"I'm fine."
"You sure?"
"Totally."
"Ok. Prove it."
"Wh-"
"You said you're fine, so prove it. Let go of me and walk in yourself."
"Umm.."
"That's what I thought. Let's go, pal."
Caretaker picks Whumpee up (they're already clinging to them like a wet sheet so it doesn't take much) and walks them into the doctors/dentists office.