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Watch how much shorts collectively will lose in the next 5 years. This will be written into text books. Shorting 10 shares and holding on to the short probably will cost the guy a Model S in the end.
When you sell shares short, you deposit cash at the end of each day equal to the closing price of the stock. So the losses are paper in that they aren't taxable, or tax deductible and the position is still open. They are for realz in that they are marked to market every day in the form of cash. If you're short and you don't have the cash, your broker will force liquidate you, and they won't be tardy about it (because THEY are also on the hook for your loan).