What is your most unusual moment while crossdressinf

[Summer Breeze]

Aloha all, answer if you like, one of my most unusual moments came while I was out shopping one day dressed and looking good. I accidently bumped into a friend{a guy I've known forever} after saying excuse me he ask me for advice on something to buy his girlfriend. In my most believable voice I gave him some insight. Now I wear glasses and was of course without them. He asked me if we had met before and of course I told him no. A few weeks later I ran into him and was chatting. He told me he met this woman while shopping who had reminded him of me. He asked if I had any sisters or cousins on the Island. I told him my cousin had benn visiting me a few weeks before. I described her and He said, "Yaeh! I met her". Then he proceeded to tell me that he knew who got all the good looks in my family. I smiled and laughed inside, if he only knew.

[odelay]

Just hope he doesn't ask to hang out with you and your cousin ;) I can see an episode of Buggs Bunny or something to that effect occuring.

[Amelie]

Of the few friends I had they all knew, so I couldn't surprise them. Although once when dressed as a man I bumped into someone who only saw me in fem. He didn't recognize me at first, so I played around a bit, until he noticed and smacked my head.The only other unusual moment was when I would walk home after a night out. Some night clubs are in areas of streetwalkers, and a few times I had these sleeze-balls drive up and ask how much. I mean I wasn't even dressed sexy, just gothic. So when I said Piss-off in a very manly voice, needless to say they drove-off. Except one guy who thought it was neat(a CD). He kept following me in his van, till I jump in a cab went the other way. I don't think these situations are unique for CDs only, I hear GGs have this problem a lot. Many sleeze guys out there.

Love Amelie

[miss elizabeth]

Well i went to everybodys favorite store Walmart and bought a jacket.I was dressed in my normal male clothes.The jacket had in it a security tag which i did not realize.Well one day i got dressed and went out dressed as a women and had a gentlemen take me out,my girlfriend was away at the time.So when we went to the store i walked through the doors and the security sensor went off.People looked at me but did not stop me.Went shopping and when i left the store i went through the doors with a women and her baby in a stroller the alarm went off again.Some people looked and some staff looked but nobody stopped us.I went home went through my purse and just couldnt think of what set it off,as i realized it was me going through the doors twice.So im looking around and going through everything i wore that day and then to my surprise there it was that nasty little metal sensor in the coat.Why the idiots didnt take it out at Walmart would have resulted in a strip search at another store.Wow was my heart beating when i left that store.This is my most unusual moment crossdressing!So a warning to all when you buy something that has a security tag to it remember to take it out before you go out the next time-it will go off in another store!

[mchelle]

well other than shopping while wearing lingerie under my male clothes & using a note for the salesperson to know i was shopping for myself for lingerie, i guess on vacation when i walked in the rain wearing a skirt under poncho and walking around hotel...aguy walked behind me making fun of my shoes that squeaked in the rain...saying squeak.. i dont know if he could see that i was wearing a skirt .

[Elinor]

I often walked past a shop window where a lovely skirt caught my eye every time I passed. It took me some time to pick up the courage to go into the shop, but finaly I did walk into the shop.
I browsed a little and a woman came into the shop then another.
Bravely I walk to the window and look at the skirts hold them to me and checking the sizes. The lovely skirt was not in my size :( but I found a lovely soft feminine tartan skirt which fitted me.
I took MY skirt to the salesgirl who did look suprised. Well as we waited for the credit card to go through we talked about finding the right skirt sizes. :D
Back at my hotel at once to try on the skirt MY skirt and I went out on to the balcony where I was seen but I could not care less.
One small step for my male side one giant leap for my femininity. :p

[Gerbil]

There's a little background to this story. When I left Atlanta to go to college my dad had been in private practice for about 18 years. He is a psychologist, which can at times make things interesting. Well the stress of 18 years had been getting to him and he wanted to return to teaching, which he had done prior to the private practice. Now just by total coinsidence he landed a job at the school I went to. So one Halloween when I was being daring and wearing a black satin teddy and fishnets to class, not thinking about dad as it was his first year, I bumped into him. Now he sort of knew about my cross dressing, but not to this extent. And seeing as how most of campus didn't dress up for school, being college and all, this was going to be an eye opener. Or so I thought.
My dad simply walked up and said, "Hey Eddie, that sure is a creative costume. where did you get it?" Well It was more weird to me than him as I then had to introduce my friends and father while wearing nothing more than some of my favorite underclothes.

[Karenscott]

I remember a few years ago i was out shopping with my (now ex) wife. She asked me to try on a leather jacket for sizes. I had my own jacket completely off before i remembered i was wearing a sheer black turtleneck body suit AND my 36c breast forms were covered with a sexy black lace bra! The sales guy looked shocked but didnt comment. Atleast untill we left I'm sure .

[prisscilla]

well this story brings one to mind
I was shopping at a second hand store in male attire and saw some shoes I just had to have (pink pumps ohh so sexy)the gal at the counter looked at me a little funny as I was paying for the shoes ,she kinda sneared at me but that didnt bother me so much ,as the fact that the bag she put them in was a see through bag and as I made my through the parking lot there was a group of males looking my way shouting out remarks about how cute I was gonna look in those pretty shoes
how embaraced I was for them to be attacking my maleness!lol
it aint easy being me!lol
the world is a wonderful place!*S*

priss