I voted Nanny Ogg, Death and Susan.
Nanny Ogg to encourage to feel free to feel free to make every occassion of life a happiness.
Where? As Celebrity in TV - everyone should share.
Death because I always thought: If there is coming a large black robed figure with a scythe in your direction (and you don't happendet to live in a movie like "Scream")... it have to be a very big relief because then you know there is something more after death. Although you don't exactly know what there will follow, but at least I think therefore still I am.
Where? Yeah, in front of me - but only once in a life... ehm... death... ehm... somewhere between time (or however you would call it).
Susan I like her coolness, her sanity, her not at all huffy-fluffy-romantic-attitude, her strength. Strictly speaking she would be a woman as I love her (I think I wouldn't like a woman who behaves like the common soap opera leading actress). The only problem may be the Where?
... Preferably (or not) next door, but then I am very sure I never ever would suffice her acquaintance, me with my silly little books about a silly little world on the back of four elephants and a giant turtle, with my wild running imagination and fantasy and so on. No, I think for the better of myself and for the better of the world she should be work at an university in a leading role - at least running it.