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My Heeling Routine


JeffB

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For anyone out there's who's interested, here's a look at my daily routine when it comes to wearing heels in public. Ever since I began wearing heels in public at the office where I work, I've been deadly serious about looking my very best when it comes to what I wear with my shoes. The night before, I pick out the clothes I plan on wearing the next day, making sure my shirt, pants, hosiery and shoes are perfectly coordinated. I even have a notebook that lists color choices for my outfits and what goes best with what. I sometimes even make sure my underwear coordinates, and in case you're wondering, yes, I wear women's underwear, Jockey For Her French-cut cotton briefs. Come morning, after washing up, I'll dress, put my shoes (all are kept in the original boxes they came in, wrapped in plastic bags) in my backpack and head off to work wearing sneakers to save on wear and tear on the shoes, just like working women. Once at the office, I'll change into my heels and go about my business. At the end of the day, I put the heels back into the backpack, put my sneakers back on, then head home, and that night, put out my clothes for the next day. For me, it's all part of the fun that comes from wearing heels! :D

I don't want to LOOK like a woman, I just want to DRESS like a woman!

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Interesting! Here's my routine (and probably why I left the engineering field for the far more turbulent profession of network engineering/security): Wake up sometime between 3 and 5 in the morning, spend some time surfing online or puttering about the house in medium-heeled sandals and a long skirt, often taking time out to walk around the block a couple of times as the sun rises (just shorts/pants and sneakers...). Between 8 and 10 I'll hop in the shower and do the morning deeds before opening my closet and seeing which one of my dress shirts happens to be hanging furthest to the left. I pull that one down, then see if a matching pair of pants is available. If not, I'll go to the next shirt, and so on, until I find a match. I pull out my socks and walking heels (Franco Sartos, left, or my Sudini Torrids) for wear to work, then grab a tie and a jacket, putting the tie in the jacket pocket for later donning at work. At work I slip into my work shoes (business shoes - flats). I do the reverse coming home, throwing anything dirty in the laundry, before playing with the wife and kid for a few hours, again in medium-heeled sandals and a long skirt, sometimes going out with the wife (pants and sudued dress heels), then hit the sack! (no heels in bed...)

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Nothing so fussy for me. Wake up about 7 AM. Hop into the shower, dress in T-shirt and a pair of shorts (summer), find a pair of sandals, usually with 5" heels and ankle straps (sometimes slides with wedge heels), into the kitchen, coffee on the deck looking east over the usually calm ocean into the raising sun. Organizing my day, trying to decide if it's a good day for work or to go fishing. Ah, life get's tedious, don't it? :D

Being mentally comfortable in your own mind is the key to wearing heels in public.

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Ah, life get's tedious, don't it? :D

Very!

I could have retired a while back, but am too passionate about things.

Not driven - just passionate. I like to see wrongs made right.

You know, superhero stuff.

Although I'm not about to don a cape, mask, and tights...

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GBJ wrote:

Although I'm not about to don a cape, mask, and tights...

wow, from the way you've described your outfits, I thought a cape, mask and tights was your regular costume :rofl:

Being mentally comfortable in your own mind is the key to wearing heels in public.

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GBJ wrote:

wow, from the way you've described your outfits, I thought a cape, mask and tights was your regular costume :rofl:

Ohh... yur a funi wun, eent, 'ya?

What outfits?

About the only thing I go out in public while wearing heels are the black jeans and Franco Sartos you see on the left.

Sure, I have a top-lace "pirate" shirt, but here's what it looks like, except it's got about half the length of laces (neck to mid-chest) and they're about half the size:

Posted Image

Yes, I've worn women's pants - they fit better. I have very narrow feet, waist, and wrists. Hormonal condition. Don't blame me! I didn't make me.

A whopping total of four times, my wife, taking advantage of my long hair and undermasculinized features (don't worry, I'm not ashamed of the fact I don't look like an 800-lb gorilla...), decided to "have some fun," both with her friends and the people at the places we frequent, with me wearing a woman's blouse, painted nails, hair down, a touch of makeup (I hate the stuff!) and a sandal skirt.

I let her - she's my wife and I love her.

In retribution, I had her dress in butch, stopping short of making her shave her head (she has beautiful hair - I'd never do that to her).

But she hates appearing in public without makeup, even though she's beautiful either way.

Regardless, ever since my "retribution," we haven't done that since, and that was about a year ago.

We're just happy being who we are.

How about you?

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  • 3 weeks later...

I'll get up very early, heels already on (yes, I sleep with 4" heels on!) and either keep the same ones on or slip into 5-inchers. Go shave in heels, then slip them off while in the shower. Dry off, put heels back on, check email if there's time, then get dressed for work. No heels there; thet's where I draw the line. Still working on wearing them in public, although I've driven a car before with 5" heels on.

Black 5-inch stilettos - the only way to go!

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My heeling routine--- If I'm going to work, I arise at 6 A.M. and hit the breakfast table in my pj's. I then head to the bathroom to perform my early morning duties in preparation for dressing. I then put on my panties and panty-hose, my work shirt and pants, and finish off with a pair of socks over my panty-hose and my sneakers. (Trainers for you UK people). After work when I return home, I put on my heels or boots with jeans and a t-shirt for the evening and posting. If it is a day that I am off, I will sleep in a little. Again after arising as above comes breakfast, bathroom duties and dressing. I put on my panties, panty-hose, my women's jeans, and a nice t-shirt, and a pair of boots in preparation for street-heeling with the wife and taking care of our chores at the mall or whatever. I then stay dressed that way for the evening and after the wife and dog goes to bed and everything is quiet, I will do my posting. Cheers--- Dawn HH :D

High Heeled Boots Forever!

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