After 20+ Years as a Stylist, These Are Clothes I’ll Never Wear

After twenty years as a stylist, I’ve tried a lot of clothes. Some wonderful. Some questionable. A few that probably should have stayed on the rack. And after all that time dressing women for a living, I’ve gotten pretty clear on what I’ll never put on my own body again. Pull up a chair, because I’m spilling it.

The older I get, the more honest I get with myself about what actually works for my life versus what just looked good in the dressing room or I saw on some influencer. I’ve gotten much more ruthless about editing, and I’ve stopped fighting the battles that never end in my favor. Below is my personal short list. And if something on this list is your favorite thing to wear, ignore me completely.

OUTFIT DETAILS HERE

Why I Don’t Wear Capri Pants

This is an opinion I’ve held for a long time, and I’ve only gotten more confident about it.

Capri pants are tricky because of where they hit. Most end right at the widest point of the calf, and when a pant ends at the widest point of anything, it makes the whole look read wider. That break also interrupts the line of the leg and tends to make the silhouette appear shorter. It’s a double hit, and even women with great proportions can feel like something’s off without being able to pinpoint why.

Pants, crops, and skirts are most flattering when they end where the leg narrows, not where it’s at its fullest. That’s why a cropped pant that ends just above the ankle works so much better. The leg is narrower there, the line is cleaner, and the whole silhouette looks longer. Full-length works for the same reason.

PEDAL PUSHERS / GAUZE TOP

And since pedal pushers are having a moment right now, it’s worth talking about why they can still be tricky even though they do end where the leg narrows. The cut point sits just below the knee, which, by contrast, makes the thigh look wider and heavier. You’re drawing a horizontal line that the eye reads as the bottom of the thigh, and everything above it looks bigger. Shoe choice also becomes critical with pedal pushers. A flat shoe loses all the length from knee to ankle and can make the leg look short and stumpy. A heel or pointed toe helps, but that limits how versatile they actually are.

The ankle really is the sweet spot. You keep almost all of the leg’s length visible while still getting that clean, modern crop.

SLIM WHITE JEANS size M / JACK ROGERS SANDALS / TOTE BAG / NO-IRON LINEN SHIRT (new colors this year)

Why I Don’t Wear Leggings (Even to Pilates)

Leggings are everywhere, and I get it. They’re comfortable, easy, and when you’re running out the door, the appeal is obvious. But they’ve never really been my thing, and honestly, the older I get, the less I want to wear them anywhere people can see me.

Here’s the truth: leggings don’t leave much to the imagination, and I’ve reached a point in my life where I’m just not that interested in sharing quite so much with the general public. I feel better in pieces that offer a little more coverage and structure. Even at Pilates, I wear joggers. Just as easy to move in, a little more ease through the leg, and I’m not thinking about what everything looks like when I bend over.

Plenty of women feel amazing in leggings and wear them beautifully. This one is purely personal. I’ve just made my peace with the fact that they’re not for me.

Why I Wear Natural Fibers

I’ve bought plenty of cheap acrylic and polyester pieces over the years. Usually, because the style was right and I wasn’t paying close enough attention to the label. And almost every time, I regretted it. Those fabrics trap heat, cling in odd places, and lose their shape fast.

LINEN SHIRT size S / LINEN PANTS size S

Now I default to natural fibers whenever I can. Cotton, linen, wool, cashmere. They breathe better and hang more naturally on the body. I’ll still wear blends when they make sense, but I’ve stopped talking myself into cheap fabric just because the cut is cute. It almost never works out.

Getting older has made getting dressed simpler, honestly. I’ve stopped trying to make things work that just don’t feel like me and started paying closer attention to fit, fabric, and whether something supports the actual life I’m living, not the one I thought I’d be living when I bought it.

COTTON GAUZE SHIRT / STRAIGHT LEG JEANS / TOTE BAG / SIMILAR SNEAKERS

Here’s what I want you to take from this. Every item on this list fails for me for the same reason: it works against my body instead of with it. Capris cut the leg at its widest. Leggings leave nothing to the imagination, and frankly, some things are better left to the imagination. Cheap fabric fights your shape all day. Clothes that are too tight pull attention exactly where you don’t want it.

Once you understand why something isn’t working, you stop blaming your body and start questioning the garment. That shift changes everything about how you shop. You walk into a store differently. You stop talking yourself into things that were never going to work and start leaving with pieces that actually do.

And if you take nothing else from this, take this: your clothes should work for you, not the other way around. You’ve got better things to think about than whether something shifted when you sat down.

My list is the result of a lot of observation and a fair amount of trial and error. Yours might look completely different, and that’s wonderful. I encourage you to wear what looks best on you and makes you feel confident.

I’d love to know what’s on your never-wear list.

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178 Comments

  1. I love linen but hate the way it wrinkles. How do you handle that?

    1. I’m the same, but it’s part of the fabric, so I just do my best to ignore it.

  2. Deborah Murphy says:

    Thank you for your wise guidance. You are right 99% of the time. I have never regretted your choices I have bought. I learned from you to recognize my mistakes and purged them. I would rather have things I wear all the time that are quality rather than quantity.

  3. I agree about the leggings! NOT for me! I do wear them to bed, though, as my pj bottoms.

  4. Kar-ron Wood says:

    I agree with you—
    Hardly anyone looks good in leggings or pedal pushers. So many that wear them don’t know how bad they look or know how much of them is showing unpleasantly.

  5. I sub at public schools and am shocked by the clothes worn by the female teachers no matter their sizes! I watch them walk into the building with their leggings that “hug, hug” and the fabric looks soooo shiny/clingy. Guess they never look at themselves in the mirror? Sloppy tee shirts, tank tops, sweat shirts…what??? What ever happened to a dress code, even a simple one that means females look so much nicer.

