Bill Murray plays Don Johnston, a middle-aged former Don Juan who embarks on a journey to visit his ex-lovers after receiving an anonymous letter suggesting he has a son.
Julie Delpy portrays Sherry, one of Don's former flames whom he visits in his quest for the sender of the mysterious letter.
Sharon Stone takes on the role of Laura, another of Don's past love interests who he reconnects with during his search for answers.
Tilda Swinton plays Penny, one of the women from Don's past who he visits in his attempt to unravel the mystery of the anonymous letter.
Jessica Lange embodies the character Carmen, an enigmatic woman from Don's past who he seeks out on his journey to discover the truth.
Jeffrey Wright takes on the role of Winston, a friend of Don's who aids him in his quest by helping him investigate the potential senders of the letter.
Frances Conroy portrays Dora, one of Don's former flames who he visits in his search for the person behind the anonymous letter.
Alexis Dziena plays Lolita, a young woman claiming to be Don's daughter who he encounters during his travels to discover the truth about the letter.
Heather Simms portrays Mona, one of the women from Don's past who he reconnects with in his exploration of the mysterious letter.
Brea Frazier takes on the role of Rita, another of Don's former lovers who he seeks out in his quest to uncover the sender of the letter.
Pell James embodies Sun Green, a young woman from Don's past who he visits in his attempt to solve the mystery surrounding the anonymous letter.
Nicole Abisinio plays the Girl on Bus, a character who Don encounters during his journey and who adds a layer of intrigue to his quest for answers.
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