Well, before I transitioned, I remember once talking to a friend about their depression, and they mentioned that they didn't mind waking up in the morning -- it's the other things in life they didn't like. And that was when I realized that I didn't particularly like any of it; not waking up, not even the basic human pleasure of putting on a warm, freshly laundered pair of boxers. Adopting what feels like a false persona at school, work, and around family is like going out in the world wearing a sandpaper body glove. There's this painful friction between who you are and who you pretend to be.

Uros Petrovic/iStock/Getty Images
Lie lie lie

But that's what you do when society says that every impulse and pleasure in your life is unnatural and wrong. This feeling of hating being in your own skin is there around the clock, on top of all of the normal stress that comes with school, work, sex, and growing up in general. I didn't have that pressure relief valve that other people seem to have -- I'd eventually shut down, miss school or work, and be mean to friends and family. I'd need a crazy amount of time to recharge into something resembling a decent person. And the whole time, I had no idea what was wrong with me.

Keep in mind that for most of my life, I didn't know transgender people were a thing. The word "transgender" wasn't even mentioned in my high school sex ed class -- transgender health is not exactly compatible with the Floridian version of "health education." We still teach that abstinence is the expected standard for teens -- an expectation that seems pretty damn unrealistic, since we're sixth in the nation for teen pregnancies. Go Gators!

NASA
Florida: the only wang more off-putting to me than my own.

So I slogged through as a boy, even though everything about that felt wrong. It was worst in the mornings, when I'd have to get dressed for the day. Being required to wear pants felt exactly as wrong to me as it would feel for most guys if the law suddenly forced them to go out in a dainty skirt every single day. I assume those guys would spend a lot of time trying to find the manliest one they could ("This plaid skirt kind of looks like Braveheart, right?") and that's what I did, but in the other direction. I could convince myself to wear certain things if they were comfortable enough or soft enough, but every morning was a bargaining game. Eventually, I found myself wearing sweatpants every day. Yeah, I was a damned fashion maven. But ...

I also enjoyed being mistaken for my mother when answering the phone. And having smooth, soft skin. Of course, puberty threw a descended-testicles shaped wrench in that. Sure, approximately zero percent of kids have a puberty devoid of weirdness -- it's an awkward, confusing, strange-smelling time, and the only good part is discovering the odd cache of woodlands porn. But puberty is even weirder when your body is changing in ways that you don't want.

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"Bigger. s**t."

My increasingly full body hair is what inspired me to start plucking. It was an endless, losing battle against the hair sprouting up all over my body. I was most upset when it came in thick and black on my legs. And then I got even older and, of course, it came in on my back as well. Nothing upset me like back hair; plucking that was my Vietnam. I have a little spot on my ankle that naturally doesn't grow any hair, and I remember sitting cross-legged and feeling the softness between the increasingly dense leg hair that encroached on it. If any hair was unlucky enough to sprout in my little island of serenity, it would be quickly removed, sometimes distracting me all day until I could get some tweezers.

Lidia Rakcheeva/iStock/Getty Images
Like uncontacted tribes murdering modern explorers, only more swift and violent.

Eventually, I started wearing female underwear. It just sorta happened one day -- I didn't let myself think about it. At first it was sexualized, but eventually I stopped wearing boxers altogether and would go to work in a thong because it felt better. I hated wearing boxers, but eventually had to let them ... box their way back into my life, when I started dating a girl. But when that relationship fell apart, I went right back. I remember saying to myself, "Well at least I don't have to wear boxers anymore."

Because I was born a boy, and this was Southwest Florida, the expectation was that I'd meet and have sex with girls. This didn't seem like as much of a problem at first, because I'd always really liked girls. They were so pretty, and they smelled so good, and they looked so good ... I must be "normal," right? But it turned out I was so fascinated by girls because I wanted to be one, which contributed to some rather unhealthy relationship dynamics. It's hard to have good, close, emotional sex when you can't stop imagining how much better it would feel to be on the other side of the flesh pile. The first time I had sex the right way (for me), I knew that all the other times had been shams.

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You never forget your second first time.

But the desire to be "normal" is a stronger urge for teenagers than eating or pooping, and I'd tried to force myself to be "male" in order to keep fitting in. So I got very good at acting the way I was expected to act in order to avert suspicion. Unfortunately, the life I was expected to live -- growing up to get married and come home to a wife with two kids, that kind of thing -- was nothing like the life I wanted for myself. It didn't even occur to me that the reason I felt so awful while pursuing those dreams was because they weren't my dreams -- they were someone else's. And then, finally ...

Me, I realized I was trans when I was tripping on two-and-a-half tabs of acid while browsing Reddit and trying to roll a joint. I came across a thread called something like "What is your one deepest regret?" I scrolled my way through a few borderline-interesting posts until I got to one written by an apparent linebacker. He described himself as a small giant, over six feet tall and all muscle and so on, and he regretted that he would never be the beautiful petite girl he truly wanted to be. I read with a fervor, forgetting about the joint. Now, I was by no means any kind of linebacker, but I was firmly in the grip of the seeming inevitability of the damage testosterone was doing to my body. I knew exactly what he was saying.

stevecoleimages/E+/Getty Images
The only one unhappy here is the only one not allowed on the Pyramid.

