Tomcat in Love is a novel by Tim O'Brien, about the misadventures of a womanizing linguistics Professor, Thomas H. Chippering, originally published in hardcover by Broadway Books, in 1998.

Written in the first person, the tale unfolds with extensive use of flashback (what Chippering would insist be called "analepsis") and foreshadowing.

As part of his irrational reaction to the end of his marriage, Thomas Chippering returns to his (fictitious) hometown, Owego, Minnesota.

Donna rashly agrees to participate in Tom's madcap scheme of revenge against his ex-wife (Lorna Sue), her brother (Herbie), and her new husband (known to the reader only as "the tycoon").

Tom finds a job as an instructor at the Owego Community Day Care Center and starts teaching Shakespeare to four-year-olds.