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Advice, How to meet a Lady in Town (or Should I)?

12 Posts
8 Users
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Posts: 1435
Lady
Topic starter
(@rbekka)
Noble Member     SF Bay Area, California, United States of America
Joined: 8 years ago

Hello Ladies!

Recently my wife came home from a shopping trip and told me about a "man" she saw that the store, who was obviously crossed dressed.  I thought it curious she mentioned this to me as she is not accepting of my desires to do so.  She described the person to a T, which again seemed odd.  She is not usually so observant.

We live in a relatively small community in the SF Bay Area, and I thought my chances of seeing this person maybe pretty good.  As fate would have it, earlier this week when driving home from work I saw her, walking down the street.  My wife's description of her was pretty accurate, she looked great.

I drove around the block just to get another glimpse of her, (seems awful I know), and I know I'll probably see her again.  I'd love to meet her but am not sure how to approach her.  I'm not certain it would be a comfortable thing to do in the (a) store, and would be really awkward (I think), if I just walked up to her on the street and try to introduce myself.

Has anyone had this sort of experience?  What did you do, or do you have any suggestions as to what I should do?  (Or not!)

Really difficult.  I'd love to have a "girl friend" to hang out with, and I mean that in a casual sense.  Our town is small, and we know quite a few people.  But I'm really dying to meet this person.

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11 Replies
Posts: 133
(@sensitive4)
Estimable Member     Mississauga, on, Canada
Joined: 10 years ago

Hi Rebekka,

Since I am Kind of a People person. I myself would try this. You say you seen her walking down the street. Go out for a walk. many people do this. As you are passing her on the Street Since you both live in the Community. You could introduce your self and say How much you really admire and respect her for being herself. I am sure she would appreciate the confidence booster. The Words I like to use is I can see you are some one who marches to beat of your own drum. I usually get a positive response back. In some ways we are all looking for Reassurance. I can understand you wanting to meet her. It is always nice to meet like minded people in the flesh. makes us feel so much better.

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Posts: 1435
Lady
Topic starter
(@rbekka)
Noble Member     SF Bay Area, California, United States of America
Joined: 8 years ago

Thanks Amanda,  I will try that.  It sounds great.  Hope I have the opportunity to meet her soon!

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Posts: 2312
Duchess
(@pattyphose)
Famed Member     Long Island, New York, United States of America
Joined: 9 years ago

I would strongly suggest not going up to her and telling her you support what she is doing and you are a crossdresser too. You never know when you might be wrong and your words of support and encouragement might be extremely hurtful and insulting to a woman who might not look very feminine or passable by our standards and is just trying to look her best.

When you see her, walk up to her and say something like, hey Brenda. It's Charlie Watkins (or what ever your name is) from (think of a school you went to or a place you worked). It's been so long how you been?

She won't know you but you broke the ice and bought yourself time to assess whether or not she is a GG or CD. If she is a GG, she will probably just let you know you have her confused with someone else. Apologize for bothering her. You look just like an old friend. Then move on.

If she is a CD or TG she may have that nervous look thinking she is being outed. If she looks masculine up close and you can get her to speak, you may be able to recognize the sound of a guy trying to sound like a girl. If you think you got a CD then proceed.

Tell her you were sure she was an old friend. This is where it can get tricky and awkward. You are plain flat out lying. Tell her you're sorry you bothered her and you will leave her alone if she wants, but you would like to tell her something. My friend Brenda used to be my friend Brad. Brad changed. He became Brenda. Brenda was very pretty and feminine. We remained good friends but in a different way. She moved away several years ago and we lost touch. I thought you were her. If so far so good you can pile on more.

This will probably sound crazy but when Brad became Brenda, I dressed like a girl a few times thinking I was offering support and encouragement. Maybe it was a stupid idea but she seemed to appreciate it and in my own way and it helped me understand her better. When I saw you I thought it might be fun for a couple of old friends to get together again as Brenda and Charlene or Brenda and Charlie.

