My strangest non clock watcher (or girl who wouldn't leave...)? After an excellent high energy 3 hour session in my day rate hotel room, she clarified check out time. It was 2PM ish, and check out was 5PM. She gave me a snog, got under the covers, set her phone for half past 4 and had a kip.
The hotel only had my punting email, and I had paid cash. So I was safe anyway, but I somehow knew she was playing it straight. She welcomed me under the covers with her for cuddle-snooze. I left her snoozing in the room 30 min later. Never heard anything neg from the hotel, so I assume she left on time or at any rate did not piss them off as she slept solo in my hotel room.