December 30, 2025

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Fashion Fails: My Worst Purchases of 2025

Okay, friends! Today I’m bringing you a fan-favorite post—my most regrettable fashion purchases of the year. There were plenty of things I bought and returned this year, but for this list, I focused only on items I put in my closet with the intention of wearing them regularly… and then I didn’t. These were pieces I genuinely thought would earn a spot in my wardrobe, but for one reason or another, never quite worked, and ultimately got passed on.

While I flippantly label these as fashion “fails,” that’s not really the point of this post. Even good pieces don’t always work out in real life. Every item on this list taught me something—about fit, proportion, color, comfort, or how I actually get dressed day to day. Those lessons help me shop smarter going forward, which is ultimately the whole reason I share posts like this. I hope you find it helpful!

My Most Regrettable Fashion Purchases This Year

Before we get started, a quick disclaimer (because I always feel like it needs to be said): If you bought any of these pieces based on my recommendation, please don’t feel duped. These aren’t bad products. They just didn’t work for my personal style, lifestyle, or the rest of my wardrobe—but they might still be great for you. They’re all quality pieces that just weren’t quite right for me.

#1. Citizens of Humanity Palma Straight

also wearing: Bailey Stripe Grommet Sweatshirt (S) // Gola Viper (8)

These jeans were so soft and comfortable, and I really wanted to love them—but every time I wore them, I felt a little dumpy. I gave them a fair shot, including an entire weekend in Nashville, but once I saw the photos, it was clear they weren’t doing me any favors.

I passed them along early in the season to find a better home, and since then I’ve learned that wide-leg styles work much better for me when they’re more fitted through the hips and thighs. I’ve had far better luck with styles like the PAIGE Anessa (I own two different lengths) and the MOTHER Roller, which I now have in a couple of washes.

#2. EVEREVE Rowan Henley Sweatshirt

also wearing: PAIGE Anessa (29) // Birkenstock Boston Clogs (39)

This one was a more recent purchase, but I’ve already passed it on. I can’t quite put my finger on what it is I don’t like, but I think it’s the sleeves… and maybe the banded waist. There’s just a lot of volume happening here. I kept trying to make it work, but every time I put it on, it felt bulky and fussy rather than casual-chic, which is more the vibe I was going for… So into the donate bin it went.

I eventually replaced it with this green henley sweatshirt, which has cleaner lines and the raglan sleeves I love, and I’m much happier with this one.

#3. FRAME Le Mid Rise V-Neck T-Shirt in Gris Heather

I love the white version of this tee, so when the grey went on sale last winter, it felt like a no-brainer to add it to my closet. I wore it a couple of times, but for whatever reason, the grey didn’t seem to fit as well, and I eventually let it go to free up a hanger in my closet.

And while we’re on this photo… the Sanctuary Linen & Cotton Bomber Jacket was another piece that didn’t end up working out. I wore it a few times and realized I never liked how it looked in photos. I think it’s the drop shoulder—it adds bulk in an awkward way—and it’s very cropped. I’m already high-waisted, so I need a little more length in my jackets to help balance things out. Once I added the EVEREVE Camp Jacket in beige and black to my closet, I never reached for the green bomber again.

#4. Gola Viper Sneaker

These shoes continue to befuddle me. I feel like I should be reaching for them all the time—they’re the style I like and neutral colors I usually gravitate to. But for whatever reason (maybe it’s the darker sole?), I just can’t get excited about wearing them, even though I like them in theory. I’ve moved them in and out of my closet several times, and I think it may finally be time to break up for good.

#5. adidas SL 72 Sneaker

Speaking of sneakers that befuddle me… I loved these when they arrived, and I still like them when they’re not on my feet… haha! But something about them just never clicked. I think the red stripes throw me off. I always feel like I need to repeat the red somewhere in my outfit, and the bright white midsole feels a little stark against the darker tones on top.

I’ve also learned that I just don’t like how I feel in running-style sneakers with jeans, even though I often like them on other women. I really prefer lower-profile styles like the Sambas and Spezials. When I want a brown sneaker, I always go back to my Handball Spezial.

#6. EVEREVE Aiden Crop Shirt

I loved this crisp cropped button-up in theory, and I did wear it a few times—but then it just sat in my closet. I finally admitted that I was never truly comfortable in it. I think it comes down to collars. I hate them. They slide back, my hair gets caught underneath, and I feel like I’m constantly adjusting. This is exactly why you rarely see me in button-up shirts of any kind.

