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Had A High Heel Discussion With A Professional Woman


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Posted

Yesterday I had the good fortune to stop into the office of a professional woman to set up a meeting for Friday, and I chatted with her briefly. She had on a skirt and a very attractive pair of pointy black patent stiletto t-straps which showed a bit of toe cleavage, and I told her how stunning she looked in those shoes. She always wears 3-4 inch heels at work. She thanked me for the compliment and I said that I was an avid heeler also, lifted my pants leg, and showed her my black White Mountain "Terrace" sandals with 3.5" heels and a small platform. She smiled and said, "Don't you feel better in heels? I know I do!" We exchanged some comments and then I told her, "Life is short, I don't have to be!" and she laughed and said I'll have to remember that!

 

It was a very positive exchange and she obviously is very accepting of men in heels!

 

Steve

 

 

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Posted

I find it kind of "funny" when a lady catches me taking a little more than a passing glance at her stunning pair of heels and gives a disapproving look, gesture, or comment.  A great pair of heels has become such a rare sight today.  Why would someone be surprised when another notices; let alone disapprove when someone does?

Just a bit higher to to delight - low enough for healthy foot comfort and great beginning.

Posted

I often notice men looking at my shoes. Usually it happens in airport lounges where I find myself sitting waiting.

I think that bothers me most about it is their obvious guilt when they realize I've noticed. In a way it's sad that they should feel guilt like that. However the guilt and looking away manifests in a sort of creepyness that hangs in the air after they're caught in the act. it's a sort of catch 22 conundrum I suppose.

I would be surprised to find that your looking Actually did result in a "disapproving look, gesture, or comment" from the wearer. I think perhaps you're creepy side that's imagining it.

What would you do if someone were staring at your shoes or resting their gaze on them?

If you really are in awe of someone's shoes then you could avoid any awkward feelings by complimenting them on their choice?

 

:-)

Posted

Thanks for the positive comments from everyone!

 

 

Amanda,

 

I think your observations are correct. While most of us with the high heel gene look at women from the feet upward, I've never gotten a disapproving glance before. If the wearer sees me looking, I would always smile, and if she were close enough, I would pay her a compliment on her fashion choice. I think it's less creepy to smile and engage in conversation, even if it's just a short "You look fabulous in those shoes!" and a "Thank you!" reply that goes no further (which I've done many times). If we stare, get caught and avert our eyes, then it invites thoughts of "creepy."

 

Several times I've seen women wearing attractive shoes that I've pointed out to my wife, "I love those shoes!" and then suddenly realize, "Oh I have that exact pair at home!" LOL

 

Steve

Posted

 

"You look fabulous in those shoes!"

 

Several times I've seen women wearing attractive shoes that I've pointed out to my wife, "I love those shoes!" and then suddenly realize, "Oh I have that exact pair at home!" LOL

 

Steve

 

"You look fabulous in those shoes" is correct!  very good

"Those shoes look fabulous on you" is wrong.

 

 

Lol to the second part of your quote.. :-)

Posted

Amanda,

 

You commented:

 

"You look fabulous in those shoes" is correct!  very good

"Those shoes look fabulous on you" is wrong.

 

I agree. I'm a fast learner. Sometime back it was discussed that the proper way to compliment a lady is to emphasize the lady, not the clothes.

 

See? There's hope for me yet! LOL

 

Steve

Posted

Thanks for the suggestion Amanda.  Maybe it is a shyness that has been a life-long plague around "strangers" and an inability to engage conversation.  I somehow manage to step in it and end up with "stuff" to try to clean up.  It is hard to break a habit.

Just a bit higher to to delight - low enough for healthy foot comfort and great beginning.

Posted

STeve,   It IS genuinely great to either give a compliment to a woman on how nice she looks wearing a particular item of clothing or shoes. It is also very uplifting to get a compliment from a woman about some heels that I am wearing. It's all part of the the great human experience and engaging others is the best way to enjoy that experience. If this experience you had took place in Granville I'd wouldn't be a bit surprised as I found it to be a very relaxed and hip town...in the middle of Ohio!  Nice story and thanks for sharing.

