The bestselling author of The Between Boyfriends Book and an award-winning writer for Sex and the City and Modern Family takes a hilarious, heartbreaking look at marriage Cindy Chupack has spent much of her adult life writing about dating and relationships for several hit TV series and as a sex columnist for O, The Oprah Magazine. At the age of thirty-nine, she finally found The One—and a wealth of new material. Marriage, Cindy discovered, was more of an adventure than she ever imagined, and in this collection of essays she deftly examines the comedy and cringe-worthy aspects of matrimony. Soulful yet self-deprecating, The Longest Date recounts her first marriage (he was gay) and the meeting of Husband No. 2, Ian. After the courtship and ceremony, both Cindy and Ian realized that happily ever after takes some practice, and near constant negotiation over everyday matters like cooking, sex, holidays, monogamy, and houseguests. The Longest Date takes a serious turn when it comes to infertility. The Longest Date is the perfect companion for anyone navigating a serious relationship, be it newlyweds or couples moving in that direction.