What's the craziest thing you nearly did relating to heels?

[zathrus69]

Yes - I mean "nearly did". My tale happened around a year ago. My wife and I were invited to a posh wedding and she got herself a gold frock in the sales. She wanted some HH gold shoes to go with it but, for various reasons, we couldn't find any that she liked. The next week I was sitting in a pub at lunchtime with some work colleagues and a stunning blonde walked out into the beer garden. I noticed her shoes right away - gold sandals with a very small platform and at least a 4.5" heel. An insane thought came over me - I would ask her where she got her shoes as they were exactly the style my wife was looking for. Unfortunately, two seconds after having this thought, her meathead bf/husband came out carrying the drinks. Six foot plus, grade 1 haircut. Bollocks, I thought and left the pub. Following a 3 minute meeting at the office I was sitting at my desk and I thought to myself - you know, perhaps if I ask him to ask her, giving him the full SP on why I'm asking, I might be OK. So, insanity took hold and I went back to the pub. She was still in the beer garden and he was nowhere to be seen. My chance had come. I started to walk over to where she was sitting, planning the whole thing out in my head (wife needs shoes, can't find them, you have shoes she'd like, etc, etc), when raised voices from inside the pub caught my attention. Her s.o. was at the bar arguing with the manager - something to do with the food. I looked at him (6 foot+, blood vessels close to bursting in his head), looked at me (5 foot 7 and an easy bruiser), took one last look at the shoes, sniffed and walked away. I must have been crazy to even think about asking him and I'm real glad I didn't go there. Anyone else nearly done a crazy thing but thought better of it in the end? Zathrus

[genebujold]

A few years ago when I first began wearing heels in public, I was struggling over the internal conflict between wanting to do what I thought should be natural and the fear of "getting caught" by the gender police. This conflict was usually mitigated by copious amounts of alcohol, although my judgement was summarily compromised in the process.

As a result, one night I'd go to the movies wearing a pair of 2" block-heeled boots scared to death of being spotted by anyone, and another night I'd be playing video blackjack with abandon in faded blue jeans while wearing 4" two-strap slides with a rather slender heel.

As a fairly androgynous individual to begin with, it turns out I didn't have much to worry about, as most people thought I was simply a local "chick out on the town with her girlfriend" (my SO) but without makeup.

One night my SO and I went to a local place to hear a band, and I was dressed in those same two-strap 4"-heeled sandals, this time with my black jeans. During the music a lot of people began dancing, which is something I like to do - just not in heels, and especially not at that time when I first began wearing them in public!

But my SO prevailed and there we were on the dance floor, she looking the veluptuous young vixen she is, and me looking like, well, a rather flat-chested girl, as I had my earrings in and was wearing just a touch of makeup (my SO's idea to help break me out of my shell and hide the fact that I was a guy).

Even in Vegas the transgendered community keeps a fairly low profile, so more than a few heads were turned to see these two "girls," one not looking quite so hot (me), dancing on the floor together.

I felt the stares all around, but before we left the floor my SO planted a big one on my lips, to which I responded, to the rousing, cheering delight of the predominantly male crowd that was present.

So - if it's the craziest thing I nearly did relating to heels, it would have to be the fact that I nearly belted out in a recognizably masculine voice, "quit cheering - I'm a guy, you idiots!"

Thank God I refrained, or I'd have either drawn a hundred total stares of bewilderment or some trouble in the parking lot!

[jemanda]

I bought my first pair of heels when I was serving in the military and could only wear them when I came down on pass. I came down one month and arrived on a friday evening, when I woke up in my nice civvy bed on the saturday morning, one of the first things I remembered was the pair of wedged sandals waiting for my feet in my cupboard. I quickly put them on. What a nice feeling it was after months of army boots. I could hear my mother in the kitchen doing the washing and thought that a quick dash to parents bedroom would be in order, just to renew my acquaintance with heels so to speak and because I needed to find some civvy clothing which was stored in the wardrobe there. I pulled on shorts and a T shirt and listened at the door.. my mother was obviously very busy and wouldnt see or hear me. I dashed into their room.. Ok, not so much dashed, but strutted/stumbled and headed for the wardrobe where the stuff was kept. It was only when I got to the wardrobe that I realised my father was still in bed. He was no longer working on a saturday and there was a good chance that he saw me in my heels. He couldnt miss it as the wardrobe was easily visible from the position that he was laying in. He was awake and I muttered something to the affect of "looking for clothing" and tried to sneak out there as nonchalantly as was possible while wearing heels. He never said anything about it, and I often wonder if he did see me and what he thought. It was a stupid thing to do... and I dont know what excuse I would have used had he questioned me.. I am pretty sure my mother would have done her proverbial nut though.

