It was another WTF survival moment from The Walking Dead.
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I'd venture a guess that they hammered the barbed wire into the bat as they wound it. Wind a little, tap a barb into the bat, wind some more, tap again.
It only makes sense that the gay guy gets it in the end.
Negan probably doesn't know he is gay. [Dunno]
It was kind of funny see Trevor from GTA V in the flesh.