# Best Breakup Songs of All Time **URL:** \ **Category:** Cafe Society\ **Created:** [November 24, 2014, 8:52pm UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521 "2014-11-24T20:52:42Z")\ **Posts on this page:** 19\ **Page:** 3
**Author:** ![Finagle](https://avatars.discourse-cdn.com/v4/letter/f/b19c9b/32.png) [@Finagle](https://boards.straightdope.com/u/Finagle)\ **Post date:** [November 25, 2014, 6:02pm UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/41 "2014-11-25T18:02:55Z")
> [@dasmoocher](#): > > _[Wicked Game](http://en.wikipedia.org/wiki/Wicked_Game)_ by Chris Isaak Is this one a breakup song? I alway thought it was a You’re So Damn Sexy That I’m Falling in Love With You Against My Better Judgement song. Anyway, my contributions are Boots of Spanish Leather by Dylan and Ain’t Life a Brook by Ferron “Just when I think life’s a polished stone, You give me a long drawn look, I know pretty soon you’ll be leaving our home” ---
**Author:** ![Stoid](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/stoid/32/272_2.png) [@Stoid](https://boards.straightdope.com/u/Stoid)\ **Post date:** [November 25, 2014, 6:22pm UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/42 "2014-11-25T18:22:45Z")
Depends on what you wish to express about the breakup, really. Bonnie Raitt’s “I can’t Make You Love Me” is amazing, of course. This is the song I actually sent to my ex via email when I realized we were truly over. It was my genuine feeling. Still is, despite everything, for which I’m eternally grateful. [“I Wish You Love” - Rachel Yamagata version.](https://www.youtube.com/watch?v=FjTd8Hzim9I) ---
**Author:** ![gigi](https://avatars.discourse-cdn.com/v4/letter/g/a587f6/32.png) [@gigi](https://boards.straightdope.com/u/gigi)\ **Post date:** [November 25, 2014, 7:01pm UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/43 "2014-11-25T19:01:10Z")
> [@Stoid](#): > > Depends on what you wish to express about the breakup, really. > > Bonnie Raitt’s “I can’t Make You Love Me” is amazing, of course. Hootie and the Blowfish **Goodbye** is another sad one. > **[Hootie & The Blowfish - Goodbye Lyrics | AZLyrics.com](https://www.azlyrics.com/lyrics/hootietheblowfish/goodbye.html)** > > Hootie & The Blowfish "Goodbye": Tomorrow used to be a day away Now love is gone and you're into someone far away. I never thought... ---
**Author:** ![Kimble](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/kimble/32/19185_2.png) [@Kimble](https://boards.straightdope.com/u/Kimble)\ **Post date:** [November 25, 2014, 9:18pm UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/44 "2014-11-25T21:18:23Z")
On the gutwrenching side of things, UK #1 “Dry Your Eyes” by The Streets ([video](https://www.youtube.com/watch?v=TpyQi3SEuuY)) ([lyrics](http://www.azlyrics.com/lyrics/streets/dryyoureyes.html)). Nominally hip-hop, this is more like spoken word over acoustic guitars and strings. ---
**Author:** ![John\_Mace](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/john_mace/32/185_2.png) [@John\_Mace](https://boards.straightdope.com/u/John_Mace)\ **Post date:** [November 25, 2014, 10:15pm UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/45 "2014-11-25T22:15:28Z")
What? No _ **Somebody that I Used to Know** _? 🙂 I like _ **Black** _, by Pearl Jam. ---
**Author:** ![TonySinclair](https://avatars.discourse-cdn.com/v4/letter/t/49beb7/32.png) [@TonySinclair](https://boards.straightdope.com/u/TonySinclair)\ **Post date:** [November 25, 2014, 11:12pm UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/46 "2014-11-25T23:12:30Z")
> [@F.U.Shakespeare](#): > > [Long Long Time](http://www.youtube.com/watch?v=GKAtM9xS-fA) (Linda Ronstadt) Ooh! Ooh! How could I forget _[Different Drum](https://www.youtube.com/watch?v=s3Nq48sHF8M)_??? ---
