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The feeling will be different if it is your first time gambling and you win, and another experience if you have been gambling for a very long time and then finally get to win.
For the first person, the first winning will be met with more excitement since the person has not lost to gambling. That excitement often leads them into gambling more.
For the second person in the second situation, their excitement will depend on the amount they have won. If it is an amount of money more than they have lost, the celebration is usually bigger than when it is an amount of money not up to what they have lost to gambling.