 

HappyinHeels

Posted

Great meeting, Steve.

 

Just last Sunday, I had a great compliment from a woman, in Macy's in the shoe department on how color, co-ordinated I was, wearing off white dress pants, turquoise, polo shirt and matching turquoise pumps from Payless, from the"Karmen" line.

 

It's great for a man, to get compliments like that from women, who like men that wear heels and are very fashionable dressed.

 

And, BTW, I like to compliment a woman,when she is wearing a stunning ensemble or has a great pair of heels on. I always compliment on how great she looks in her ensemble and or heels.

 

Happy Heeling,

bluejay

Posted

Amanda - great advice in the best way to compliment a woman wearing heels etc.

 

 - - - but I rarely ever see a woman in heels. It's 45 degrees F this morning, and all I've seen are flip flops and trainers.

Posted

Yesterday I had the good fortune to stop into the office of a professional woman to set up a meeting for Friday, and I chatted with her briefly. She had on a skirt and a very attractive pair of pointy black patent stiletto t-straps which showed a bit of toe cleavage, and I told her how stunning she looked in those shoes. She always wears 3-4 inch heels at work. She thanked me for the compliment and I said that I was an avid heeler also, lifted my pants leg, and showed her my black White Mountain "Terrace" sandals with 3.5" heels and a small platform. She smiled and said, "Don't you feel better in heels? I know I do!" We exchanged some comments and then I told her, "Life is short, I don't have to be!" and she laughed and said I'll have to remember that!

 

It was a very positive exchange and she obviously is very accepting of men in heels!

 

Steve

 

 

Great encounter Steve. Coincidentally I also had a high heel discussion with a professional woman recently. I was wandering around a large pharmacy looking for their foot care section and she was sat at a small table on duty promoting a skincare product, very smartly dressed in a pencil-skirt suit and sandstone coloured patent court heels. I noticed her but didn't want to ogle or stare so I wandered on. She'd obviously distracted me a little as a few minutes later I found the items I was looking for just around the corner from her table.

 

As I searched the shelves for what I wanted I didn't notice her approach me until she said "can I help you?". I told her what I was looking for and she confirmed that it looked like it wasn't in stock. As we finished I said to her "I love your shoes, you look amazing, it's so nice not to feel like the only one in the building wearing heels". She smiled and said "Thank you. Yours look quite impressive too". I was wearing my red patent courts with bootcut jeans and a red tshirt under a grey vneck jumper.

 

I thanked her and said that I'm quite lucky, most guys have big feet but I'm a size 7 (UK) so it's easy to find pretty shoes. She said that's a good size for finding shoes in the sales, she's a size 5 or 6 and they sell out very quickly. She asked me if I wear heels a lot out and about, and I truthfully explained that when I first started I used to wear my heels everywhere, but these days I'll change into flats if I'm walking long distances so that I can be comfortable and enjoy my heels more when I do wear them. I asked "how about you?" and she explained that she's really lucky that she spends a lot of her working day sitting down so it's easy to wear heels, and that she's known for her high shoes. I asked "is that in an approving or disapproving way?" and her reaction sounded a little hesitant, like people see her heels with a mixture of admiration and perhaps a little resentment.

 

Anyway, we wished each other well and that was the end of a very pleasant encounter. Like you Steve, I got the feeling that she was not at all uncomfortable about the idea of men wearing heels. Maybe I'm being over-optimistic but I thought that she was perhaps a little surprised at seeing a guy who seemed comfortable wearing heels, but generally just pleased to chat with someone who understands the simple enjoyment of wearing heels for the sense of fun and style of it.

 

 

I often notice men looking at my shoes. Usually it happens in airport lounges where I find myself sitting waiting.

I think that bothers me most about it is their obvious guilt when they realize I've noticed. In a way it's sad that they should feel guilt like that. However the guilt and looking away manifests in a sort of creepyness that hangs in the air after they're caught in the act. it's a sort of catch 22 conundrum I suppose.

I would be surprised to find that your looking Actually did result in a "disapproving look, gesture, or comment" from the wearer. I think perhaps you're creepy side that's imagining it.

