by its simplicity.
What makes it go beyond being office attire into the category of women over 50 fashion fall outfits classy is the statement necklace and the bold lipstick. Black cap toe nude heels give it a Parisian touch of sophistication. It’s an outfit that’s confident in its restraint.
I love the way the smartness is not on possessing more but to understand what is sufficient. This look is a perfect example. Once everything is just right and the color choices are made purposely, there is no reason, then, to accessorize to excess.
Wool coat: where temperature is cold, a chocolate or cream tailored coat would be perfect as a second layer.
Retro Fall with Modern Ease
The outfit has a touch of reference to old-fashioned education, as accessories are employed: an old-fashioned scarf around the neck, tortoiseshell sunglasses, a saddle bag worn in the most appropriate way. The navy trousers and the camel sweater keep it smart whilst not being too cramped and makes the look easy. This is peak casual autumn street style chic.
I love that this look doesn’t try too hard. The outfit is seasonally convenient with a fit that is comfortable whereas the fabric is always appropriate and the scarf is neither too much so it overwhelms the outfit.
It gives that vibe of 2000s revival, although done properly, structured yet soft, nostalgic and yet clean. Perfect for a work-from-café day or museum weekend.
I would change to suede loafers or a trench coat to add some more coverage, but other than that, this outfit is a thing of beauty all by itself.
Metropolitan Grace with a Dramatic Touch
A beige high-waist trouser in combination with a black overcoat and a light blouse with a wide tie-this outfit was meant to be worn when walking the city streets, but under amber leaves. It’s dramatic yet controlled, professional yet poetic. The airy blouse is complemented by a dark coat and the tie adds the missing elegance without being too pretentious.
Everything here is tailored for movement. The black ankle boots and structured tote seem practical, and the neutral colors allow you to wear this to almost any occasion: to work meetings as well as the opening of an art exhibition.
This one reminds me of traditional fall in Manhattan- cool mornings, steamy coffees and a blanket coat is always necessary. It’s timeless for a reason.
I’d only suggest adding gloves and a soft scarf if you’re braving a blustery day. Otherwise, this outfit says everything it needs to.
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