Have you ever interacted with a cross-dresser?

Katerina Val-Kyrie

Literotica Guru
Joined
Nov 16, 1999
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707
Picture this....Katerina, diligently filling her shopping cart, stacked to the hilt with groceries. On top of the heap is a bag of Whiskis cat food. An interestingly clad man, errrr lady, approaches me and is nice enough to tell me where I can find it at a cheaper price. I smile and carry on a simply normal conversation with a 65 year old cross-dresser, comparing prices. He is dressed impeccably, from the top to bottom, leaving women wondering where he buys his clothes. His outfits are top of the line, he only wears the best for his A&P shopping spree's. I have seen him frequently while shopping but I never had the pleasure of corresponding with him before. The cashiers love him/her, very popular at coffee time. You always see him hanging out with the girls in the coffee shop, fitting in like any woman out there.

It was a truly weird feeling, seeing him approach me as he did. I always wondered what the hell I would do, if he ever spoke to me. I was so polite, I treated him no different then anyone else. That surprised me at first, I thought I would be very uncomfortable in his presence. I simply told myself, this is who he is, just deal with it.

The first time I ever saw him, I was in shock. I had never seen a cross-dresser before and seeing one at 65 was abit strange to say the least. To make matters worse my kids were with me, and let me tell you, I had some explaining to do. The first time seeing him was quite a few years ago, so my kids were much younger then. It was funny, I had to chase after my youngest, when she went running in search of him. They don't even blink an eye now, they just accept him for who he is. Times are certainly changing.

Apparently this man worked at our local paper mill years ago as a normally dressed man, with a sports car to boot. Now in his retirement, he has decided to become a woman, and not a very pretty one at that. If you have ever seen Mrs Doubtfire...clad in the blonde wig, trying to portray Barbra S, then you get the picture. Only he wears glasses on his large manly nose. But even though he is not all that pretty to look at, he has a heart of gold. He still bombs around in his black sports car, in his tight little skirts attracting attention from all those around him. He seems happy, living his life the way he sees fit.

I commend him for coming out and being who he wants to be, but he must lead an incredibly lonely life regarding family. I think it would take an immeasurable amount of acceptance for any family to adjust to such a change. Perhaps, he has no family though, I really don't know. If he doesn't, he does at A&P.

My question to any BB readers, is...have you ever interacted with a cross-dresser in real life? If so, what was your reaction, how did you respond?

Hugs Katerina :D



[Edited by Katerina on 07-10-2000 at 04:03 PM]
 
One of our customers in our shop in West Hollywood was a cross dresser. "Cassie" was a professional dancer, and part time hooker.

I know what you mean about the clothes; Cassie looked absolutely great in casual wear. There was a little trouble about her "working" clothes, though. We tried to talk her out of the lacy ankle socks and four inch heels.

We did have a long conversation about hair color, though. Cassie's hair was dyed black, but occasionally she would show up in a soft blonde wig. The blonde looked so much better, but she didn't want to cut her hair to let the color go back naturally, and the club's management liked it black.

Sigh.

At least we got her out of the socks.
 
Many. But, then, I've been in the theatre since I was a kid. I knew many men who liked women's clothing. Not exactly cross dressers, per sey, but very flamboyant. It never really bothered me, though I always found it odd. I once worked a big Vegas-style French revue show, you know, lots of topless girls and circus acts (of which I was one). The lead "girl" was actually a guy who'd had himself "snipped and tucked". She was a singer, and a big draw, and no one had any idea she was a man.

I knew men in New York who regularly dressed as women, and everyone had the same reaction you did -- it just became normal.
 
I have

When I was young (5-12) there was a boy (mid- to late-teens) that lived up the street that was 'different'. I probably didn't have a word for it at the time. At about 16 I got a job as a waitress at the local resturant. One night this well dressed woman came in. The other waitress told me to go take her order. I don't think that I even realized at first that the 'woman' was a man. When I went in the back, everyone (we were all in high shcool) was laughing and peeking out the doors. I had to ask what was going on. When they told me who it was, I was a little shocked. I'm sure that I laughed too.

After a couple of times to get used to it and realizing that I was 'different' too, I was able to take 'her' order just as I would anyone else's. Other's would do it, but they would be kind of short (not to the point of mean-just cold and distracted acting) with 'her'.
 
