The 5 most important questions about crossdreaming!

by Felix Conrad - Clinical Philosopher on December 18, 2015

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questions about crossdreaming 1

As I walked the streets of New York on Friday, I was doing what most biological men do as they walk around the city: admiring the architecture and admiring the women. However, my feelings with respect to these women were different to other men.

Being crossdreamy not only leads to sexological differences…but to a whole series of questions about those differences. So, as I walk around Manhattan I’m having 3 lines of thought.

1: Wow…she has such a beautiful face.

2: Wish I had that face.

3: But why do I want a female face?

Being a crossdreamer is exhausting!

Finally, I decided to stop at Starbucks on Fifth Avenue and write down  all the crossdreamy questions I’d had on my walk. My logic was a dictum of problem solving: that you can’t find the answer until you formulate the right question.

Here goes…

questions about crossdreaming1

  1. If it’s a sexual orientation, why isn’t … the love of myself as a woman … wearing off?

Despite the rumours…I’m not stupid. I know I’ll never stop getting turned on by crossdreaming. However, what I don’t understand is that if crossdreaming is a sexual orientation…then the euphoric aspect of being in love with oneself as a woman – should wear off just like other forms of euphoric love (at least for a while).

Basically, I buy into Anne Lawrence’s idea that my late-onset transsexualism is a falling in love with myself as a woman – the crossdreamer equivalent of a hetero falling in love with an external woman. However, if this is the case, the whole obsessive/dreamy/giddy love aspect should wear off. It’s human nature that any strong feeling – the giddiness of initial love, for example – wears off, and is replaced with a more down to earth feeling.

However, that’s not what’s happening. It only gets stronger.

questions about crossdreaming

2. What can you do to reduce the constant obsessing and yearning?

In my opinion, there’s a far more interesting question to decide if you’re transgender than if you could go back in time and press a magic button to be female would you press it?


Imagine they invent a cure for gender dysphoria. Once you take a single tablet you’re happy with your biological gender and never have dysphoria again or the yearning to be a woman. Would you take the tablet?

My answer is ‘no’ …  (another day, I’ll explain the question.) The point I want to make is that although I don’t want to eliminate the feelings I have, I wish I could find the perfect lifestyle/ method to reduce them. My ultimate goal would be to experience the positive aspects of a crossgender nature…but not feel the loss and the pain. How can I do that?

(Just in case you haven’t read my blog before, I’m totally unconvinced that ‘transition’ would reduce my obsessive crossdreaming.)

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3. Why do both the sexual and emotional aspects of crossdreaming take so long (in some cases – decades!) to emerge?

One of the weakest parts of the transgender narrative is that a middle aged man who experiences a transgender awakening was repressing his desire to be female his whole life.

While this is true in some cases (classic trans kids forced to live as their biological gender) I can’t relate to this narrative. Not only did I never want to cross genders when I was young, but even my sexual behaviour was only partly cross gender. I was indulging in disjointed fantasies that contained feminine elements (i.e. transvestic, behavioural etc.) but wasn’t imagining being a complete woman.

And although I was never sexist, even in my early thirties you could find me in a bar talking about women the way most guys do:

“The trouble with women is…bla bla bla etc. etc.”

Women to me were ‘other’ – something different – and not a group I identified with.

So the fact it took 30 plus years to develop both a sexual and emotional desire to be 100% woman challenges both the sexological and transgender narratives of crossdreaming. If you were a transwoman due to a female neurological component then you would surely know it…just as transkids know it… from an early age. Similarly, if it was purely sexual, why would it take so many years to develop? If you’re heterosexual then you know you like girls from a very early age; femephiliacs should not take decades to arrive at their sexual fantasies of being 100% woman?

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4. Is the transgender condition a mental illness?

The two communities who rush to answer this question – religious conservatives and transgender theorists – need to slow down and treat it with the respect it deserves. It’s a serious question and it doesn’t help anybody that pro and anti trans commentators politicize it.

The question resonates with me because I’m transgender with no plans to transition. I lack, therefore, the endgame and justification that a transitioner has for their feelings. If you transition then the transgender condition is interpreted as a call to fulfill your true nature; therefore, when you fulfill that nature, the condition has a coherence that makes it mentally healthy.

Take away the transition, however, and being transgender/dyspohoric is nothing more than a giant pain in the ass… and starts looking like a mental illness.

Look at my statement above, for example: even though this condition is pretty much guaranteed to make me suffer the rest of my life, I still wouldn’t choose to remove it. That shows just how possessive and dedicated we are to our transgender feelings. This sounds like a classic obsession. And, bearing in mind this obsession often breaks up families and causes people to start massive hormonal and surgical changes, you have to ask yourself: is this a mental illness?

I’m fully aware of the counterarguments. In fact, I’ve written endless essays about them…but I still ask myself if this is some kind of psychological disease.

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5. What would happen to my crossdreaming if I really could become a beautiful woman?

This is more of a thought experiment, but it’s important because so much of the way we feel as crossdreamers is connected either with what we can’t have or what we’re trying to get. Therefore, the non-transitioner is constantly caught between fantasies of what he wants and the pain of never getting it, while the transitioner is caught in an endless quest to become ever more feminine. Either way, it’s about constant longing.

