Without closing out the short sales that were done, usually there is always unlimited downside to at least ONE player in this transaction. Why is this intuitive? Abstract for a second. Treat the short sale as a contract, which it is, where you agree that you have to buy some object back in the future in return for a FIXED dollar amount now. If you assume that object (a stock in this case) can go up to an arbitrarily high price, then you always have unlimited downside as long as this contract is in effect.
The point is even if you disallow these artificial short squeezes, you are STILL discouraging "stupid speculative bets", becuase the price can go up naturally (when the thesis of betting against the stock is economically wrong). These are the right times for it to happen, and in fact happens all the time without a volkswagen type squeeze. The point about short squeezes is that someone can make a "smart speculative bet" (which society as a whole needs people to do) but still get blown up for non economic reasons.
But I think my original point remains valid. As long as short sellers buy sufficient options to hedge their positions, and those options are only sold by investors who actually own the stock, then no one is exposed to unlimited downside. And I fail to see how any trade that carries unlimited downside could ever be considered a "smart speculative bet" from any standpoint, regardless of whether it's economically right or wrong.
You seem to just not grasp the magnitude of what you assume people should do in this crazy option proposal. It is not unusual for a stock to have a 25% short interest. That means a quarter of the shares are sold short. So you are saying a quarter of shareholders should sell calls to every short seller who wants to hedge? What if most shareholders do not want to sell options, and not give up the upside in doing so (indeed, there is a tradeoff in "juicing" your return, you lose the upside). In fact, most do not, so this is entirely impractical of course.
The whole point is with proper regulation that prevents the case of a squeeze or errant prices that are not sound, you prevent the "unlimited" downside (if a company ever becomes infinitely valuable, we will have other more interesting issues to deal with). This happens all the time--exchanges can cancel trades done at what are called "obvious error" prices. Regulation effectively clips the tail, which is why dealers have no problem shorting shares to ensure liquid markets.
I still fail to see the problem with discouraging short sellers from making stupid unhedged speculative bets.