Love Blactually
Dissatisfied with his current love life, Brian decides to slow things down when he meets the girl of his dreams, Carolyn. However, Cleveland soon sweeps Carolyn off her feet, and Brian must do anything he can do, to win her back, even if it means involving Cleveland's ex-wife, Loretta.
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Family Guy Season 7
Family Guy Episode 1
Brian starts dating an atheist named Carolyn. When she invites him in for the night after a date, Stewie stops them. Stewie explains that Brian always rushes into his relationships too quickly, and that is why he can never maintain them. Brian agrees and begins following Stewie's advice of taking things slow. Three weeks pass and Brian decides it's finally time to consummate the relationship, but when he goes to Carolyn's apartment, he catches her having sex in her car with Cleveland.
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Carolyn explains to Brian that she had assumed he just wanted to be friends with her since he refused to have sex for so long. Brian tries to deal with this but keeps running in to Cleveland and Carolyn having sex everywhere. Stewie thinks Brian should go to Cleveland's ex-wife, Loretta, and convince her to get back together with him so Brian can win back Carolyn for himself. Brian finds during his visit with Loretta that she feels guilty for cheating on him with Quagmire. Brian feels uncertain that he should carry out this plan until Cleveland announces his own plans to elope with Carolyn in Hawaii.
Loretta tells Cleveland to meet her at her hotel, which he does. Loretta says she wants to start a new life with him, but he says that while he will always have a place in his heart for her, he has to move on, and advises her to do the same. He goes to Carolyn's apartment and sees her having sex in her car with Quagmire. Since Brian and Cleveland have been cheated on by the same woman, they remain friends. In addition, Brian learns that Cleveland may have gotten a genital wart from having sex with Carolyn.