But what would happen if one could achieve – through surgery – an  embodiment of one’s fantasies. So, as I’m a sad Alessanda Ambrosio obsessive, what would happen to my crossdreaming if I could be as beautiful and feminine as my idol (not look exactly like her…that would just be weird!)? Would it…

  • Disappear: the end goal of my sexual orientation had been achieved and now I’d just focus on people?
  • Intensify: my femininity would send me into a constant state of arousal at my femininity?
  • Reveal: I actually prefer men?
  • Reveal: I actually prefer men.
  • Continue: I start yearning to be even more feminine (or to be Adriana Lima instead) (like a typical greedy, ungrateful human!)

Been able to execute this experiment would tell us a lot about the underlying motivations of crossdreaming.


Well, I know I’ve spent the last couple of years thinking about these questions, but I just wanted you to know that they still occupy me. Remember, until we know a lot more about the brain…he best we can do are educated guesses.

Drop me a comment and tell me which questions are on your mind…or any answers you have to mine. I leave you with Alicia Keys!


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{ 6 comments… read them below or add one }

Little-Miss-Sissy-Whore December 19, 2017 at 3:32 pm

Option 5 Continue. Definitely.
I am a pretty girl. Objectively I an reasonably pretty and my partners tell me so. It never stops though. It is never enough. One always wants to be their perfect mental image of what a woman should be but of course that is elusive and fluid.

Worth noting though that women suffer similarly. They may not get sexually aroused by it all (who knows maybe some are?) but they all have an internalised ideal they are forever chasing. That same ideal advertisers exploit mercilessly.


Transcend Everything December 19, 2017 at 4:16 pm

Can’t argue with that, girl! !!☺


Fiona Levinson December 20, 2017 at 8:06 am

If you find that Anne Lawrence’s book describes your condition, by all means allow yourself to be guided by it. Most TG people don’t find it useful, and that isn’t because they’re in denial about autogynephilia. It’s because they don’t have a male gender identity and experience strong cross-gender feelings in a whole range of situations that aren’t sexual, and have typically done so for a very long time.

Seeing a beautiful woman in the street and wanting to be her because you find her aesthetically or sexually attractive is not transexuality. It is cross-gender fantasy in a person with a primarily male gender identity (as your article suggests).

In general, I think you focus too much on erotic fantasy. The test of whether you are transexual is how you react in non-sexual situations which are loaded with gender meaning. For example, when you go to a shop to try on a suit, do you enjoy the experience? Do you like looking at yourself in the mirror and deciding whether the suit is a good fit? An individual with serious gender dysphoria would loathe every second of this experience because of what it represents. Gay men and male cross dressers will generally enjoy it because they find male clothes gender appropriate and get a kick out of looking good as a man.

Countless other examples could be given. Cross-gender feelings exist on a spectrum, but they are only primarily sexual in nature in male cross-dressers, including those for whom cross-dressing has gradually evolved into middle age transexuality. However, when psychologists use the term late onset transexuality, they are generally referring to those who develop a cross-gender identity In adolescence or early adulthood, not those who feel male until their 40s or 50s.

I enjoyed your earlier writings, but your reference to Anne Lawrence suggests that you are now barking up the wrong tree. No good will come of it.


Transcend Everything December 20, 2017 at 3:47 pm

Hi Fiona, thanks so much for commenting. There is a giant caveat behind every single article I write: I hold several different opinions at the same time and what I write on a particular day is not my definitive view. This isn’t because I’m mad…just that in the end there is no empirical evidence for anybody’s theories about the origins of crossdreaming. This means that I tend to go through phases of diferente ideas, depending on my mood (for example – when I’m depressed I tend to develop a bleaker, Blanchardian outlook). Also, it was actually Anne Lawrence’s essay I was referring to Becoming what we love…. not Men trapped in men’s body. But I get your point…it’s time for me to get back in touch with my roots. However, Lawrence’s work remains important (will write a brief post.) Please keep on visiting and commenting and anytime you want to write an article to express a contrary opinion then feel free. xx


Robin February 18, 2018 at 8:34 am

> Do you like looking at yourself in the mirror and deciding whether the suit is a good fit? An individual with serious gender dysphoria would loathe every second of this experience because of what it represents.

You make it sound like there are only two options!

I have tried on many suits in my life. The experience is mind-numbingly boring. But I don’t have gender dysphoria and I don’t “loathe every second of the experience because of what it represents”. It doesn’t represent anything to me, it’s just a chore.

In contrast, trying on dresses is *awesome*.

You have some pretty harsh words about “cross-gender fantasy” and I think your words apply to me too, but in a really unhelpful way. It’s like you’re trying to draw a line between trans and not-trans, and I’d probably be okay being on either side of that line, but you’re making it go right through me and telling me to move out of the way.

I’m not trying to defend Blanchard, I’m trying to figure out how to define myself without just having to list a bunch of things I’m not.


Robin February 18, 2018 at 8:35 am

To be clear: this was a reply to Fiona that I threaded incorrectly.


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