The Big Dictionary of Dreams
by Martha ClarkeThe meaning of this image must be reversed.
If you dream of winning a bet, you will lose and vice versa.
The Complete Guide to Interpreting Your Dreams
by Stearn Robinson - Tom CorbettSee also Gambling, Money, etc.
New American Dream Dictionary
by Joan Seaman - Tom Philbin2. Good luck is in the offing (to win).
3. To gamble with something held dear—possibly a relationship, often an aspect of personality or reputation.