What on earth do I mean by an ironic heartbreaking love musical theatre song? These are love songs where you don’t except to happen or where things improve in the end. There are going in be spoilers due to explaining why they are ironic in the first place.
1. This Nearly Was Mine- Emelie sings this breakup song after Nellie leaves him. The irony comes from the fact that Nellie comes back to Emelie in the end.
2. I’m Not That Girl/I’m Not That Girl (Reprise)- When Elphaba sings “I’m Not That Girl”, the unrequited love song, little does she know that Fiyero will eventually realize that he loves her, and that they will get together. That is why you don’t except Glinda to sing “I’m Not That Girl (reprise)”, and that happens after Fiyero breaks up with her.
3. If I Can’t Love Her/ If I Can’t Love Her (Reprise)- ironic in the fact that the spell will eventually be broken. Beast feels like Belle will never love him. The reprise is actually more heartbreaking than the first one because he actually has fallen in love with Belle at that point. He has just released Belle as his prisoner, and he believes that Belle doesn’t love him, but in reality she does.
There are other heartbreaking love musical theatre songs, but they are not ironic.