Headcanon: when Shinsou and Ojiro sleep together, Shinsou gets really cuddly but has a habit of kicking off the blankets and pillows from the bed. So occasionally, he'll mistake Ojiro's tail for Ojiro and accidentally kick Ojiro off the bed. Being the heavy sleeper he is, Ojiro just wakes up in the morning hanging off the side of the bed with his tail in Shinsou's arms.
Ojiro would be hanging real awkward off the bed. He’d probably pull himself back up onto the bed and proceed to lie on Shinsou and cuddle him. Sometimes Ojiro will get tail cramps when he’s sleeping and his tail will just jerk and toss Shinsou clean off the bed.
Ojiro is extremely apologetic in the morning when Shinsou tells him about it though! Poor Shinsou is already sleep deprived without being tossed off the bed!