People usually ask me to draw for them, but not really an illustration of them. I often make posters and such for local groups and associations, so I really have no issue with that. It's not like they pay me in money, but I do get to go to free roller derby games and get a lot of free beers. So, I'm totally okay with anyone asking me as long as there is free booze involved.
I haven't seriously asked anyone to draw me, I don't think. I've half-heartedly made gestures at it, like OMG DRAW ME DOING SOMETHING SO COOL LOL but I usually forget about it several minutes after I make the request. It's not like I'm sitting around tapping my fingers waiting impatiently!
Although Liah drew me a super cool sketch on a letter she wrote to me once and I will keep it forever. Jehanne has also drawn me once, and I think The Joker did, and maybe someone else but I forget and I'm sorry but I love all the people who have even attempted to illustrate me and if I could I would give you all free beer yes