Think of all the men you have encountered in your life as a "tribe" .
Do you feel like you belong to this "tribe" ?
Do you have to force yourself to act the "role" of a man?
Do you hide your lack of "maleness" from others?
Do you live with a secret person inside you that only you know about that you hope no one discovers ?
Does this "secret person" that lives inside you occasionally do things that you fear will expose the truth that you are trying to hide from others ?
If so you may be transsexual and have formed a female identity when you were a child that you have suppressed and the crossdressing is bringing this buried identity to the surface of your consciousness.
Identity is simply who you belief yourself to be but the most powerful identity is the one that is subconscious because it is formed early in life and is a continuous process that happens below your awareness.
Identity is formed between you and your environment where you use the environment like a sounding board to reflect back to you your "truth" but when what is reflected back to you is contradictory between the words (you are a boy) and the feelings ( I see myself in other women) your identity splits in two between what you believe and what you are told to believe.
To survive you push this identity down (how you know yourself to be regardless of what others tell you) but it keeps wanting to come out because it is you.
We must express ourselves as we know ourselves to be or suffer the consequences.
When you crossdress you may "trigger" this suppressed identity by making yourself consciously aware of what you have been consciously trying not to be aware of.
You will feel like you are being split in two inside your own mind because you are trying to live with a fractured gender identity by holding two opposites in one vessel who both what to be heard.
If you do not have a suppressed identity than crossdressing may "bend" your male gender identity so it is less rigid in its expression and this will happen as a result of you attempting to fit into a conformist gender binary that is to restrictive for your own personal expression
The other possibility is that crossdressing threatens to invert your sexuality and turn it inward toward yourself so you sexually desire yourself as a woman and project this desire onto others as "being loved" as the female form you attempt to create in yourself.
You seek love from others as adoration which is the expression of the sexual adoration you have for women so you want people to feel toward you what you feel toward women as "sex"
You will know this because your crossdressing will always be sexualized and if it was not for sex you would have no interest in it. Sex in some fashion must always be the foundation and driver of the behavior.
You crossdress to turn yourself into a sexual object either for yourself or others.
If female identity and invert sexual desire come together you are playing with a dangerous mixture and I would urge caution.