I actually once knew a man with the last name Krapp, who really worked in a sewerage plant in Cincinnati. His boss would get VERY upset when he answered the phone "City sewerage, Krapp here."
A friend of mine swears she once had a doctor with the last name Doctor, whose nurse had the last name Nurse. She swears that the nurse would answer the phone "Doctor Doctor's office, Nurse Nurse speaking."
Not phone related, but still kinda funny. My Frank (who is a professional writer) once had to interview a father and son as background for a magazine article about restaurateurs. The family name was Junior. The father's first name was also Junior. Yup, you guessed it, dad was Junior Junior, Senior, and son was Junior Junior, Junior.
Frank also grew up with two schoolmates, a brother and sister with the last name Trees. Doug and Mary Trees doesn't sound so bad until you hear their full names: Douglas Fir Trees and Mary Christmas Trees. They must have had VERY cruel parents!
Frank's brother used to pull this phone prank where he'd call up a random phone number, claim he was the phone company, and that they had a man outside working on the phone line. So if your phone rings, don't answer it or you'll electrocute our telephone line man. Then Frank's brother would call that same phone number right back. Inevitably, the person would answer the phone again, and Frank's brother would let out a blood-curdling scream and hang up.
A man calls up a law office. "Stein, Stein, Stein, and Stein, Attorneys at Law." "Is Mr. Stein in?" "He's out to lunch." "Oh, then could I speak to Mr. Stein?" "He's with a client, and asked not to be disturbed." "Oh, well, then let me speak to Mr. Stein." "He's on vacation for the next two weeks." "Hmm, well then, I don't suppose Mr. Stein is in, either, is he?" "Speaking."