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Cat, I love that royal blue ensemble. That's a favorite color of mine. Last Sunday I wore a white short skort with a royal blue sequin top and my royal blue, patent knee boots. Got several compliments on my ensemble. Even two ladies complimented me on my boots. Happy Heeling, bluejay

You all know I go everywhere to heel, Its Monday night and its time to go out!!!!!!!!!!!!!!!!!! Here is the OOTN!

I am sure this topic has been discussed ad nauseum and "resolved" long before it was known that the moon was not made of green cheese. A situation regarding my wearing of heels has surfaced within my family and I came to the realization that the confidence I have gained from doing so has spilled into other areas of my life. Allow me to explain. I have younger brother who is deeply conservative on all matters and he informed me (indirectly) that his eldest daughter (20.5 YOA) had tickets to hear Charlie Kirk speak when he was scheduled to on her university campus. He was murdered, however, before the event at my niece's campus occurred. Needless to say, I sent a carefully worded response about the true nature of Kirk's rhetoric towards the transgender community to my brother and noted that I strongly disagreed with Kirk's positions. The response I received was a profanity filled diatribe about how the transgender community is trying to force their agenda on everyone...blah, blah, blah. Also, it was apparent from his choice of words, that, in general, men wearing heels was somehow wrong because it is not in line with his worldly view. I did not dignify his response with my own response, but not to be arrogant and respect for the fact that my brother is in poor health, both mentally and physically, as an investigator for 20+ years, I could have driven a truck through the holes in his response. My line of belief on this, couple with other recent posts I have offered, made me realize that the confidence I have gained from wearing heels has spilled into other areas of my life. I am much more confident about my work, my decisions, and, just wearing tall heels (4"+) in public and not giving a da(r)n about what anyone thinks or feels about it. For the most part, I have received so many compliments from (mostly) women in my office who love my style and color choices. Most of the men do not care but I still have great conversations with them even if I am wearing a mini skirt. This made me realize that if I can tell a family member "I do not give a (long string of expletives not included) about whether a man wearing heels fits in with your narrow minded worldly view" then what is to stop my confidence from continuing on an upward climb? I realize that over confidence can easily become arrogance and want to avoid going down that road. I guess what I am trying to say is that, I will be more than happy to tell my brother that if he can not accept the fact that I wear heels, then that's too bad. I am going to do so because I like and encourage every man I see to do so the same.

My own sense of style has gotten quite a bit more casual in the last 10 years. When I first started wearing heels in public, I felt obligated to be dressed up as a part of that look. I went through a period of wearing a lot of sport coats with button down shirts when I was outside of work. That was unusual for this town, but not rare. Remember, this was before Covid. People actually used to dress up for office jobs and maybe stop by the grocery on the way home. Were I to dress the exact same today, I would be much more of an outlier, heels or no heels. It is no wonder that my tailor friend lost her job at Mr. B's, which is a men's clothing store. I assume it still is, anyway.

Well they finally came. Great heel, loved the color, BUT they were slightly too tight at the toe box. The problem is that they are pointed toe heels and my feet aren't. I could get my my foot in, but it was just too tight and since they are synthetic I didn't think it would stretch. I had got these for many reason. I love the color. I now have several in this color range. I want a boot that I could wear when it rained. I have no desire to damage my leather or suede heels, so being synthetic was a plus. I wanted a slouch style bootie, and I have been looking for some time. This also had a feature, a full length zipper, that I wanted. And the heel was decent as well. The search goes on .........................

I stepped on the edge of a textbook and they split apart. I just love this Steve Madden wedge, and the second pair as well. At least 6 years old. Real suede, that why it has lasted the hundreds of miles it has seen. This is now my run around town doing errands pair. The other pair just got out of the box last year But she ain't dead yet!!! Its a clean disengagement, so I plan to glue it back together and get several hundred more miles out of her.

I’d say they passed away and you’re holding a seance

If you could magically transport yourself back in time 10 or 15 years, and you were to cross the same street, wearing the same outfit, you'd have had a lot more people video-ing you. The best we can hope for is that we walked well.

👍🤩 Thank you for the compliment !!

Oh mama! That's it! We're having a best dressed of 2026 competition! You in?

Sorry - just catchin' up here. Generally speaking, in response to the original question, I will wear higher heels (3"/9cm+) to the office and places I need/want to go on the way home. If I am heading to an event, it will depend on what it is, the weather, the "feel" of it, and other factors. My local library, for example, is having its annual local artist exhibition in about two weeks. It is an early evening event, 5pm - 8pm, with drinks and nibbles. For this, I will forgo heels in favor of a pair of animal print loafers with black pants and a black short sleeve turtle neck as heels seem to be a bit "too much." Every year my local library also presents a murder-mystery play as a fundraiser on a Friday and Saturday evening. For this, I'll step it up a bit and throw on a skirt with a less than 3"/9cm pair of knee high boots. If I was attending a cocktail party or a fancy dinner, my outfit would be made around a 4"/10cm+ pair of heels. I am never in heels for mundane activities like grocery shopping unless it is done on my way home from the office. If I have to head out to run errands or going to an event where I expect to do a great of standing or walking, my trainers are it. This past Saturday was the annual Oktoberfest my town's civic association and as I knew I was going to be walking around, and socializing with the venders and doing "a bit" of drinking, my coral colored Vans were the choice of the du jour.

