On Thanksgiving, Chandler tries to gain favor with Monica's parents but an old secret involving Ross causes problems. Undomestic Rachel's dessert proves intriguing.
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Peter and Lois' marriage hits a bit of a snag. When Brian wins the New England Rising Writer's award, the three of them head to Martha's Vineyard for a nice relaxing vacation.
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When Stewie convinces Brian to go slow with his new girlfriend Carolyn, Cleveland moves in and steals her away; to get her back, Brian does his best to get Cleveland back together with his ex-wife.
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Peter clashes with the owner of a dry cleaning business after he loses one of his white shirts; Brian infuriates Quagmire when he beings dating his old girlfriend, Cheryl Tiegs.
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Linda's sister Gayle joins the family ski trip. Before she does so she picks up a medicated Bob from Dr. Yap, the family dentist. When Bob mistakes Gayle for Linda and kisses her, Gayle falls for Bob. So Bob turns to Dr. Yap for help.
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When a heart-shaped pancake simply doesn't cut it, the kids convince Bob to let them skip school in order to help him find a Valentine's Day gift that will "wow" Linda.
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While accompanying Tina to a concert, Louise develops a crush on one of the lead singers, Boo Boo - and is in disbelief that she actually likes a boy!
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Tina teams up with Darryl to win the Cupid's Couple contest at the school dance. Meanwhile, Linda plans a full week of ambitious Valentine's Day activities for her and Bob.
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Gene and Courtney get their big break when they are asked to be the hosts of the morning announcements but their romantic history threatens to get in the way.
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Tina's ideas of love and romance are tested when she volunteers at a nursing home to earn her next Thunder Girls badge. Meanwhile, Bob makes new friends who cause him to make some questionable choices.
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With Valentine's Day approaching, Tina, Gene and Louise each find themselves wrapped up in love-caused chaos. Meanwhile, Bob decides on a romantic gesture in order to impress Linda.
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After a rough break up on Valentine's Day, the Belcher women have a limo girls' night out to make Tina feel better. Meanwhile, Bob and Gene have a trapeze experience that brings them closer.
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Just as Bob wonders if working in the restaurant business is worth it, a couple who fell in love at the restaurant asks the Belchers to cater their wedding. When things don't go as planned, Linda steps in and attempts to save the day.
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