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Women, Would you date a man who has had sex with a transgender woman(shemale)?

By Williamcristiano5
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Why would past relationships of any sort be anyone's business? This need to spill your guts is a turnoff, as well as the need to hear about every encounter your significant other ever had..I am an old woman now and thankfully well past it but my advice is to be considerate and wonderful to the woman you are with, (or whomever it may be) and don't' waste time and energy about the past...

dubgal Level 4 Feb 12, 2019

Yes. Previous sexual experience is a plus.


i see you have changed your question. you still include the slurring term though. it is still offensive.


genessa Level 8 Feb 12, 2019

I am sorry i don't want be offensive, i will change again

@Williamcristiano but you changed it to another slur! are you not aware that these terms you use are slurs? even the question is kind of weird but the words you use are slurs. trans is okay. transgender or transgendered woman is okay. but ladyboy? shemale? these are slurs. do you know only slurs?



I don't see where this would be different than dating a bi man.

What you really want to know is whether a woman would date a man that has had sex with another man

Lucy_Fehr Level 8 Feb 12, 2019

@PalacinkyPDX if does the transgender has a big boobies and a small and unusable dick?

@PalacinkyPDX I was answering his real question which was basically would I date a guy that had had sex with someone that had a penis.

I didn't give the question any further thought than that so apologize for the lack of sensitivity in my response.

@PalacinkyPDX I dated a trans woman many years ago undergoing hormone therapy.

I'm really not as ignorant or unsympathetic as this thread makes me appear lol

Everyone around here and on facebook knows who and how I am so I often forget that I need to be more specific about what I mean and perhaps less off the cuff

@PalacinkyPDX It appears that I have missed most of it fortunately.

Actually I miss a lot of stuff that I see people making references to elsewhere

@Lucy_Fehr I understand you speaking to his level of sexism-

@Skeezwazzle Thank you

@Williamcristiano what the actual? Are you 10 yo? Oh probably.


How would they know? The majority of humans are not exclusively homo or hetero. Most don't act upon these natural feelings. But most do fantasize.

Jacar Level 8 Feb 12, 2019

You answer probably would’ve been better received if you hadn’t used the term “ladyboy” which is more of a Filipino term so now I have to question why you chose that exact term?

48thRonin Level 8 Feb 12, 2019

I saw it term in a porn site.

I honestly thought the post was questioning an effeminate man.

To be fair, i wanted to ask for clarity. Words mean something.

@Lillyfield41 Usually ladyboy is used to describe transvestites/ cross dressers in places like Bangkok or other south east Asian locations

@Williamcristiano Well either way I wouldn’t lead with that but if you did you did and it really shouldn’t matter to other people as long as you used protection and aren’t engaging in a long term swing thing.

And honestly I think that your question actually put some “ liberals “ on the spot in the sense that they’re supposedly all about non discrimination towards other people’s sexuality or sexual identity.

So good job ??


Why doesnt matter?


As long as their honest about it and don’t lie about it

Lllewis Level 7 Feb 12, 2019

@Davethecave true but if you lie it could be worse


I don't see why not. I identify as pansexual and I really don't care whom other people have sex with as long as they are consenting adults.

graceylou Level 8 Feb 12, 2019

Why, what was her/his name? smile009.gif

godef Level 7 Feb 12, 2019

i scrolled down and saw another respondent's definition, "chicks with dicks." so a ladyboy might refer to a trans woman? those are not called ladyboys. those are called women.


genessa Level 8 Feb 12, 2019

someone else responded to me too. 1- chicks with dicks. (a hermaphrodite?) and 2- transvestite (crossdresser?) these are two different things. and i still don't know what a ladyboy is. nor do i think i would rule out dating someone that i connect with for either of these reasons. i'm not sure what the question is about.

@Lillyfield41 for example, if you discover that your boyfriend sometime has had sex with a transgender woman with a dick. Would you accept him?

@John_Tyrrell right now we're not in those cultures. this question was asked here on this site, in english, and i think it is a slur.


@genessa I've heard it used frequently here in Florida by the younger crowd

@Lucy_Fehr then the young crowd there needs to learn something about respecting other human beings.


@Williamcristiano a prostitute? Or is the penis what you are getting at???

I'm getting out of this conversation. It's ridiculous.

@Lillyfield41 i gave up to explain to you...

@PalacinkyPDX Good question but I should have specified young men that cross dress.

Edited to add the following:
I phrased it that way because not all cross dressers are trans

@genessa I heard it being used at pride fest. I think they can use term as they wish.

@Lucy_Fehr i think THEY can but not US. would we refer to a black person with the n word just because some black people do, to each other? i wouldn't! this does not justify the use of ladyboy here. and i see the poster has changed it once again to the also-offensive shemale. does this person not GET it?


@Williamcristiano If one was honest, you're talking about being pansexual- Identify as such and be honest, so you have no rub with "whatever you're calling each other".


what's a ladyboy? is this some new term for a gay guy? it sounds both sexist and homophobic (of course homophobia IS sexist anyway).


genessa Level 8 Feb 12, 2019


@celticagent so either the question is very narrow and assumes everyone's been to southeast asia, or it's a slur against trans women.


@celticagent the term as defined in urban dictionary is transsexual prostitutes. @williamcristiano, are you asking if i as a woman would date a transgender woman or a transsexual prostitute?

@Lillyfield41 i asked if women would date with a man whose had sex with a transgender woman, shemale, ladyboy, travestite.

@PalacinkyPDX yeah, i'm over this whole thread.


No .

Pralina1 Level 8 Feb 12, 2019

Would a man date a woman who has had sex with another woman? Wouldn't bother me, didn't bother me.


What's a ladyboy??

Chicks with dicks.



I mean, you probably could make a pretty solid guess at it.

@maturin1919 i didnt want to guess why this question was directed to women. Also the question has now been edited to define transgender. I didnt want to guess the intent when i inferred it to be offensive. I wanted to request clarification.

@Lillyfield41 Technically, I believe ladyboys are transvestites rather than pre-op transgender women.

@Lillyfield41 i don't want be offensive, it is a hard question, and unfortunately some people can be confuse.

@maturin1919 im getting out of this conversation. The original poster asked me directly if i found out my boyfriend fucked a woman with a dick was his intention. The word refers to prostitutes. I did not know the term before this conversation. It is being used in a derogatory way . ugh. Im just getting out of this conversation.

@Lillyfield41 Ladyboys aren't necessarily prostitutes. What they are is crossdressers.

@PalacinkyPDX It's an entire scene in Thailand. They're not necessarily hookers, hence ladyboy bars and the like.



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