I think I would bet if I was on a roll, even with real money, but I would give myself a limit. For example, I have a limit now on how much I spend on scratch-off lottery tickets. I will only spend the ones I have on me to begin with, which is usually no more than $5-$7. If I win anything on them, I will spend no more than $10 and keep the rest. The reason I set this limit is bc I won $1,000 on a $5 scratch-off once, then went on a binge and spent $50. I regretted that afterwards, so I gave myself a limit.

Anyway, so, yeah, but I would give myself a limit that way I don't lose all that I have won.