Walking streets as a tranny

sult4real

Experienced
Joined
Jun 22, 2006
Posts
53
Hey all, I've got the wig, bra, nylons, garter, skirt, top--and now a great opportunity on Friday for a makeover and my first stroll down Halsted Street in Chicago in broad daylight. This scares me but also of course also thrills me!!! Only a few days to go. Anyone have any stories of their first experiences hitting the street in drag?
 
sult4real said:
Hey all, I've got the wig, bra, nylons, garter, skirt, top--and now a great opportunity on Friday for a makeover and my first stroll down Halsted Street in Chicago in broad daylight. This scares me but also of course also thrills me!!! Only a few days to go. Anyone have any stories of their first experiences hitting the street in drag?


if your calling it drag then your not walking the streets as a tranny. Your hitting the streets as a drag queen. but i wish you lots of luck in your endevours.
 
Tymeless said:
if your calling it drag then your not walking the streets as a tranny. Your hitting the streets as a drag queen. but i wish you lots of luck in your endevours.
I guess he meant 'tranny' as in 'transvestite'.
 
DarkBee said:
I guess he meant 'tranny' as in 'transvestite'.


yes but tranny is directly related to someone like myself which is transexual or transgender. Transvestites are referred to as Transvestites or DragQueens usually but its just a matter of semantics either way though. Either way I wish him luck in his endevors.
 
Hrm, I always think of "Drag Queen" as being extremely made up, as almost a character instead of a person. I don't know that most transvestites refer to themselves as drag queens...

here in Portland people get upset if you use a term other than "Female Impersonator"
 
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Chicklet said:
Hrm, I always think of "Drag Queen" as being extremely made up, in an as almost a character instead of a person. I don't know that most transvestites refer to themselves as drag queens...

here in Portland people get upset if you use a term other than "Female Impersonator"


I like that term thats what i'll refer to them as from now on!
 
I really don't care what anyone calls me, just as long as they cheer me on! I've never walked in high heels in public, and now I'm setting myself up to walk over a mile in 'em.

I'm not transsexual, but I am transgender. ; )
 
sult4real said:
I really don't care what anyone calls me, just as long as they cheer me on! I've never walked in high heels in public, and now I'm setting myself up to walk over a mile in 'em.

I'm not transsexual, but I am transgender. ; )


goodluck and have a great time i'm rooting for you!
 
Thanks, Tiffany!

I'm of course more than a little nervous. I'll be having a makeover before I head out but I don't as yet have a girdle and haven't mastered the creation of a cleavage--those things really help the illusion and make it more possible to pass. So I think most who pass me are going to know that I am in drag/a tranny/etc., so it will be a real ordeal (but one I'm wanting).

Anyone know any good TG-friendly bars on Halsted Street in Chicago? I might want to duck into one along the way to rest my feet!
 
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I've always used tranny interchangeably for both transvestite and transgender. It's usually only when my wife and I are having a conversation, so maybe it's just that we know inherently which each other means. But for us they have always been either one.
 
My impression has been that transgender (TG) covers crossdressers while transsexual (TS) is restricted to post-op. "Tranny" does get applied pretty much to TGs; can see why TS people feel that the term has been stretched.
TRANSformation, of course, is the process crossdressers go through many, many times in their crossing from male to female.

We just all LOOOOOOOVE that tranny term!
 
Etoile said:
I've always used tranny interchangeably for both transvestite and transgender. It's usually only when my wife and I are having a conversation, so maybe it's just that we know inherently which each other means.

Etoile, what you and your wife understands, is what I call telepathy between relatives, being married family or not. It is a telepathic bond.
I have that kind of bond with my father, since he and I knows what the other means by this and that.
 
Wolfman1982 said:
Etoile, what you and your wife understands, is what I call telepathy between relatives, being married family or not. It is a telepathic bond.
I have that kind of bond with my father, since he and I knows what the other means by this and that.
Actually, I just talked to my wife, and she said she DOES think tranny usually applies to transsexuals...but she considers transvestites and transsexuals to both be subgroups of transgender. So maybe we aren't quite on the same wavelength with that particular thing after all! But we do share a lot of the same thoughts like you describe, Wolfman. In linguistics it's called intimate register - two people who can have a conversation about something without ever naming what that thing is! It's particularly difficult for us interpreters, because WE don't know what the thing is, so we just do the best we can.
 