I live in the country, so my life has been somewhat more sheltered then that of a city girl. So seeing a cross-dresser for the first time in my mid-30's was a little weird. Our city is only about 117,000 in population, so cross-dressers are not that common to see in our town. I think though, once you do see them, they just become the norm. It really is not so strange after awhile, once the initial shock wears off. *LOL* Each to his/her own I guess.

Katerina :D

[Edited by Katerina on 07-10-2000 at 04:11 PM]
 
117,000?? That's HUGE compered to the 1,200 of the town I grew up in.

It also surprises me because the two or three mill towns I've been to have all been pretty small (just a few thousand). I guess it's just the image I had that they were all small.
 
C'mon listen to my story bout a man and his goat

I also live in a small town. (population of about 7,000) We have a client who is indigent and cannot afford legal services, and for some reason we ALWAYS seem to end up with his name. This gentleman (I use the term loosely) is in his late 60s, but has chosen at this stage in life to live as a woman. That, I can deal with. People are different and I wish everyone all the happiness in the world.

There's more....He comes to our office on the same charges about once every few months. (3 charges in the past 6 months..plus prior convictions a few years ago) Seems he owns a small farm, and he likes to get his sexual interaction from his animals. Namely, his goats. Now, I have heard about this as a joke...and even occasionally for real (in magazines) but I had never actually met anyone IRL who did this. I have to admit it spooked me a little.

There's still yet more....Upon his first conviction, he was assessed with probation and sentenced to 24 hours of community service. Due to his age and somewhat feeble condition...he was not able to perform any type of manual labor, so in lieu of any "work", he was told that he had to sit in the courtroom and "observe" for his 24 hours. This generally computes to about one week. Day One went well. He sat in the back of the room and didn't utter a peep. Day Two...I look behind me about 3 hours after courts starts and realize that he has his false teeth out and is dancing them on his leg..up his arm...across the back of the bench in front of him. At the first recess I politely ask him to stop that and be still! He complies and the rest of the day goes well. Day 3...I notice the bailiff in courtroom eyeballing him. I look back and see Mr. Goat with a HUGE smile on his face. I also notice that there aren't any people anywhere around him. I mean..the man is on one side of the courtroom practically by himself. The bailiff passes a note to the judge who decides to take a recess. Come to find out, Mr. Goat is "diddling" (stole that word from the Luv Doc) with himself through his pants and has a HUGE hard-on (poor goat) which can clearly be seen through his pants. How embarrassing!

At any rate...the fact that he cross-dresses is no big deal...the goat and the jackoff session in court seem to bother me. Call me a prude! (bless my heart)
 
Well....

I guess our city is not that small, but I still have never seen cross-dressers frequent it too often. Like I said before though, I am a country girl, so I may have missed alot in my growing up years. *LOL* Our pulp and paper mill has about 800 men employed, so its a fair size mill. Years ago, there were well over 1500,00 working, there have been alot of layoffs unfortunately. My hubbie has been there for 23 years now, so he is one of the lucky ones. Sometimes he hates his job and gets very frustrated with it, but in this day and age, he is lucky to have it. It's secure, the benefits are incredible and we have food on our table. But back to cross-dressers, I have only been blessed with seeing one so far in the land of the Sleeping Giant.

KitKat
 
Ugh!

Good Lord, I would run too! Yuck! I agree with you on this one Southern, he is just a little too weird, no wonder he needs his goats, no one else will have him. Ugh! Poor things though. I hope the authorities take them away from this horrid character...Bleck!...

[Edited by Katerina on 07-10-2000 at 04:53 PM]
 
OH!! I thought you meant... "interacted" as in um...
never mind...
(crawling back into hole now...)


[I didn't know he was into that on the side until I had known him a few years if that makes a difference??]
 
Ack!

I had never thought of my topic thread being misconstrued like that...hehehehe... What I meant in plain english is, have you ever actually talked with one in an actual conversation and what was your reaction? There, I feel better now...

Oh Jade, being that you have interacted in a different manner then talking, of course its easy for you to misconstrue my words, crawl out of your hole now my dear!

:D KitKat


[Edited by Katerina on 07-10-2000 at 06:14 PM]
 
I used to be asecurity guard at a granite quarry. There was a retired gentleman who used to work there. After his wife died he started wearing her clothes. I ran into him a bout midnight on a dirt road through the quarry. Scared the crap out of me in a flowered pantsuit!

I also know a post-op trans sexual. He/she/it gives me the creeps. I know that my attitude is not PC, but the thought that you are so unhappy with yourself that you would need mutilation to be happy is just too strange.
 
