A bearded collie!
You stay up all night wondering if there is a dog.
A guy who stays up all night wondering if there's a dog. Infinite Jest, by DFW
She needed some better grip on her broomstick.
Because he was coffin.
After thinking for a few moments I say "Carefully"
A barber.
PokeMongoDB
5-year-old: A baby. Woman: What kind of baby 5-year-old: A human one. Nailed it.