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View Full Version : Taking Turns Being the Girl



windycissy
02-14-2008, 11:59 PM
I met a new CD'er on the web, and we got to talking (emails) and finally we hooked up at her place, I brought the pizza and salad and she poured the wine, we hit it off instantly and had a fine girls night in...she has been dressing for years, and is very cute and passable, and as we talked on through the night, we discovered that we share a secret fantasy: going out and a date with another crossdresser, with one of us being the guy and the other one being the girl! We flipped a coin and I lost, so for our first date next week, she gets to get all dolled up (I can tell she's excited, she's sent me a photo of the dress she's going to wear) and I'm stuck being the guy, but I'm cool with playing along and the payback will be our second date when I get to be the girl! I've already told her I'm expecting her - make that him - to take me out for dinner and dancing, in my little black dress...

Angie G
02-15-2008, 01:02 AM
Cool have fun :hugs:
Angie

MJ
02-15-2008, 01:15 AM
sounds like it will be fun let us know how it goes .

Marvina Martian
02-15-2008, 01:17 AM
That sounds sooooo cool! What a great idea, I hope you have a good time!

Laurie909
02-15-2008, 04:42 AM
Sounds great...keep us informed how the "dates" go.

Dawn Marie
02-15-2008, 04:59 AM
Now that's what I call a fair trade off, and I know you will have lots of fun. Especially when it is your turn to be the girl.

deja true
02-15-2008, 07:25 AM
Oh, Cissy, that sounds like so much fun!, Plus there's the added security of having a male escort that you like and trust.

Tell us all about it after, huh?

I grew up in Chicago and would love to hear about where you went. Drinks at the top of the Hancock? Wow!

deja

Eugenie
02-15-2008, 08:44 AM
going out and a date with another crossdresser, with one of us being the guy and the other one being the girl!

That's great. I can tell you it is the most exciting experience I had so far while going out "en femme". One CD friend offered me to go out together while she would remain dressed as a man. I had told her that I badly wanted to experience the pleasure of going out in public holding the arm of a man and she did it just to be nice to me... Actually, the picture on the right side of my profile was taken on that evening...

I never felt so "femme" than I did that evening...

We didn't organize a role turn taking as she isn't interested...

I hope that you will enjoy as much as I did when it will happen to you.

:hugs:
Eugenie

Emily Ann Brown
02-15-2008, 08:56 AM
Have done that with my sister Lilliann.....lots of fun! And nice to know the "man" can be trusted to be a gentleman.


Emily Ann

O2B Barbara
02-15-2008, 09:03 AM
Sounds like a great way to be sure that your date will be understanding and supportive, enjoy to the fullest!

Princess29
02-15-2008, 09:05 AM
sounds like a fun couple of nights ahead of you

amber 07
02-15-2008, 09:06 AM
What a marvelous way to experience the "other side". Very low pressure, low key, and the turnabout on a later date is a great idea. have fun on both dates and do keep us informed. Hugs, Amber

Patty
02-15-2008, 09:11 AM
Sounds like so much fun!! :love:

MarciManseau
02-15-2008, 09:41 AM
I'm sure you two will have fun! Good for you, and we'll all be waiting to hear how it goes :D Maybe you should bring her flowers for the first date.

Is she on here too? It would be nice to hear both sides of the story.


Hugs, Marci :hugs:

ps: It's ok to kiss and tell :love:

Kate Simmons
02-15-2008, 09:50 AM
Sounds okay Windy. Most CD's would not be willing to do that and would always want to be the "girl". Some of my friends and I have gone out, not on a "date" per se, just two friends getting together in various mixed modes. I personally would not want to be "locked in" to being one or the other really but to each his or her own I guess. Have fun in any case.:happy:

windycissy
02-15-2008, 12:06 PM
I'm sure you two will have fun! Good for you, and we'll all be waiting to hear how it goes :D Maybe you should bring her flowers for the first date.

Is she on here too? It would be nice to hear both sides of the story.


Hugs, Marci :hugs:

ps: It's ok to kiss and tell :love:


Flowers...what a cool idea! She's not a member of this forum (yet) so you'll have to rely on me to tell it like it is...before our first "date" with her as the girl we're hooking up with another friend of hers, also a CD'er whose pictures are awesome, for a girls night out on Tuesday, then the big date is on Thursday, I told her I would wear and ascot and treat her like a queen!

carmie
02-15-2008, 12:16 PM
sounds like fun im jelous already, well have agood time.

Carol A
02-15-2008, 12:25 PM
Oh lucky you, I have been out dress with my wife and one time with her sister but never with a man. Enjoy and I would love to do that one time. :love:

docrobbysherry
02-15-2008, 01:22 PM
Windy, u sound like a couple of pre-teens playing dressup with older sister's, or mom's things! Hope u have fun!
RS

windycissy
02-16-2008, 09:56 AM
Windy, u sound like a couple of pre-teens playing dressup with older sister's, or mom's things! Hope u have fun!
RS

It's true, we're as giddy as a couple of schoolgirls...they say opposites attract, she is a self-described "high maintenance fashionista" whereas I'm sorta a tomboy who dresses "on the natch" but we both love to go to mainstream places en femme, and it's so much easier to blend with a guy on your arm!

