My father... then, two other guys... sure, maybe his father, and then his grandfather, get four generations at the same table... or possibly go a bit spiritual, maybe my dad and Gautama Shakyamuni, and, hmm, either Jesus, or Mohammed... no, maybe Lao Tsu.
That's it, my dad, the buddha and Lao Tsu... and me... I guess the meal would be mainly vegetarian... goodness knows what we'd be talking about... I think we'd need interpreters. Or perhaps we'd just laugh our arses off at all the good feeling at the table- we wouldn't need to speak.
Damn, I was just reading the other answers, and that guy up there's right- you'd want Jimi Hendrix to be there, he'd make the party... still, I've made my choices... Jimi can provide some acoustic guitar during the meal, sat on a high stool at the bar with a rickenbacker twelve string... he can have anything he likes to drink, it's on me...