Unhappy with the situation, Jordan's father, Richard (Laurence Luckinbill), attempts to buy Brian off. While pursuing Jordan, Brian also learns that her family is very wealthy, and he goes to her parents' Park Avenue penthouse to speak with Jordan. He embarks on a journey to win over the independent Jordan and prove to her that, despite being just a lowly bartender, he would make a worthy father. Much to his surprise, Brian learns that she is pregnant with his child. Otherwise they wouldn't end!"īrian then seeks out Jordan. As they cut ties, Brian, displaying wisdom one can only assume has been gleaned from his former mentor, states: "All things end badly. They have a blow-up during an art exhibition where Brian gets into a fight with the artist. Brian becomes impatient as the pay-off is too slow. With Jordan flying back to New York City, Brian decides to "upstage" Doug and return to Manhattan with the cougar-esque Bonnie under the auspices that he will be placed high up in her company due to their romantic attachment. Jordan catches Brian without being seen and, devastated, takes an overnight plane back home. Doug quickly asserts himself and bets Brian to be the first to sleep with a barfly named Bonnie (Lisa Banes), a wealthy older woman. Prior to this however, Doug has shown up in Jamaica, now married to Kerry (Kelly Lynch), a wealthy woman who openly flirts with other men and wears Tarzan-like bikinis. She and Brian spend romantic times together, playing in the water, before making passionate love on the beach by a campfire. Jordan is an aspiring artist and waitress in New York City. He finds a romantic partner in Jordan Mooney ( Elisabeth Shue). Brian is very upset and fights with Doug at work, essentially ending his informal partnership with Doug.īrian, taking advice from his former girlfriend, takes a job in Jamaica as a bartender to raise money for his own place. Unbeknownst to Brian, Doug lies to Coral about secrets being shared by Brian about her, and secures his bet having sex with Coral. During a free throw shooting competition where Brian hits five free throws in a row, Doug bets him Coral will leave him by week's end, essentially doubting there is anything special about the seemingly perfect relationship shared between the two. Quickly, they elevate their friendship into a wild sexual relationship. As their popularity rises, Brian becomes the focus of attention from a sultry brunette named Coral (Gina Gershon). Doug intends to call his bar "Cocktails & Dreams".Įventually, Brian and Doug's bar-tending act becomes popular and they end up working at a trendy nightclub catering to New York City's wealthy and elite, the type of establishment where yuppies spout poetry from the top of the rafters for all patrons to hear. While Brian has high personal aspirations, Doug is leery of the notion of starting their own bar together. An example of his expert advice, which actually turns out to be quite poignant, is "Coughlin's Law: Drink or be gone!" Other pearls include: "Bury the dead, they stink up the joint." and "Anything else is always something better." His advice takes a familiar structure as he usually begins most of them with "Coughlin's Law". Brian and Doug soon become very close Doug readily assumes a mentor role over the young and naive Brian, and rains advice and opinions down upon him. Over time, he learns the tricks of the trade including flairing from his boss/mentor Doug Coughlin ( Bryan Brown). At first, Brian is a terrible bartender, revealed in a montage of his screw ups. After leaving the United States Army and moving to New York City, Brian Flanagan ( Tom Cruise) gets a part-time job as a bartender at night while studying for a business degree (which he needs to get a job in marketing).
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