That's an astonishing remark and presumption by that waitress, but kind of fits in with my impression of the sort of town and region you describe. Somehow, although you say she didn't, I can readily imagine her using the term 'relations' - that too would be wholly fitting with my perceptions of the kind of prim folk who'd have those points of view.

@higherheelsFor us it is hard to parse out people’s attitudes on whether or not it is just my wife wearing high heels, or because we dress nice. It does not help that we live in a very rural area. Just so you kind of know what I mean, my town is comprised of 433 people living on 5 square miles of island. My state is the same size as Ireland, yet has only 1.3 million people. We have to drive 30 minutes to get to a town that has 2000 people, and a one and a half hour drive to get to a town with 30,000 people. So it is pretty rural here. Most people here do not dress up, and by that I mean frumpy t-shirts/sweatshirts and jeans and sneakers. I believe a person feels as they are dressed so my wife and I dress nice, it is just me in dress pants with a button down shirt and dress shoes, while she is in a dress; often in high heels. So they see us dressed up and think we are just trying to impress people. But that is not us at all. In fact, I really dislike people who are fake. The one time my wife wore high heels with jeans was at a local pizza place, and our waitress commented that “she had to hurry to get a check so we could go home and have “relations” because any woman who wore heels, that was what she was looking for”. The ironic thing was, we had five young daughters at the time and we had let the oldest babysit for the first time and just wanted a few hours alone on a date. I don’t even think we had “relations” afterwards. It just struck me funny that she thought a woman wearing high heels was expecting to do that. Kind of presumptuous, I thought. Note: waitress did not use the word "relations", but rather the real word. Relations is used here only so auto-censors are not triggered.

Ok, I've got some time, I might as well tell the story again. I should probably tell this story more often to people who ask me how I manage in heels so well, rather than just saying that I practice a lot. I officially "came out," so to speak, in May of 2012, when I wore my first pair of obviously elevated heeled shoes to a public function. Those shoes were effectively 3 inch, or 7.5 cm tall. All of the shoes I had at the time were platforms, so I am subtracting out the platform in order to give you a better idea of the steepness challenges involved. Later that month, I took my first real walk in these 7.5 cm heels, which was an eye-opener, because I had no idea how tired I was going to get before I got back home. Later on in that year, I moved up to effective 3 1/4 inch, or just over 8 cm heels. By about New Year's of 2013, I had bought some 4 inch, or 10 cm heels, and I thought I was doing pretty well at them. Until I made the decision to actually go somewhere in them. My wife and I needed to go to a large shopping mall, something to do with our mobile phones. I don't remember the exact reason, but it doesn't matter to the story. I proudly wore my new 4 inch ankle boots which I had just purchased the week before, and we headed off to the mobile phone store, which was probably 300 m away from our car. No problem, right? For whatever reason, the store was really busy that day, and we wound up standing and waiting to be served for the better part of an hour. After standing that long in heels, what seemed like a reasonably easy walk into the mall was incredibly painful on the way out. I literally thought I wasn't going to make it back to the car, my feet hurt so bad. I thought I was going to die. Now, 12 years later, it's hard to remember the intensity of that pain, but I remember thinking to myself, "This high heel thing is just a fantasy. Nobody can wear these things all the time!" I became very discouraged. I do not remember how I got the idea to actually start walking in heels for actual exercise, but it took root shortly after that incident, and I went back down to 3 inch heels and started walking the neighborhood, short distances at first. I didn't really try anything much taller than 3 or 3 1/4" for a long time, but eventually, the 4 inch boots which nearly killed me have become not only doable, but easy. I still have that same model of ankle boot to this day, and I really wouldn't hesitate to wear them to Disney World. They've become that natural, and I guess I've managed to train my feet and ankles to deal with them all day, every day without really thinking about it. I should remember this story more clearly whenever I hear somebody tell me that she can't wear heels for more than 30 minutes without great pain. I was at that place myself at one time. What motivated me to try again is still a mystery. In all reality, my life would have been much easier if I had given up back then and figured that all those women who wore heels every day were in constant misery, and that it wasn't worth it. Instead, here I am more than 4,000 km and dozens of heel tip replacements later, and now I'm the freak who can hack the tall heels like they were carpet slippers!

I'm much there same, but prefer almond-shaped toes. Living along a towpath makes things difficult as I don't are to ruin my boots or break an ankle!