On top of that, the short, boxy fit wasn’t very forgiving. I wish it had an extra inch of length and a softer drape. It was a good reminder for me to focus on spring and summer tops with a bit more structure or a more fluid fabric—styles that feel easier and more natural to wear.

#7. Madewell Shopper Tote

I still love the idea of a navy suede bag, but I hardly ever carried this one. Part of it is the color, but mostly it’s the size. I just don’t gravitate toward big bags anymore—which is funny, because I used to carry them all the time. I think it’s another quiet casualty of Covid.

I’m trying to keep this in mind as I make handbag purchases moving forward. The Clare V. Moyen Messenger is about as big as I’ll go these days, and I like that it has several carrying options, unlike this shopper tote.

#8. Bobbie Utility Jacket 

also wearing: similar tank // MOTHER Hustler Roller Sneak (30) // rag & bone Audrey Belt (M) // Sam Edelman Saige Bootie (8.5) // Celine sunnies (option) // similar bag

I actually really like this jacket. I have no issues with the style, color, or fit, but I didn’t wear it much because the weather turned cold right after I bought it, and it’s fairly lightweight. Beyond that, the color—while pretty—never felt especially versatile in my closet. I could really only picture it with black or grey, and I don’t see myself reaching for it this spring either. Such a shame, because it really is cute.

#9. EVEREVE Dakota Plaid Wool Jacket

also wearing: Vince sweater (M) // MOTHER jeans (30) // Vince boots (8.5) // rag & bone belt

I think I’ll wrap up this list with one more jacket. Again, I like it, but I just don’t seem to reach for it very much. I think there’s something about the wool plaid that feels a little stuffy to me. And as much as I love an outfit-completer jacket, lately I’ve been leaning into more of a the coat is the outfit approach.

These days, I’d rather wear a cozy sweater with a great pair of jeans and a long, relaxed coat on top—one I can take off once I’m indoors. That’s the look I’m creating more often right now, rather than the jacket + top + denim formula.

I still have this jacket, and I’m planning to give it one more wear to see if I can style it in a way that feels more casual and true to my style. But I wanted to include it here because it hasn’t delivered the cost per wear I expected—and that’s a helpful reminder to shop for how I’m actually getting dressed right now.

How about you? Do you think this is just where the trends are headed—or is it simply more practical and easier? I’m not sure, but it’s definitely how I’m getting dressed lately.

I’d love to hear from you: did you have any purchases this year that didn’t quite work out the way you expected? And are there any lessons you’re taking with you into 2026?

One last note, since I’m often asked: When pieces don’t stay in my closet, I return what I can. The rest get passed along to friends or family, or are resold or donated locally. I make sure nothing goes to waste.

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84 Responses

  1. This is a really valuable post, IMO. So many influencers just recommend things willy-nilly, and I appreciate that you realize that not everything works for every body, and your descriptions help others to make better decisions.

    For me, I cannot wear the much-loved Mother jeans – in any style. I have no waist, and the stretchy fabric means that every time I move, the jeans slide down a tiny bit until I have to yank them up again. It’s not a great look. Every time you recommend a pair of Mothers, I have to talk myself out of trying them.

    For next year, I’m going to try to buy only what works for my life – not the life that I think that I might have or want to have. Sadly, this is not the first year that I’ve had this intention…we’ll see if it sticks this time.

    1. Completely agree! A valuable post indeed!
      And agree with you that not everything works for every-body. I too have to think through how a piece will work on mine… Jo-Lynne is very close to my same body type, except I have NO booty- At all! lol! Jeans are hard even though I love jeans!! 😆 Plus, since I haven’t worked this year, I really don’t need much of anything- but it’s fun to see what’s new, and how I can reuse the staples I keep in my closet in a fresh way.

      Thanks Jo-Lynne for this review!!

  2. I am so sad the EVEREVE Dakota Plaid Wool Jacket didn’t work for you. I thought it looked so sharp and sophisticated in several photos. Understandable though, that there would only be a few occasions to reach for it. I returned and passed on more items this year than ever before. Mostly because I just couldn’t make the cropped look work for me.

  3. I love jackets but for me the reality is they are never going to “be the outfit.” Once winter hits and I need a coat I stop wearing jackets. I need to slow my roll on buying them.