Then, someone in the thread said, "It's not about who you go to bed with, it's who you go to bed as," and another part of my mind was blown. I went into that thread thinking that transgender people were only created when a doctor failed to choose the right genitals for an ambiguously-sexed newborn. Suddenly, I realized how all of those years of wanting to be with my girlfriends had much more to do with me wanting to be my girlfriends.

That's not the worst thing a young trans person has ever heard a parent say. It doesn't even make the top, oh, quarter million things. But it goes to show that even wonderful, accepting parents falter in the face of a surprise like that. My mom was totally fine with the idea that I might be gay, but accepting a new gender after two-ish decades was a bridge too far.

She was also legitimately afraid for my future, saying, "Your life is going to be so much harder now." She was wrong, of course -- fighting the truth of who I was, that was the hard part. I finally knew my mom had come around the day we went out for dinner with an aunt of mine, who'd been the opposite of supportive -- she spent the whole meal pointedly referring to me as male and using my birth name. My mom finally took her aside in the bathroom and told her, "My daughter has made her decision and I am going to back her up on that decision. She's never seemed happier, and there is nothing I care about more than that. I don't even care if she tells me tomorrow that she was wrong about the whole thing -- I just want her to be happy. And Christina is so much happier now. I wish you could see it yourself, but you can't be around her if you're going to be like this."

Hollywood is finally trying to portray positive transgender characters, as opposed to using them as the punchline of a cheap gag where a character drunkenly hits on her at a bar. But there's a catch: In the name of making them positive, their de facto standard transgender woman is incredibly confident and absolutely decisive about who she is. She also makes a conventionally attractive lady.

And hey, those ladies exist and they're great. But simply coming to a basic understanding of what we are is a huge painful struggle for many of us, and that's exacerbated by the fact that how we look on the outside will never match our gender. Keep in mind, Jenner's transformation into a cover girl cost around $4 million.

Vanity Fair
Each of her 2.5 million Twitter followers could have given her a dollar and still wouldn't have covered it.

The fact is that our society judges "femaleness" primarily not on chromosomes or crotches, but on appearance. A general audience doesn't have much trouble accepting Laverne Cox as a woman because duh, look at her.

Brad Barket/Getty Images Entertainment/Getty Images
She is better looking than anyone you've ever asked out.

Because it took me a long time to "come out" even to myself, I missed my chance to stop puberty by a good ten years. A lot of damage has been done that can't be undone. There are both subtle things and big things -- shoulder width, arm width, hand and foot size, height, facial hair, and a penis large enough to cause unfortunate bulges. Estrogen pills and testosterone blockers are great for getting rid of body hair (not facial hair), but you don't assume every dude with smooth legs is a woman. And for a newly transitioning person, every shade of stubble is like a punch to the gonads -- which, by the way, we aren't super comfortable with either.

That creates a very real fear of not being able to "pass." That's made more difficult by the habits we've built up all our lives. It took me a long time to get used to my new name, and I felt like a liar for months when I introduced myself as "Christina." Sometimes when I'd meet someone new who I liked, I'd introduce myself by my very masculine birth name -- half out of nervousness, half out of habit.

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"Sorry for the confusion. Bricksmasher McBeardsmith died a long time ago."

Most of the work I've had since coming out involves dealing with customers, over the phone and face-to-face. This means being constantly misgendered, thanks to the lack of clarity in the phone line and my relative inexperience at sounding like a girl. Yeah, your voice stays the same -- some people are as good at faking the voice of another gender as Hugh Laurie is at pretending to be American, but transitioning doesn't come with acting classes.

But eventually, I stopped feeling like a liar when I told people my name was Christina; now it feels like I'm lying when I use my old male name. At first it was weird going out in public -- and it still is, because I still have thousands of dollars of electrolysis to pay for -- but nowhere near as bad as when I would do so dressed and acting as a guy. Walking around in the sun in a sundress is literally worth living for, because it feels so goddamn right. The words that always play across my mind are "I feel so free."

Jupiterimages/Stockbyte/Getty Images
"f**k PANTS!"

That's something I had never experienced before without the aid of drugs. But now I can look at myself in the mirror and like what I see most of the time. If that doesn't sound like much to you, well, that's the point. People like me have to travel a long road just to get to a point most of you take for granted. And many of us never make it at all.

When not being distracted by her new female bits, Christina Hitchens likes making video games, talking to friends, and working on her autobiography. You can check out her utterly incomplete blog at http://thebigideacollider.weebly.com, or you can email her.

Robert Evans runs the personal experience section of Cracked. Find him here on Twitter.

For more insider perspectives, check out 6 Awful Lessons I Learned Transitioning From Female To Male and 5 Shocking Realities Of Being Transgender The Media Ignores.

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