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Blackjack Menu.{/INSERTKEYS}{/PARAGRAPH} Big bets and big losses mark this game, as each celebrity seems to have a clear strategy. Ben Stein continues to play conservative and has a strong showing throughout, while Caroline Rhea makes large bets and sees huge dividends. Ultimately, he has such a commanding lead that all he has to do is bet the minimum amount to assure himself a tie for first. This game is out of control, as some celebrities kiss, others get drunk, and everyone generally bets like they're out of their minds. NSYNC jokes run wild, and watch for some interesting antagonism between the players and the dealer. It comes down to Warren G. It comes down to the secret final bets in the 21st hand, and the cards go Shannon's way. A close match, with the winner not being decided until the final card. He doesn't get either, and John Henson wins after bringing up the rear for most of the night. Chynna Phillips had no chance to win, but the others were all in contention. The first episode of season 2 is marked by wild hands and even wilder wagers. The combined Baldwin might is not enough, as the defending champion once again walks away the winner. Most of the time, only a few thousand dollars separate the players, and Ben Stein seems determined to bet the minimum bet first on most rounds. But he does one better and wins the whole thing outright. It starts conservative, but trash-talk soon ensues, as well as mind games. In the end, Dean Cain is just out of the lead, while Shannon Elizabeth is all but out. But she hangs in there and gets on a hot streak, dramatically increasing her winnings with several large bets. {PARAGRAPH}{INSERTKEYS}Join Hollywood stars as they match their blackjack skills against a rather formidable dealer, pro player "Hollywood Dave" Stann. The betting is out of control on this episode, with almost everyone playing fast and loose. Carolla was busted out by the final hand, and it all came down to Marissa and Giuliana, with Giuliana getting the win. Bass and Harrison lead throughout most of the game, but everyone has a shot by the final hand. Hughley starts strong but falls behind and then busts out. This game features strong play throughout by all players involved, and it's really anybody's game by the final hand. This match featured a lot of laughs with the likes of Jamie Kennedy and Eddie Griffin, as well as a number of fast-paced lead changes. A tight game, with strategies ranging from reckless to conservative. This one came down to Henson, Higgins, and Harris. Rhea has a horrible beginning, losing at every hand. And it only gets worse and they approach the final hand! The Baldwin brothers minus Alec take on the reigning Celebrity Blackjack champion is this special episode. Finally, Kelli Williams pulled out the win after standing on With the reigning champion and a celebrity who wasn't scheduled to appear, you know that anything could happen during this semi-final match. The second semi-final match features big betting and the kind of unusual celebrity that we've come to expect in Season 2. By the time the final hand arrives, only Bass and Alexander have a realistic shot, and they both end up advancing to the finals. Navarro and Reece are eliminated on the 17th hand, and on the final hand it all comes down to two players, with Jamie-Lynn DiScala getting the narrow victory. In the end, it comes down to Howey, Probst, and Alexander, with Ricki Lake busting out on a maximum bet. Bass busts out after hand 15, and one celebrity insults another's charity. And, to everyone's surprise, Chynna's luck holds out and she wins the game. Close Menu. Steve Harris busted, and Higgins needed a 7 or 8 on a double down to win. Eddie Griffin starts out hot, but falters after losing some high bets. Coolie shows his staying power and picks up the win. These celebrities are far more conservative when it comes to betting, and we see several lead changes over the course of a very tight game. By the final hand, everyone is still in the game, and the dealer gets a blackjack to send Jeff Probst and Kelli Williams to the championship game. In the end, Jason Alexander wins a close game. There's lots of cursing and drunken behavior, and two players are essentially out by the final hand. Odd behavior and odd betting patterns seem to be the theme of this episode. The championship game features high stakes and high tensions as the remaining celebrities face-off for charity. Through most of the game, it's a hard-fought duel between Alexander and Elizabeth, with Snoop and Manheim providing the comic relief and losing large sums of money. 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