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Show ALL Forums  > Sex and Dating  > Have You or would You consider Dating a Crossdresser      Mod Threads Home login  
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 Author Thread: Have You or would You consider Dating a Crossdresser
 obviousman

Joined: 10/17/2006
Msg: 126
Have You or would You consider Dating a Crossdresser
Posted: 3/11/2007 4:21:24 PM
Well, they are called 'boyshorts'. What's the big deal?

Women wear guys stuff all the time. But a guy wants to do it and oh, that's just wrong. Greedy bit**s. You want his clothes but won't share. Why be upset by playing around and gender bending. Some women just never know what they want. Seems you want men more sensitive and caring, but still macho and tough. What a mix up. You can't have everything.
 sunvalleyguy

Joined: 3/6/2007
Msg: 127
Have You or would You consider Dating a Crossdresser
Posted: 3/27/2007 11:26:17 AM
i'm a male to female fetish crossdresser who is also submissive to women.

i have found and met some really honest and open minded women that have no problem with this and in fact will help me with makeup and clothes.they are the few.

most women won't give you the time of dayand may even write a nasty message telling you how much of a sicko you are to do that.but their profile reads that they are open minded and accepting of everyone.when in fact they are more close minded than most.

my answer to the OP is no, most people would not date a crossdresser.
 dragonyear

Joined: 3/20/2007
Msg: 128
Have You or would You consider Dating a Crossdresser
Posted: 3/27/2007 12:14:45 PM
I don't think i'd mind. I have never dated a crossdresser but as long as he's upfront about it then that's fine. Plus if he has a british accent and personality like eddie izzard, i'm sold. I think he calls it an executive transvestite.
 DAVE632

Joined: 6/17/2006
Msg: 129
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Have You or would You consider Dating a Crossdresser
Posted: 3/27/2007 2:19:41 PM
Date a Cross Dresser. Sure. All SHE ever wore were Jeans, T-shirts and cowboy boots and, hell, she looked FINE in all or any damn combination.



I 'specially liked JUST the boots but then I'm a little kinky anyway.
 knoxman

Joined: 3/24/2007
Msg: 130
Have You or would You consider Dating a Crossdresser
Posted: 3/28/2007 7:07:08 AM
The only time I want to see a woman wearing men's clothes is when she's wearing my shirt(and nothing else) the morning after....you know.
 blackmaleya41

Joined: 7/2/2005
Msg: 131
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Have You or would You consider Dating a Crossdresser
Posted: 4/7/2007 7:27:44 PM
Wasn't it Freud who stated, "I must admit I don't understand women". If Freud couldn't understand women, how could he understand the mind of a cross-dresser?

I had to do a lot of research on understanding a cross-dresser (counseling for a friend) and I can tell you the division they feel inside isn't pretty.

I suggest that you might want to do more research on the subject, and keep an open mind.
 xxcleopatraxx

Joined: 12/17/2006
Msg: 132
Have You or would You consider Dating a Crosstresser
Posted: 4/7/2007 7:46:52 PM
I would not, that is not something I find attractive. I like my boyfriend manly :)
 Lakeland Florida

Joined: 3/27/2007
Msg: 133
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Have You or would You consider Dating a Crossdresser
Posted: 5/4/2007 12:21:58 AM
05-04-2007

I think you know his real issues. No need to cry later. He like guys and you know it. Why set your self up for failure? You already know.
Go with what you know is the right thing to do. Save your self for a man who would be happy to have you.
 FantasyFlavor

Joined: 4/29/2007
Msg: 134
Have You or would You consider Dating a Crossdresser
Posted: 5/4/2007 12:43:11 AM
I haven't & wouldn't consider it.Roleplaying is one thing but my man dressing like a woman? No,that's for me only.I want my man to be manly.
 Cheap Trick Fan

Joined: 12/12/2005
Msg: 135
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Have You or would You consider Dating a Crossdresser
Posted: 5/4/2007 3:35:10 AM
If he's not part of a show, a man should not be dressing as a woman. Ewwww!
 badbadgirl

Joined: 7/15/2006
Msg: 136
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Have You or would You consider Dating a Crossdresser
Posted: 5/4/2007 7:25:44 AM
I don't judge those who are into that but it's definetly not my cup of tea

true story:

Long time ago I met this guy at a bar...We went at my place to party.At one point I went to the bathroom to freshen up.I came back to the living room to see him dressed with a black tight lycra mini dress and nylon stay-up socks.Guy had the nerve to go through my stuff and wear my clothes.Lmaoooooooooo.All he was missing was the lipstick and high heels!!!
I was surprised and turned off.Had a hard time to keep a straight face cause I thought this was hilarious.I asked him why he did this and he told me he wanted to know what it felt to be me and in my clothes...hahaha
 jan69

Joined: 6/15/2007
Msg: 137
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Have You or would You consider Dating a Crosstresser
Posted: 6/21/2007 3:18:46 PM
yes i would love to date a crossdresser,i am a crossdresser myself, i love to have sex with a man .i am a man that loves putting bras on pantys dresses high hills makeup , i also love to datr a shemale too, i am a bottom. some day i will be come a women.
 vahbsc