    I have and wear #2 and #4. I also bought the Madewell tote #7 in brown and never use it for the same reason as you.

    1. I no longer carry a bag most of the time due to back issues, but I bought the Madewell mini tote during the Nordstrom sale and use it all the time, specifically for going out to eat or to friends. I love that it sits on the floor or on a table, and I have all my “essentials” for an evening. Mine is in brown suede. I hope Madewell makes one in another color next year.

    2. I have that Madewell tote in blue, still sitting in my closet with the tags on! You’re right, it’s just too big. I keep thinking I may use it when I’m traveling but then I typically end up using something crossbody!

    3. Christine great point about the weather for transitional items! I’m in a warm climate and live in medium weight jackets (it’s rarely cold enough to need a heavy coats). But I rarely wear things like denim jackets because we go from summer to winter with only about two weeks for fall. For those in cold climates, I can see how these mid weight jackets would fall into that same transitional category!

  4. This is a great post! We may have similar body types. Each item you featured would not work for me either. I have similar sneaks issues! Great reminder that everyone should pay attention to their own nobody type!

  5. Great article. Thank you for being so honest about what did not work out and why. My regrets are Spanx matching pants and top for travel. The pants are just too soft/pajama feeling for me to wear outside the house, and the long flowy legs, too something. I will keep the1/4 zip tops to wear with jeans or black joggers, but the bottoms are going into the donate sack. Have a blessed week!

    1. You can’t just keep them to wear around the house? I honestly live in clothes like that when I’m at home. I *never wear jeans at home unless I have company or am getting ready to go somewhere (and I love jeans). Just wondering.

  6. I ordered the brown/red adidas and loved them conceptually but knew I wouldn’t wear (not sure why) and have never regretted returning.

    I have and love the plaid Evereve jacket. I wear it a reasonable amount considering how many jackets I have overall. Funny because I consider it extremely casual 🤣🤷🏻‍♀️ I actually passed on wearing it yesterday because it felt too casual for the rest of my outfit which was just trousers and a sweater.

    1. Oh! And I don’t understand the “coat as an outfit” trend. I mean, I *always* want my coat to look fabulous and carry the outfit when I’m wearing one. But if the coat is the outfit, then you have no outfit when you walk inside and take it off. Maybe I’m missing something? 🤷🏻‍♀️

      1. I think it’s far more common for women to own one or two coats and wear them over all of their outfits, so “the coat as the outfit” term is meant to reverse that way of thinking. Of course, we want the outfit underneath to look complete—I think most women think about that first, and add the coat as an afterthought. But depending on where we’re going, we may not even remove our coat, or we see more people when we are wearing it than than when it is off. So, it flips the strategy, and makes the coat the focal point. And it can also change how we shop. Rather than having 20 sweaters and 2 coats, it might make more sense to have 5 or 6 coats and 8 or 10 tops. Sounds like this may be a good topic for a post! 🙂

        1. Interesting take on winter coats! I agree with Jessica that 95% of the time the winter coat goes off and people only see your outfit! Except when we go to an outdoor garden for 5 hours or granddaughter’s soccer game when I wear a sporty puffer just to keep warm! I am lucky that I have an early January birthday so for many years I have purchased high-end and stunning winter coats (at stunningly discounted prices!) and they have all held up well over many years! I have three long wool topper coats that are over 10 years old that are especially trending this season and I have worn a lot this winter! The coat that really caught my eye was that herringbone long coat from Abercrombie (I think) that Jo-Lynne modeled. That was so different than anything I already have. ummmmmmm!!!!!

          1. Interesting conversation! (Jolynne this definitely should get its own post!) I always assumed the “coat is the outfit” philosophy was for either outdoor events or jackets you’d wear inside too (like blazers). I hadn’t thought about it, but I do see Jessica’s point. I guess it depends on whether you’re planning to take the coat off once inside? Although I’m not sure why you’d ever keep a heavy coat on inside, assuming the building has heat? But maybe I’m missing something here (I’m a southern girl that only gets to wear big coats about once every couple years!). Either way, I fully agree it should be nice and match the outfit – no puffers over dresses!

        2. This is such an interesting topic. I personally would rather have 20 sweaters and 2 coats – which describes my winter wardrobe pretty accurately lol. And I’m happy with that.