[genebujold]

Hi, Jemand - why was that a stupid thing to do? While your parents seemed pretty set in their ways, if your father did, in fact, see you, he certainly seemed to handle it pretty well. Could be that either he himself hand an inclination for heels; he'd found your stash and long ago finished his own wrestling with the issue; he was a bit more enlightened that you may have realized and knew your "aberration" (their words) wouldn't affect your progression provided you took the care he knew you were taking to keep it private. Sometimes the best response when someone does their "proverbial nut thing" is to replay, "because I WANT to!" After all, it's your life, not hers.

[PJ]

This happened a long time ago when I was on a business trip. Although I was in a small city, the entire surrounding area was rural. At this time, I was just a closet crossdresser who would only venture out in secluded outdoor areas. One evening when I had some free time, I got into my rented car, put on my pantyhose, miniskirt, 5.5" stiletto heeled pumps and wig, and went for a drive looking for a secluded area. Up close I could not pass for a woman. But from a distance at night, I have gotten wolf whistles. I found a deserted road with a bridge that crossed over a lightly used highway. I parked in the middle of the bridge, got out, and just walked around listening to my heels making that sensual sound on the concrete. It was pure ecstasy. Maybe 30 minutes had gone by without any traffic in sight on the deserted road and bridge. A few cars had passed underneath me on the highway, but I was not concerned with them. Although the high heels were difficult to walk in, I still walked all over that bridge. Afterall, no one was around ...... or so I thought. And then it happened. Out of the corner of my eye, I noticed a flashing red light very far away. As I stared at it, I realized it was some kind of emergency vehicle tavelling on the deserted access road that parallels the highway. Although the vehicle was headed in my general direction, I just stood on the bridge watching it approach. I was a good 100 feet from my car which was in the middle of the bridge. For some unknown reason, I assumed that the vehicle would pass a good 750 feet from my location as it sped along the access road. But when it reached the next intersection, it turned onto the road that lead up to the bridge I was on. YIKES !!! It's a police car !!! And it's headed right towards my location !!! Why I did not take of my heels off and run to my car is beyond me. I decided to hobble in my heels to my car. I made it somehow, jumped in, and started to drive away just as the police car neared to about 300 feet from me. I immediately turned onto the access road and then switched over to the highway. The police car behind me turned off his red emergency roof light and duplicated my movements. He remained about 100 feet behind my on the highway. I was trembling and breathing hard and continuously glancing in my rear view mirror. I also kept a close watch on my speedometer to make sure I did not exceed the speed limit. I was wondering why he had not stopped me. Thinking that maybe he was behind me by coincidence, I decreased my speed by 5 miles per hour, hoping he would pass me. I was surprised he did the same. I suspect he had radioed headquarters my license plate number and was waiting for an excuse to stop me. As we drove along, I noticed an exit ramp up ahead. So I put on my turn signal as I prepared to exit hoping he would remain on the highway. But no, he put on his turn signal. So I changed my mind and decided not to exit. He changed his mind also and continued behind me. Now I was positive he was following me. And that me tremble and sweat even more. I was trying to be extra careful and not break any traffic laws. I looked in my rear view mirror trying to find out if he was a county sheriff or state police. That would determine just how far he could follow me. Each type of police has a different jurisdiction limit. Up ahead, I noticed a county line marker. I had my fingers crossed as I entered the next county. I watched in my rear view mirror and saw the police car slow down, and then turn around and drive in the other direction. Phew!!! He must have been a county sheriff. And as long as I had not broken any laws, he could not follow me into the next county. Once he was out of sight, I breathed a deep sight of relief, and headed back to my hotel. But what is strange about this is that as I reviewed the events on my way back, my fear was transposed into excitement. But I don't think I'd want to do this again anytime soon.

[genebujold]

Hi, PJ - then again, you should have pulled over to the side of the road (which would have either forced him to do the same or continue on) and said, "what's up, officer?" Ain't no laws against cross-dressing in the USA (anymore).

[Bubba136]

genebujold wrote:Ain't no laws against cross-dressing in the USA (anymore). " However, some of the county mountys around here still use the SS training manual as in their academys. They develop this "god" complex and think they can do whatever they want and get away with it because they are the law. This is particularly true here in the South. So, take heed. It still pays to be careful.

[TXT-1]

the most Craziest thing I've almost done was when I bought my 6" inch 2 inch plat "stripper" shoes, (similar to my avatar pic) I nearly wore them home! but the fact that I wasn't used to them, plus the fact that that they were VERY obvious and I didn't want to run into someone I knew, was what stopped me from doing that! later, TXT-1

[Anita C.]

While at the Casinos Sam & I were playing Black Jack for hours. As one can imagine a few "Adult Beverages' were consumed and we had both removed our stilettos. On the way back to the car Sam was bitching something awful about her feet . . . yup-she had her shoes on the wrong feet.