"How Could an Angel Break My Heart" is a song by American singer and songwriter Toni Braxton, released in October 1997 as the fourth and final single from her second studio album, Secrets (1996).

At the time of this single's release, Secrets had reached five-time Platinum status by the RIAA.

[2] British magazine Music Week gave "How Could an Angel Break My Heart" three out of five, adding that "Braxton looks to a big ballad to return her to the Top 10 with this fourth radio-friendly cut".

[3] In a retrospective review, Pop Rescue described the song as "a-wash with luxurious strings and haunting saxophone, as Toni’s somewhat sad vocals weave their way through this gentle ballad.

The remix version of the song has the storyline laid out a little differently, with Babyface singing back to her and duetting with her from the second verse.