You're going great guns Danni! Hmmmm, I'm not sure about the suckling, probably depends on a few things. The extra stimulation is good (and the cuddles are lovely ), but you don't want him sitting there all day and then falling asleep for ages, meaning that it's too long before he feeds again. How long is he feeding 'properly' for? If he's already been at the breast for awhile I think it would be fine to pull him off when he's fast asleep.

Do you offer one or both breasts at a feed? If he falls asleep on the first breast, but stirs when you pull him off, you could always change his nappy and then offer him the second one.