The Quest for Comfortable Heels

comfortable heels2016 Update: Links have been updated below; please also check out our new and revised guide to comfortable heels or our latest roundup of stylish comfort heels for workAnd if you’re new here (welcome!), please consider subscribing to our email newsletter or checking out our Top Posts!

Pictured at left, clockwise: strappy pumpchunky heelhalf d’Orsay pump, pointy toe pump.

Today’s reader mail has to do with comfortable shoes…

I was wondering whether you had heard of Tsubo shoes. I recently posted on Facebook about my quest for comfortable heels, and instead of the usual “get the Cole Haan Nike Air pumps” suggestion, two people posted about Tsubos. I checked out the site, and the shoes really do appear to be very well made and at $100 to $150, a reasonable expenditure, even for me. Thought it might be worth a post. Many of your readers certainly must be walking to the courthouse regularly, and are probably looking for fashionable yet professional footwear that won’t cause them to limp by the end of the day.

Seriously, forget the Holy Grail — this is one of our lifelong quests. As one might expect from all the Mary Jane and other comfortable-type shoes we post (what? we wear ’em with pants) this author has problem feet — it’s incredibly difficult to get shoes that both feel and look great.  Not only does it seem like there are variances within each brand (e.g., some of our Cole Haans we love, others we want to throw across the room), but shoes that were favorites in previous seasons become hated things in newer ones (and never get better). Whine, whine — perhaps we just need a higher tolerance for pain.  (As for the blog, we can’t bring ourselves to recommend, sight unseen, shoes that we would never even order ourselves.  So again, ladies, send us your suggestions!)  In terms of pain, we actually read a book about feet a while ago that contained some helpful exercises, such as drawing the alphabet with a pointed toe, or spending a few minutes, barefoot, trying to pick up a pencil with your toes — but that doesn’t help with the comfort of shoes to begin with.

Regarding Tsubo: heard of them, but have never owned a pair — one of the pairs we considered buying on Zappos several months ago seemed to have a number of comments about the leather stretching.  But that doesn’t mean we’d never try the brand in general.  (Pictured above: Tsubo – Amset, on sale at Zappos for $114 (were $130), available in sizes 6-11.)  The brands we’ve heard most often touted as comfortable ones can be broken down into these sorts of categories:

  • Designed by master craftsmen, incredibly comfy, but incredibly pricey:  the usual suspects:  Manolo, Louboutin, Choo (we’ve read that the Manolo team thinks 3″ is the highest heel a woman can comfortably walk on, whereas the 4″ Louboutins are worn by all the celebrities because the stacked platform makes them very comfortable)
  • Designed for comfort and mid-range pricey ($250-$500):  Cole Haan Air, Taryn Rose (the brand was founded by a podiatrist!)
  • Funky or clunky, depending on your taste, but comfortable investments:  John Fluevog, Frye, Børn, Sacco
  • Lower-cost comfortable (but also often clunky):  Clarks, Beautifeel, Sofft, Geox, Peter Kaiser, Sudini (we’d put Tsubos in this list)
  • Mall stores that bring trendier shoes to you at a more reasonable price: Aerosoles, Naturalizer, Rockport

With thatsaid, we still find that luck — not research — nets us our most comfortable pairs of shoes.  In fact, our favorite 3 pairs of shoes right now are from the following brands:

  • Clarks — a simple pair of black boots (the “Luna Reef”) for wear with pants — comfy, walkable
  • Sacco – black leather and suede pair of 3″ pumps that we keep at the office (got several seasons ago)
  • Naturalizer — a wee bit embarrassing, but we have a pair of pointy-toed kitten heels from years ago that we can walk for miles in.  The sole is actually wearing out on these babies (in a non-replaceable way), so we desperately need to find a new “I’m wearing a suit, standing for 3 hours, and then walking a mile” pair of shoes.

But perhaps we just need a better breaking-in procedure — a friend told us that the trick was to wear the shoe barefoot and then saturate the leather with perfume — something about the alcohol shrinking the leather to your foot.  We’ve never tried this (and actually, if memory serves, one of the main points to the book was that there is no such thing as “breaking in” shoes; they either fit or don’t).


What are your favorite three pairs of shoes right now (if possible, post links!)?  Which brands are your go-to ones for comfort?  Do you do anything to break in your shoes?


Social media picture credit: Deposit Photos / © sbotas
The Quest for Comfortable Heels -- in one of our all-time top posts, we talk about the best brands for comfort heels, and readers share their favorite brands. With updated links!


  1. I thought that I would forever be barred from wearing heals until a 30-year veteran shoe salesman tipped me off on the problem. I needed a wide width. He sent me to a shoe store that specializes in hard to fit feet, and I bought shoes that are actually comfortable and not terrible to look at. I can also search Endless for my width and find some decent shoes, but they have to have heel straps since ankle is not wide.

    • Anonymous :

      Can’t believe no one mentioned AGL flats or Naots. Love them! Love aquatalia boots as well. Very comfy!

  2. newassociate :

    add stuart weitzman to the top category. i have a pair of red patent “muse” heels that are much more comfortable than the cole haan carma almond toes which i always want to chuck across the room. the cole haan carmas with the snipped toe are *great,* but the almond ones… argh! the black calf “muse” are still sitting new in their box… they didn’t feel as instantly comfortable as the red ones, so they may unfortunately be going back unless i can find them at nordstrom.

    i keep thinking about getting the louboutin “simple” 3.25″ heels but i’m concerned that the (im)famous red sole will say things about me that i don’t want (unprofessional woman, spends too much on shopping, doesn’t take work seriously and just wants to shop, and other baseless stereotypes)

    does anyone have louboutins? have you received any negative feedback or comments regarding them?

