List of The Drew Carey Show Characters - Drew's Marriages

Drew's Marriages

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:

• Diane (Nicole Sullivan) - A cocktail waitress Drew met on a business trip to Las Vegas. She tricked Drew into marrying her because she believed having a husband would give her an edge in winning custody of her children. Drew agreed to help her with the social workers, and they divorced a week later.
• Mr. Wick (Craig Ferguson) - Drew's boss for the majority of the series, desperately wanted a spouse when his visa expired and he was threatened with deportation. He bribed Drew with a promotion and several benefits to get Drew to marry him in Vermont They stayed married for just over a year to throw off any suspicion from the INS. Drew kicked Mr. Wick out of his house once Wick became too "clingy" with Drew's friends and life.
• Nicki Fifer (Kate Walsh) - A real estate agent whom Drew dated and became engaged to; she dumped him after gaining a large amount of weight while they were dating (and, in her own words, "couldn't be with a man who loved to eat"). She lost the weight, got married and came back to Drew after her divorce (when Drew had just left a mental institution). Drew asked her to marry him on an impulse, and she agreed. Unfortunately, Drew also got married to Kate soon after (thus becoming a bigamist) and she left him. Nicki returned later, having regained all her previous weight, and attempted to kill Drew because she blamed him for all the recent problems in her life. Drew let Nicki stay at his house until she could get back on her feet, after which she was never seen or heard from again.
• Kate - The love of Drew's life and his best friend since childhood, Drew and Kate first broke off their engagement after a disagreement about having kids. After Drew's stint in the mental hospital, Kate realized that she still loved Drew and asked him to marry her. Drew agreed (despite having recently married Nicki and still being married to Mr. Wick) and kept both his marriages a secret for a time. Both wives discovered the situation, and Kate, furious, dumped Drew and told the newspapers about the situation; Drew became known as "The Impotent Bisexual Bigamist."
• Lily (Tammy Lauren) - A Southern belle who met Drew after Oswald and Lewis started a campaign to find him a wife. Drew brought Lily to Cleveland and attempted to establish a relationship with her, but found it difficult to deal with Lily's night terrors. Drew ended up proposing to Lily on three different occasions: once in his house, another in a movie theater, and finally, back at his home again. After Drew tore up all of his pre-determined wedding plan receipts, Lily agreed to marry him. Lily left Drew after the wedding, driving off without him after giving Drew his ring back. At the reception, Drew and Kellie expressed their hidden love for each other and began their relationship, which would also lead to Drew's final marriage.
• Kellie Newmark - Drew's childhood friend who was introduced in the eighth season. Drew went to a strip club and discovered that Kellie was working as a stripper to support herself after her divorce from her husband. Drew takes her into his house and their friendship blossoms. They were both reluctant to confess their feelings for another, but they became a couple after Drew & Lily's wedding. Kellie soon becomes pregnant, but refuses to marry Drew for another eight months. On their wedding day and the series finale, Kellie gave birth to Drew Jr.