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what boss had you farmed way to many times to get the weapon you wanted
Betsy and Orc, the issue with them is that you have to do the event again from the start, for a summoner this is okay as this just gives your more sentries to use, but other classes it's all about betsy weapons which are pretty good, problem is getting the drop you wanted.
Other is the blood moon mini-boss I forgot the name, mostly because Blood Moon isn't easy to force trigger as the other events, so trying to get sanguine staff it quite the pain.
1. Moon Lord, it seldom gives what weapon I want.
2. Duke FIshron, I have farmed it 31 times for the Flairon once, and about 16 times for Tsunami in another playthrough.
3. Wall of Flesh, not a weapon, but I have once fought it about 40 times for a warrior's emblem.
4. The Destroyer, about 50 times for its trophy (thanks god its in Journey mode).
Back in my 1.2 days I farmed Duke Fishron 30+ times. Constantly, spend an hour getting the Truffle worm, lose 90% of fights, this is with two others helping by the way, and all for a razorblade typhoon. I also got the summon and spent all my money trying to reforge it to mythical... the next drop was a Mythical staff... I didn't get the reroll either.