It's a nice example of mental wish-fulfillment but I highly doubt even if Troy Aikman were to run into Skip Bay less into a mostly empty bar in Dallas or anywhere else, he'd punch him in the face because knowing Bayless' weasly, cowardly and vindictative personality, he'd sue Aikman for every last cent in his bank account, regardless of how huge and overly wide public sentiment might be in Aikman's favor in any such civil lawsuit. Plus, even in a mostly empty bar, there's still hotel cameras watching and keeping view of almost every angle, plus there's the odd bartender and a few customers who will see it and not understand nor care about the context behind Aikman's motivation or actions, so no.
Skip Bayless may be a loud-mouthed, idiotic, Cowboys fanboy "talking head" but if Aikman truly wanted his revenge for Skip's past inflammatory remarks, Payless wouldn't be so stupid or careless as to let him have it in a shut-off, completely private setting of his choosing where he can finally let off decades of pent-up rage, hostility in a physical manner.