          1. It is definitely a matter of personal preference. I tend to gravitate to the same few sweaters and the rest just sit. But I have been enjoying more variety in coats lately. Of course this is all subject to change without notice, ha, ha!

        3. While we don’t have real winter here (Bay Area), I have a lot of coats 🤣 But I’m really never outside for any length of time, and it’s pretty unusual that my coat doesn’t come off when I get where I’m going.

          Would be a fun post on its own!

          1. Ah yes, that makes sense! Because here it is so cold, I often go places and don’t even take off my coat. Even in church, I wear it in, sit down, take it off for most of the service (unless it is chilly, sometimes I wear it!) and then as soon as I stand up, I put it back on, and chat with people while I’m wearing it, and leave. And if we go out to eat, sure I take it off at the table, but I wear it going in and out. At the mall, I wear it. At the grocery store, I wear it… I often feel like more people see me with a coat than without.

  7. These are among my favorite posts because they remind me why I’ve cultivated fashion”rules” for myself. Among other things, I no longer order anything with drop shoulders, anything collared unless it’s the perfect length and knit, and no pants that are wide at the thighs. (That said, I still have a very few pieces that are exceptions, like my cropped, long-sleeve linen oxford shirts that look great on me and are my go-to in very hot weather. I wore them non-stop on trips to Italy, Greece and Egypt.) I’m learning to trust my first reaction. If I try something on and don’t immediately love it, or try to figure out how to “make it work” because I love the idea of it, I return it. I have really struggled with lengths for the last year or two, both in pants and tops, because of my post-menopausal body changes and the crazy/exciting changes we’ve seen in fashion, but I’m learning. Thank you for this post, Jo-Lynne!

    1. Love your idea of a personal “do not buy” list! I know what works for me and what doesn’t, but I think phrasing it that way would keep me from trying to give it another try!

  8. You’ll love your two book choices. I’ve recommend Theo many times! Reading the correspondent now and it is lovely.

    Your Christmas playlist was great too!!!

  9. I am such an overthinker when it comes to buying clothes and almost always immediately return things that don’t seem quite right. That said, I also have the Citizens Palma jeans and don’t love them. They were an attempt to find a straight wide-leg style but missed the mark. I have a different sweatshirt from Evereve with a banded hem. It always felt off and I finally realized I prefer a straighter hem. I also bought some shorter, boxy t-shirts from different brands. I look shapeless in them, so when I see one that looks cute on the model, I have to remind myself to pass! Tips I’ve learned from you are to consider your lifestyle and comfort factors when shopping for clothes. As much as I love the look of the oversized long wool coats and think they would fit in well with my wardrobe, I know I would get annoyed with all of the fabric brushing up against the car and around my legs while sitting. Lol. Thank you for all you do and Happy New Year!

    1. Funny about the coats. You would think that would bug me because I hate anything that feels fussy, but for some reason, they don’t. I also am cold natured so I like to have the extra length to bundle up in.

  10. Very helpful post. I like that you explain why each piece did not work for you. It’s interesting that you noticed it after viewing your photos. It’s funny how we can think something looks good until we see it in a photo. Also, thank you for sharing the books you are reading and for the book lists. You are going to love The Book of Lost Names. It’s hard to put down once you get going, and it sticks with you long after you finish reading. Thanks for all you do and share. I look forward to your posts each day.

  11. Barrel jeans. I like them, and I don’t think they look bad on me per se, but my 25 year old daughter made me self-conscious about them. I think she considers them not flattering generally, and maybe a bit too trendy for me at my age. Fortunately, I didn’t spend very much on them! I chuckle when you mention not liking collared shirts because I always feel good in them and wish I had more. 😂

      1. Same about the collared, button down shirts!!! I want to love them on myself because I love the look when others wear them- but I cannot make them work!! They are so fussy, and the collars bug me too! I’m always slightly envious when I see a lady wearing one and it’s tucked in and she looks amazing! I’ve tried. It’s not for me. 😆

    1. Totally agree with your daughter, I’ve never quite understood why anybody liked that trend. Why would anyone want to look bow-legged??? To each their own I guess!

  12. I appreciate your insight on what just doesn’t seem to work for you and why. It helps me think through my own wardrobe

    Would you be able to link the blog or email “Walkabout” from your friend? It sounds like it might be a fun one to follow.

