Few [who saw the play] realized that this was the bitterest and most meaningful lesson.
It is difficult for non-combatants to understand how the bitterest of enemies can become friends.
Of course, Don ends up betraying Ms. Farrell in one of the bitterest scenes in Mad Men history.
After all, Iran was the “bitterest enemy” of the Islamic State.
Some of his bitterest persecutors were men who had once been his friends, and had gone with him in his reforming opinions.
The hardest and the bitterest work was what was called "line riding."
As a statesman the high qualities of Marlborough were owned by his bitterest foes.
It was but a moment, but that moment was the bitterest of his whole life.
Through all the bitterest contentions which raged around him, he was uniformly treated with respect and deference.
Both were full of remorse, but Henrietta's was the bitterest.
Old English biter "bitter, sharp, cutting; angry, embittered; cruel," from Proto-Germanic *bitras- (cf. Old Saxon bittar, Old Norse bitr, Dutch bitter, Old High German bittar, German bitter, Gothic baitrs "bitter"), from PIE root *bheid- "to split" (cf. Old English bitan "to bite;" see bite (v.)). Evidently the meaning drifted in prehistoric times from "biting, of pungent taste," to "acrid-tasting." Used figuratively in Old English of states of mind and words. Related: Bitterly.