    • The most comfortable pair of heels I’ve ever had was a pair of Ferragamo 3″ heels I randomly bought on sale at Saks years ago. I have them to this day, and if I ever need to do a lot standing/walking while wearing heels, they’re my go to shoe. I dread the day I will finally have to get rid of them.
      (For those w/”problem” feet — if you’re pay full price at their store, they will stretch them for you in certain instances)

      The worst shoes (as in, I could not even wear them to and from a cab) were Michael Kros chunky heels.

      I have had mixed experiences with Naturalizer. One of the most comfortable pair of boots I’ve had (2 inch heel) came from there, as did one of the most uncomfortable (4 inch).

      I’ve heard mixed things about Taryn Rose. Despite the comfort claims & the chunky appearance, I have heard gripes about some of the particular models.

      I would also add Ellen Tracy shoes to the lower cost, comfy list. Only caveat is that ET shoes seem to be changing in style lately — not sure how that affects the comfort of the brand overall.

      The one nice thing about the less-than-comfy shoes I’ve amassed over the years is that they stay in remarkably great condition (since I wear them so sparinglly). Always look on the bright side. . . .

      • Concur on Ferragamos. So comfortable that I keep them far beyond their natural lifespan. Also Stuart Weitzman.

        I too have heard that Taryn Rose is faking the funk. I too love my Naturalizers when I REALLY have to walk a mile. And I am now looking for shoes that are comfortable but cool. And am also considering Tsubos. I sense a trend.

        • One more vote for Ferragamo. The styles are classic (not boring though) and conservative even for the court-room (I love the Ribes style – comes in closed toe and peep toe in a variety of colours). I have flat, thin & wide feet , size 9 with abnormally long toes. This has made it virtually impossible to find shoes where I live (avg shoe size seems to be 5/6 here!!). The heels usually are not over 2.5/3″ and super comfy all day. I will never try another brand for work now – IMO, better to have fewer pairs that I love, rather than a lot that I want to throw across the room! 2010 is the first year that I don’t have to look for shoes thanks to my so-worth-it 2009 purchases!!

      • Also singing Ferragamo praises. Just got my first pair – 3″ heels – and can run up and down office hallways all day no problem. They are in the $4-500 range full price, but so far, definitely worth it.

        • newassociate :

          i went to ferragamo today and got a pair of heels called “nene.” i will blame all of you for my credit card bill :). the nene is apparently new for spring, and available for the first time in black calf. previously, it was only available in patent and was one of their best sellers. they don’t seem to be online anywhere yet, so i can’t share a pic. they are a very simple, round but just slightly almond toe, a good diameter 3″ heel without being chunky. no embelishments, no detailing, just simple.

          i always wear a 7, but the nenes are running a half size large. i could stick my finger in the back of the shoe wearing the 7s, so i got the 6 1/2s. i tried them on in the store by walking around and standing on the hard floor for ~15 minutes, and they seemed very, very stable. to give myself time to recover from the shock of buying shoes that are a) that expensive and b) at full price, they will be staying in the box for a while.

          i also picked up a pair of, which is a much nicer gray with much less green in it IRL. i took my normal 7 in these.

          i tried to try on the louboutin 70s at saks and neiman, but neither had 7s in stock. i think the ferragamos with the slightly thicker heel will be better for me anyway, but it would have been nice to try the louboutins.

          i cannot believe i just spent so much on two pairs of shoes. must now root around in my closet for new-with-tags items that i can return to help “balance” out today’s purchases. yikes.

    • I have the Louboutin simple heels and they are one of my favorite pairs. I was told 2 years ago that I should probably have foot surgery due to developing bunions – apparently a progressive problem. I blame the preceding 3 yrs of high pointy-toed heels, should have listened to my grandmother.

      Anyway, these are very very comfortable, classic, always look great. I got the lowest heel, the simple 70s, in a pale pink that is a nude for me. So handy. And after upgrading my shoe wardrobe (and throwing away the pointy toes), my feet don’t hurt anymore – no surgery.

      Oh! and here they are! This is the first time I’ve seen them for sale since this past Feb when I got them – guess it is a seasonal thing.

      I don’t think they “say” anything about me in particular. They are a pretty classic style. If anyone is that interested in the soles of my shoes then they probably are into shoes as well.

    • divaliscious11 :

      Yes, and no. All I’ve ever received are cute shoe compliments…

      • I love my simple 70s loubs, they are one of my very favorite pairs. Very comfortable, I can wear them all day. Don’t even automatically kick them off under the desk like almost all other heels. And, of course, their classic styling is beautiful. I have worn them so much, I feel like they’re a great deal! Not that I can fill my closet with them.

        Anyway – since upgrading my shoe wardrobe, I have much less foot pain (whereas I was told to get foot surgery a couple of years ago – due to the preceding years of high heels and pointy toes).

        Here’s the link to the 70s – pretty low heel. The color is a pale pink which works out to be a great nude for me – v useful.