    1. Sadly, people never decided to get dressed properly after Covid. It was questionable before but much worse after.

  6. Susan in the 'burbs says:

    100% agree with your “nope, no thanks” items! I’d also add: anything that’s “in” style but not “my” style. For ME right now that’s barrel jeans. I laughed at myself every time I tried on a pair and was giving P.T. Barnum clown chic.

    I’ve been looking for the pedal pusher length pants with a straight leg–not slim and not wide. I’m having no luck. Any suggestions?

    1. I haven’t seen them but I can keep an eye out for you.

  7. Oh boy, my list is long… I’ll sound cranky, but I’m really not, just opinionated, ha! No puffed sleeves, black or gray close to my face, whiskering on jeans, ragged hems, cuffed jeans, slub and most gauze fabrics, ruffles, shiny satin blouses and/or skirts, blue denim on blue denim, cold shoulder tops, jeans and dress pants that drag on the ground, appliqué, flare jeans (look great, but extra fabric flapping around my ankles = annoying), rhinestones, ditsy prints, tunics, pointy shoes (on me or anyone – painful vibes) and Burberry plaid – iconic, I know, but it needs to take a rest. It’s true that capris aren’t especially flattering, but on a steamy-hot day, long pants or even ankle length can look oppressive.

  8. Capris and leggings be gone! I try to avoid any outfit where someone will say I look “cute.” Also, maternal nightgowns. Something cool and sleek makes me feel elegant and relaxed for bed. Thanks for these great articles!

  9. I like capris! But they fit my body type, that’s why. I am a small boned petite with thin legs. The widest part of my leg is still thin…..and unlike most petites, I am short through the torso, not my legs. Narrow cuts are my most flattering.
    But when it comes to capris (or pedal pusher or Bermuda shorts) I try to stay away from high contrast: such as black or dark navy against my pale skin. For me, it’s more the contrast that eliminates the vertical look, rather than where the hemline hits.
    As for what I don’t/won’t wear: I seldom wear a maxi skirt/dress, and being petite most regular sized midis are maxi on me. Especially in summer, when I am sitting outdoors, the skirt hem drags on the ground. Ugh!

    Enjoy your trip! Hubby does not like to fly, I will never get him halfway around the world no matter how many friends rave about their trips to Asia, Australia, etc. It took me nearly 30 years to get him to African safari (Kenya and Tanzania) and that’s as far as I’ve gotten him to fly. And BTW he now says it was the trip of a lifetime!

    1. I want to drag us on a safari next. He’s not so keen on the idea!

  10. I totally agree with you about capri pants and I look forward to the day leggings are off the streets and back in the gym.

  11. I to will not wear capris or ankle. So over wide leg ankle and Capri. I have very small thighs and have a hard time finding pants to fit. 5’5″ 105 lbs and over 70. Just no hope this me.
    All pants seem to have large “saddle bags” for thighs. Is there any help for me? love loose fitting, but not with huge “saddle bags”. love your site. enjoy your trip! notice a Louise Penny book! Great reads!

    1. It sounds like you’d do better with brands that offer straight cut vs curvy. They’re slimmer through the hips.

  12. Mary Jean Cunningham says:

    I never wore capris or leggings because I carry more weight on the bottom and try not to highlight that area! I’m 5’6″, 146 lbs but feel challenged to balance my proportions. Now 70, I have come to dislike the way a t-shirt or most tops without collars look on my high round back, collarbone area, and neck. Spent hours and hours shopping today and it was discouraging! I decided there must be a quality control problem with the mirrors they’re putting in dressing rooms these days :)!

  13. I agree with everything in your post. Thanks for your sensibility!

  14. Therese Barry says:

    My list-> 1)wide leg jeans because I can’t abide the flapping around of heavy fabric.
    2) long or midi denim skirts because same as above
    3) over use if neutrals because there’s nothing neutral about me.
    4) barrel leg anything because who wants to appear to have bowed legs? 5) Huge clothing because I am easily overwhelmed by excess fabric. 6) bikinis because those days are long past

    I wear capris or the like because I am always warmer than others and hitting at widest part of my legs isn’t a concern for me. I wear leggings because any access fabric in a gym setting can be a hazard. Besides, I like leggings.

  15. Hi Jennifer,
    I’m trying this again. I love your blog and I’ve tried to post comments but they never show up.
    Can you help. Thanks
    Carolyn

    1. I see this one! They take a while to show up because I have to moderate comments to prevent porn comments going through.

  16. No on leggings! Never tried, never will. Agree with you reveals too much, so unsightly.
    Yes on capris and Bermuda shorts. Live in AZ and I’m tall.

  17. Hear, hear to this blog. I absolutely agree with you on all points, especially leggings. The older I get the more immodest I think they are. As for capri pants that just screams old to me… love your blogs

  18. Jan Canapp says:

    A big NO to pedal pushers or capri’s or whatever they are calling that awful length pants these days. Also a hard no to Leggings. I so agree with you.

  19. I am with you on your nevers. (Though I will wear leggings to Pilates. BUT I will never leave the studio without a wearing something to cover my bum!) My only addition to your list is this High/low hemline that some dresses have.

  20. I seriously don’t think there is anything that would look bad on you.
    Everything you show always looks so classy.

    1. Lol! Believe me there are plenty. I try to not wear them even if readers want to see them styled.

  21. Shorts. I think they can look good on young slim bodies. But not mine. To keep cool in summer I wear a dress , a skirt or ankle length pants.

  22. Lucy Holt says:

    I agree with you about capris! Thank goodness, I never included them in my wardrobe because capris are now not an option. This will be my first summer in black compression hose and thick black Velcro sleeves over those. Ugh, they are hot already. I cannot wear sandals so have opted for mesh slip-ons, loafers or sneakers. No dresses either. I wear wide leg linen pants or lightweight jeans. Black pants look the best but I am weary of bookending tops with the black. These leg challenges are prescription and are a horrid flesh tone or black. I respect your style, outlook on life and advice and would be grateful for any ideas. I lead a casual life and have jackets and tanks with navy or black tailored pants if I HAVE to dress up. I am 74 and the same height as you with narrow shoulders. Thank you, Jennifer.

