tallguyinheels

That's why I'll wear my avatar booties - OK I'll also wear my knee high boots under my slacks and jeans. though i've never had them "bunch up". I've got substantial calves - fit - but muscular the boots are usually tight when zipped up. Pleaser Seduce, Flair & Domina models.

Lot's of good advice here already...Here is the key I've found - keep a good frame (posture) look straight ahead - never down at your toes. Practic e by walking towards a mirror or a darkened window front stairing at your head. Relax you hips a bit to cushion the heel plants and keep you steps smaller than natural at first then lengthen as you feel more comfortable. You stride in tall heels will never match that in lesser heels. I find a comforable stride for me has me placing one foot almost in line with the other - more in line with heels than in flats. And though you can try the supermodel crossover step, it requires an unnatural swing of the arems to stay in balance.

Yes Jeff, I agree. Either some kind of a sheath dress like this http://www.forever21.com/images/model_front/00048032-01.jpg but then with my tall torso I am looking at a VERY short "skirt" length. There is a simplicity in getting a skirt and top to fit well.

I did a quick fashion search with Blazer (or Shirt or Cardigan) over dress : There are many choices and IMO great looks that could be used by me i a dress. now to find one that would fit a TallGuyinheels!

A while back I went car shopping in my long pants and 5" oxfords. This is a setup most people don't notice anything unususal - other than my 6'8" height! The first thing I do when car shopping is to try on cars for fit. It's my "Phelpsian" long torso that places my head into the healdliner in most cars, not a lack of space for the feet. Driving position is important - and almost as - is the need to have some space to change bottoms. My RAM has lot's of room - and a tilt steering wheel is a must. My favorite test drive was the C6 Vette convertable.... It just fell good racing around in heels....

Wow, I thas not a bad look! I like the minidresses with the flaired A line look and a waist! I've only once tried on a dress, and though the sales assistant thought is looked fine- a short but form fitting shift - style. I wasn't that happy. I do like the look you show when coupled witha through over the top balzer or perhaps a long sleeve shirt or open cardigan. Bravo!

I was in NYC the last weekend and many - if not most - of the shops are offering the heelless platforms. You can find them at Nordstrom, Neiman Marcus, Macy's and dozens of boutique shops on Manhattan. I'm not complete enthralled with the look - on me or a female. I even saw a young women wearing a pair - but close to Times Square. http://www.neimanmarcus.com/p/Giuseppe-Zanotti-Heel-Less-Platform-d-Orsay-Pump-d-Orsays/prod138930090/?ecid=NMCIGoogleProductAds&ci_sku=prod138930090skuGOLD&ci_gpa=pla&ci_kw={keyword}

Jeff, Re Jaunt 166. Wow - I like the tan skirt and top/shoes combo. I've worn similar. I'd contrast the belt more - at least to match the handbag or shoes. I've also tried a recently using a thin belt in a contrasting bright color - matching the top perhaps! I wore my tan button front skirt (about the same length as yours) with a red polo shirt and thin red belt - thought it looked great. In these last summer jaunts you seem to have less response than in the past - is that your impression? Your look is fashionably correct - and maybe the response you get is "is that a Guy or a Girl?" as opposed to "Look at that guy in a skirt and heels?" As we both know - the difference is irrelavent -as long as you reach the goal as you succinctly state: "You HAVE to be comfortable in your own skin, otherwise, you'll never be able to make this work."

I noticed while in London ( a great city - my first time there) for the Olympics, that it was common to see ladies get off the subway or the bus, and once at street level swap their low heel shoes (flats, Toms, etc.) for a set of pumps or wedges with heels for work. I guess this would be very practical and more comfortable. And from my guy's perspective - a little bit sexy. what is is interesting is that they didn't wait until in the office (though some might have) they switch before - so they would walk to work, or Starbucks before work in heels. The pratical nature of this is that they need a handbag large enough for the heels! My guess is you would see this in NYC and other large cities also. In automobile centric cities - the swap probably occurs in the parking lot. That's where I change shoes anyway.

Yes, the short blue skirt is certainly pushing it a bit. I had the encouragement of my hair stylist shop to try the look in public. all seemed to like it in the shop - end of January - I think. too warm for stretchy mini and tights in the hot Atlanta summer. Like you I'm more inclined to wear a loose skirt, linen or denim. I can't wait for fall though... I like dressing up a bit in a skirt.

Like Cuban Nikki, the stilletto - or at a minimum a cowbow boot wth a riding heel ar the only heels I would wear - much easier to walk in.