        And no, I have gotten no negative feedback. The style is classic. If anyone is paying attention to the soles, good for them. Guess that means they are into shoes, too.

        oh – as to other favorites right now – mainly flats. I have some black patent Stuart Weitzman flats that I love, and actually got a pair of gray suede flats from Banana Republic in the mail recently and have been pleasantly surprised – lots of padding, pretty comfortable! Get lots of compliments on them. Sorry no link, guess they have sold out online already.

  3. I know that they were panned on the board a while back, but you can’t drag me away from my Chie Mihara’s. I’m surprised that you mentioned Fluevogs ( I can’t help but think about Madonna in her Truth or Dare movie).

    I have heard some good things about the comfort of BeautiFeel and Ecco shoes–they don’t particularly excite me, but YMMV.

  4. Not to generalize, but my experience has been that where a shoe is made really matters.

    My most comfortable shoes were all made in Italy. My most uncomfortable were all made in China. Incidentally, that’s also true in terms of how long the shoes lasted.

    I’m sure there are exceptions, but seeing where a shoe is made tells me what I can expect better than anything the shoe’s description says re: comfort & walkability.

    • That’s interesting – I’ll have to start paying more attention to that

    • I completely agree. As a rule, I don’t buy shoes made in China (except for flip flops and tennis shoes, perhaps). Quality is better with shoes made in Italy, Spain, and Brazil.

      • You can literally track the demise of Ann Taylor by the sourcing of their shoes … Italy, then Brazil, then China … down, down, down. Yet strangely their shoes are now priced higher than ever.

        • The outsourcing of ALL manufacturing to China actually really bothers me. Much of what’s sold at Brooks Brothers now is from China; and same for other so-called “upscale” or “luxury” brands. I understand that the quality coming out of China has gotten better, but I can’t be the only one bothered by spending upwards of $500 on a bag to see a “made in China” label discretely hidden inside. The quality really is worse than it used to be, and yet the prices are, if anything, more expensive. What gives??

          • Sorry if that was too off-topic, but just had to gripe as I am really at a loss. I don’t mind pay higher prices for non-disposible clothing that will last longer but almost everything at all price points has become “disposible” quality. What’s a girl who wants things to last to do? Buy cheaper stuff and just spend all my money on careful dry cleaning??

  5. I bought a pair of pumps (Vince Camuto) that were under 3″, and it changed my life. I wore them to a wedding, and was shocked at how much dancing I could do because my feet didn’t hurt. I’ve hustled to court in them just as fast as my male colleagues. I haven’t bought a pair of shoes that were 3″ (or higher) since. It’s incredible what a 1/2 inch difference makes.

    So, my advice: If you want comfort, buy whatever shoe you like, but nothing higher than 2 1/2″.

    • One more comment: For every day, I love the Tory Burch ballet flat.

      • I love my Tory flats, too – for looks and with socks. But, no support really (like most ballet flats) and the eleastic backing killed my heels this summer! Blister city.

    • I have very narrow feet to the point that I can’t wear high heeled sandals so to find any heels is a hunt. I was just browsing through Dillard’s and the two pairs that I couldn’t live without we’re the Jessica Simpsons pumps and the Reba “corrina” pumps. By far the most comfortable heels I own other than wedges.

  6. I have a relatively wide forefoot with a relatively narrow heel. I’ve had very good luck with Franco Sarto’s; they are reasonably comfortable and I can walk all day with them and only have a little bit of foot fatigue. The price point is right too, and they tend to follow major trends. They would be the only brand of shoes I would buy on-line; my foot is too finicky otherwise. I have a pair of cole haan heels that I don’t find that comfortable (oh, the disappointment) but I have a pair of black leather driving mocs that I adore. They are soft soft soft and totally comfortable. I wear them at my desk with pants if I’m not seeing anyone important. They’re like slippers!
    The rest of my life I spend in the operating room — if anyone wants an exhaustive, overly tedious and probably unhelpful diatribe on the pros and cons of various clogs for OR shoes, please let me know and I’d be happy to oblige…

  7. I’ve never found a go-to brand that is consistently comfortable. I have a pair of Tahari heels I could wear all day, but I bought another pair and they killed my feet. And I actually bought a pair of the Lela Rose for Payless heels and they turned out to be incredibly comfortable, although I don’t think they will last forever.

    One thing I will unhesitatingly recommend is Yoga Toes (or one of the drugstore ripoffs of them, such as I try to wear them a couple of times a week, and I have really noticed a difference.

  8. I have slightly wide feet, and a really high arch, so heels can be killer. In general, I love the way Kate Spade’s fit me, as well as Michael Kors, but these Calvin Klein’s are my ultimate go-to’s:

    Basic, classic, and super cushioned under the ball of the foot. I’m on my 2nd pair because I wear them constantly.

    • I’ll second this! I love these shoes – have them in both black and navy and I wear them all the time.

  9. I actually really love the Ann Taylor Perfect Leather Pump – very nice looking and basic, not too expensive, and quite comfortable. There is a sale currently on the Aubergine colored ones.

    I also have an extremely comfortable pair of Nanette Lepore Mary Jane style shoes and a pair of Kate Spade pumps that I adore.

    My most uncomfortable shoes are Coach and Michael Kors – they are very cute but KILL my feet!!

    • Here is a link to the Ann Taylor Perfect Leather Pumps:

      • newassociate :

        do the ann taylor pumps run tts? have you seen the aubergine irl?

