Over the past two days, I've faced a harsh realization...I'm really bad at lying/keeping secrets. Saturday night, me and one of my oldest friends were going over to his place to hang out. I'd had an awkward coversation with my mom about my brother's drinking problem and how much I drink. I was telling my friend about it, and started with "Well, I just had an awkward conversation with my mom," to which he replies, "Let me guess, crossdressing is involved?" I almost froze up, but managed (I think) to not be obvious about it. He has made a few comments about me dressing up as Hannah Montana for Halloween, usually joking about both of us dressing up. I'd never thought about it, but I think he either knows, or is strongly suspicious and trying to say he's cool with it.
Now earlier today, my mom asked me why I shaved my hair, meaning the hair on my legs/arms, not my face. I might've told her the truth, had my older brother not been in the room at the time. I wonder how many people think I'm a crossdresser, and how many know. I'm maybe coming out to my parents on Wednesday, and then maybe to my friend this weekend. It's scary, even though I'm sure everyone will be supportive.
Anyone else bad at being in the closet?