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Of the Top 10 Hottest Women Alan Shore Slept With on Boston Legal,
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The Top 10 Hottest Women Alan Shore Slept With on Boston Legal
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Tara Wilson
Tara (played by Rhona Mitra) begins dating Alan shortly after his breakup with Sally. Before that, their flirtation started when Tara was originally a paralegal at Young, Berlutti and Frutt. Tara usually enjoyed Alan's antics but thought he went too far when he hired a group of men to beat up the man who punched him in a bar. Soon after a former lover of hers came to town. Tara was torn between the two of them and eventually broke it off with both of them realizing neither was right for her.
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Sally Heep
Sally Heep (played by Lake Bell) was an inexperienced lawyer at Crane, Poole & Schmidt who had a habit of dressing unprofessionally which gained her little respect within the firm. When the show begins she is sleeping with Alan Shore and at one time had slept with Brad Chase.
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Melissa Hughes
Alan hires Melissa Hughes (played by Maris Coughlan) as his receptionist without interviewing her because she was pretty. Right away, Melissa tells Alan that she will not tolerate any sexual remarks. Soon, Alan starts having night terrors and hires Melissa to sleep next to him to make sure that he doesn't harm himself sleep walking. Although the two never have sex, Melissa soon falls for Alan when he helps her out with a financial dilema.
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Irma Levine
Alan meets Irma Levine (played by Lisa Vidal) when he represents a young girl who's father killed her mother, whom Irma was the guardian of at a shelter. Later, after meeting Irma for a date, Alan finds himself defending her when she is charged with a sex crime by protesting topless.
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Christine Pauley
Christine Pauley (played by Elizabeth Mitchell) is Alan's ex girlfriend who tried to run him over with her car after he broke up with her. Alan and Christine never sleep together on the show, but Christine shows up when Alan tries to get her out of a mental institution. Afterwards, she seems to stalk Alan for awhile, before finally moving back to Chicago.
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Renata Hill
When Renata Hill (played by Megan Mullally), an old girlfriend of Alan Shore's, shows up at the courthouse wearing a wedding gown and covered in blood, Alan decides to help her defend charges of murdering her groom.
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Samantha Fleming
Samantha Fleming (played by Dana Delany) is Alan's old college crush. She asks Alan for help representing her husband Jack, who is running for Mayor, when a false rumor has been publicized about him. During the trial, Samantha finds out that her husband is having an affair, and runs to Alan for comfort.
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Judge Gloria Weldon
When Alan first meets Gloria (played by Gail O'Grady), he realizes that unlike the other women he lusts after, he does not want to merely sleep with her, but rather, he wants to have a relationship with her. However, as their relationship progresses, Gloria tells Alan that she wants to have a baby with him. This leads Alan to cheat on her with an ex girlfriend, and he leaves Gloria.
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Lorraine Weller
Lorraine Weller (played by Saffron Burrows) appears in the show in the fourth season when Alan has to try a case against her. She is Alan's ex girlfriend, and immediately after seeing each other in court, they have sex in the elevator. Shirley then hires Lorraine as an associate at Craine Pool & Shmidt, leaving Alan at a loss for words every time he sees her. He cannot keep his hands off her, and she seems to be the only woman in the show that has such a strong effect over Alan.
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Marlene Stanger
When Marlene 'The Squid' Stanger (played by Parker Posey) first arrives at Crane, Pool & Schmidt, all the women hate her, and all the men want to sleep with her. After becoming tired of Alan's unrelentless lewd gestures, Marlene tells Alan that "This has to stop," and they have wild sex in his office.
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