I played on an online casino that is legally considered a sweepstakes. In order to deposit, you needed to make a purchase of a social currency which has no value. However, these purchases would provide you with a "free gift" of another currency that can be redeemed for cash once you wager it (essentially using a loophole to not be legally considered gambling). I managed to withdraw approximately $800 from the site which I plan to report as gambling/sweepstakes winnings, however because the casino uses a sweepstakes model I am confused on whether my purchases from the site are considered gambling wagers and therefore can be reported as an itemized deduction. Thanks in advance.