  13. I always find these interesting. I bought and returned the COH jeans, and the Madewell tote. Another couple of items I liked, like the button down, but knew I would never wear it. I pretty much stay away from button ups or downs. I always feel dumpy or uncomfortable. These blogs help me see that even you make mistakes in your purchases sometimes, and I think it makes me feel better to see that.

  14. Thank you for your honesty with this post. We all make mistakes and it’s nice to know even those with tons of experience can make them. Ok, you’re probably going to think I’m hounding you, because I’ve mentioned this before, but I feel a color and style analysis would take you to another level. I did it with House of Colour (they only do in-person) 3 years ago now and it has changed my life. Almost no fails for me since then. I do not work for them and I don’t personally know anyone who does, other than my stylist here in California. I’m just a convert!

  15. I so want to wear adidas and gola shoes but my foot is a 9 and I feel horribly self conscious of how huge these shoes look in my size on a 5’4 frame

    1. I’m 5’3” and wear size 8.5 and don’t feel like my feet look big. I wore them when picking up my son from college and they were very comfortable to walk in.

  16. Thanks for your honesty here! I laughed because I had some “similar fails” this year. When will I learn boxy cropped doesn’t work for me. Looking at pictures of yourself really does help and I think we should all do it. It is helping me learn so much about what and why I like or dislike something on my body. Thank you for that idea. Happy new year!

  17. I always like this type of post. I returned most of the pieces I didn’t like. The only regret is one pant that are now too big for me. (I lost 5 pounds by just cutting back on sugar.) I regret cheap Tshirts but not a total waste since I wear them as pj’s tops. I like your wool plaid jacket. In Texas short wool jackets work for me since our winters are mild. I have only 2 nice wool longer coats and a shorter wool coat. The rest are casual jackets. It wouldn’t make sense for me to have a wardrobe of long coats. That depends on where you live. I’m trying to buy things to fit my lifestyle. I’ve done better this year.

  18. I always look forward to this post mainly because I learn more about having the proper fit for my size & lifestyle. As a petite lady I struggle with fit, style & proportions. For example I agree with you about the fit of wide leg jeans. I find the wide leg jeans that fit snug around the hips & thighs are the most flattering. It’s particularly difficult to find such a fit for petites! I found the J Crew Charley Kick Out Crops fit perfectly for me. I hope that this might help other petite ladies. I enjoy your daily posts-please keep doing this!

    1. Have you tried Wit & Wisdom jeans? They come in petite and I find them very comfortable and flattering. So glad I discovered this brand!

  19. I thought I was the only one who hates collars! Either button-downs or polo collared tops/sweaters…no thanks. The collars bug me, and collared sweaters look frumpy to me.

  20. Thanks for sharing this and for providing such a helpful analysis of the reasons you decided to pull those items from your wardrobe. I decluttered my closet yesterday and took a pile of my regrets to a donation center near my house. The Bobbie Utility Jacket was in that pile. Like you, I couldn’t find any fault with the jacket, but I knew I had worn it one time only and never reached for it again, so I decided to pass it on. I was struggling to try to figure out why I hadn’t worn it because it’s important to me to avoid making the same types of mistakes in the future. After I read what you wrote, I realized my reasons were the same. Where I live, the autumns are remaining very warm, and even hot very late into the season, and then the weather seems to turn brutally cold within no time, so I lacked the weather’s cooperation. And like you, I also had difficulty coming up with ideas on how to style the jacket.

    I’ve also become an adoptee of the two-piece outfit: jeans and a sweater or sweatshirt for cold weather and jeans or shorts and a tee for warm weather. Over time, I’ve also found myself learning more and more toward cute sneakers and away from dressier shoes. I did pay more attention to getting some really great coats this year. I used to think that no matter how casual things became overall, I was going to keep dressing up anyway, but then I realized that casual clothes work much better for me in my day-to-day life. And the older I get, the more important ease and comfort become.

  21. This post is a great reminder to focus on what works for my own body type & lifestyle. I do like to keep up with trends, but only when I know I’ll feel comfortable & confident wearing it. I’ve learned from your past advice that a dropped shoulder doesn’t work well for me, & like you, I avoid collared button up/down shirts—I have broad shoulders & a larger bust, so they’re not comfortable or flattering on me! The one surprise this year was a pair of barrel jeans—it’s the first time in ages my husband commented & said he loved my new jeans! I’m petite & somehow they work—they’re a bit cropped & not too baggy, fun for warmer weather with flats. Otherwise, like you, I try to find jeans that are more fitted at the top.
    Thanks for this overview—so helpful!

