I don't really wear a stiletto heel, but I love platforms and flatforms.
I do appreciate stilettos on others.

I wear heels a lot, even with casual outfits. I don't think it's fair to say they make you look "tarty." There has to be more going on in the outfit than just the shoes to give off that vibe. I think heels are classic and can be very classy.

Loving the crown posts :).

I wear my Dansko platforms with skinny jeans. I did that today, as a matter of fact.

Ooohh.... I'm absolutely getting a tiara to wear when I work at home (fully clothed, but sans shoes). : )

I can see high heels on a dressy social occasion, but when I see them on business or professional women I have to wonder what they are thinking. Why handicap yourself, especially in male-dominated areas? Just my opinion. There are many less crippling options that still look good.

I don't feel crippled in the heels I wear. I feel tall, strong, powerful and feminine. Some of the comments here seem awfully judgmental.

Although I bat for Team Flats, I wear my Okaka stiletto ankle strap pumps with straight cropped jeans and feel smashing. I also wear them with my olive unstructured midi shirt dress. I love my low heels more because they are even more comfy. Fussy feet!

Those who are comfortable wearing high heels and feel smashing in them should wear them. Business or leisure. It's all good. No negative judgements either way.

Lol at the tiara for Work From Home!

I'm going to agree with Angie. I stress on this again--- I FEEL DATED in heels. No, my heels are not old or dated in themselves. They're new, smart block heel sandals or wedges. But the idea of heels with a casual outfits doesn't feel right on ME at this point of my style journey.

Ofcourse, heels can never really go out of style. We all need them from time to time!!! But I think what I'm trying to say is --- there was a time when I wouldn't feel comfortable in a dress if I wore flat sandals. The proportions just didn't seem right at all. Yet, here I am, loving most dresses & skirts with sneakers and truly flat sandals. And as a result of this----I find that I gravitate more towards low heeled shoes even when I'm dressing up a bit. The dress I wore yesterday was not a day dress....was not a jersey knit and not too casual....it is one of my faves. But, it's a shift dress, and looked good with 1" block heel + ankle strap sandals.

@ Amy - If you love to wear heels, you rock those!!! My comments and analysis are only based on what looks right/balanced on me....not others. I see a lot of women who still look modern and fresh while wearing heels!

Ms. Maven, you hit the nail on the head. I move around so much more easily in lower heels that it's hard to go back to the sky-high pumps! I'm saving the stilettos for date nights of late!

Maneera, I wasn't taking issue with anything you said.

Interestingly, I find single-soled heels far more current than platform pumps. Flatforms are fresher, but the whole platform pump thing was done to death for a while there, and I just cannot see them as current anymore. That is MY issue, though, not anyone else's problem.

And it is hard for me to tell what is current and what isn't when it comes to heels because I wear them relatively infrequently, and I have always tended toward chunkier styles when I do. Block heels, flatforms (like creepers), lug soles - those are much more my style than stilettos, even when stilettos dominate the retail space. But when I wear daintier heels, it is always single soled shoes.

Regardless, my feet have become much fussier, and I am now mostly shopping for comfort over heel height!

It's a rare Baby Boomer who can still wear real heels, especially of the stiletto variety, so that's a bit of buying power out of the picture.

I wish I could wear any variety of 3" heels, but I don't think I've been able to go that high at any time in my life, not even wedges or block heels. I swear, the most stylish shoes, booties, sandals, you name it, have 3" heels.

I wear heels with casual outfits, but my outfit is I guess what I would call smart casual, so on the dressier side of things. I also try to have heels that are interesting in some way. I don't ordinarily wear plain pumps unless I am going to church or something, where I want to dress more conservatively. I do wear heels a lot with jeans.

I had a bad ankle sprain a few years back and even after a lot of PT my ankle is still weak. Add major foot surgery to that and I can no longer wear 3 inches and up heels. It is really hard to find 2.5/2.75 heels that look good with professional dresses and skirts. Also, I have to wear block heels now, I can't walk on the thinner heels without my ankle twisting. And bare legs are not allowed at work so I have to find closed toe pumps( thanks for setting me straight on the hose/open toe shoes Fabbers!) makes it really hard to find that balance. I spend a lot of time in front of the mirror deciding if it looks right or not. I read recently that single soled shoes are making a comeback. I have always preferred them over platforms. I think it is just what you like and what looks good on you. I have really short legs and I have always felt that super high heels accentuates that.

Could it be partly because it's summer and hot weather means a step or two down in formality?

I'll give up my heels when they have to be pried off my cold, dead feet, but I do like a break in the summer. I'll even wear sneakers with a dress when it's 90+ degrees and close to 100% humidity.

Duchess Kate wears really tall shoes...but I confess I don't know how fashionable she is. Stylish, yes definitely, but you know...she has rules to follow or off with her head

I can't do 3" heels anymore, so it's my Danskos whenever I need extra height.

DonnaF, I agree.

I particularly like the look of a pointy toe stiletto and trousers. A great look for the office, in my opinion, and anyone with short legs.

I wore jeans and stillettos to the office the other day and felt ok in them because there are other women who wear this type of thing. I wouldn't wear jeans and stillettos out-and-@bout though: There is just not enough stability on rough sidewalks and I don't see a soul wearing this type of thing. I do wear my 3.5" wedge heels out and about though.

I don't feel "dated" in heels, but do agree that a low block heel sandal feels a bit fresher.