Jeff, I like the big wide belt, with the longer skirt. I have been experimenting with narrow belts (1/2" or less) and "normal 1" dress belts, and of courcse the 1-1/2 in-2 inch "jeans loop" belts. I've worn a wide belt - somewhat like yours with a short skirt but not with a long skirt - I love expanding the fashion envelope I'm comfortabler in.

H-L, Yes, and carrying bags into and out of the shuttle busses as well. I'm a big strong guy, but put me off balace on 5" heels with a 45lb bag.... better to tip the driver.

I too, am shopping for an additional purse or two.... I now have a dark brown pair of boots. I'm not sure if the belt matches the shoes matched the purse is required. I've worn a bright red belt with a black skirt and a black shoe (or boots) and black purse. I find that my smaller purse is very handy for most trips, credit cards, keys phone (gotta have an external pocket for the phone for easy access). The awkward thing - or perhaps interesting thing - about changing purses is that you do have to plan ahead to transfer the important stuff... When without purse I use a money clip for cash and a separate credit card holder for cards and drivers licence. Both are easy to swap from one purse to the other, as well. I'm thinking od getting a slightly larger sachel for my iPad this time around, but I still don't want it to be too bulky... I've been shopping for a week or so - now and then - still haven't found the right one.

Love the cream heels under the blue jeans look.

Copenhagens just fine in heels... everyone is very tolerant.

Worst thing about Copenhagen is the Cobbles on the Stroget.

Read my thread "Skirting the Envelope" A story about a trip to and from Montreal -- Security, connections and other stuff.

another day, another day in a skirt - three days at lunch now. Today I visited a TJ Max, Belk, Express, Macys, Kohls, & Talbots outlet - tried on a few skirts - spring stuff isn't in yet. Got a couple compliments on my boots, and at Macy, the sales lady in one department said "That outfit is really put together." I was wearing my new flair boots - as I said earlier I really like these and the little platform is not even noticeable, though the stiffer plastic last requires a shorter step - almost like a 6 inch heel. Hey, who wants to be in a rush anyway? OK, under the boots I tied a maroon (almost violet) tights on top of black tights. My forest green skirt - with the lops of the boots turned down my knees and a little above and a little below showed the color that picked out a color on my tight plaid Ralph Lauren dress shirt. Black purse and a 1 inch wide black belt rounded out the ensemble. I finish with a trip to my tailor that had finished tapering a red dress shirt I purchased at the Mall of America. For the first time we talked a bit - she is Asian - probable in her 40's - and she commented, "so you like to wear skirts..." "Yes for about 5 years now - though I've been wearing heels now for over ten years" She says, "Well everyone is able to express themselves as they like." Well," I add, "almost everyone feels that way I think. I rarely get any feedback negatively from anybody." we talked about the heels, and how at here old place there was a shoe repair store inside as well, and she knew about replacing heel tips and such. She said, that I genuinely "looked comfortable" in that outfit. Perhaps the best compliment I ever received.

Out and about today at lunch in the Gap mini pictured above, and a light blue long sleeve dress skirt - and the new Flair Boots. It's a beautiful day here in ATL - 60's, sunny and clear. - first nice day in a while. A perfect day for a miniskirt excursion. First stop was a consignment store I had heard about - supposedly carrying good stuff... This time I popped out of my car with no trepidation, walked acrross the parking lot and started to sort through a rack of bottoms outside the store marked 75% off. I pulled a couple skirts that might fit and looked interesting and wandered inside. As I entered I held the door open for a customer (someone dropping off stuff I think. I got a smile and a thank you - a couple of more skirts on the rack - all were too small. - by just a bit. Chatted with the sales staff that offered that they were about to turn their stock and bring out spring fashions - and that I should be sure to stop in next week. There is a Goodwill nearby - so I'm off. The parking lot is busy - lot's of old folks wandering in and out. So I take a moment - hop out of the car. Straighten my skirt. (how many guys get to do that regularly?) Throw my purse over my shoulder and walk right in. Lot of looks, no comments at all! The place is busy and I locate and head for the skirts section. (it's not I Goodwill I frequent) I find a few I'd like to try - two of the - and Old Nave dark blue denim mini has a possibility ---- But it's really short. See the picture above where my fingertips are just past the hem? With this skirt, my fingers extend completely past the hem is probably 3 inches shorter. I have to think long and hard about wearing a skirt this short. No sitting allowed - even with tights! I think I might have purchased it anyway - except for a defect on the front right side. I finished lunch with a stop at a convenience store where they have seen me in skirts before - not one this short. I fill up my 55 oz Diet Dew. and get into check-out line as there's a couple of folks in front of me. It get a big double take from a businessman entering the place as I cue up for my turn. The clerk recognizes me and takes my $1.05 - but offers no comments - probably out of politeness, as the place is busy. For those of you seeking courage - take heart that, at least in my part of the world, no one seams to really care what I wear. Of the 30 or so people that saw in the hour of lunch, most are indifferent, and those I needed to deal with were polite and courteous - from the Goodwill "Changing room Monitor" to the staff at the consignment store.

