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TIFU by cleaning the sink drain

Not today, but sunday. I was cleaning the bathroom sink. I noticed the drain has gunk in it. I had a old bottle brush i wasn't using so i inserted it to the drain. There was a little resistance going in and coming out. After three tries (drain had three holes), (it sounds dirty like this, isn't it?) i checked under the sink to see if there was any water leak.

And there was. At first i thought it was a o-ring coming loose. So i tried to fix it. I took the drain out, tighten its nuts and put it back. It still leaked. At that point everything under the sink was being wet, so i took everything out of there. And dried the shelves with towels. I took the drain out again, tighten it again and check for leaks. It didn't leak by itself, so i put it back again. And it leaked again.

At that point i gave up on that drain. Went to the hardware store and bought a new drain. Came home, tried to install the new drain. New drain didn't fit the top part of old drain. Went to the hardware store to buy a parrot clamp to take the old drain out. Came home, took the top part of old drain out, installed the new drain top. It still leaked again. Went to the hardware store for the last time, bought a teflon tape, applied it and installed the new drain again. No leaks. Dried and cleaned the shelves, and put everything back. Turns out the bottle brush broke the top part of old drain.

TL;DR: cleaned the bathroom sink drain with a bottle brush. Drain leaked. Changed drain. Bought a new tool i probably will never use again.

Note: not US, hardware might be different. I looked up the English hardware names, but it might be incorrect. English is my second language.

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