I have five boys, too! I have Jack and the baby together - T goes to sleep at 7, so by the time Jack goes to bed (at 8) he's out cold, and if Jack wants to read I have him read in our room and then go to his bed. The triplets are together. I have Abraham on top because he is spry and agile and doesn't move or get up in the night, but he doesn't want to be on the top any more (he feels he doesn't get snuggled as much up there). We are looking at trundle beds for them next, and we are giving them the master bedroom. When we do that we'll move Jack and the baby to the bigger bedroom and leave their little room for a study/guest room. (We'll be moving to the basement playroom - but we are so not there yet!)
HTH.
Ali
Jack, 8 1/2
Abraham, Dylan and Zane 6 1/2
and now . . . . Tobias, new last June!