        • They do run true – I have a large, wide-ish foot – typically I can wear a 9.5 or 10. In the Ann Taylor pumps, I tried on both sizes, and could have done either, but went with the 10 for a little more toe room. If your foot is really narrow, they may be too wide, but otherwise, I think they are a true to size fit. As far as the Aubergine color, I did see them in the store, and they are more brick/maroon looking than an eggplant/purple color.

  10. Zappos has a couple of the Tsubo’s on sale, with free shipping (both ways) here:

    If anyone tries them, I’d love to know how they feel. I still have yet to find that perfect go-to heel for days requiring extra comfort!

  11. Ridiculously comfortable, affordable and fashionable. I have them in two colors!
    Calvin Klein Olive

    • I second these shoes. I have them in a sparkly brown, and they are incredibly comfortable. I usually can’t even wear a 3″ heel at all (stick to 2 or maybe 2 1/2″), but I like these so much that I’m thinking of adding more to my collection.

  12. Prada makes some comfy heels – they LAST, and can often be found on sale.

    I am on the fence about the Loubs at work – I REALLY want a pair of Louboutins, but a part of me laughs a little when I see women wearing them to court. It’s not an issue of the level of professionalism the shoe exudes, but rather, that I can think of 10 better places to wear a sexy/ sophisticated red-soled shoe. =)

    • divaliscious11 :

      Agreed on Prada… but they a few that hurt unless you are going to be a on bar stool/couch…

  13. I’ll add my chorus to the worst list — Michael Kors. I recently gave up and donated the most uncomfortable pair of chunky heels in history to good will. I probably should have just thown them away to avoid inflicting pain on another unsuspecting women. I’m pretty confused about how it is that I thought that I could walk in them in the store but now can’t even take a few steps in them.

    My most comfortable pair of heels is a pair of Gunmetal brand suede brown and gold peep toes, probably about 3″ heels. I think I bought them at Off Saks, and at the time (a couple years ago) the sale price seemed ridiculously high, but I now believe that they would have been worth it even at full price. I totally lucked into them because I had never even heard of the brand and they were an impulse buy.

    On a related note — I’m looking for an incredibly comfortable pair of heels for my wedding day in a deep red color. Open toe, closed toe, it doesn’t matter, as long as they are super comfortable and gorgeous. I’m willing to pay a good deal of money, but my budget is far from unlimited. (I’d consider a $500 shoe, but can’t do $800 Louboutins; would prefer something in the $200-300 range.) I have a few months to hunt the sale racks. If anyone has a specific suggestion, I’d greatly appreciate it!

    • divaliscious11 :

      Do you have an Off 5th or Nieman Marcus Final Call nearby? You can get beautiful shoes that normally sell in your “no range” for well into your comfortable range. I’ve gotten Choo’s for $220 – $240, same for Prada and Weitzman…

      • I wore deep red Stuart Weitzmans to my wedding rehearsal and rehearsal dinner, and had no problem being in them for hours. Unfortunately, that style is not available any more, but Zappos has some beautiful similar options, and Bluefly sometimes has them well marked down. You might also find red shoes at some of the posh department stores as we are now post-holidays.

    • Thanks for the recoomendations! I had been thinking that Stuart Weitzmans might be an option (because they are sometimes in my price range and tend to have a lot of red options). I love the Pomposo’s that RZS linked to… if they were still available in my size, I’d buy them today.

      Unfortunately, no Off 5th or Final Call nearby (I live in the great fashion dead zone of Pittsburgh… we just got our first Nordstrom about a year ago), but it’s possible that I will be able to get to one sometime before the wedding (obviously it would be a lot better if I could constantly be on the hunt, though, but maybe I’ll get lucky).

      • divaliscious11 :

        So if you feel like driving…Arundel Mills Mall in Maryland has both right next to each other….

        • J

          One other note — this is a bit strange, but I noticed that is you end up on Zappos’ zeta website, there are fewer red Stuart Weitzman options than if you look on the classic site (there are almost twice as many options on the classic site). So here are a few more options — perhaps one will be in your size.

          The last ones (cleverly named Larosa) are my favorite! Good luck!

      • legalicious07 :

        Make the drive to the Philly Outlets and go to Off 5th there. I found great deals there last summer!

      • J, I’m in Pittsburgh too and feel your pain. The Aurora outlet outside of Cleveland has an Off Fifth, which I think is our closest option.
        There is a Nordstrom Rack in Lyndhurst, which is also outside of Cleveland. Not the most pleasant trip in the winter, but closer than DC or Philly!

        In the meantime keep checking the downtown Saks for sales, every so often you can really clean up. Good luck!

  14. I highly recommend the Nurture brand at Dillards in the more budget conscious category (usually $80-90, but you can get them on sale for half that). I think the brand is designed specifically for Dillards. Some of the styles are frumpy, but others are classic and attractive– both heels and flats. The footbed is deeply padded. Even my mother and sister (both of whom will only wear comfortable shoes at the cost of fashion) like these shoes.

  15. GREAT topic! Nice reco’s all around. I have wide, big feet (8 1/2) for my stature. I swear by a) suede and/or b) peeptoes. If I can get both in the same shoe, more chances are my feet or comfy. IMHO, patent leather is very unforgiving, and the pointier the toe, the more chance for “grit-your-teeth-almost like childbirth-pain” after 2+ hours of wear.