    1. I’d try some colors in the linen pants with the flesh colored ones. Or look for some wide leg cotton poplin options. Maxi skirts would work too, although I know you said no dresses. A narrower maxi will also let you change up your look.

  23. Barbara House says:

    I gave up wearing capris about 10 years ago. I wear mostly ankle length and full length. I do wear leggings to the gym. If i wear them out to do errands, etc, I wear a longer tunic top. I love linen despite the wrinkles!

  24. Donna Mccririck says:

    Loved your post today. Have not seen this mentioned yet, but my big “no” is a boat neck – or any other neck shape on tops – that exposes the top of my back. The spine compresses with age and some of us have that rounded area that needs a high back or more tailored fit to cover that bit of exposed skin. No also to drop shoulders and low or medium drop waists that do not fit my small boned, but tall frame. Like others, would never wear capris but love my wide leg crops!

  25. Perfect timing! I have bought capris to coordinate with some matching tops repeatedly. I’ve never been comfortable in them, so I have a pile of capris waiting for some iron-on tape so I can cut them off into Bermuda shorts. It’s the only way I can ease my guilt, because I can’t bring myself to throw them away. I feel you’re cheering me on with your post!

  26. Hi Jennifer, this was a great post! I feel like I have a long list. No capris, horizontal stripes, ruffles, embellished tops or pants/jeans, leggings, button down shirts, I’m sure I could come up more!

    1. It’s so helpful to have a list!

  27. Please add puff sleeves to that list! I’m 5’1”, have DD girls and don’t need to look like I play for the NFL! No ruffles and I hate pockets on my chest. No pointed toes as my feet are small and wide and painful. I do love natural fibers but wear blends of linen for less wrinkles and more comfort. I love cotton gauze as it can be miserable in the summers here in southern Colorado. I do wear Bermuda shorts but no capris and no high water pants. I do like wide leg jeans as they are very comfortable from Chicos. They fit my ever enlarging waist.

  28. Liz Jennings says:

    Never wear a busy pattern or design that causes the viewer to focus on the clothes and not the person.

  29. Gosh, hard yes about capri pants and sweaty man-made fabrics! I also have a great dislike of extended shoulder tops and big puffed shoulders. It’s funny how they come in and out of fashion. Anne of Green Gables was desperate for enormous puffy shoulders on her dress, I remember, lol. I also am a bit weirded out by the return of the babydoll dress on grown women, although the recent articles I’ve read maintain that they are feminist statements!

    1. I’m totally weirded out by the babydoll dresses for adult women! The name says it all. I wouldn’t be caught dead in them.

  30. You coulda just said capris are ugly. ‘Nuf said😜

  31. I agree with everything on your list. For the women who live in hot climates and choose crops, bermudas or pedal pushers, would a light weight cotton or linen pant work? That’s what I wear on the hottest days. I love gathers and ruffles but I don’t wear them. They overwhelm my petite frame. I am very careful with prints and items with “clever” sayings. So, for me, no kittens or any clever sayings having to do with wine, for example.

    1. I’m never attracted to clever sayings on my clothes either.

  32. Bravo. I read your blog because you are honest. My body shape is totally different from yours but I have learned so much from you. Especially being honest with who I am, what I want to wear and what looks good on me. At 70 I finally feel comfortable in my own body and with my own clothing decisions. I also agree with you completely on natural fibers if you can afford them.

  33. I have become more selective about fabrics in my old age. The good ones often cost more, but it’s worth it to me. I am not opposed to blends, but I do pay much more attention to things like weave or knit fabric textures and ease of care. I am a huge fan of Eileen Fisher fabrics, and maybe half of my wardrobe is EF now.

    1. I own a lot of EF too.

  34. Irene Mercer says:

    I totally agree with your summary of items you avoid! I think that is why I follow you is that we are on the same page and I really like how you dress! Cheers!

  35. Jennifer – thank you for this. I love the simplicity and comfort of your style. I’ve never cared for capris or pedal pushers. They violate the “Golden Ratio” which is generally flattering for all body types. I’ve settled (in a good way!) into ankle length pants and tops that hit at high to mid hip. And natural fabrics as much as possible, especially ones that are machine washable and don’t require ironing. I’m lazy; high maintenance doesn’t work for me.

  36. I no longer wear skirts or dresses with a tier or flounce or ruffle, because it just looks like grasping at the past to me. The older I get, the simpler I want my clothing to be.

  37. Deborah B says:

    Hi Jennifer! The one thing you will never, ever see me in is a turtleneck sweater. I’m 71, and my neck has been getting shorter over the years. In addition, the dreaded turkey neck has made an appearance. Why would I want to emphasize all that? These days, I opt for a funnel neck. The width makes my neck look slimmer and longer, and the overall look is just softer and more flattering.

  38. Thank you for the clarification!! I kept trying on capris and wondering why everyone liked them except me. I won’t even bother looking at them anymore! My add is crop tops. (I’m not even talking about the midriff-baring kind.) Just the boxy ones that hit right at the waist. I have no need to accentuate my tummy. Where do I get reliable elbow sleeve, hip length (but not tunic) tops?

    1. That’s a tough one but I’d check Chico’s.

  39. I will never wear linen. It makes a person look like either a crushed paper bag or “just rolled out of bed.” As for what looks best, I find shopping alone is easier and faster than going with someone who may say “this would look great on you.” And there goes your good judgement. 🙂

    1. You’re right! Well meaning, helpful friends make it tough to stay on track.

  40. Paula Flatt, RN says:

    Hi Jennifer
    I’ve been following your blog for over a year. I like your style. I am 60 yrs old and recently retired. I to like to travel and I get inspiration from your common sense approach to fashion. I am looking for what pleases me now at this time of my life. I enjoy your content and appreciate your inspires. I think you look fantastic!