You Go!!!!

OMG sult4real... I didn't realize you were so far down the path... I... I'm speechless!!!!
 
Yes, this is the night before. It might rain; guess I'll have to keep an umbrella handy just in case. ; ) The make-up would sure run otherwise!

Can't believe it myself that I'm about to take such a big step. HIhg heels will make me take mincing steps. Just a new gurl on the block....
 
sult4real said:
Yes, this is the night before. It might rain; guess I'll have to keep an umbrella handy just in case. ; ) The make-up would sure run otherwise!

Can't believe it myself that I'm about to take such a big step. HIhg heels will make me take mincing steps. Just a new gurl on the block....


I hope everything went well for you today it's your big day .
 
OMG, everyone, my first street walking as a tranny was a wonderful experience. I haven’t been this happy in a long while. I’ve had my initiation into the lifestyle and find it suits me.

When I closed my eyes in the makeover chair and the eyelashes were applied (and then the makeup, eye liner, etc.) I didn’t know what I would see when I was finally able to look. But when I did look I was absolutely pleased; what I saw was not some obvious tranny mug but a beautiful woman’s face. I didn’t think I would “shine up” that nicely. My legs came across very feminine in their seamed stockings and I was proud of the high heels I had bought. The skirt and top turned out to be looser than I could have managed with my figure, so my next purchases will be more form-fitting as I learn more about women’s sizes. I’ve lost over twenty lbs over the last two months in anticipation of this day, and I am now motivated to lose more.

What an experience, walking in high heels, wiog, falsies on the sidewalk on a busy Lakeview Friday afternoon! I’m still not sure I’ve got the hang of the walking; tried to be as natural as possible. No negative comments from anyone. An SUV with guys went by and there was a whoop. Later, one of a group of guys called after me “Bye honey” as I left Halsted Street for a side street (and my car). My sense is that I passed with the vast majority of those who saw me today.

As I drove back to the makeover place to remove the cloths and makeup I couldn’t resist tilting the rear view mirror in order to admire the wonderfully-convincing job done at the shop. Feminine beauty was mine for a few hours this afternoon, but I wore it well and I am so proud! I now know that I’m a crossdresser for sure; I’ve done the walk and am happy. I’ll be doing it again and again and again.
 
sult4real said:
OMG, everyone, my first street walking as a tranny was a wonderful experience. I haven’t been this happy in a long while. I’ve had my initiation into the lifestyle and find it suits me.

When I closed my eyes in the makeover chair and the eyelashes were applied (and then the makeup, eye liner, etc.) I didn’t know what I would see when I was finally able to look. But when I did look I was absolutely pleased; what I saw was not some obvious tranny mug but a beautiful woman’s face. I didn’t think I would “shine up” that nicely. My legs came across very feminine in their seamed stockings and I was proud of the high heels I had bought. The skirt and top turned out to be looser than I could have managed with my figure, so my next purchases will be more form-fitting as I learn more about women’s sizes. I’ve lost over twenty lbs over the last two months in anticipation of this day, and I am now motivated to lose more.

What an experience, walking in high heels, wiog, falsies on the sidewalk on a busy Lakeview Friday afternoon! I’m still not sure I’ve got the hang of the walking; tried to be as natural as possible. No negative comments from anyone. An SUV with guys went by and there was a whoop. Later, one of a group of guys called after me “Bye honey” as I left Halsted Street for a side street (and my car). My sense is that I passed with the vast majority of those who saw me today.

As I drove back to the makeover place to remove the cloths and makeup I couldn’t resist tilting the rear view mirror in order to admire the wonderfully-convincing job done at the shop. Feminine beauty was mine for a few hours this afternoon, but I wore it well and I am so proud! I now know that I’m a crossdresser for sure; I’ve done the walk and am happy. I’ll be doing it again and again and again.

I'm glad you got what you were looking for out of the experience and i'm pulling for you for quite some time :0
 
sult4real said:
OMG, everyone, my first street walking as a tranny was a wonderful experience. I haven’t been this happy in a long while. I’ve had my initiation into the lifestyle and find it suits me.