  16. The only comfortable heels I have ever worn are the Sofft Carmas. (I have extreme problem feet — my right shoe has a 1-2A toe and I think a 4A heel due to an extra toe, my left foot is 3-4A all over but also narrower at the heel — it was not until I bought these shoes that I realized it was possible to wear heels without bleeding, and most styles are still right out for me. But these shoes still fill me with glee every time I wear them, and I’ve happily walked the 3/4 mile from my house to the subway and back in them.)

    • I have 2 pairs of Sofft shoes very similar to these (they have a little rosette where the button is) – one in chocolate suede, one in burgundy suede. SO comfortable. And look great. A really good buy!

      The Tory Burch flat that’s so common? I got it in gold, thinking it would be a fun shoe with jeans, but it’s really uncomfortable. The band doesn’t go high enough on the back of my heel, so I’m constantly walking out of them. And there is no support whatsoever (I have a high arch). Sadly, they’re relegated to looking-fab-at-the-beach-or-pool-but-no-actual-walking.

    • Thanks for the recommendation. I have a similar problem, 2A in the toe, but much, much narrower in the heel. I’ve yet to find a pair of shoes that fits really well. I may give the Sofft shoes a try.

      • Welcome! They only work because of the strap, but hey, that’s fine with me (and I get a lot of compliments on them, too). If you find anything else that works I’d love to hear.

        • I love Sofft too. I live near a Marshall’s shoe shop that sells the last season’s styles for $40, I’m in heaven.
          I also like Charles David.

  17. I don’t have a problem with feet and wear high heels daily. I even manage to keep up the fast stride of my 6’2″ husband (and I’m 5’4″ on a good day without shoes on)…that being said, the most comfortable shoes I’ve ever had have been nearly anything from the Linea Paolo line, the store brand of Nordstroms. I also find Franco Sarto (esp. the artisan line) very cushy and easy to wear, if slightly “clunky” looking.

    My heart aches for all the fashionistas out there with feet/shoe problems.

    I’ve got my own, but now is not the time to share body woes (or is it aging?).

    Hang in there gals; your above the knee style is wowing folks anyway.

  18. divaliscious11 :

    Most comfortable heels:

    1. I have a pair of Jimmy Choo slingback in neutral that are maybe 2.5″ high that are the most comfortable heels! So much so that I am on a quest for an a replacement pair, and additional colors in the same shoe….
    2. Stuart Weitzman – can wear all day

    I have Loubie’s and while they are comfortable, they are not wear all day comfortable like the above. Oh, and I almost always have a platform, even if its hidden. The above Choo’s don’t but they don’t need it.

    4″ heels – love them but can’t wear them anymore since kids…. have 2-3 pair still in my closet but if I find a good consignemnt shop, I am going to have to let them go…..

  19. I have problem feet too (wide, absolutely flat, and a bunion on one foot – probably from high heels in my youth!), and I’ve found that slingbacks seem to be more comfortable for some reason, almost regardless of the heel height. Also kitten heels (or spoon heels, as my mom calls them) work well for me, but they tend to be a lower height. I find Liz Claiborne and Sarto (as noted above) shoes generally comfortable. But maybe that’s because I haunt DSW, and they seem to carry those brands a lot!

  20. Hardly fashionable but oh-so-comfotable: Mephisto, Merrill, & Clarks.

  21. I had a pair of Tsubo sneakers that were really great, but I didn’t even know they made heels.

    I haven’t been able to make myself try the more expensive brands (the way I go through shoes, I cringe at $400+ a pair!) For me, the go-to brand is Bandolino. Their heels are surprisingly comfortable for me.

  22. Black pumps :

    Every pair of Franco Sarto shoes I owe are so comfortable!!! And they’re so cute too!

  23. I have $$$ to spend on shoes and I have YET to find a stylish pair that I can walk in.

    I have seen Manolos, Choos, etc. at places like Nordstrom Rack and they ALL look EXTREMELY narrow. I mean like a AAA or AAAA. Since I have wide feet, I’ve ruefully written all those brands off. Stuart Weitzman makes wide sizes, which I can wear, but after an hour the footbed feels like it has zero cushioning.

    Natualizer, Sofft, and the others feel OK to me, but my husband calls me out on my “nurse shoes.”


    • Erin

      Try Ferragamo – I have wide feet and they come in varying widths upto a D. That said, I think they stop at a C width in the States (that’s what the flagship store staff told me in NY – same story in Houston). I find it weird that in Asia, they sell D width while stopping at C in the US! Do check it out anyway.

    • Naturalizer is good.

    • I think this calls for buying your husband a pair of extremely fashionable heels and telling him he no longer gets to talk until he can get through the day in them. :-)

    • Thanks everyone for the suggestions! I will seek out Ferragamo next chance I get!

  24. Have you tried Ferragamo’s?

  25. I concur with the observation that shoes made in Italy are more comfortable, better made, and last longer than those made in China.

    The high end shoes are not all narrow. I advocate trying them on. I have a pair of Choos that, at 3 inches, are the most comfortable pair I own.

    I have only tried on the Louboutin “pretty shoes” and was flabbergasted at how comfortable they were. Therefore, I urge you to try on their basic pumps (they have several styles.) If you find one that is comfortable…buy it. Don’t worry about what others think. After all, is a stranger’s disapproval worth the feet discomfort?

  26. My favorite pair I have ever purchased are Donald Pliners. They are over 3″ and I had no blisters or pain the first day wearing. It is one of the brands I always look to since they are so comfortable. Unfortunately there are so few cute styles, so you have to keep checking back.