What would you do if someone were staring at your shoes or resting their gaze on them?

If you really are in awe of someone's shoes then you could avoid any awkward feelings by complimenting them on their choice?

 

:-)

 

I think Amanda's so spot on about men's guilty glances. I once went to a car show and there were lots of obligatory models in high heels and bright red lipstick smiles. Pretty much all the guys wanted to look, but the catch 22 seemed to me to be that some guys wanted to avoid getting caught looking, while other guys seemed to take a certain arrogant delight in getting caught looking. Either way seems pretty creepy to me. I was with a friend who seemed to spend a lot of time looking at the womens' "arses" and at one point I did say "You know, they do have faces too" which he just laughed off with some bloke-ish banter.

 

Anyway, I know that when I'm wearing regular guy stuff I'm more relcutant to compliment a woman on her appearance just because I feel that I'll be presumed a creepy ape (which is really quite understandable). However, when I'm wearing heels I feel that there's at least half a chance that she'll appreciate the sincerity of my compliments and she'll feel happy about that. Of course there's the other half a chance that she'll just find it even more creepy, but I'm not going to let the ones who don't know how to take a compliment stop me from being nice to those who do enjoy receiving a genuine compliment. At first I wondered if maybe I was giving compliments simply because *I* enjoyed it, but these days I'll only give a compliment if I think the recipient will enjoy it. The catch 22 for me is that it seems like the ones who are happier to receive a compliment are perhaps the ones who assume I must be gay and they feel more comfortable about that.

If you like it, wear it.

Posted

SleekHeels,

 

Great story about your encounter. If more men got out of their shell and engaged women in a respectful way, the world would be a better place. But these days people read so much more into it than just a compliment, so you do have to be careful and act judiciously.

 

HappyinHeels,

 

Yes, it was in Granville. Thanks for your compliments on our lovely town! I hope you'll come back for another visit sometime soon! We enjoyed having you!

 

Steve

Posted

I had a great discussion about heels with a work colleague the other week. A woman walked by at an event we were working on  (we're in safety boots - it's work) wearing a very high pair of stilettoes. My colleague remarked that she wished she was wearing her heels & not workboots. I commented that, although great, they weren't really my style. We talked for about half an hour on all aspects of heels & wearing them. After half an hour she remarked that although I wasn't the first guy she'd encountered who wore heels, I was the first who talked about it. Which, to be fair, is not something I do a lot of anyway. It was refreshing in that it was on a level, rather than the outsider looking in type conversations I've had in the last couple of years. i.e. 'how do you walk in those?' or lectures on what damage I might be doing or the political implications of wearing heels (the worst). 

  • 2 weeks later...
Posted

Yesterday it was almost 60F in the morning when we left the house. Still sandal weather. Some of you may know that we're downsizing from a large Victorian home to a small cottage at a local continuing care retirement community called Kendal. We are going from six closets to two, so we wanted to make every cubic centimeter count! I wore bootcut women's jeans from Target, royal blue polo shirt, navy blue sweatshirt, and my White Mountain "Terrace" sandals in cognac (brown), like the ones in my first post in this thread. We went to see the rehab progress on our cottage at Kendal, then went to Lowe's home improvement store in Columbus, and walked all over the store.

 

Then we made a trip to The Container Store to look at closet shelving and we ended up with upscale designs for two closets and paying for the shelving and rods to be installed next Thursday. The woman who waited on us was VERY tall (maybe 6'2"?) and casually dressed in jeans and sneakers. She was an excellent sales person and answered all our questions, made great suggestions, and best of all, was very understanding when I explained that I have more shoes than most men, and they're not men's shoes! She said you're not the first guy who has had me design a closet for a shoe collection like that!

 

So the good news is that we saved 25% because shelving was on sale this week, and the bad news is that we still spent a lot of money! Whew. I told you she was a good sales lady! Anyway, I had a great day out in my Terrace heels today, and our new closets are going to have shelves which will hold about 50 pairs of shoes and boots for me. YAY! The rest will be in storage boxes in the off-season. I'll still have to downsize the collection, but I need to do that anyway. Now I have a serious motivation!

Steve

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