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@ezdaz - HOWEVER, let's say you placed a 2nd bet for $120 and LOST! 

 

then this $120 loss can be deducted on Schedule A as an itemized deduction.  It can NOT be netted against the $110 win in the first bet!   But the losses can't exceed the gains! 

 

You would have two bets - winnings of $110 and losses of $110.  $110 is reported as income and $110 is reported as an itemized deduction on schedule A.