    I like Cole Haan’s Nike Air line, however, the fit is hit or miss.

    As to Louboutin, the goal is not comfort. The Washington Post recently ran an interview with him:

    To newassociate – who do you think will make comments or perceive you differently because of your shoes? Many people will not take the leap that you are concerned about.

    • I agree. Although I think that wearing too high a heel, generally, might have the effect the writer was concerned about; not the fact that the sole/heel is a tell-tale red.

      I do think that on most women, a 4 inch heel looks a bit too vampy for court; but that’s irrespective of the heel’s provenance.

  27. Associate :

    I have a pair of Tsubos, and they are great! There is plenty of padding and enough toe room for my wide-ish feet. The only problem I have is that the heels are louder than other heels I have. The noise was commented on by a male partner, who then proceeded to talk about his life-changing experience with Cole Haan Nike Airs!

    Here’s a link to the Tsubos below, but I have them in an office-appropriate olive green, and the whole shoe is a single color:

    The most comfortable pair of shoes I have is from Gentle Souls. The deerskin lining is so soft, and the padding is great! It’s pretty hard to find these in young-ish styles, but I keep scouring Nordstrom Rack.

    Also, I have had success with Insolia inserts, once they are positioned correctly.

  28. – A pair of Sofft peep-toe slingbacks. They do not look like orthopedic shoes, at all, but are comfortable like them.
    – A pair of Anne Klein loafer heels I’ve had for years. They’re almost dead and I will be sorry the day I have to put them in the trash.
    – My go-to pair, any day, are these from Michael Kors, the Bayville:
    I don’t know what it is about these – the last, the toe box, the sole, the chunkiness of the heel – but they are wearable in any situation, for any length of time. I hoofed it all over NYC in a pair this summer on a business visit. They look great with suit pants (not so much with skirts). I loved the first pair I got so much I bought a second pair in the same color and rotate between them to save wear. I honestly wear these probably at least 3 days a week.
    High-end brands that never work for me:
    – I have a pair of Manolo basic black pumps but I am so terrified something’s going to happen to them (they were a splurge purchase for me) that I am afraid to wear them in most circumstances.
    – Coach shoes do not work for me, period. Something about the way they make the last, I think. Every pair I’ve ever tried on is heinously uncomfortable.
    – I have some of the Cole Haan Nike Air shoes but with the higher heels, even the air sole doesn’t help me all that much. I broke my right foot (a bad break, I was in a cast and had to have surgery later) as a kid and somehow the Cole Haan shoes seem to make the old injury flare up.
    Would love to own a pair of Louboutins someday. Maybe once the economy picks up and my consulting business gets back to normal :)

    • I second the comment about the higher heeled Cole Haans. I own a pair of 4-inch Nike Airs. And you know what? They still hurt like 4 inch heels. I’m young and don’t have foot problems, but I’ve pretty much decided that I need to avoid anything over 3 inches. I think my problem is that I have VERY small feet (6-6.5) and the higher the heel is, the steeper the angle of the shoe. Thus making it uncomfortable and feel slightly like I’m teetering on stilts.
      The 4 inch heels are now reserved for times when all I need to do is stand around and look gorgeous (which, unfortuantely, is not that often).

  29. Shoes made in Italy are the best. Today I am wearing my black suede boots I bought in Rome. Love them. Can wear all day.

    Lundi Bleu are surprisingly comfortable after only minor break in.

    Ecco are amazing. $100+ even on sale, but never need breaking in.

    I also have a pair of Privo (by Clark) heels that are terrific. They are a bit man-ish, but got me through a recent trial quite nicely.

  30. the most comfortable pair of shoes I own is a pair of black patent peep toes by Franco Sarto; this was a completely unexpected comfortable shoe. I picked them up at DSW because they were cute, and then ended up wearing them all the time for a job that required a lot of walking (I was giving tours). I haven’t searched for a pair of basic closed-toe pumps in the same brand, but they might also be as comfortable.

  31. Joan & David Circa — have had pumps and now boots — sooo comfortable. The boots I wore one day from 9am to 1030pm because I had a work dinner…didn’t even think about them, that’s how comfy they were.

    Sofft – comfortable and some styles more fashionable than others

    Van Eli – some better than others but generally good.

    I wear a narrow and these all carry narrows.

  32. Pumps–Stuart Weitzman “pokeless” pumps…the most comfortable shoes I’ve owned for work in years and years…only 1 inch heel, but adorable–like a ballet flat only with a heel. I’ve purchased whereever I can find on sale…I have three pairs and may buy more to stock up.

    With pants, Aqualatalia makes some nice wedges that also are waterproof.

  33. Naturalizer and Franco Sarto have been good for me.

    For a crazy cheap shoe that is also comfortable and stylish, in basic styles at least, I’ve had luck with Lifestride.

    I’ve heard wonderful things about Tsubo, but haven’t invested yet. I’m planning to check out my local store soon.

    I’ve been eyeing You by Crocs (and I hate hate HATE the traditional crocs), but haven’t yet made the leap. I often stop in the store on my way back from court. I may buy a pair this spring.

  34. I am wearing Geox flats and they are super comfy.

    • I agree Geox is comfortable but I found the ventilation system caused them to make my feet cold.

