One of the obstacles for crossdressers to look feminine is the hair. Having long thick hair is a beautiful sign of femininity and there’s no substitute for the sensation of long flowing hair that brushes over your shoulders. You have several possibilities for getting the hair of your dreams and look like a lady.
If you’re already lucky enough to have naturally thick hair, then please grow it out while you still can. I love long hair on men and many people do. Also it's a shame to keep cutting off what you might one day no longer have. With long hair, your styling options are so numerous too. Just wearing pigtails is really really feminine and cute. Also, you can curl it and try various up dos. These things are lots of fun and you deserve to experience them.
Unfortunately, most men aren’t so lucky. Many have thinning hair, are already bald or just can’t grow it long enough to do things like curling it or tying it into various ponytails. Please check out my article on hair loss for dealing with that. But here I want to tell you what you can do, even if you can’t solve the hair loss problem any time soon.
Hats and Scarves
There is a whole world of beautiful feminine head wear and having little or no hair makes it a lot easier because there’s no hairstyle to mess up or squash flat. One of my favorite is the feminine type ushanka (that Russian style hat). Especially the big and white ones can bring out pretty facial features really well – often better than long hair can. They’re especially good at bringing out beautiful eyes – so make sure you try some mascara to bring out the effect. If and when my bf goes bald I'm going to buy him one of these.
So go shopping for hats and discover all the possibilities you have for looking beautiful without hair.
The most obvious one I left last. This is no doubt what most crossdressers resort to. Even many who have full hair still keep it short and wear a wig when they want to look feminine. I suppose they have a job that requires them to keep their hair short or something like that. I still think that is not a good reason but I won’t get into that now.
Wigs are loads of fun. The best part is how much easier it is to change your style compared with the hours of styling your own hair. You should know that you usually pay for what you get. Meaning that you will not find a good quality wig for 20$. In fact, you should recon with hundreds or even thousands (yes, I’m afraid so) if you want a human hair wig. But you can also get quite convincing synthetic wigs.
Be sure to choose the color carefully. Don’t just go for that bombshell blond that you’ve always dreamed of without matching it to your skin tone and eye color (most importantly your eyebrows).
You also need to be able to try it on and check the quality first hand. That makes online shopping for wigs somewhat difficult but still doable. Besides, as usual, shopping around and looking for your dream wig is often the most fun part.