JessieB
02-16-2008, 11:43 AM
It's just me, but I have a strong aversion to anyone who knows me as Jessie ever seeing me in drab. I want to be established as fem in their minds and don't want to undermine that. I'm also not too crazy about seeing my fem gurlfriends in drab either. I prefer that we relate to each other as gurls and like to keep it that way.

But if such concerns don't bother you two, I think it's great and hope you have some terrific times together. Please keep us posted.

AmandaM
02-16-2008, 12:36 PM
Wow! That's an idea. I could do that, and not worry about the guys trying to hit on me thing. That's pretty safe. Hmmmm....and I'd still get to experience a "Date" as a woman. See how the other half lives.

angelfire
02-16-2008, 12:46 PM
Sounds like a great time. I'm sure you'll have lots of fun.

debbeelee1
02-16-2008, 12:47 PM
Very cool! This has to work out well! Please keep us posted!

tifftg
02-16-2008, 01:33 PM
It's just me, but I have a strong aversion to anyone who knows me as Jessie ever seeing me in drab. I want to be established as fem in their minds and don't want to undermine that. I'm also not too crazy about seeing my fem gurlfriends in drab either. I prefer that we relate to each other as gurls and like to keep it that way.
.

Jessie's comments caught my eye. I am getting ready to have coffee on Monday with a local gurl who I have met online. We are meeting in drab and she had the same concern of mixing the roles.

Emma DVS
02-16-2008, 03:46 PM
...really really good for you !!! (...its been a fantasy of mine) ...xXx Emma

AllieSF
02-16-2008, 08:13 PM
I am sure that you will treat her as a real lady and that will be a nice new experience for Windy. I don't have a problem either way when I meet someone for the first time. It is also good when maybe I just can't do Allie for whatever reason. Enoy your dates and please do tell how it all goes, including where and what. Hugs and kisses.

KateSpade83
02-16-2008, 11:16 PM
Hey Windy - it would be nice if you could post pic of them! Ask them if they can allow that!

Mitzi
02-17-2008, 12:53 AM
It's just me, but I have a strong aversion to anyone who knows me as Jessie ever seeing me in drab. I want to be established as fem in their minds and don't want to undermine that. I'm also not too crazy about seeing my fem gurlfriends in drab either. I prefer that we relate to each other as gurls and like to keep it that way.

I meet a number of other t-girls at Carla's (http://carlas.com). They see me both en drab and en femme, but that doesn't bother me.

But if I were meeting someone outside of Carla's as a gurl, I would feel awkward having the person see me en drab. I posted this on another thread a while ago, a person who'd only seen Mitzi, when seeing me en drab for the first time, covered his eyes, and said "no, no, no.." it destroyed the illusion he'd had of Mitzi.

Mitzi

Megan_Girl
02-17-2008, 01:59 AM
What a nice idea..... simple, safe and exciting.

It's not for me thought. Because, once I was the girl I wouldn't want to go back and that would be the end of that!

But, having been one of those blessed to have spent an evening on the town with Cissy in SF....I am a bit jealous!

XXX
Megan

Carly D.
02-18-2008, 10:29 AM
This sounds good, and yes I would love this to happen to me.. I have a couple ideas.. one is while you are in "guy" mode taking "her" out you could wear panties and pantyhose (I know, kind of cheating there).. and the second idea is after you have been "taken out" by "him" on your date, why not both dress up fully and just go out as a couple of grlls on the town...

annekathleen
02-18-2008, 10:43 AM
I think for your "third" date, that you both get dressed as girls, and go out together as girls night out.

Maybe as two lesbians?
Maybe as two girfriends out on the prowl for guys?

I think you can have a lot of fun in a lot of scenarios.

JessieB
02-18-2008, 11:05 AM
I meet a number of other t-girls at Carla's (http://carlas.com). They see me both en drab and en femme, but that doesn't bother me.MitziYeah, I guess I could handle it with a gurlfriend, but I'd still rather not if I can avoid it.


a person who'd only seen Mitzi, when seeing me en drab for the first time, covered his eyes, and said "no, no, no.." it destroyed the illusion he'd had of Mitzi.Exactly! And i worked too hard to establish that illusion! :D

99% of the people who know Jessie (or have even seen her) only know her that way -- they've never seen her guy side, don't know anything about her guy life, etc. -- and I fully intend to keep it that way. I have had a few gay guys try to persuade me to let them meet the guy me, but nothing doing! Apparently it's really difficult for them to get past the notion that I'm just a guy masquerading as a gurl and try to accept the fact that I have a feminine identity and personality. I don't blame them for the confusion, but I do expect them to learn to deal with it.

janet1234
02-18-2008, 09:34 PM
mostly since I am mostly drab.

tamarav
02-18-2008, 09:49 PM
Scott in Palo Alto, remember when we used to fight over who got to be the girl?

