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Lifelong Liverpool fan Carl Duffy, 41, was at the game with his daughter in the main stand, and said both of them booed Alexander-Arnold's introduction.
"The reason we booed comes down to a number of things, some of which in isolation would make this scenario different but combined it was always going to lead to this," Duffy explained.
"Trent claims to be a local lad whose dreams came true, always talking about watching the 2005 Champions League trophy coming home from his house on Queens Drive.
"In our minds nothing is bigger than Liverpool, that's how it is here.
It feels like a betrayal, a backstab, like everything that was said before wasn't really true, or at least not as true as was portrayed."
Duffy isn't worried about the hole Alexander-Arnold's exit leaves in the squad but said the emotional aspect was tough to accept.
"We've lost big players before like Michael Owen [to Real Madrid in 2004] - the next year we won the Champions League, so history tells us not to cry about losing a player," Duffy said.
"I think if Alexander-Arnold had anything about him, he'd have signed a new deal with a clause for Real Madrid set at say £40m and said: 'I'm not going to screw Liverpool out of money.
"No-one begrudges any Liverpool player wanting to change their lives and go elsewhere if they want to, but go the right way.
He would probably been in most fans' top 10 Liverpool players of all time - but I think that legacy has all gone now and he's really tarnished how he's left so badly.
"We'll always be grateful for the contributions that he's made.