  22. I always love this post Jolynne! I’m glad I’m not the only one who tries to pinpoint why I don’t like a particular piece! I used to feel silly doing so, but these posts have made me realize it’s actually helpful as it keeps me from making the same mistake again!

    As to the plaid jacket, do you think you could wear it with brown? I know it’s listed as black and camel on the Evereve site, but every time you feature it I think it’s brown. If so, it’d be a great outfit starter for a brown monochrome outfit.

    1. It has a black faux leather collar… but that doesn’t mean I couldn’t wear it with brown. I guess I should’ve listed those brown and black Paige Anessa jeans from the Nordstrom sale on this post. I decided I preferred full length styles for the fall and winter, so I passed them on, but now I kind of wish that I had kept the brown. I was gonna try that jacket with blue jeans to dress it down a little.

      1. I’m looking at it now and it is definitely black but I think what you see is the camel color. It’s pretty much just black and camel, and it’s really warm shade of camel, which is why you see brown. I’m wondering if it’s that warm undertone that also causes me not to reach for it so much.

        1. Makes sense! I agree, I avoid warmer tans, especially by my face. I always worry they’ll give me a yellowish complexion.

  23. I always learn from your What Didn’t Work posts. This fall I bought my first pair of wide leg jeans. I’ve worn them a lot and I like them – but I can see (in the mirror) they aren’t the most flattering shape for me. They’re wide all the way down; if they were fitted in the hips and thighs, they’d look better on me.
    It seems every year I buy at least one collared, button-up shirt and then don’t wear it. I just don’t like them. You’d think I’d have caught on by now.
    I do love my Rowan sweatshirt. I like dropped shoulders, and I love the color. Personal preference does play a big role in all of this.

  24. Great post, I love your explanation of why each piece didn’t work for you. Thankfully I can say this year I only had one regret purchase, black patent Mary janes, I should have given that purchase more thought. I had decided at the end of 2024 to start shopping with intention, only buying what I truly love, that fits the life I live now and to be true to my style – to many times in the past I’ve bought something bc it looked good on someone else or it was trending, so now I wait at least a week or two, sometimes longer and if I’m still thinking about it, I’ll order it, and tbh I’ve never missed out on something because I waited and honestly if it’s not on sale any more, if I truly love it, I have no problem paying full price, that’s not to say I won’t ever have purchases items that don’t work but I’m sticking with my method because for now it’s working.

    1. I’m with you on buying with intention. And like you said, “buying what fits the life i live now and to be true to my style!” I think that is where i have gone wrong in the past and this year i had to repurchase and/or reevaluate my entire wardrobe due to weight loss. I have liked some of the trends on others (like Mary Janes) but knew i would never wear them as they are not my style. Staying true to my style helps me avoid bad purchases (at least in theory!).

  25. Thanks- I always enjoy this post and this year I tried to guess along the way which pieces you might regret in the end. I had a feeling you’d regret the Aiden crop button down shirt…it didn’t seem like you.
    I remember trying it on in the store and didn’t like it on me. I wear button-down shirts all the time and love them, but this one was just off – length was too short, the fabric quality was sketchy, the collar was too short.
    I do like the Evereve plaid jacket on you though. Kinda surprised that made your list!
    ***btw, I never figured out the Substack problem. You show in my list of subscriptions but I have to search for it, you don’t show up in my daily feed. Weird!

  26. I always want to buy the short little jackets but then it just gets too cold here in the NW. I’ve decided to invest in better winter coats. I have jeans that make me feel dumpy too and I should just donate them. Such a helpful post!

  27. I also parted with my gola viper – something about the fit and the shoe felt off to me and i didn’t reach for them like I could have. I had a different color of those red adidas; the way the shoe looked didn’t work for me. my adidas spezial – loved them but there was not enough arch support so my left arch would be sore after a few hours. I ended up with the leather white adidas with gold stripes and really like those a lot. Thanks for sharing about these.

  28. This is always my favorite post of yours. The plaid wool jacket looks beautiful on you. It does give me that Emily Gilmore vibe though.

