[Plastic Eye-Patch]

It's a while since I played it, but in 204 Momma Bosco says something along the lines of Sam and Max being romantically involved. The time machine lift starts saying "Timestream alt...", but Sam interrupts with an angry "Shut up! It's not like that!" If the timestream has to be altered for Sam and Max to be romantic partners, then I'd say it's pretty unlikely they're more than best friends.