past Negan/Sasha Williams
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In a sense, Rick guesses that it’s his fault that Negan’s last relationship went to shit. It was never his intention, for sure, but he understood why Negan might look at it differently. He’s more than happy that the man doesn’t blame him, but still, that doesn’t quite justify Negan going from there to outright asking him out on a date.
Negan can’t have been thinking of him all this time, too, can he? This must be something new. But new or not, Rick knows that any doubt - and perhaps better judgement - he has is gonna fly right out the window. Of course he’s gonna say yes.