Man I wish I had recorded some of my classic prank phone calls that I used to make with friends back in the day. I'd be rich I tells ya!
My friends and I would gather around a table and put the phone on speaker and go to town. Here's one call I made at 3:30 in the morning to a hotel in Philly...
Hotel Desk: Sheraton Philadelphia may I help you?
Me: Yes Room 212 please.
Room 212: (Groggy) Hello?
Me: (Super cheerful) Hello there sir this is the front desk and I just wanted to say good morning and remind you that we have a complimentary grapefruit waiting for you down here.
Room 212: (Pause) Are you kidding me? ....It's 3:30 in the morning.
Me: No sir. The grapefruits are free for all of our guests. Are you coming down?
Room 212: Why are you calling me now?
Me: Because of the grapefruit.
Phone hangs up. I dial number again and get put through to the room.
Room 212: Hello???
Me: Well I will tell you one thing. This grapefruit isn't going to eat itself. That would be impossible. Do you even LIKE grapefruit sir?
Room 212: IT'S 3:30 IN THE FUCKING MORNING!
Me: No better time for grapefruit. Right?