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When they did eventually enter the cage, Khabib managed to win via submission, but the pair have continued trading barbs ever since, even now that the Dagestani fighter has retired.
That retirement was because of the death of his father Abdulmanap Nurmagomedov from complications relating to Covid-19 in summer 2020.
Well, after Conor was recently defeated by 'The Diamond' Dustin Poirier, Khabib tweeted his support for the US fighter, writing: "Good always defeats evil. Very happy for @DustinPoirier I hope you will get the belt end of the year."
So, Conor then tweeted: "Covid is good and father is evil?"
It's a seriously low blow.
He later deleted the tweet, but Khabib has now sent a response to McGregor on Mike Tyson's Hotboxin' podcast.
Khabib accused 'The Notorious' of tweeting while under the influence of alcohol, and said the Irishman is 'dirty'.
He told Tyson: "When he talked about this, only evil can talk about your father, wife, kids, religion.
"If you're normal human, you're never going to talk about this stuff. For me, I think he post this tweet [while] drunk too much or [he was] doing something.
"Then the next day, he always delete these tweets. When he become normal life [he looks at his phone] and says, 'Oh, look what I did.' Then he delete.
"This is my opinion what he do all the time.
"When someone is not with us - he is not even alive - this shows what you have inside.
"This shows how dirty you are."
"When you one of the best in the world and you come and you punch someone who is like 70 years old, like an old man, this shows your heart.
"This shows who you are inside, how dirty you are.
"When you have parents and you have kids, how can you show yourself like this? I don't understand why his close people don't go, 'Hey, what's going on?'"
Well, he's got a fair point. Tweeting about someone's dead dad isn't a great look, is it?
What is for certain is that we haven't heard the last of Conor and Khabib's rivalry.
Maybe one day they'll take it back to the octagon again. We can but hope.
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