Joined: 1/5/2006
Msg: 138
Have You or would You consider Dating a Crossdresser
Posted: 6/21/2007 5:28:18 PM
no. i think if you dress like a woman sometimes, you shoud dress like a woman all the time and get the surgery too. no half steppin
 yellowhare

Joined: 7/13/2007
Msg: 139
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Have You or would You consider Dating a Crossdresser
Posted: 8/7/2007 11:55:04 AM
You give me some kind of hope that there are a open minded women out there who are not turned off by cross dressing. It is just asnother side to our whole selves.I have a few friends, male and female, who understand and accept me for who I am. They realize I am straight and it rarely enters our conversations. When it does sometimes its of a serious nature and others just a goof. I know they aren't laughing at me and its cool. After I read your entry I checked out your profile, and some of your threads. you have a good head . To bad you are off the market ( I hate that term ). maybe if you get to Florida to visit your grand parents grave we can talk. Yellowhare
 idoru

Joined: 10/25/2007
Msg: 140
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Have You or would You consider Dating a Crossdresser
Posted: 11/29/2007 1:41:14 AM
Hell yes! And if they didn't do it willingly I would force them! Wheeeee!

Hot, pervy, and double the shoe and dress shopping!
 idoru

Joined: 10/25/2007
Msg: 141
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Have You or would You consider Dating a Crossdresser
Posted: 11/29/2007 1:46:06 AM
A feminine crossdresser would be super fun to shop and slumberparty with, but * double* the fun if it was a super macho man. Or a jarhead. Yay! Oblivious military man forced into satin panties! Mortified! Aroused! Hot! Heee!
 princess-fifi

Joined: 9/18/2007
Msg: 142
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Have You or would You consider Dating a Crossdresser
Posted: 11/29/2007 2:11:39 AM
i wouldn't be able to date a crossdresser, simply because i dont understand the need for a man to dress in women's clothing....not being judgemental...just curious where this desire comes from and why?
 FoxyBigRed

Joined: 11/26/2007
Msg: 143
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Have You or would You consider Dating a Crossdresser
Posted: 11/30/2007 1:54:03 PM
I personally don't think I'd have a problem with it.
 kitty_kelly

Joined: 4/13/2005
Msg: 144
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Have You or would You consider Dating a Crossdresser
Posted: 1/21/2008 1:05:15 PM
Yes. If he was straight.

Men were the first to wear high heeled shoes, it was the fashion (most women seek out taller men which is why men started doing this) This is really a fashion question more than than a sexual question.

As a woman I wear pants and at one time that was not socially acceptable. I also feel great in a garter and thigh highs after I have just shaved my legs. Why should a man not enjoy the same pleasures?

One thing I do not understand about this issue is why do some cross dressing men have different names?...this would tell me they are not comfortable being themselves. They have to be someone else to be okay in their feminine clothes, this is not a good sign in my book.

Eddie Izzard is one of my favorite people and the "executive transvestite" definition is what I am referring to when I say yes to this question.
 life_of_leisure

Joined: 1/4/2007
Msg: 145
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Have You or would You consider Dating a Crossdresser
Posted: 1/21/2008 3:31:21 PM
There was a famous poll some years ago which showed women would date a convicted murderer before they'd date a crossdresser, by a four-to-one ratio.

Us guys are much more tolerant and understanding on this count. Personally, I have no problem dating a woman who wears pants or t-shirts, though I draw the line at boxers...
 wildtranny

Joined: 1/7/2008
Msg: 146
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Have You or would You consider Dating a Crossdresser
Posted: 1/21/2008 8:39:30 PM
I am a 25 year old crossdresser and love the fact that my g/f is alright with me dressing. Dressing makes me feel sexy and confident. Everyone thinks I look hot as a girl.
 Shylent

Joined: 10/2/2007
Msg: 147
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Have You or would You consider Dating a Crossdresser
Posted: 1/22/2008 7:58:36 PM
Perhaps this should be in "ask a girl"
Since it is not it depends.

Male crossdress no, sorry not into blokes.
Female crossdresser sure! whynot
Would me that i wont have to worry about my g/f getting hit on when we go out unless we go to a gay bar. in that case we both would have to fend off suiters.
Unfortunately all the female crossdressers i now also happen to be lesbian
 crayonzz

Joined: 11/14/2007
Msg: 148
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Have You or would You consider Dating a Crossdresser
Posted: 1/22/2008 10:12:39 PM
no. i think if you dress like a woman sometimes, you shoud dress like a woman all the time and get the surgery too. no half steppin
=============================
You ARE kidding arent you Vahbs?

By the same logic every woman who wears jeans more than skirts should also get the surgery.
 Robodeer7

Joined: 7/29/2006
Msg: 149
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Have You or would You consider Dating a Crossdresser
Posted: 1/22/2008 10:13:59 PM
Umm...in a word, No.
 painter0070

Joined: 1/2/2008
Msg: 150
Have You or would You consider Dating a Crossdresser
Posted: 1/22/2008 10:21:14 PM
Nope......nope nope nope...dont care if someone crossdresses but its not my thing
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