  29. I like this post! It’s interesting in itself and also gives me clues as to why certain items do and don’t work for me. I was never a sneakers-as-fashion girl in any way, so it surprised me to find myself drawn to the sleeker retro styles this year. I like my chocolate suede Adidas with jeans precisely because they don’t have that chunky running-shoe look.

  30. When you get a chance, can you share the link for signing up for your Substack email posts? After doing some digging, it looks like since your Substack subscribers were added from a previous email list that I was on because I subscribed to your “JLS blog” before you switched over to Substack, so when I unsubscribed from your daily inbox emails it changed how I see you on Substack. It looks like I need to resubmit thru your Substack blog link. Not sure why it’s so complicated! Sorry to bug you!

      1. Thanks! I resubscribed yet again. 🤪(Should’ve just left things as is but I’m thinking of switching email carriers and so I started doing a deep dive email purge last week while sick in bed with the flu and the 1,000 emails in my inbox were overwhelming me!)
        ***One last thought/ book recommendation: I recently read “The Lion Women of Tehran” and absolutely loved it! Highly recommend especially since you enjoy historical fiction. It follows two women from childhood into adulthood in Iran from the 1950s to present day amidst all the political and cultural changes there. A page turner and a powerfully emotional story that makes you think.

  31. The two items I almost bought and then kicked myself I didn’t while on sale are the suede navy tote and the egg plant color Evereve jacket but I’m like you I don’t carry bigger handbags these days and about the time the jacket went on sale I thought it would be getting to come to wear it. So maybe I’m glad I didn’t get. But I do love navy suede. I think you should hold onto the Evereve jacket. I went to the link and I line it topped over the white tee and shorts. You may too. I tend to agree with you on the other things. A couple I even thought you may not keep or wear that much. Haven’t even had a chance to check out my closet to see mistake purchases. When I added things this season I tried to stay true to my style and lifestyle as I wear jeans and sweaters most days and coat on top. I do need more variety in my coats. Oh I bought tan suede boots and wore them once before rain came and I just don’t grab them. I should have bought them earlier Fall when it was dry. Suede boots don’t work so well with my climate plus dark denim stains them. I love the style and hope to wear them more early next Fall or dry days now. I think they were ones you recommended or in a widget of yours. Forget the name of them. Loved this post.

  32. ok–ummm-can you please explain to my husband the “the coat as the outfit” concept? LOL–I have lots of coats and jackets–its my sore spot. But…I do live in the midwest and one coat does not suffice for all the weather patterns and fashion looks. Here–the coat is usually the outfit! He always asks me if I have the right coat on for the temp we have–says I have one for every degree–LOL! But I do tend to hang on to my coats and they rarely get donated. With all that said–I, also, have made errors in purchases as your topic here covers. So….this leads to me a question on the button up 90s style black leather jacket you purchased–I do not have a black leather jacket and yet certain outfits and events call for one. Is yours super boxy? Are the arms tight? Do you honest feel its a good purchase and will you keep and wear alot? I have an Olivia Newton John tribute concert (I saw her at real concert years ago and people kept saying I look like her) coming up and have my eye on that jacket but I’m afraid of spending that much if its not a keeper.

    1. Ha, husbands generally don’t like me. 😅 As for the leather jacket in question, I love it. It is very good quality, not super boxy, and not tight in the arms at all. I don’t feel like I wear leather jackets as much as I used to, and I’m not sure why, but I do really love it. That said, it’s not as classic as, say, a bomber style, or a moto jacket. It has a 90s vibe that may feel tired in a few years… but it’s hard to say. I wish I had a looking glass and could tell what will feel dated and when!

  33. Thanks so much for this transparent post. i know I need to do another closet detox 🤪Many of your items that didn’t work for you were from Evereve,hmmmm. I like that store but really have to see their items in person. Many times I pass after going in the store, but I get inspired with their marketing. I just finished reading The Correspondent and loved it!!! HAPPY NEW YEAR, and with GREAT appreciation and gratitude for you and how you enrich my life.

    1. Yeah, I love Evereve, but I tend to buy a lot of tops and jackets there, and more trend-driven things that don’t always last season to season. I keep a lot of what I buy there too, but I buy so much there, inevitably some things don’t make it.

  34. I look forward to this post all year! And, actually, I have been known to see something in a post and wonder if it will end up making the list of “fails.” When I see you try a button-up shirt, for example, I think to myself, “here we go again!” I’m completely the same way–in theory they look so nice but boy it’s an uncomfortable look! It feel so fussy and restricting! Anyway, this post is always fun. My other favorite posts are what you’ve worn in real life.

