An egotistical television personality enlists the assistance of his best friend in putting the fidelity of his fiancé to the test in this amiable comedy of the sexes. Told in flashback, the film takes a familiar love-triangle scenario and gives it a bitter twist. With a bride who seems too good for either suitor, the film is sustained by one question - who will she choose?
Acting
David Schwimmer's unhinged narcissist energy pre-Friends peak
Writing
Doug Ellin's debut before Entourage—sharp banter, messy choices
Production
Chicago locations that scream late-90s indie romance
Director
Doug Ellin
Trivia, insights & behind the scenes
This was Doug Ellin's directorial debut; he'd later create Entourage and essentially recycle Max's toxic ego for Vincent Chase.
Released months before Schwimmer's final Friends season, this flopped theatrically but found its audience on cable—peak 'wait, Ross made a rom-com?' energy.
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