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Musings of a Singaporean Transgender


Short answer: No, wanting to crossdress doesn't mean that you are gay. But you could be (and that is independent of your love for crossdressing).

I presume the definition of "gay" here is being sexually attracted to other men.  There is quite a fair bit of fear among crossdressers that deep down, they are gay. This is likely due to how we have been brought up in society to shun that which is deemed not "normal". 

For most of the crossdressers that I know, they generally view themselves as straight. They find no sexual attraction to the male form, and are turned on by women. However, the confusion arises when the crossdresser is attracted only to women when wearing men's clothes, but when crossdressed, he has adopted his female persona and is willing to participate / turned on by sexual activities with other men. Or perhaps the crossdresser finds other crossdressers a turn on, regardless of the genitalia (sometimes especially because of genitalia). Throw into the mix the recurring question of whether to transition or not, and you've got yourself a really confusing state of affairs. 

I wrote a short post about the difference between "Gender Identity" and "Sexual Orientation", which are usually mixed up, and for good reason. These are non-binary, resulting in so many permutations (a sample list shown below). Our emotions and how society expects us to behave also tends to cloud our evaluation and cause us to conflate the two. 
  • Male ❤ Female = Heterosexual
  • Male ❤ Male = Gay
  • Crossdressed Male ❤ Female = Heterosexual? Or Lesbian?
  • Crossdressed Male ❤ Male = Gay? Or Heterosexual?
  • Crossdressed Male ❤ Crossdressed Male = Gay? Lesbian? Or Heterosexual?
  • Crossdressed Male ❤ Transwoman* = Heterosexual? 
(*To make it clear. Transwomen ARE women.)

My personal take is that you are likely to be bisexual if you are normally attracted to women, but are also willing to participate in sexual activities with men when crossdressed. Regardless, you shouldn't beat yourself up internally if you swing that way. Sexual tastes and preferences, as long as they aren't harmful to other people, should be more accepted (barring the truly bizarre ones...like *ahem* necrophilia). The good news about living in Singapore in this day and age, is that we can freely participate with members of the same sex  (I won't go into the whole issue about gay sex being illegal in Singapore, due to a very archaic law from the colonial days that has yet to be repealed. That subject is very incendiary and there's a whole range of polarising views on the matter).

I'm not an expert on the topic, so do take what I write here with a pinch of salt. There are articles on this question which you can find on google, such as here and here. Reading more might give you a bit more clarity on the matter. I do find that this site called the Genderbread Person on the differences between "Gender Identity" and "Sexual Orientation" is much more illustrative and may help you pinpoint where you call on the spectrum for sexual orientation.

No, no, no, no! You should never purge! 

Purging is usually a dramatic move, done in an attempt to stop/quit/swear off crossdressing. But as painful as the purging process is, it is ineffective in staving off the desire to crossdress. Personally, I think the desire to crossdress will never go away. It could be suppressed or fade with time, but it will still be there. Purging your female stuff is actually the easy part. The difficult part is being able to stay away from crossdressing completely, day after day. You may be able to suppress the desire, bottling up you emotions and urges for weeks, months, even years. But all it takes is a trigger and your crossdressing will come back with a vengeance. It is made even worse if you promised your partner or parents that your crossdressing days are over. Because you become stuck in a trap of your own making. Your partner / parents will be relieved to hear that you have stopped your "deviant" behaviour, but in your attempt to please them, you will feel even more guilty when you eventually fail to keep to your promise and dress being their back again. 

If you don't believe me, just do a quick google and you'll find many accounts of crossdressers purging for various reasons, only to end up rebuilding their female wardrobe again. And the cycle repeats. 

Further more, crossdressing isn't exactly cheap (unless you're fine with putting on a simple dress and wig). How much money did you spend to built up that collection of undergarments, dresses, blouses, skirts, heels, makeup, padding, wigs, etc? When that desire returns in a few months time, how much more are you going to spend rebuilding your wardrobe? Unless you've lots of spare cash, tearing down and rebuilding your wardrobe really isn't the best way to spend your hard earned money.

Hold your intent to purge. Instead, spend some time to reflect on the true underlying reasons for your guilt and possible solutions. Perhaps there is a need to take a course of action (e.g. coming out, or finding a special someone who accepts you, or rent a storage somewhere) that could allow you to indulge in your peculiar but harmless hobby.
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