  41. I don’t wear capris because they tend to make me look bigger than I am. I realized this from pictures. Instead, I wear maxi or midi dresses. or cropped pants.
    I, also, don’t wear leggings for the same reason as you. Too many women wear them as pants. Save them for the gym!
    I stopped wearing shorts after I had my knee replacement. Not pretty knees.
    I found the wrinkles in linen bothered me so that’s a No. I do like cotton though and look for cotton sweaters. I can no longer wear wool or even cashmere as they make me itch.
    I’m sorry some commenters have seen fit to critique your outfits. The world is not as kind these days.

  42. Marlene D says:

    Hurrah for you, Jennifer. Great topic and very relatable comments.

    I’ve developed a love for linen, good linen. It’s really the only fabric that is still comfortable for me when it’s hot and humid outside and I need to look presentable. Eileen Fisher is my jam for linen clothing. I will confess to wearing synthetic materials in Columbia Sportswear Bahama shirts. These are the best things yet I have found for long travel and outdoors activities. Generous fit and great sun coverage.

    Capris or other shorter pants are only for running to the local hardware store in summer when I’ve been gardening and it’s beastly hot outside.

    I also don’t wear stuff with cutesy details, like embroidered dogs or sailboats or fish. No sparkles or sequins for daytime regular wear. Unlike others, I detest animal prints and never ever consider buying them.

  43. That taught me a lot. In trying to cover more of my legs with capri & pedal pusher lenghts, I’ve done myself “wrong”. The best look on you, & I think for me too, were the Eileen Fisher jeans. Unfortunately they are out of sock in the petite length. I’ll check back. Thanks

  44. I completely agree with you on each of the items you don’t wear. When I was a child, my mother would wear a button up cotton shirt, denim pants rolled to the ankle, and white tennis shoes (keds). With me, the acorn has not fallen far from the tree, except my tennis shoes have more arch support!

  45. Great post. The bottom line is, do what works for you and celebrate it!
    I’ll never understand why someone would take the time to criticize you or anyone who does the type of work you do. If a blog doesn’t match what you are looking for, delete it.
    Anyway, what you value and write about suits me just right. I really enjoy reading your posts each day.

  46. Things I haven’t worn, capris, torn jeans, o cold shoulder tops, spaghetti strap tops, bedazzled anything, skinny jeans, logos, large floral patterns…I just didn’t find them interesting. I do like color , polka dots, vintage, and European styles. I have worn my exercise clothes to shop when I forget my regular clothes. 😂

  47. Lorraine Williams says:

    Agree! I do like Pedal Pushers….always have but not Capri’s or Bermuda Shorts, since I am short waisted and 5’3″. They make me look like a Smurf!! I go for 5″, 7″ shorts. I don’t like Maxi dresses on me, I look like a Grandma…but I do love them on other people. Wish I could wear them. Puff sleeves, ruffles, stripes – going the wrong way. I am a lean/clean dresser.

    1. Smurf is not a good look, lol!

  48. Thank you for highlighting how awful Capri pants are. I live in GA, so we have a lot of hot weather. Many older ladies wear these (I guess they think they are slightly cooler than full length pants). In my opinion almost nothing clothing wise is more aging. I even see women wearing them with athletic tennis shoes and socks! Would be so much better to wear knee length shorts, or skirts.

  49. Kathy Bell says:

    All good points Jennifer. I wore pedal pushers as a child in the sixties. They were cute then but I don’t like the looks that are being shown today. I don’t wear long blazers or tunics because I don’t like how they look on my small frame. I have always worn shorter jackets.

  50. My never-wear list includes things that look so great on others, but terrible on me. The top of my list is tucked-in shirts. I’m short-waisted with a large bust, and a tucked-in top does me no favors. I’m really looking forward to the pendulum swinging back from cropped tops to longer tunics, as I’m sure (hoping) it will eventually. As you said, Jennifer, what looks beautiful on one person is another person’s worst enemy.

  51. Never have liked leggings. They just don’t feel good. I prefer full length pants or shorts. I am 83 and still feel that shorter pants are “high waters” as my mother used to say. I do like your slim ankle jeans. They look great on you. Thanks for your informative posts.

  52. Christine says:

    I agree with your experience of wearing capris; I feel and look awkward in them because we are the same height and have similar body contours, though your torso is a little longer than mine. Ankle-length has been the best for me overall, and I need to be careful with long pants because they can be overwhelming on my petite body, especially barrel pants, though they look good on you. I ordered both a white and a navy linen shirt from Quince. Thank you for the work you do and for leading me/us towards making good decisions. Would you be willing to take a few of your everyday casual pieces and feature a capsule wardrobe idea for easygoing, hot summer days? Jewelry, shoes, bags, and hats are included. Thank you.

    1. That sounds like a great idea! I’ll
      Work on one.

  53. AGREED! I won’t wear anything that is too tight on top. Although I am not that large with a 36C, I don’t like the look. If a t-shirt is too tight it goes under a sweater. I am much more comfortable with anything that skims my body not hugs. I generally wear a small petite size but often go up to medium in sweaters and t-shirts. Appreciate your advice and logic.

  54. What a great blog!
    Wear what works for you – plain and simple

  55. I agree with your list though I do wear pedal pushers but only around the house. I will also add tunics, anything with puffy sleeves and anything with fray hems. I made the mistake of purchasing a denim jacket with a fray hem and I find I only wear it walk the dogs.

    1. Puffy sleeves are a no go for me too. I feel silly in them.

  56. Linda Stamboolian says:

    Boy! did I need this post today! I have been going through my closet and trying on clothes that I wanted to fit, but simply don’t flatter me. I have taken your contrast session to heart and have paired outfits in my closet with much better success.
    I will take your lessons when I go shopping and (hopefully) will choose clothes that will better suit my shape and coloring. I have a tendency to “impulse buy” clothes and accessories and later wonder “what was I thinking”!!
    Kudos to you for sharing your list of what doesn’t work for you. It was inspiring!

