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That episode was "The Secret Life of Bob" from the first season.
In Las Vegas speak a 'whale' is a wealthy gambler. It is Sam's job to reel such people in and make sure that they spend their time gambling rather than being distracted by Las Vegas' numerous other diversions.
Not strictly speaking no. Escort services are tolerated and other prostitutes are allowed to operate outside public areas as long as they are discreet and do not openly solicit or cause a public nuisance. Closely regulated legal brothels are premitted in some counties of Nevada but none within Las Vegas city limits.
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