You'd definitely want to make a crude extract of the cigarettes and plug that, on the off chance that anyone is stupid enough to want to do this. Water can be used to extract the nicotine (and anything else water soluble), I've never tried doing an extract on tobacco except once, and I used water. It turned out alright, although I never plugged it, I only smoked it.
I think that a cigarette would break if you literally tried sticking it up your ass, and the paper would hinder absorption. If you put it in filter first it might work. Feel free to try.