    1. I’m glad this was helpful.

  57. I agree with all of your points wholeheartedly! I gave up capris years ago and have never worn leggings. And I’ve become more particular about fabric content in the past year or so. I also try to wear natural fabrics and have learned that a lot of spandex in tees and sweaters does nothing for my busty, apple-shaped body. I’m finally figuring out how I want/need to dress at the ripe old age of almost 70!

    1. Spandex gets iffy in my tops too. I’m preferring flowy rather than body conforming.

  58. Your response to the naysayers was well thought out and backed up with great reasons! Excellent post! Thank you!

  59. Elizabeth says:

    Good Morning, Jennifer. I completely agree with you. Also on my list are barrel leg pants, which are a big NEVER for me. I tried them on in the dressing room, once. I couldn’t get them off fast enough. Why the fashion industry thinks these are flattering on anybody is a mystery to me.

    1. Lol! They’re not my fav either but I will wear a subtle lantern leg.

  60. It has taken me awhile to accept that what looks good on the bloggers I follow (including you 🙂 may not be right for me. Everyone seems to love joggers, but I hate the way they look on me. I kept clicking on links in posts and trying them, but I never reached for them to wear. I now accept that, but I am envious of those who can wear them. I live in workout clothes since I get myself ready to workout every day, and I now am spending my days with our new granddaughter. Workout clothes are best for getting on the ground (and trying to get back up) with a 4 month old. And everything washes easily. On the 2 days a week I am not with her, I am at home, cleaning, cooking, laundry, gardening, so still workout clothes. That means leggings (different lengths according to the weather), sports bra, tank top, and maybe a light sweatshirt (at least for the mornings.) As soon as it gets warmer, I will switch to workout shorts. At least I don’t have to think about what I am going to wear haha!
    We have to each accept what we will wear, what looks good on our own bodies. Thank you for this post.

    1. Thanks for that, Arna. We do need to embrace what works for us.

  61. I agree wholeheartedly but I love leggings for around the cottage and car travel as well as playing with grandkids! I wear with long button down shirt or sweatshirt so cover certain areas definitely. Even young shapely bodies should be “tastefully “ covered IMO.
    I also would add shorts, not a fan as most older knees need to stay in the dark!
    Thanks for all your timely advice! Well done, women supporting women!💕

    1. I’m a big supporter of women and our need to embrace our individuality

  62. Love this post! “To thine own self be true!” As for my own self, I stay away from capris, pedal pushers, “fake” fibers and … satin slip dresses! Oh my gosh! Talk about showing the world every single bite of cake I’ve ever eaten! (That’s just the start of my list!)

    1. Lol, bias slip dresses…not for me.

  63. Gay Manning says:

    Something to think about and I’ll be more careful. Thanks for the advice!

  64. I agree with everything you said you do reach a point where comfort and polished work for casual or a night out. I love linen but would like to know if you have any ironing tips to get most wrinkles out? Thank you for always saying what a lot of us our thinking.

    1. Some people love to use spray wrinkle release. I just iron it then accept the wrinkles that come. Some linens are okay just smoothed out and left to dry. It depends on the thickness.

  65. Good morning, Jennifer! Totally agree with your list of “never to wear” items. As a thin woman of 80 years, I would never walk out of the house in a pair of leggings. Often, I wonder about why many women do wear them out. Leggings, in my humble opinion, are just not becoming to anyone. Also, don’t care for bulky clothing because I get lost in too much fabric. Makes it difficult to balance dressing and shopping these days! As always, your insight appreciated!

  66. I no longer wear tops with peplum on the bottom. Makes me look pregnant and my hips look wider.

    1. Love this! They do for many women.

  67. Hi Jennifer!
    Your posts this week were spot on for me! I’m 74, happily retired for 4 years and finally think I figured out my lifestyle and clothing style thanks to you.
    I focus on comfort, pieces that flatter and colors that make me happy!
    Thanks for everything you do!

  68. When I was younger I felt ‘old’ in crops. Now that I am older I just feel blah in them. I am 5’9’, but never felt comfortable in them.

  69. Thank you for this post. I cannot do Capris either. I got rid of the last of mine back in the early 2000s and never looked back, LOL! Your style is so classic and timeless.

  70. Sorry women can be so ruthless with their comments. I don’t think they feel good about themselves and what to do with those feelings. SAD. I enjoy your wit and creative comments; also your honesty. I agree with you on aging and dressing for our life. Thanks

    1. You would not believe some of the emails that bloggers receive! My friends get them too.

  71. Sharon K. says:

    On my ”do not buy” list is anything with ruffles, flounces, or flutter sleeves. I’m petite and those enhancements make me look like a Tiny Tears doll. Not a good presentation. Loving tailored (not flowy) linen garments for summer.

    1. Lol, I wouldn’t go for that look either.

  72. Agree 100%!!! With all of it!

  73. Teresa Landers says:

    You couldn’t bury me in pants that don’t reach all the way to at least my ankle. The corpse would rebel. I have a long torso and short legs so anything above the ankle just looks awful. Ditto “mid-rise”. Unflattering and uncomfortable. Unless you are in the 90th percentile of tall, slender and/or long legs, just say no. I’m 5’6” and wear size 8 jeans (Talbots) and I don’t qualify. A maxi isn’t my best choice for the same reason. Midi is much better. It can be hard to shop when what doesn’t work on you fills the stores (mid-rise), but one just must dig deeper to get what you know works.

    1. Totally agree. Some seasons it’s best to stay away from the shops.

  74. Amy Robertson-Smith says:

    Good morning,
    1) Top no for me is Capris! I’ve always disliked the way they hit and even look, just too “stubby “ and r something.
    2) All of the 100% unnatural fabrics. By this I mean 100% acrylic, or spandex, or plastic-y feel. As you mentioned, too hot, fall apart easily, a waste of my money. I will wear a good blend.
    3) Just about anything from Amazon anymore….just such poor quality. I look to you bloggers to try to seek out quality pieces there, but so far it’s all been terrible.
    Amy

    1. I don’t love Amazon made fashion either. Most is fast fashion which I find offensive.

  75. A great summation of reasons for what you wear, and I agree with all. At 85 years of age, I still like to look “current,” not in a fad way. Pants shorter than ankle length are now in my past.

