Though he doesn't like to admit it publicly, he is faithful to Lucille; the closest he ever came to adultery was during the episode "Hotel Oceanview", where he got drunk and began kissing a woman he vaguely recognized from high school, but couldn't place...who turned out to be a man who had undergone sex reassignment surgery (when she informed Herb of this, Herb's initial response was to curl up in the fetal position, and then protest to everyone that "just because I kissed him, that doesn't make me gay.").