  35. Yet another vote for Stuart Weitzman — the only shoes I’ve found that pass the trial test (hours on my feet examining a witness, running to and fro courthouse dragging lit bag, etc.). My problem feet demand a wide, and Stuart Weitzman is one of the few brands I’ve found that offers a large variety of work appropriate styles in wide. I have a pair of the Cole Haan Nike pumps, but they are not as comfortable and are frankly kind of boring looking.

  36. I was in Banana Republic a few weeks ago when they had all their shoes on sale and the saleslady was telling me that they recently changed vendors and now all their shoes are being made by Clarks. I was surprised, mostly because they looked nothing like Clarks, but I tried a pair of 4″ platforms with an almond toe (the “Jacky” I think) on and they were crazy comfortable. Has anyone actually bought a pair from BR recently and worn them around? Because if I’ve learned one thing shoe shopping, it’s that shoes that you think are comfortable/fit well in the store often turn out to be junkers when you get them home and make the mistake of wearing them around for a day without a backup pair of flats in your purse.

    • I’d be interested in hearing this too — the last pair of shoes I bought from BR were terrible (loved them in the store, can’t even wear them from my desk to the bathroom without excruciating pain now), but that would have been last spring, so if the change occurred “recently” they probably are the old vendor. It’s too bad because they are really super cute turquoise flats!

  37. North Shore :

    Oh, foot pain. Last month I wore a pair of 3″ heels to court, for maybe an hour, and for a total of 3 blocks walking. I was in pain for the whole next week from that. I ruined my feet from marathon running, gymnastics, and pregnancy. I’ve had some luck with Ecco and a 2″ heel, but I can’t go much lower than that because I’m short and I need heels. Thanks for all your suggestions; can’t wait to try out some of these brands.

  38. I cannot believe no one else has mentioned my favorite comfort brand, available at Nordstroms and online, Munro American. Most of my shoes are Munros. I have custom orthotics and like the fact that on regular (non-sandal) shoes, they have removable footbeds so I can insert my orthotics. These shoes are so so comfortable. You can wear them brand new all day and not get a blister.

    My current favorites are:



    But they have several pumps too, such as Gigi

    The sandals are great too.

    These are truly well made comfortable shoes that are well worth the price. Also, they go on sale at Nordstroms periodically, such as during the anniversary sale.

  39. redheadesq :

    Wow – okay, here’s the deal. Take this from someone who had BUNION SURGERY three short weeks ago…

    1. Avoid pointy toes on anything higher than a kitten heel — it’s not worth it (trust me). JUST SAY NO!
    2. Taryn Rose lower wedges are a DREAM but her heels are as vindictive as anything else (Shout out to Corporette – they were developed by an orthopeadic surgeon, not a podiatrist).
    3. Check out Airex on zappos — they are made for this purpose and while some are awfully dowdy, they have a few nice pairs of sleek wedges
    4. Don’t kid yourself – ANYTHING over 1.5″ heels are actually doing damage to your feet, your back and your knees. Wear them we must, I know, but “Wearer Beware.”
    5. If you suffer from bunions and continue to wear high heels, they will only get worse.
    6. and finally, once you have had bunion surgery, you won’t even want to LOOK at pointy shoes ever again.

    Have a good weekend!!

    • Absolutely! Although my most recent kitten heels do have a pointy-ish toes, I just can’t find any wide professional shoes with a ladylike low heel. (Ros Hommerson Posh – shame they don’t come in more colors). I wear flats most days. Better healthy & sexy than cramped, painful and walking funny.

  40. I love my Danskos. I just wish I could afford to have more than one pair of them. I’d wear them every day if I could.

  41. I also have problem feet, but I haven’t seen my problem come up yet. My right foot is a size 8.5, medium width. My left food is a size 7, wide width. Both feet have such high arches that you can see the bottom of my feet through the sides of my pumps (you can’t see the arches when I wear tennis shoes, obvi :-) ) and I need to extend most Mary Jane straps because the top of my foot is so tall. This is a problem for taller heels, which usually don’t have the support (regardless of the brand) to stop my left arch from collapsing from the angle. My personal godsend has been Nordstrom, which has a policy that they will sell you two different size shoes, as long as the different sizes are at least a size and a half apart. Also, they will do pretty much anything in terms of punching new holes through straps, building up a sole, stretching out the leather, etc. They have a customer for life in me. I moved from Chicago (with the Michigan Ave. Nordstrom shoe dept…sigh!) to Central Penna (with…………) and I’ve tried to get Macy’s to do the same thing, and the managers look at me like I have 5 heads. You would think that if I were about to buy 5 pairs of shoes, they would accommodate?

    In any course, I had a pair of Munros forever in high school and college (I did speech and debate tournaments, so needed suits with pumps for a long time) which I am desperate to find again. The insole had a little cushion for the space between the ball of the foot and the bone on the outside of the foot, as well as arch support. I could sleep in those shoes, they were so wonderful, especially since I would have to wear them from 5AM – 8PM. I’m a law student, so the Louboutins, et al., are a bit too dear for me. However, I do have a few pairs of the Sofft pumps, which are pretty nice, until you hit hour 3. I also have a pair of the Nordstrom brand pumps (2 inch heel, black pointy), which are super excellent and take me to hour 7, which I’m fine with.

