Top 5 heartache songs

In honor of John Cusak's High Fidelity, please give me your top 5 (or 3? or 1?) breakup / heart ache/ heart break songs of all time.

Please.

Darth, Vegusgustan, Arethusa, SaltWindFire, and Ian - my music muses - I'm looking at you guys for an immediate painful response. I've been listening to Azure Ray, Antony & the Johnsons, Jennifer Nettles, U2, Police, Barry Manilow, Nirvana, country shit all night. But I need a little bit more. A heartache mix from my friends. More background info on why soon, I promise.