Lacie - I think we've been serenaded by the same guy and yes, it is also the highlight of my day when it happens.
Here's a list of some of the most unusual requests I've received...
1 - Pretend I am a rich, snobby bitch in Hollywood. I pretended to snort coke (I actually had to research how to do this because I have never done coke - haha) and rubbed baby oil all over my body all while saying shit like "I own this fucking town motherfuckers. You bitches do what I tell you to do. Come here and lick my pussy boys." He also wanted me to talk about rubbing oil on skinny guys wearing speedos. Weird.
2 - 45 minute private where I bent over with my legs crossed. He also wanted me to call him so I could hear him. I was bored to tears and sore afterwards.
3 - Cam2cam with a guy that inserted a 1/4" drillbit into his urethra. His cum was a pinkish color from the blood.
4 - Watch scat porn and review it like a critic would. I pretended to like it when really I wanted to vomit. Ugh...
5 - I was shown pictures of famous sculptures and asked to replicate the poses. Some were harder than others, but the guy was an absolute sweetheart and to this day his privates are some of my all-time favorites.
6 - A guy spent about 30 minutes giving me instructions (and lots of encouragement) on how to cum using just my fingers on my clit. It was the first time I had ever cum using that method and I was amazed by his patience with me. I doubt he got off, but I did. It was one of the most intimate and personal experiences I've had on cam and I was happy to have shared it with such a great guy.
I'm sure there are more, but that's all I can think of right now.