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Businessman (Walter Huston) and wife (Ruth Chatterton) take an extended European holiday during which Huston discovers that his aging, frivolous wife is having an affair. He meets another woman (Mary Astor) who restores his faith and gives him a reason to live. When Chatterton realizes what she may be losing, she attempts a reconciliation, but it is too late.

Ordered out of town by angry Judge Beaumont, vagrants Stanley and Oliver meet a congenial drunk who invites them to stay at his luxurious mansion. The drunk can’t find his key, but the boys find a way in, sending the surprised woman inside into a faint. They revive her with what they think is water, but is actually gin, and all get tipsy in the process. Outside, the drunk realizes he’s at the wrong house and stumbles off. Eventually, the real homeowner arrives, none other than Judge Beaumont.

Alarmed by a series of baffling suicides of prominent gamblers popularly dubbed “The Pajama Murders” by the newspapers, Holmes fakes his own death and assumes the identity of Rajni Singh, a retired Indian military man with a paralyzed arm. After losing a large sum in a casino and writing a bad check to cover his losses, he appears to try to take his own life. He is prevented by the mysterious and sophisticated Andrea Spedding with an offer of a loan with his life insurance policy as collateral. Shortly thereafter, there is an attempt on his life with a rare but deadly spider with the only other clue a child’s footprint. A resurfaced Holmes consults arachniolgists in an effort to solve the mystery.

When a pearl with a sinister reputation for causing misfortune to its owners is stolen from a museum by a master criminal because of Sherlock Holmes’ show-boating, he is naturally obliged to find it. Soon, he learns of a series of brutal murders that seemed to have been commited by a malevolent man mountain known only as the Creeper. Now, Holmes must deal with the seemingly overwhelming menace of this man and his boss in order to retrieve the pearl.

In a gloomy mansion in the west of Scotland the seven members of the Good Comrades Club are dining. One of them receives a curious death threat, an envelope containing seven orange pips. He dies the next night in a car crash. At his funeral another member receives an envelope with six pips, and ten days later his body is recovered from the sea. Sherlock Holmes is called in.

Holmes and Watson are recruited in a serpentine fashion to escort the heir to a European throne back to his native country following his father’s assassination. Because the prince has been educated in Great Britain, Holmes persuades him to masquerade as Watson’s nephew Nicolas on a ocean liner bound for Algiers. Unfortunately the ship is filled with red herrings as well as real assassins, and Holmes is challenged to outwit them all and deliver his charge to his destination. Among the suspects are a knife-throwing circus performer, two shadowy archaeologists, a hulking deaf mute, an enigmatic ship’s steward, a chanteuse with a mysterious song case, and a gun-toting British dowager.