50 Best Sad Songs About Cheating
Songs That Hit When You're Stuck in the Fallout of Infidelity
There’s a particular kind of ache that creeps in when someone lies and you find out way too late. It’s not the dramatic, throw-things-around heartbreak you imagine—more like walking through syrup while your chest hollows out. You replay conversations you thought were real, then remember the look on their face when they swore up and down nothing was going on. Some songs get that twisted gut feeling right. Not dramatic, not elegant. Just raw, petty, ugly, stuck-in-your-throat hurt.
You can feel the sting in the rasp of a voice or the way a lyric trips over itself. These aren’t polished breakup anthems that wrap the whole thing in a bow. They’re messier than that. Frank Ocean barely holding it together. Carrie Underwood swinging between revenge and ruin. SZA circling around blame like it’s a maze. The best ones don’t pretend to make sense of it. They live in the moments after, when your pride’s shot and you’re still scrolling through photos you swore you deleted.
This kind of hurt has always found a home in pop, rock, country, and R&B songs. Not the shiny kind of pain that makes for easy healing—something uglier, sharper, more uneven. These tracks hold all that and spit it back out with a cracked voice or a screaming chorus that knows exactly how low it gets. Here are the best sad songs to sit in when cheating wrecks everything.
Top 10 Cheating Songs
1. 'I'm Not the Only One'—Sam Smith
2. 'Before He Cheats'—Carrie Underwood
3. 'Cry Me a River'—Justin Timberlake
4. 'You Oughta Know'—Alanis Morissette
5. 'Unfaithful'—Rihanna
6. 'Jolene'—Dolly Parton
7. 'Careless Whisper'—George Michael
8. 'Say My Name'—Destiny's Child
9. 'Mr. Brightside'—The Killers
10. 'You Know I'm No Good'—Amy Winehouse
Cheating Heartbreak Songs #11—20
11. 'Should've Said No'—Taylor Swift
12. 'Lyin' Eyes'—The Eagles
13. 'It's Not Right but It's Okay'—Whitney Houston
14. 'Take a Bow'—Rihanna
15. 'I Heard It Through the Grapevine'—Marvin Gaye
16. 'The Other Woman'—Lana Del Rey
17. 'Bust Your Windows'—Jazmine Sullivan
18. 'Confessions Part II'—Usher
19. 'Call Out My Name'—The Weeknd
20. 'Traitor'—Olivia Rodrigo
Infidelity and Betrayal Songs #21—30
21. 'emails i can't send'—Sabrina Carpenter
22. 'Dilemma'—Nelly featuring Kelly Rowland
23. 'One Last Time'—Ariana Grande
24. 'Me and Mrs. Jones'—Billy Paul
25. 'If Your Girl Only Knew'—Aaliyah
26. 'I Should Have Cheated'—Keyshia Cole
27. 'Stay'—Sugarland
28. 'Muddy Feet'—Miley Cyrus
29. 'Illicit Affairs'—Taylor Swift
30. 'As We Lay'—Kelly Price
Relationship Betrayal Songs #31—40
31. 'Who's Cheatin' Who'—Alan Jackson
32. 'Talkin' in His Sleep'—Crystal Gayle
33. 'You Lie'—The Band Perry
34. 'Does He Love You'—Reba McEntire and Linda Davis
35. 'The Thunder Rolls'—Garth Brooks
36. 'Whose Bed Have Your Boots Been Under?'—Shania Twain
37. 'Babe'—Sugarland featuring Taylor Swift
38. 'Don't'—Ed Sheeran
39. 'Lips of an Angel'—Hinder
40. 'In My Bed'—Dru Hill
Sad Cheating Songs #41—50
41. 'Hit 'Em Up Style (Oops!)'—Blu Cantrell
42. 'Cry'—Mandy Moore
43. 'Back to Black'—Amy Winehouse
44. 'You're Breaking My Heart'—Harry Nilsson
45. 'Since U Been Gone'—Kelly Clarkson
46. 'Whispering Waltz'—Sierra Ferrell
47. 'I Hope'—Gabby Barrett
48. 'The Bed'—The Barenaked Ladies
49. 'You Got What I Need'—Freddie Scott
50. 'Your Cheatin' Heart'—Hank Williams
© 2025 Carson McQueen
