Life is tough enough without making things even more difficult. Some people, however, deliberately put obstacles in their own way, seem to court suffering, and need to fail. Such individuals are called masochistic personalities, though they were termed “self-defeating” personalities in the DSM-III-R. Cursed with an uncanny sense for defeating themselves, they routinely set sail for stormy weather and call down setback, loss, frustration, and grief on themselves. When they do experience good fortune, they react with confusion or displeasure and secretly frown at the joy that others might feel for them. Real accomplishments they attribute to luck, specifically to avoid a sense of pride. Paradoxically, they may willingly contribute to the achievements of others, while subtly undermining progress toward their own goals. In love, they often discard genuinely caring persons as tiresome or boring, turn otherwise ordinary mates into persecutors, and seem subtly attracted to those who are insensitive or even sadistic (see Case 15.1).