I hate telling this story but fuck it...
The craziest thing ANYONE has ever asked me was a childhood friend asking could HE suck my dick. We were like 15 or 16 and I grew up with this dude. We weren't best friends, but we were tight. We had a hustle together selling pages of porno magazines at his all boys high school (DeMatha for the DC area folks.) One day we're at my house getting supplies together and shit for the hustle and out of nowhere he's like...yo man, you ever think about being with a dude? Man HELL NAH! Then he's says, let me suck your dick. At this point I'm so stunned I don't know whether to punch him or what. Before I could put much thought to it, he then tells me all the neighborhood kids were doing it and NAMED NAMES of kids I went to high school with, like I was the odd man out. Things got worse and he dropped to his knees as I got up. I kicked him down, told him FUCK NO and he had to leave. Dude left my house crying cause I guess he realized that not only did he not get what he wanted, he outed other people in the process. He kept calling my house for a few days (this was in the mid 90's) and eventually he catches me on the phone. He begs me not to say anything to anyone and he would give me his supplies to keep quiet. I told him I didn't give a fuck about the supplies, I just didn't want to be friends with him anymore. He ended up dropping the stuff on my doorstep, which my mother thought was maybe trash, opened it and harassed me about it and I didn't hear from him for a long time after. Fast forward to adulthood and I get a Facebook request from dude. Turns out he's married with 2 kids now. I didn't accept it, but that shit stuck with me.