The film opens up by introducing Alfie (Jude Law), a charismatic, charming, bed-hopping, Vespa-riding Cockney who resides in Manhattan. An impeccably stylish lad in his late twenties, Alfie funds his hedonistic lifestyle by working as a driver for the local limousine service. Meeting, romancing, and seducing women comes as second nature to Alfie. In addition to maintaining a casual relationship with a single mother named Julie (Marisa Tomei) that he refers to as his "semi-regular-quasi-sort-of-girlfriend thing", he also sleeps with various girls on the side, such as the married-yet-neglected-by-her-husband blonde named Dorie (Jane Krakowski) whom he regularly meets for sex after work in the back of his limo. At the first inkling Dorie may desire their liaison to grow into something more, he decides to stop all contact. Alfie ultimately views women as expendable, cutting them loose as soon as he feels they're starting to cramp his style.
Alfie's best friend, Marlon (Omar Epps), is also a limo driver in the same company. In addition to their friendship, the two are working on a plan that would eventually see them start their own business. However, for the moment, Marlon is preoccupied with trying to win back his ex-girlfriend, Lonette (Nia Long), who dumped him after he hesitated to commit, and is now, despite his desperate efforts, stubbornly unresponsive to his reconciliation attempts. At a loss for ideas, Marlon eventually turns to Alfie for help by having him put in a good word with Lonette. This takes place late one night following a closing shift in a bar where Lonette is waitressing. As the staff is closing up, Alfie is trying to persuade her to take Marlon back, however, the conversation soon goes in a different direction and eventually after a few drinks, they end up having passionate sex on the pool table. Alfie is so terrified about facing his friend in the event he ever gets the word of what happened, but is amazed and relieved to be told by jubilant Marlon that Lonette got back with him the very next day after her "conversation" with Alfie.
Alfie's best friend, Marlon (Omar Epps), is also a limo driver in the same company. In addition to their friendship, the two are working on a plan that would eventually see them start their own business. However, for the moment, Marlon is preoccupied with trying to win back his ex-girlfriend, Lonette (Nia Long), who dumped him after he hesitated to commit, and is now, despite his desperate efforts, stubbornly unresponsive to his reconciliation attempts. At a loss for ideas, Marlon eventually turns to Alfie for help by having him put in a good word with Lonette. This takes place late one night following a closing shift in a bar where Lonette is waitressing. As the staff is closing up, Alfie is trying to persuade her to take Marlon back, however, the conversation soon goes in a different direction and eventually after a few drinks, they end up having passionate sex on the pool table. Alfie is so terrified about facing his friend in the event he ever gets the word of what happened, but is amazed and relieved to be told by jubilant Marlon that Lonette got back with him the very next day after her "conversation" with Alfie.
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