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I do not think he meant a penis will be inserted into Bret's anus (Bret literally being screwed), so you don't need to lose sleep over that.
While your idea would be kind of cool (still think there are better alternatives to the ending of this match) it is highly unlikely. I would rather see no outside involvement and Bret just straight up beating Vince's ass, with possibly Austin making a surprise appearance after the match to celebrate and then the locker room throws Bret on their shoulders like WrestleMania X.
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