When I closed my eyes in the makeover chair and the eyelashes were applied (and then the makeup, eye liner, etc.) I didn’t know what I would see when I was finally able to look. But when I did look I was absolutely pleased; what I saw was not some obvious tranny mug but a beautiful woman’s face. I didn’t think I would “shine up” that nicely. My legs came across very feminine in their seamed stockings and I was proud of the high heels I had bought. The skirt and top turned out to be looser than I could have managed with my figure, so my next purchases will be more form-fitting as I learn more about women’s sizes. I’ve lost over twenty lbs over the last two months in anticipation of this day, and I am now motivated to lose more.

What an experience, walking in high heels, wiog, falsies on the sidewalk on a busy Lakeview Friday afternoon! I’m still not sure I’ve got the hang of the walking; tried to be as natural as possible. No negative comments from anyone. An SUV with guys went by and there was a whoop. Later, one of a group of guys called after me “Bye honey” as I left Halsted Street for a side street (and my car). My sense is that I passed with the vast majority of those who saw me today.

As I drove back to the makeover place to remove the cloths and makeup I couldn’t resist tilting the rear view mirror in order to admire the wonderfully-convincing job done at the shop. Feminine beauty was mine for a few hours this afternoon, but I wore it well and I am so proud! I now know that I’m a crossdresser for sure; I’ve done the walk and am happy. I’ll be doing it again and again and again.


I'm so glad that you were able to find the real you . It had to feel so go to be the person you have always wanted to be . You go Gurl ;)
 
sult4real said:
Hey Tymeless and bimori, thanks so much for the kind words! Yesterday, July 27, 2007 is a date I'll never forget as it was the date I was born as a t-girl, as MINDY! After you've put on a wig, skirt, top, nylons, high heels--all backed up with breast forms and a wonderful makeover; after you open the door and step away from the beautician's shop and start clicking your way on high heels down the street--you are never the same again!!! You've known for a long while this is what you want to do, and finally the resolve takes shape and you know you WILL do it (of course only after some months of research, and of course the expenditure of funds for the outfit; all told, including the first makeover, I've spent about $500 so far).

You step out into the world as a femme, ready to take whatever comes your way. A new t-girl knows, or should know, the sort of things that can come her way and she has to be ready to deal with them. Most likely, if she's not dressed outrageously, she will pass with the great majority (many who will only notice her from a distance; many will pass her on the same sidewalk and she'll still pass with those too). Among those who can "read" her, most will be polite. As for the two men yesterday (one from a passing truck, the other from across the street) who called after me, they treated me like a sexy girl and didn't use any derogatory language. But if someone had slurred me, outed me, that's part of the risk. For some t-girls that's more than part of the risk--it's part of the THRILL. I don't consciously seek that; I want to pass for the most part; I don't want to be a flaming tranny, embarrassing mothers with their kids; I want to be "read" by those in Boystown Chicago who are practiced at "telling"--and if they smile, I hope it's because they admire how well I've tried to full the female thing off.
Thats awesome once i am living full time i just want to pass i don't want outted ever.
 
sult4real said:
Hey Tymeless and bimori, thanks so much for the kind words! Yesterday, July 27, 2007 is a date I'll never forget as it was the date I was born as a t-girl, as MINDY! After you've put on a wig, skirt, top, nylons, high heels--all backed up with breast forms and a wonderful makeover; after you open the door and step away from the beautician's shop and start clicking your way on high heels down the street--you are never the same again!!! You've known for a long while this is what you want to do, and finally the resolve takes shape and you know you WILL do it (of course only after some months of research, and of course the expenditure of funds for the outfit; all told, including the first makeover, I've spent about $500 so far).

You step out into the world as a femme, ready to take whatever comes your way. A new t-girl knows, or should know, the sort of things that can come her way and she has to be ready to deal with them. Most likely, if she's not dressed outrageously, she will pass with the great majority (many who will only notice her from a distance; many will pass her on the same sidewalk and she'll still pass with those too). Among those who can "read" her, most will be polite. As for the two men yesterday (one from a passing truck, the other from across the street) who called after me, they treated me like a sexy girl and didn't use any derogatory language. But if someone had slurred me, outed me, that's part of the risk. For some t-girls that's more than part of the risk--it's part of the THRILL. I don't consciously seek that; I want to pass for the most part; I don't want to be a flaming tranny, embarrassing mothers with their kids; I want to be "read" by those in Boystown Chicago who are practiced at "telling"--and if they smile, I hope it's because they admire how well I've tried to full the female thing off.


Oh Mindy you are so brave to be able to do this for yourself . To let you be you if only for a little while it had to feel so good to you to look so pretty .
 
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