  76. I don’t have a lot in common with your picks as I am 5’10” and live in South Florida so I rarely wear a jacket or sweater. That said I am over 65 and love your wisdom for a mature body. Especially liked today’s picks regarding natural fibers. (However I do like capris as they are cooler than pants and my shorts days are limited to tennis)

  77. Great post, Jennifer! I keep a short list on my notes app to remind myself not to buy:

    * Tops, t-shirts or sweaters that are boxy – they make me feel sloppy

    * Dolman sleeves – on me, set-in sleeves look much better

  78. Great list, Jennifer, and I agree with every one of them. I would add long tunic tops. At 5’2″ they don’t work for me. Those should be saved for taller ladies.

  79. I agree with you, particularly about the leggings. I have never worn them except under casual dresses that were too short. As for capris – loose ones are perfect for me when gardening, house cleaning, or long walks in summer heat as I hate shorts. And I keep vowing to avoid polyester but it sneaks into my wardrobe when I’m not paying attention. When you show us your outfits you usually look fantastic. At the worst you look just plain good. So your rules are working for you!

    1. Thanks Barbara. It’s weird how those lousy fibers sneak in.

  80. I agree with all of your “never wear” including torn jeans. For me, to the list I add long tunic tops. At 74 and 5’4″ long tops make me look short and dumpy. I look and feel much better in high waisted pants, shorter tops or with the blouse tucked in. Proportion and waist definition are everything! I have learned so much from your blog over the years. Thank you.

    1. Thanks for being here Karen

  81. Good morning! Totally agreeing with you on natural fabrics and a big no to capris!! Love a slim ankle pant and considering the white pair you’re wearing in the photo above. Comfort and confidence are key!

  82. One word: Amen. I have made peace with the capri/short crop as well. I’m 5’4″ with heavy legs, no matter my weight, and when I see women anywhere near my age (63) wearing pants that hit at their calf, I just want to pull them aside and say “no. just no.” Shorts would be better than that. And in addition to not being flattering, they also age you. I usually default to pants (love the ankle crop) to give me some semblance of a leg line, and I hope no one is judging me. And I won’t worry about it if they do. 🙂

    1. Good for you Gail. I like to remind myself that what other people think of what I’m wearing is none of my business

  83. Capris are on the never wear list! Honestly, when I see women wear them with clunky sneakers it’s always a mistake. And who could wear them with heels. I do wear shorts sometimes around the house, not out. I’m tall with long legs, so even crop pants sometimes hit at that wide point. (Looking at you, Chico’s) I go always for ankle pants or wide leg full length.
    On my list of never wears are ruffles, tiered skirts, lace tops, satin slip skirts (who needs the underwear that you MUST wear with them?) and heavy texture near my face. My face is wrinkled enough without that!
    I work out five days a week, so I wear leggings with longer t tops that I buy on Amazon. Everyone does, it’s a class for senior citizens. But I do not go out afterward dressed like that. I I must, I take clothes to change into.
    Not a fan of poly, but I will wear it if necessary. Some nice dresses are poly now, the ponte knits are not natural fibers, and I’m allergic to wool with sensitive skin that even objects to linen if it’s scratchy. So yes, I’m old enough to dress for comfort and to please myself!

  84. I’m in agreement with all of the items on your list. I’ve never been fond of capri pants, even when I was very thin. I have a longer torso and shorter legs and they don’t look good on me at all. As for natural materials, I made the mistake of purchasing a polyester sweatshirt … it doesn’t take long for me to overheat when I wear it. Lesson learned … I now check the label. As for leggings, they are fine as long a the accompanying top provides plenty of coverage … but unfortunately that usually isn’t the case.

  85. I totally agree with you on all the items on your list. I don’t like Bermuda shorts either. If I wear shorts they have to be 7″. I love cotton or cotton blend clothes but they are becoming much harder to find. Leggings are the worst unless you are at the gym and I don’t like wearing them there either due to my large thighs!

  86. Barb🇨🇦 says:

    Yes!!!! No capris, no leggings for me!!!! Same reasons. I even add midi dresses, skirts and Maxi to the list however I am open to perhaps trying those. Maxi seems too much material and I feel frumpy. Midi seem same as capri hitting leg. I do have midi skirt at home. First ever, that I might be able to work. We will see if I want to put the effort I to styling it!

  87. I find cap sleeves hugely unflattering on my flabby arms. (I actually have muscled arms, but there’s loose skin that comes with age.) For summer I love elbow sleeves, and will even consider short sleeves if they are on the long side. But cap sleeves are always a no-no for me. When I play my flute in public, 3/4 sleeves are a better bet.
    I do wear capris as an alternative to shorts, which are even worse on me–OK when standing but not so hot when sitting. But you are correct, my best length is ankle or just above. So joggers have been working well too.

  88. This post got me thinking about my own “never wear” list, and it’s quite long. Ha! Now I get why I have such a hard time shopping. My list: capris, leggings, long tops, button-up shirts, most shorts (6″ is the only length that really works and they are hard to find), maxi skirts and dresses, skirts and dresses that fall more than a couple inches above my knee, tiered or ruffled skirts and dresses, wrinkly fabrics, matching sets (as cute as they look in pictures, I can’t get over feeling like I’m wearing pajamas), bat-wing or large dolman sleeves, many boxy tops, pointy shoes, heels. I could go on. Lol.