 

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Posts: 1435
Lady
Topic starter
(@rbekka)
Noble Member     SF Bay Area, California, United States of America
Joined: 8 years ago

Hi Patty,

You make an excellent point, and thank you for that.  I think I may be able to use a variation of what you've suggested.  Either way it will be a difficult discussion, but one I really want to make.

Perhaps it would not be a bad idea to approach her in the store (that we both frequent), although I have not seen her there.  It could be easier to say "excuse me, do you know where the blankety blank is?, and go from there.

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Posts: 2312
Duchess
(@pattyphose)
Famed Member     Long Island, New York, United States of America
Joined: 9 years ago

This is a topic that has come up in discussion groups I attend. How do you offer support, encouragement and friendship to someone you think is a CD. Many of us girls are reluctant or scared to go out because we don't consider ourselves passable. It has been brought up many times that a lot of genetic women are not passable either.

That's where I think you need to be careful and assess the situation from up close.

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Posts: 0
Guest
(@Anonymous)
New Member
Joined: 1 second ago

As a cd out in public I would be delighted to be approached. Whether it be asking for directions or just some small talk to break the ice I would be excited to have a friend that appreciates our life style

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Posts: 57
Lady
(@joannak)
Trusted Member     Neligh, Nebraska, United States of America
Joined: 7 years ago

I would love to meet someone who is like me so that I might have a friend to go shopping with or hang out and talk ! Help each other out with things like style and makeup and maybe even hair! As far as I know from looking on here that there isn't anyone close to where I live. I sometimes feel alone and scared to go out by myself !!

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Posts: 2312
Duchess
(@pattyphose)
Famed Member     Long Island, New York, United States of America
Joined: 9 years ago

I think the most important thing to do is to approach her and just make some small talk or what I would try is the mistaken identity thing. It gives you a chance to be up close and assess things. Yes it can be awkward but it breaks the ice. Where you go from there once you're sure depends on what you're comfortable with.

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Posts: 5134
Admin
(@cdheaven)
Illustrious Member
Joined: 10 years ago

I don't think you need to focus on a single particular woman or even a crossdresser.  Of  you go out and are looking for a girl friend you will find one. I have genetic girl girl friends that are so close to me I love them.  We aren't ever going to have sex but we take care of each other. 

The first girl friend I had as a sissy helped me with my make-up.  It was an amazing heartfelt experience. We bonded so tightly that first night that I don't think anything could ever come between us. We take care of each other in many ways and even share clothes. And as for the make-up genetic girls are playing and learning about it very young and over the years become quite good at it.

 

I get out a lot and I have met several crossdressers. You meet delicate flowers that are very much the lady, you meet prostitutes and some plain uncaring dudes wearing chicks clothes. I try to appear as a lady,  I am certainly not a prostitute, but my skirts are really short, I wear really tight jeans or leggings and I carry myself a little differently than the delicate flower. What I have seen is that a lot of crossdressers want to have sex with me. I really don't want that at all. Now a man that I will usually meet at one of these meet ups will be reserved. He us not going to just start roaming your body with his hands the first time he sees you. But I have been confronted by crossdresser s at the same function and have had to fight off two of them at a time. I just don't get it I am a lady and I want to be with a man but these crossdresser s that I speak seem like they have no sexual preference. And don't get me wrong I  would date another  crossdresser or even a girl, but if I do I would not want someone that physically attacked me just because I am a sissy. It happens so fast that are being taken within minutes. Last time this happened to me the were both bigger than me. One of them built like a football player.

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Posts: 56
(@victoriadarling)
Trusted Member     Arizona, United States of America
Joined: 7 years ago

Hah. No way girl. You walk right up to her in your man clothes and proudly say, “I love your dress! That’s a gorgeous midi bodycon pencil v neck with capped shoulders! And those heels are super cute too! Where did you get them?”

#NewBestFruends

Victoria

 

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Posts: 0
Guest
(@Anonymous)
New Member
Joined: 1 second ago

Your best is to go in a store when you see her or just go up and introduce yourself to her and  tell her how great she looks. That in its self will get you both at ease. Girls I think are easy to talk to, mots girls will talk about anything just to talk. So go for it.

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