I don't know about crazy, but when I was a kid, my uncle pranked my mom on April fool's day, pretending to be someone from the phone company, calling to test rural line connectivity. He had her put the phone down, take ten steps back, and whistle to test high frequency sensitivity, then when she'd get back on the phone, he'd ask her to take 20 steps and try again. Then it was from different rooms. Then from outside, through an open window. Then from upstairs. And when that was done, he needed her to check low frequencies. So she had to repeat the same tests, except instead of whistling, she had to hum as loud and low as she could.
My siblings and I were watching her and asking questions, and she kept telling us to be quiet. My Dad came home when she was doing the low frequency tests and didn't understand, so he got on the phone to chew some ass, which is when my uncle revealed the prank. He had her going for probably 45 minutes.
This was in the early 90s, before telemarketing and caller ID were really a thing.