<Li> Nigel Algernon Wick (Craig Ferguson)--Drew's boss after the first season, replacing Mr. Bell (Kevin Pollak). English, crude, boisterous and offensive, he was also a cocaine addict before he was forced to go into rehab . For some time, he and Drew were in a same - sex marriage (technically a civil union) in order for Mr. Wick to get his green card and Drew to get his job back . When he first appeared on stage in guest episodes in the last two seasons he was greeted with thunderous applause . Wick always had unusual methods of firing employees (usually men surnamed Johnson), which he does in most episodes . He is almost always referred to as "Mr. Wick", and his first name, Nigel, is rarely used . In the show's first April Fool's Day episode, Wick was shot in the crotch with a crossbow by an employee (named Johnson) whom he had just fired . Wick had to have one of his testicles removed . Wick also lost a toe and a nipple in a fox hunt that went terribly wrong . Craig Ferguson initially auditioned at Warner Bros. for a role as a Hispanic photographer on Suddenly Susan, and after he failed his audition, the casting director referred him to The Drew Carey Show which was auditioning across the studio . Ferguson, who is Scottish, played the role with an over-the - top posh English accent "to make up for generations of English actors doing crap Scottish accents ." At the end of one episode, Ferguson broke the fourth wall and begin talking to the audience at home in his regular Scottish accent . </Li> <Li> Steve Carey (John Carroll Lynch)--Drew's straight but cross-dressing brother . He came to Cleveland and got a job in the cosmetics department at Winfred - Louder . He fell in love with Mimi and after one season of dating they married in a ceremony in Drew's backyard, with Drew officiating along with an online minister from an Internet website . In later seasons the concept of Steve being a cross-dresser is abandoned entirely with little explanation (though it is hinted that he gave it up to make Mimi happy). He left, along with Kate and Wick, early in the eighth season . </Li> <Li> Kellie Newmark (Cynthia Watros)--Drew's childhood friend . She has had a crush on Drew since high school but never told him . She was married but her husband cheated on her with her sister . Her mother is an alcoholic and leaves her father, eventually hooking up with Lewis . After Kate leaves, Drew realizes that he loves Kellie . Drew is afraid to tell Kellie because it may ruin their friendship like it did with Kate . After Lily leaves Drew, they confess their feelings for each other . When Kellie comes out while Drew is talking to his dad and asks Drew what they are going to do about their feelings for each other, Drew's dad falls off the roof and dies . Eventually during the beginning stage of their relationship Kellie finds out she is pregnant with Drew Jr. but won't marry Drew because she doesn't think he is ready for marriage . During the finale she decides Drew is ready . But her water breaks and she and Drew get married right when the baby is born . </Li> <P> Much of the show's humor revolved around Drew's single life (in real life, Drew was engaged for the first time in 2007, shortly after becoming a game show host). However, Drew was married a number of times during the show's run . His spouses during the series were: </P>

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