Guess I've always missed this thread.... I've always wants to present myself as a guy in heels, OK, with long pants (sometimes purchased from the men's department) and sometimes in skirts - and tights (purchased from the woman's department) When I go into a woman's clothing store to shop for items, sometimes it was assumed I would be dressed in drag. They would bring out frilly feminine clothing - lace skirts, feminine prints, even a few feminine accessories (a shawl and once a boa!). Then, I tell them my goal. "I want to present myself as best I can as a tall man in a skirt or pants wearing heels" If I'm already in a skirt, I'll say, "Like this - professional - but as I'm relatively new to wearing skirts -I'm willing to try different looks. But I don't plan - to ever try to be like a woman." Once I added something like, "It's you ladies that get to look pretty, me I'm going for "professionally provocative - in a subtle way." I got a big smile, I liked that!

Thx for the positive comments all... TBG. Yes, though I've dabbled in the short skirts - the longer - below the need skirts are ones I feel most comfortable with. The ones I'm able to exit my car and enter a convenience store with little trepidation, for example. I'm not saying the shorter skirts are are not fun, and maybe, I'll grow as comfortable in those as I am in my boots, after all I've been "skirting the envelope" for what, the last three years? Bluejay, All I can say is, "find a look you like - something you look in the mirror and say, "that's me.", then go for it" And if the writing of my experiences, like those of Happyfeat, TBG, JeffB (and all you others) provide you a tad bit of encouragement or support - all I can say is "pay it forward!"

OK, those of you wanting to see my skirts with boots.... I've just picked up some new boots: Pleaser Flair platform boots. These might quickly become my favorites. I like the looks, primarily because these make my feet look small. The length of the shoe from back of the heel to the tip of the toe (in a size 15) is just 9 inches. The heel height is 5 inches exactly. In contrast, my avatar Pleaser Seduce 460 "booties" are 10-1/4" inches long wth the same heel height - but no platform. They are even about a 1/4 inch shorter than my Domina 6" heels. Both the Seduce and Domina have more pointed toe box. This is because the toe is very rounded. This is my first platform (except for an extreme 3" platform shoe I tried mostly for fun) and the last and heel are made in one piece of injected molded plastic. probably why they are fairly reasonably priced. We will see how the hold up. Went to the mall today in the long charcoal skirt and plum plaid skirt today. Made a complete loop and entered many stores - trying on a few skirts - looking for a more "spring" look - I'll probably go back and pick up a long khaki shirt from Burlington Coat Factory - that fit OK in a size 12 - $17 - but it is not lined. Anyway, I've tried a few different skirts on with the boots - short ones and long ones. The two short skirts are from Target (charcoal) and Gap (plaid - a little shorter) The Gap skirt I really like and the one I've worn shopping before. I also turned the tops of the boots down for a comparison in the gap skirt. The forest green skirt I really like - it is completely not wrinkle able - pull it out of your bag - put it on. The other skirt was on of my recent purchases from the Mall of America in Minneapolis - and the one I wore out and about today. The sales staff in the stores I visited today in the mall today were not as engaging as is other stores. politely helpful - however . And never judgmental. One store - the sales girl showed me three skirts - before she noticed I was wearing one myself - and only after me holding a kind of frilly khaki skirt up to me and "checking" the length. I guess that is either a compliment to my confidence, or perhaps how "normally" I handle myself, or to perhaps the pure unexpectedness of my appearance.

Pumps, very nice style there. I think you need to find a style you imagine yourself comfortable in public with. Whenever I'm nervous to go in public I just have to rmind myself that I think I look good in the outfit I am wearing. The trepidation goes away.

As always Jeff - looking good. My oil change place always gives me a second look - usually that's a lunch time errand and I am almost always in heels - either in pants or a skirt - at lunch. I've kind of stopped eating much for lunch - usually fruit or a yogurt. (Down to 215 lbs) but I digress - last time I was in a long mid-calf A skirt - and the place was busy and I had to wait in the lobby with a half dozen others - I believe I was wear my 5 inch thigh boots under. No reaction at all by anybody, though after the first - "take this in" gawk! I'm getting to like that look now.