Ian Harding didn't gamble on getting expelled from the poker room for defending a gorgeous cocktail waitress. Another loss and he’ll be forced to face the past he escaped to Sin City to avoid. But Lady Luck is finally on his side when he wins a date arranged by the 1Night Stand dating service. Jaded by the men she meets at the casino, Kira Marchi bets on Madame Eve to set her up with the right guy to work through her sexual bucket list. When her date turns out to be the sexy poker player who came to her rescue in the poker room, she can’t wait to get started on that list. One night isn’t enough for Ian or Kira, but he has a past to face and she doesn’t think a future for them is in the cards. Can he convince her to go all in?