Megan70
02-18-2008, 09:53 PM
I have done that date routine many times with my friend of 40 years from college.He is gay, and open, my wife loves him as he's family and he was an usher in our wedding-when he was straight. When he doesn't have a gay boyfriend date I arrange a week ahead of time to see if he would like a date out with "Megan" again on Saturday to a Philharmonic concert at our Music Hall. Everyone always gets dressed up glitzy. We meet there, and he treats me just like a lady, including walking me to the car, me holding his arm and him giving me a hug and peck on the cheek.Sometimes we go to a gay bar afterwords for a drink We must of gone out now about a dozen times to concerts in the last 6 years. My wife approves, thinks its neat and says have a good time. Nice to know there doesn't have to be any sneaking around or because she knows where I am.
Yes-Fantasies Do come true. "Feel Like a Woman".. Shanaia Twain:rolleyes:

windycissy
02-18-2008, 11:14 PM
I think for your "third" date, that you both get dressed as girls, and go out together as girls night out.

We are gonna do just that, tomorrow night, as a prelude to our first "date" on Thursday night! I've teased her that we can pretend to be two fun-loving lipstick lesbians:heehee:then on Thursday, I'm taking her out as the guy :sad: but that means on our next date I get to be the girl:happy:

Lucypink
02-19-2008, 12:26 AM
Lucky you!!! I would love to have a friend that will want to go out with me in CD mode, please tell us how it goes and good luck.

RobertaFermina
02-19-2008, 12:50 PM
Thanks for that Fantasy!

It's one that has occurred to me.

It's a bit scary, new territory being the swain to a lovely gal. Who can predict how that may feel or what may come of it?

:hugs: Play Nice !

:rose: Roberta :rose:

windycissy
02-22-2008, 02:17 AM
I just got back from our first date, with me as the guy...I have to admit, I was somewhat apprehensive about showing myself to her en drabbe, and more than a little jealous of my "date", but it turned out to be a very pleasant evening. She was stunning in a slinky black dress and heels, and a faux fur cape that was to die for. First we went to a romantic little restaurant where she had a salad and duck, and I had lobster bisque and a steak (guy food) and we shared a nice bottle of Merlot. I couldn't help but notice how safe she felt walking through the dark city streets with a guy on her arm, it just seemed so totally natural. After dinner, we went to a little jazz club where we sat on a posh sofa and had cocktails by the fire, before we called it a night. There was much conversation about our next date, when I will be the girl, I am so up for it! All in all, as I say it was a very pleasant evening, we obviously have a lot in common, and I think she is looking forward to having her way with me as Cissy.

Lucypink
02-22-2008, 02:29 AM
Great experience, I have been folowing your thead daily just to know how it went, and I am happy for you and a bit jelous too. Thank you for shearing and can't wait to hear how it goes on the next date.... Wow! It is going to be a great and exciting date!!!

Laurie909
02-22-2008, 03:33 AM
Sounds like a DREAM date to me!

deja true
02-22-2008, 06:51 PM
If we really want to make good friends with other girls, I think it behooves us to let them see us in all our modes. I would love to meet a dozen different folks here both en femme and in drab. We can come to know each others femme personas through discussions like this (if you only want to communicate in femme mode), but a more open communication really only can come face to face.

If I'm impressed enough with the posts of any 'girl' here, or GG or TS for that matter, I'd want to know the whole person and hope they'd want to know me that way, too. We say that we're all friends here, but are we really, if we can't show our complete beings to one another?

I'm going to SCC in September as my very first outing ever and I'm thinking of attending as a male and as a female on alternate days for that very reason. (Besides, with that many chicks, somebody's always gonna need a dance partner!)

respect & love

deja

( I realize that many of us probably think of ourselves as pig ugly or unattractve men, but have a look at many of your guy friends. If they're really your friends do you care if they're bald, or fat or hairy or have big feet? You still go bowling together, right?)

windycissy
02-23-2008, 04:06 PM
I have to be completely honest, now that I have my date as a woman to look forward to, it's gonna be awfully hard to switch back to being the guy again. I know that sounds terribly selfish, maybe if I'm irrestable he'll want to take me out as the girl again?

Lidia_tv
02-23-2008, 04:09 PM
Just last weekend I also met with a CD and we had a nice girl to girl day, just exchanging experiences & advice. It was so cool. Looking forward to doing it again

Michl41
02-24-2008, 12:24 PM
You're living my dream...........all I need is another gurl here on the north coast of Ohio.......keep having fun, and let us know about your next date.......:thumbsup::c9:.....michl41

windycissy
03-05-2008, 07:47 PM
We just made a date for our first night out with me as the female: he's taking me in his Porsche to a waterfront restaurant (the early bird, I'm a cheap date!) and then we'll go back to my place for coffee, I'm so excited I can't stand it! This is the dress I'm planning to wear, he's already bugging me about wearing a garterbelt and stockings, that's what you get when you date a crossdresser I suppose...get this: our date will be on April Fool's Day, how fitting!

http://im1.shutterfly.com/procserv/47b7d931b3127cce8792c292a38d00000025108IatWLlw0aW

Rebecca Lee
04-03-2008, 09:09 PM
How did the date go?

deja true
04-03-2008, 09:13 PM
I'm so glad this thread is back!

Tell us, Windy! Tell us!