    I’ve learned many things from you and feel like I am way better at dressing myself! I recently learned that, I too, can’t do dropped shoulders. For me, it’s not because of broad shoulders, it’s because I have bigger upper arms and the seam right across the widest part of my arm draws attention and makes my arms look even rounder.

    I’m also way better at dressing for my real, current life. Thanks for preaching that!

  35. Have you ever noticed that in all capsule wardrobes, they recommend that you have a white button down shirt? I don’t own one, and now I know why. I think button down shirts are uncomfortable and not so flattering on me. Glad I’m not the only one. I love the plaid jacket on you. maybe you should give it another chance?

    1. Yes, and it drives me nuts. They look amazing on some women, but have never been something I feel I need to have in my closet. I do have an oversized linen one that I keep because every once in a great while, I think it is fun to throw on with jeans and sandals in the summer. But it is by no means a wardrobe staple for me. Capsule wardrobes need to be tailored to each individual because every piece counts and has to be something you will enjoy wearing multiple ways.

  36. I love when you do these round ups. I think that’s because it helps me not feel so guilty for buying things and then not liking them.
    I too have bought way too many jackets lately so that’s a new rule for myself: no more!
    Completely agree about seeing ourselves in pictures to see if we truly like the fit of something.

  37. Seems like I’m the only one who loves the navy Madewell tote! I didn’t start using it til the fall, but I’ve been drawn to dark rich colors this season, especially navy and burgundy in particular, that it works more often than not. The size is likewise a plus for me, since I carry it to work.

  38. Hi Jolynn,
    Quick question do you sell any of your clothes that you don’t find yourself wearing or do you offer them to friends? Family? Or take to a consignment store?What’s your method of purging? Quarterly? Bi yearly? What works for me …Quarterly I purge , offer to Family, then take items to the local consignment store and whatever doesn’t sell – I donate to a couple of nonprofits! Wish you the best in 2026 & keep styling!

  39. Thanks for this post…I look forward to it every year! I have definitely bought and returned way too many things this year. I am aiming to pare down my wardrobe in 2026. I wanted to add something to the button down dilemma…I bought the Nelly white shirt at Evereve, it has cotton sleeves and collar but a stretch knit body. It is great for wearing under sweaters and jackets because it moves with you. I wouldn’t wear it alone but it might fill a void when you need something. I gave away all of the cotton blouses that I was never wearing but I have worn this one many times already. Happy New Year!

  40. Like everyone else here I came to say how much I look forward to this post every year. As a looooong time blog reader I now find myself thinking “will this end up on the list” when I think about making a clothing purchase. I can’t think of one other fashion blogger that does this and it is one of the most valuable things I’ve learned from you over the years. Cheers to 2026!

  41. I’m always so interested in these posts when you do them because it helps me identify issues in my own closet. Your comment about running style sneakers with jeans really solidified for me an idea I’ve had forming in my head for a while. I bought two adorable pairs of sneakers (one from the NSale and one early in the season) that are both a casual suede retro running sneaker. But every time I put them on with jeans I just think they look wrong. I don’t know exactly what doesn’t work about it but I think I need to give them away and find a replacement that works for me. Ah the guilt of those costly mistakes!

  42. Jo-Lynne
    Thanks for this recap. I too tried the brown/red adidas shoes but they were too long and I felt like I’d trip and fall. I gave them to my daughter because she wears a half size bigger. I LOVE the navy suede bag! Those are the only two items I bought that were on this recap. I did buy a number of other items though. I was interested in trying the Rails eyelet top but their pricing is a big high for a blouse.
    I agree you give the plaid jacket another try. I think it looks better than you realize.
    I live in California so jackets are great. We don’t really need heavy winter coats.
    Thanks for all the great posts!

  43. I bought the Aiden shirt too, and I still wear it, but having to steam/iron it keeps me from wearing it more. I also do not like button-up shirts at all. The fact that this one is loose & cropped makes it less constricting, so I don’t mind it.

    I bought the Madewell Shopper in navy suede, too, and I love carrying it so much. If I wear jeans, I carry that purse. No thinking involved, and it always looks good, no matter my the color of my belt & shoes. In fact, I think having different-colored accessories looks more interesting and very smart. Well, I do. Who knows? Lol

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