*LMAOF* hehehe... Ok, God, when you said that about the pantsuit, Ski, I was envisioning Klinger from Mash trudging up the road! Now, there is a cross-dresser for you! By the way is crossdresser one word, two words or hypenated? God some of these double words kill me, I need some lessons I think.

It is sad fact, that one has to become a different person with the changing of their physical appearance. But the true fact is, not everyone is happy with who they are. Who knows what their reasons are for doing this, but I suppose if they are happier with themselves, that is all that matters. If they are accepted or not accepted by the public, they still have to deal with it, and hopefully can lead normal lives in doing so.

Hugs KitKat
 
Well, yes and no.
A gentleman I work with used to cross dress, found that out in my typical odd, questioning manner.
I'm might have interacted with cross dressers but I'm guessing I wrote them off as ugly, or not so ugly, women. I know it sounds strange but I'm certain I'd never notice something like that.
 
Some crossdressers just cannot hide the fact that they are men. No amount of beautiful clothes or cakey makeup will hide that fact. This fellow I encountered was without a doubt a man in my eyes from first site. I suppose there are some that can leave you guessing about their gender, but for the most part I think you can tell. Listen to me! For someone that has only seen one crossdresser in her lifetime...I sound pretty damn sure of myself. *LOL*

KitKat :D
 
Being in the fabric business I meet all kinds, and yes, quite a few cross drssers. You know what bugs me? They look phenomonal in stuff I wouldn't dare trying, and they are great tailors too. Never know what to expect, or who, when they come in though. They have different personalities for each side and different names also. I guess they come to me becuase I treat them the same as anyone else, and don't patronize or snub them. Hell, at least their checks don't bounce.
 
Mmmm...

Sounds like you have an interesting job, with not a dull moment to spare. Hehehe...I agree with you though on treating ppl respectfully no matter what choices they make. Just because they wear womens clothing does not mean crossdressers are not worthy of respect. Everyone deserves that in this life no matter what they wear, or who they are...

Hell, cheeks that don't bounce....Mmmmm....

:D Kat
 
Just that one time....I was hangin' out with Eddie "I'm nearsighted" Murphy...and damn she looked like a woman i'm tellin' ya!

Actually twice. I was in a wedding party in a nearby city and we had been in a bar having a couple of pre-ceremony beverages. We were walking up the hill to the cathedral when this woman crossed the street in front of us. We began commenting on her body and what a great ass she had (juvenile I realize and apologize) as we were doing this the groom (the only local) began chortling to himself and was the only one not commenting. We realized why when we caught up with "her" at the traffic light. The collective noise made by three guys un-sucking their guts, de-puffing their chests and shuddering all at the same time was enough to make "her" turn around ... or maybe it was the gales of laughter coming from the groom
 
hehehe

Oh God, Expertise, that story was too funny. Thank you so much for sharing it with me. I could just imagine the look of horror on your faces when he/she turned around. It is truly amazing how beautiful they can look from behind....Until, the dreadful moment, and the truth hits home! Egads....run....run..... *LOL*

Hugs KitKat :D
 
If a man looks better than some women in a dress and heels, I for one, will not complain about him wearing them.

~~~~~~~~~~~~~~~~~~~~~~~~ :cool: ~~~~~~~~~~~~~~~~~~~~~~~
By being a Never, I am an anti-Never.
By being meaningless, I find my own meanings.
By writing cryptic stuff at the end of my posts I try to entertain..
 
Never...

Why, I think I have to agree with you on that. You have to give the credit, where it is due, especially when they put so much effort into their appearence.

Never ever would I ever treat a crossdresser rudely never, ever..ever...Never...

Hugs evermore...KitKat
 
That's it Kit-Kat.. Get it out of your system. Everyone else has to do it.
Never would I treat a cross dresser, unless they gave me a little afterwards.
Never, ever, Never never would and never could ever.. Ah, screw it. You do the nevers I'll concentrate on being meaningless.

~~~~~~~~~~~~~~~~~~~~~~~~~ :cool: ~~~~~~~~~~~~~~~~~~~~
Hmmm, kit-kat.. kat..kitty.. pussy.. Hmm. No wonder I like eating Kit-Kat bars.
 
Pondering...

Hmmm, I think perhaps I got it out of my system on my Lesson thread Never. Never, ever do I want to do this again, never, Never. Wow, if Always registers, we will have some serious tongue twisters happening here. Always forever and ever and ever...Goodnight Never...

Hugs KitKat...the ones that taste the best...
 
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