    1. It’s great to have a long list! That makes it easier to shop.

  89. You are so right about this! I decided this winter since some of my favorite jeans were NYDJ and I do love Democracy also which is similar to Wit and Wisdom I have been told, that what was the point of buying jeans that didn’t help your rear or tummy when you need that now. I also love Talbots. & J jill and even though they might not have those features I would wear them too along with Banana Republic. But my first choices would be to go to the ones that could help make the jeans look fantastic on. I just bought NYDJ white denim in Marilyn ankle length and omg……love them! I also have the Sheri Slim rolled cuff already. Tops I prefer Talbots twisted sleeve slubbed tee and their popover tops so much. I get compliments on their blouses alot. No Capris here.

  90. I agree with these plus personally I add ankle pants and boots. I can still see a picture of 13 or 14 year old me who grew over the winter in a pair of high water pants. My pants/jeans are full length or knee length shorts. Another picture that sticks in my mind is the ankle boots my late husband wore at our wedding in 1976. I cannot do ankle boots for that reason. I’d feel like I was wearing my late husband’s boots.

  91. No capris for me. But I do wear leggings, and only for my at home barre classes! I bought several pairs when I was going to in person classes 10+ years ago and use them now to get into the mindset for class. But I do detest seeing so many women wear them as pants everywhere. As you you state, they leave nothing to the imagination!

  92. Could you please remind women to wear pajamas at home and not at the grocery store?!?

    Loved this post!

    1. Or the airport too!

  93. Horizontal stripes! Striped tops make everything look larger on me, especially the girls, and stripes at the hip widen my behind to a barn door. No thank you.
    Love your daily post.

  94. Great list Jennifer. My addition would be anything so thin it’s almost see through. At over 70 I do not want to either see my bra through my top or be forced to wear a light tank top under everything. I am abandoning many of the better retailers I used to shop because of this very reason.

    1. Same! Slub cotton is a frequent offender.

  95. Jennifer,
    I totally agree! Ankle pants, linen, yay! Leggings, capris, nay! Great post.
    Cindy

  96. I agree on Capris and leggings. Not my friend! I am tall and slender, but just because you can, doesn’t mean you should.

  97. Good Morning Jennifer. Great article. And agree about leggings. I see way to mamy of them that are being worn for day wear rather than for exercising. I guess ruffles are my “no go”.

  98. Thank you for sharing this. At 5’1, and various sizes over the years I have learned the hard way sometimes no matter how cute an outfit is on display, unflattering and uncomfortable clothes makes one feel less confident. I agree with your choices for you. Believe me I tried Capris for years but never again. Leggings I will wear for the right activities but not leggings! Ugh! I don’t wear tank tops. If I wear any sleeveless tailored pieces, it is always paired with a jacket, sweater or shrug. I also don’t wear short shorts. A well done flattering look is much preferable over an unflattering on trend fashionable one in my book.

  99. Elizabeth Henson says:

    Jennifer you always look amazing! Thank you for your words of fashion wisdom!

  100. Karen Mulkey says:

    I totally agree with you on never wearing capris but pedal pushers work for me. I live in a hot climate ( Austin, Texas) so a shorter pant leg is necessary and shorts are a definite no on my body. Wearing mainly natural fibers is a positive on my personal list like you. I so enjoy reading your blog. I’m 78 years old and feel better wearing bright, clear colors as I’m pale but with brown eyes and auburn hair.

  101. Doreen McKay says:

    I absolutely agree with you on capris pants. I got rid of mine a few years ago. They never looked right no matter how I styled them. I just wear a cropped pant and feel so much more comfortable.
    I enjoy your posts!

  102. I totally agree with you Jennifer. I’m 5’3” and after
    following you I can say I dress so much better for
    myself…I am so happy to get your email…
    Kathy from NC

  103. Jennifer, Thanks for sharing this. I really enjoyed your article, and it made me think about what actually works for me. A lot of the styles you mentioned look great on some women, but I’ve realized they don’t suit me. Your comments helped me see that it’s about finding what fits my own body. People are always surprised when I say I don’t wear capris or leggings. When I tell them it’s because I’m short, have heavier legs, and am not comfortable with the look on me, they usually say, “but it is the style, it is comfortable”!

    Thank you for your insights today and every day!

    1. Just because something is in style doesn’t mean we have to wear it. Good for you.

      1. Mary Ann Kinney says:

        I totally agree that just because something is in style doesn’t mean that everyone should wear it.

  104. Love this! We all need to know what doesn’t work for us. It just makes the hunt easier. Me: leggings except when doing a leg weight workout. I hate anything snug around my middle (and crotch, we need a better word!) I do like the support for squats and deadlifts. Low and mid rises. Hello muffin top! Drop sleeves, especially on sweaters. Made some expensive mistakes here, but with a large bust, no. Prefer set in sleeves. Oversized clothes in general. They just swamp me. Not my colors near my face. Wearing my palette just works for me and it really makes shopping quick and easy and everything goes together. A recently learned preference w/ wide pants is that they can’t be wide over the hips, just in the legs. Which is why I love my Wow wide legs from Old Navy while Paige Anessa etc. just hang on me. (Other Paige cuts are my jam and if you are hourglass/apple try them!) Finally, and this is controversial for this group, Talbots/Chicos/J Jill. Don’t want to yuck someone else’s yum, but not for me. On me the styles and colors are aging and matronly and not where my head banging eff you Gen X mind lives. And now I shall go listen to Nine Inch Nails!

      1. Anne Murphy says:

        Agree with Shari and Diane S on the Talbots/J Jill comment, at least for the last few seasons. There have been times (several years ago) that I found so many things at both stores. Recently, after much perusing of their frequent catalogs and the websites, there is NOTHING there that I would even make a trip to either store to try on. I sincerely wish there were. To be fair, I haven’t been in a Chico’s store in years, but those pedal pushers look like they could be an option! I’m going to go to the Quince website right now!
        Jennifer, thanks for the wonderful AWSL website and your thoughtful, expert opinions. Ladies, thanks to you all for your helpful comments, which help me feel less frustrated with my efforts to dress well in my 70’s. I don’t want to look like the “old lady” in the room!

