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I have come to start embracing this approach. My job is a "hybrid" meaning that I can work from either home or at the office as need dictates. Right now, I do a 2-3 schedule in that I am at home on Mondays & Fridays, and at the office Tuesdays - Thursday. I find that at home, I am more inclined to "throw on whatever" and go with it rather than take any time to put together a nice outfit - it's all done in laziness. My wife has long been a proponent of the "dress for work," even at home" because it does much to promote a professional mindset. She has, understandably complained about those who show up to video meetings in bathrobes. I could not agree with you more - live up to your footwear is my approach to every outfit I put together. That which I wear MUST coordinate with my footwear or else it just will not work for me.

First off, I apologize for asking a question that I am sure has been discussed ad nauseum in specific threads or in response to other postings. My intention is simply to try and gather input from ALL male members of this forum, not just the half-dozen or so regulars whose responses, opinions, and discussions I have come to find very enlightening, highly value, respect, and admire. Allow me to ask the question and then explain why I am doing so. For those who wear heels into work, what is the highest heel height you have worn and if you do so on a regular/routine basis, what is the average heel height you wear? Lately, due to comments and opinions offered across many postings on this forum, as well as my recent public observations and interactions with others, I have been seriously rethinking my approach to wearing heels in public, all in a good way. I hold no doubt that my approach to wearing heels in public/to the office has been that of a very conservative style. By this, I felt heels should be no higher than 3” – 3.5” (~7.5cm – 9cm), no stilettos, and if worn with a skirt, the hemline should not be higher than just above the knee. Truth be told, all of this has started to “fall by the wayside” as my approach to wearing higher heels and shorter hemlines in public/at the office is radically transforming at an accelerated pace. I have been thinking of recent encounters I have had with women wearing either over-the-knee or tall stiletto boots with short hemlines of their skirt or dress. I was recently at Logan Airport (Boston) and observed a “middle-aged” woman who was “rockin’ out” a shorter (just above the knee) black leather pencil skirt but yet, it seemed appropriate for an office environment. As I strolled through Boston along the “Freedom Trail” I observed many women wearing at or above the knee boots with shorter skirts. This made me realize I am so very removed from any sense of contemporary fashion where I reside and I truly have no concept as to current heel/boot fashion or trends. Thus, that which I once thought was “taboo” in terms of office attire is completely misplaced because I do not know what is being worn elsewhere. A frequent contributor to this forum previously noted that he possessed more shoes/boots than he could possibly wear. This led me to consider my own wardrobe which, in turn, made me consider the question of, if I have heels that are “too high” to be comfortably worn out in public, why, then, do I even have them? I am no longer content in having “only at home” heels and have considered the question of, if I have heels that I realistically will not wear out-and-about for whatever reason, then why have them at all? As a result, I have currently "sidelined" a few pairs until I can figure out what to do with them. I am currently considering purchasing a pair of 9.5m/3.75” heeled leather boots and in time, a pair of thigh-high leather boots with a 2.5” heel. I have concluded that if each of these pairs of boots are worn “correctly,” then what would prevent me from wearing them in to the office, or even grocery shopping? I realize such may be subject to employer policy/restrictions, but if there is no expressly worded prohibition of heel height or hemline (within reason) then why in the heck not do it? Yes, I realize that if I am comfortable doing so, then that is all that matters, but again, provided that it is all within employer attire policy. Some of what I have observed about what others believe is appropriate office attire, such as distressed jeans with more missing material than actual material holding them together, leaves me shaking my head in disbelief. I do not know if I will ever be comfortable wearing stilettos of any height out-and-about as I think the heel would eventually break, but as I have 4” wedge heel boots, why should I rock those out with a leather skirt somewhere? I think much of this transformation is the direct result of no longer giving a d*** who sees me wearing heels/boots/skirt and what s/he may think of it. I think it is fair to state that if I feel comfortable in what I am wearing, them I have no problem in having others see me doing so. Truthfully, my head is now spinning!

Hello Everyone It has been a while since I have been here. I have a Love for seeing a woman wearing a pretty dress or skirt with pantyhose or tights and a pair of high heels shoes or boots ! I do own a few pairs of high heels but I do not go out in public wearing them. I am a tall man being 6'6" tall and with heels puts me over 7'. I respect both men and women that wear heels in public and walk in them !!! I look forward to talking to people here about there love for high heels. Thank You Yhighheels

I, like CAT, do not have the opportunity to wear heels at work, as it would not be advisable or even desirable. However, just for the record, there was a time when I thought I would never wear stilettos, either. I'm going to make a prediction that it will only be a matter of time before you're comfortable with stilettos.

I wear heels to work almost everyday (maybe not once a year). I like 3.5 to 4.25 inch rise for my hip. I had a pair of lace up Sodas today with a 4.3 inch heel and .7 inch platform. I don't wear skirts (except at Halloween) but I do wear stilettos, both in booties and knee highs form. But then I might also wear my pleather pants with knee high boots (like I did to a busness party this pass weekend).

We seem to be very much alike in our approach. I always dress for work, starting with heels and picking out something that works with them. In my case, since I live on a narrowboat on the canals - not in a marina or boatyard, but as a continuous cruiser moving along the network, working locks and swing bridges and mooring along muddy towpaths, my clothes are of the more hard-wearing sort - jeans and jumpers and boots. On days when I am moving the boat I don't wear heels - but I do wear nice leather knee boots. But when I am moored and working - writing stories - I am nearly always in heels. And I make sure that my jeans and jumpers and dress shirts make a presentable appearance. t

As a freelance who works from home I can dress as I please - and could if I wanted to sit around all day in my pyjamas, as a lot if people did during the pandemic. I always try to make an effort if for no other reason than to remind myself I am at work, and so create an at work vibe. I have found that wearing heels is really helpful in this regard. It’s like the foundation. You feel you need to live up to your footwear - at least in a smart casual sense. I have my faucet dress code as it were - nothing flashy at all, just nice heels, jeans, shirt or jumper.

Sounds like you’re leading quite a full life!!!