“Saying 'no' is so heartbreaking.”

“Of all the aspects of social misery nothing is so heartbreaking as unemployment …”

“The discovery that heartbreak is indeed heartbreaking consoles us about our humanity.”

“No matter what those sex-ed teachers say about how great condoms are, there's not a condom in the world to protect you from heartbreak.”

“There's beauty, heartbreaking beauty, everywhere.”

“Every pretty girl is a heartbreaker”

“Heartbreak could be lived with if it weren't accompanied by regret.”

“It smells like heartbreak in here,” said Jace.”

“Talk, talk, talk: the utter and heartbreaking stupidity of words.”

“… recognizing that there is more heartbreak in continuous disappointment than a void…”