    1. Shari,

      100% agree on the brands you listed. Back in the day, Talbots was a goto for fabulous suits, nice structure, great fabrics, forever dresses. That has all changed. I find those brands make me look, well, dumpy. They also rarely carry size smalls (6-8). They are off my older Gen X list. Feel so much better in a pair of great 100% cotton denim with a fabulous linen, cotton or silk blouse from LL Bean, Garnett Hill, Quince, Cino. Quince has become a delightful surprise for basics, as has Uniglo.

  105. I want to say how much I enjoy your insight. Like all things in life we can take it or leave it, whatever works best for us. I happen to often agree with your thoughts. That being said, I cannot agree with you more on capri’s. Why is it a staple for “our age”?? And I see they are coming back! They do nothing for women, always hitting at the worse possible part of the body. I happen to be tall and thin and do not like the look. Ankle pants, skirts, skorts are so much more appealing, in my opinion.
    But again, style is choice.
    Keep up the good work!

  106. I totally agree with all the “never wear” items. At 5’2” and 73 years old, I don’t need to wear anything that makes me look shorter or frumpier. Thanks for explaining why these items don’t work. I very much enjoy your daily reflections!

    1. I agree. Under 5 foot here too. Ankle or a little above works well. Enjoy these posts too!

    2. Christine says:

      Yes! I’m 5’4.5 and 73, and I agree with your response to Jennifer’s post. At this age and stage of life, I want to purchase good-quality, classic yet modern pieces that look right and will last for years, a challenge in the fast fashion environment. Jennifer checks all the boxes for us!

      1. Thanks Christine. I am not a fan of fast fashion.

  107. I totally agree with you and I’m tall! Peddle pushers have never worked for me— who wants to make their legs look stumpy?! And even in my model days I wouldn’t wear leggings in public. As for acrylic and polyester kinds of fibers— they never feel good and they look cheap. A cashmere or wool sweater can last for decades and even cotton if you care for it right. Linen is the only natural fiber that I try to wear but just can’t because I hate how it wrinkles! I have a couple pieces but they are hardly worn. If I’m honest with myself about these things, I don’t waste my money on them!

  108. I don’t wear shorts – haven’t since I was a teen. I consider it a public service. My default was capri pants. A few years ago I read a blog you wrote about the way Capris can make you look. So I pulled out some photos. I’m 5’2 and boy were you right. I looked so dumpy. Now I wear ankle length and they look so much better on me. I know many can pull off capris but I’m not one of them. Thank you for sharing your wisdom.

    1. Public service…thanks for the chuckle. I’ll steal your expression if you don’t mind.

  109. Capris have been off my list for a long, long time. I’m 5’2″ and an ankle or cropped length pant works so much better for me. Plus, just my opinion, but capris say “old lady” to me. I do wear bermuda length shorts and skorts, however, when it’s vrey hot out.

  110. My no list is wide leg pants

  111. Agree wholeheartedly……..but jeans as you get older sure are a challenge. Body type, short waist, long waist, mid rise, high rise….pant leg width and then short legs, long legs……oh my. We’re not built like we used to be…….just saying.

  112. Thanks for this! You always look great! My weight fluctuates a lot, so that also adds some fun to the process.

    My never wears: shorts, leggings, skinny or tapered jeans/pants.

  113. I totally agree with your thoughts. I hate leggings , show all the cellulite & flaws.
    I love natural fabrics, they lay nice & look so much chicer
    Capris are ok but prefer ankle length, much sexier

  114. Jane Manning says:

    Completely agree with you on these items. I look like a dumpy sack of potatoes in capris. And I never really liked how tightly leggings fit against my skin. Prefer a bit of air. Same for skinny jeans.

  115. Pat Patterson says:

    Happy Friday, I’m 75 and remember the capri as a stable for summer, never felt comfortable wearing them but, I did because everyone around me did. I’m happy you talked about your dislike for them, Thank You, very happy capris are no longer a staple in my closet. BTW, my 3 daughters (ages 47-52) have never had capris in their closet!

    1. Exactly! Brands made them for older women and tried to convince us they were flattering and chic. They’re not.

  116. Good morning, Jennifer. I agree with your “will not wear” list. Leggings are the absolute worst! To your list, I would add torn jeans, fringe on the bottom of pants, and pointy toe shoes.

    1. I won’t wear torn jeans either. Lucky that trend is fading.

    2. I love pointy toe shoes!!

  117. Cathy Austin says:

    I appreciate the honesty! I’m 70 and have followed you for years!
    I always feel with capris that if I can’t wear a cute shoe with them, I need to not buy them. I end up looking frumpy.
    I prefer skorts to shorts because my thighs are thicker so, more flattering. And you’re right, choosing the right fabrics makes a big difference in the skort area. They can make you so sweaty so, choose wisely.
    My big “what not to wear” (and this is just on me and my body) is ruffles and gathers around the neckline. There are so many peasant type tops out there and they look great on some. But I’m self conscious already about a bigger chest and those things, for me, accentuate it! I look much better in a tailored shirt or a simple tee, no frills.
    Thanks for the tips!

  118. I totally agree about natural fibers. When I see something interesting, the first thing I do is check the fabric content.

    1. I totally agree with you. The only non-natural fibers that I wear are athletic clothing. Also, I am really on the fence about no-iron clothes b/c who knows what chemicals are used.
      I don’t like tunics or really long shirts much: sitting on my shirts doesn’t appeal to me.

  119. I love this so much! What you said about getting older and not doing things that don’t work for you is so good. We can apply that to things besides dressing. Right there with you on capris! Love ankle pants!

    1. They’re my favorite. I’m not much of a fan of crops either.

      1. Christine says:

        I agree. Crops on me look as if my pants shrank in the dryer or something. Very awkward!

      2. Lol, so true

      3. Crops can work but I think you have to be super picky about where the pant hits and shoe choice is very key.

      4. Agreed. I just think brands got lazy and decided crops were an easy way to please the majority.