  42. legalicious07 :

    If you have (a) problem feet (flat with a corn on each baby toe, narrow ankles), and (b) are on a budget (e.g. are a student like me and can’t spend three figures on shoes), I can tell you what shoes to AVOID:

    1) Nine West shoes. The only exception: These black NW kitten heels are super comfy –,default,pd.html

    2) Steven Madden shoes.

    3) Cole Haan Nike Air (purchased at TJ Maxx, of course). I have the Melinda (*F%3F&GUID=5cdba9281250a02653520a82ff9aa713&itemid=130354001248&ff4=263602_263622) and the Miranda ( and I’m simply not impressed.


    Honestly, I haven’t found the most comfortable shoes ever. I can recommend three shoes that start out quite comfortable, but you still don’t want to walk a mile in them. They are fine, however, for every day light use.

    1) BCBG Millineum pump (

    2) Kenneth Cole Reaction Inner Space (

    3) Cole Haan Lorilee (*F%3F&GUID=5cdba9281250a02653520a82ff9aa713&itemid=330388318699&ff4=263602_263622)

    For some shoes, I could only find Ebay versions. I promise that those are not my Ebay ads! :-b

  43. Philly123 :

    The best work shoe brand hands down is Ecco. Ecco boots, pumps, and flats are all great!

  44. Hi – Google found the comment regarding Insolia Inserts and I came to take a look. If you are interested in trying them, here is a coupon code good for 15% off your first order, “corporette”. You can learn more at “”.

    They are positioned at the heel, and prevent you from sliding into the front of your high heels. Three inch heels put 75% of your weight on the balls of your feet – with Insolia Inserts installed that drops down to about 50%.

    Most women will find they can wear their heels up to three times longer before the pain sets in. Really.

  45. I have a pair of 3″ Enzo Angiolini leather heals that are super comfy. Also, the heal is not leather wrapped which is a huge deal since I frequently get stuck in sidewalk cracks.

    My last pair of comfortable 3″-ers were Nine West — one of those pairs of shoes that I wish I would have bought 3 of when I bought them.

  46. Oh, and I should mention that Jessica Simpson’s shoes are the most uncomfortable shoes known to wo-man. Seriously, they look cute in the store and you think you could wear them to a cocktail party and then 15 minutes into the party you want to saw your feet off.

  47. I own a pair of the Tsubo Nabu’s. They were an impulse buy and I must admit, sometimes my impulses are right on! They are so comfortable that I even wear them when I know I will be doing a lot of walking. For you creative types, this particular style has an edge to them.

  48. ARA made in Germany. They are the ONLY shoes that never cause me foot pain. Between $60 & 250 depending on sales. Only available online in the States.

  49. My 2 most comfortable pairs of shoes are made by Athena Alexander. I think it’s ones of Nordstrom’s house brands. There is extra padding in the footbed. Unfortunately, the brand only seems to make sandals and open-toe shoes. So I’m out of luck now (Boston in December, 2 days after the blizzard), but come summer (actually, probably May) I’ll wear them every day.

  50. The most comfortable shoes I own are Chinese Laundry Cashbox.
    I bought them in tan then livedvthem so much I bought them in black. They are 4″ heels with a little platform and I can wear them all day. I wear them bare legged in the summer and with dark or black hose in the winter

  51. EverSince :

    Louboutins – probably 15 years old at this point – with a thin, 3-4 inch heel, rounded toe, black patent. Can wear them all day, walk forever, and feel elegant and appropriate. Would not wear them in front of a jury, no (red bottoms, you know). One down side – they are black patent. Most brilliant shoe repair man in the city, who has cleaned these a few times, has informed me: patent hits a wall. At a certain point, now matter how well you clean them, they just don’t retain that mirror shine. Next investment heels will be plain leather.

  52. The most beautiful styles high heels are seen today ..but most of us women want to feel great and don’t want to break a leg ..
    I still hope one day somebody will cut half of the heel height and make us all look beautiful!!
    Wearing ugly pumps is not for a enchanting night out!!

  53. Love your post but minor correction … Taryn Rose is an orthopedic surgeon, not a podiatrist (or pediatrist, which I assume is a typo). Calling an MD a podiatrist is perhaps as annoying as calling a JD a paralegal.

  54. emmaglenn :

    BANDOLINOS!!! They are my go-tos for dancing or anytime I know I’ll be on my feet all day. They are definitely classy, simple, and demure enough for the office, and I always get complimented on them from my female boss. I’m telling you they are the secret comfort brand that isn’t marketed as a comfort brand. Give them a try!

    Also Jessica Simpson makes surprisingly comfortable and well-made shoes (the ones that aren’t extra tall anyway…which don’t look work appropriate).

    Aerosoles are also great if you can find them in a trendy-enough shape. They also might take some getting used to because they are structured differently than most brands. Once you adjust, though, you’ll love them.

    I am a business consultant, and I’m constantly running here, there, and everywhere. I wear heels all day every day. Usually 3 inches tall. I buy in mass quantities so i can’t afford the super expensive brands, but you can get some really nice shoes at DSW for $50.

  55. I wish Ferragamo’s were actually affordable. I can’t justify wearing a mortgage payment on my feet. Tsubo looks like the winner for me looks wise. Let’s hope they’re comfy.

  56. As a waitress the brand Ecco saved my life! Heels and flats alike they are amazing, my very first pair saved my feet, back and legs from pain (and probably permanent damage) and lasted 7 years until they were worn down (yes i wore them very often and no they didnt break at all they were simply walked down). Definitely worth a try! :)

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