**Author:** ![Peter\_Morris](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/peter_morris/32/359_2.png) [@Peter\_Morris](https://boards.straightdope.com/u/Peter_Morris)\ **Post date:** [November 26, 2014, 12:49am UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/47 "2014-11-26T00:49:35Z")
Raul Malo, The Mavericks, [I Don’t Care If You Love Me Anymore](https://www.youtube.com/watch?v=pKoDt2U_3GY) Neil Sedaka [Breakin’ Up Is Hard To Do](https://www.youtube.com/watch?v=tbad22CKlB4) Eric Clapton [Promises](https://www.youtube.com/watch?v=x5SyDNiufo0) Everly Brothers [Bye Bye Love](https://www.youtube.com/watch?v=LRyrWN-fftE) Righteous Brothers [You’ve lost that loving feeling](https://www.youtube.com/watch?v=xEkB-VQviLI) ---
**Author:** ![Doug\_K](https://avatars.discourse-cdn.com/v4/letter/d/b5ac83/32.png) [@Doug\_K](https://boards.straightdope.com/u/Doug_K)\ **Post date:** [November 26, 2014, 12:57am UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/48 "2014-11-26T00:57:31Z")
[Cruel You](http://www.youtube.com/watch?v=kxe-ZXrgRqY) by The Shoes. ---
**Author:** ![woodstockbirdybird](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/woodstockbirdybird/32/7905_2.png) [@woodstockbirdybird](https://boards.straightdope.com/u/woodstockbirdybird)\ **Post date:** [November 26, 2014, 12:59am UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/49 "2014-11-26T00:59:33Z")
> [@Alma](#): > > Bob Mould, [The Last Night](https://www.youtube.com/watch?v=Nw94s6dsgVs) Or pretty much any other song he’s written since '87. ---
**Author:** ![blondebear](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/blondebear/32/1022_2.png) [@blondebear](https://boards.straightdope.com/u/blondebear)\ **Post date:** [November 26, 2014, 1:53am UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/50 "2014-11-26T01:53:24Z")
A couple by Todd R: _The Last Ride_ and _It Wouldn’t Have Made Any Difference_. ---
**Author:** ![Helena330](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/helena330/32/531_2.png) [@Helena330](https://boards.straightdope.com/u/Helena330)\ **Post date:** [November 26, 2014, 2:13am UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/51 "2014-11-26T02:13:15Z")
Another sad one, **Someone Like You** by Adele. ---
**Author:** ![dasmoocher](https://avatars.discourse-cdn.com/v4/letter/d/dbc845/32.png) [@dasmoocher](https://boards.straightdope.com/u/dasmoocher)\ **Post date:** [November 26, 2014, 2:17am UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/52 "2014-11-26T02:17:01Z")
> [@Finagle](#): > > Is this one a breakup song? I alway thought it was a You’re So Damn Sexy That I’m Falling in Love With You Against My Better Judgement song. It was for me. And it has [these lyrics](http://www.azlyrics.com/lyrics/chrisisaak/wickedgame.html): “What a wicked thing to say, you never felt this way” and “And I never dreamed that I’d lose somebody like you,”. ---
**Author:** ![E-DUB](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/e-dub/32/403_2.png) [@E-DUB](https://boards.straightdope.com/u/E-DUB)\ **Post date:** [November 26, 2014, 3:21am UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/53 "2014-11-26T03:21:11Z")
No mention of “Positively Fourth Street” by Bob Dylan? ---
**Author:** ![Civil\_Guy](https://avatars.discourse-cdn.com/v4/letter/c/d78d45/32.png) [@Civil\_Guy](https://boards.straightdope.com/u/Civil_Guy)\ **Post date:** [November 26, 2014, 3:51am UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/54 "2014-11-26T03:51:13Z")
Paul Simon, _50 Ways to Leave Your Lover_ Pretty somber, really. ---
**Author:** ![River\_Hippie](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/river_hippie/32/26_2.png) [@River\_Hippie](https://boards.straightdope.com/u/River_Hippie)\ **Post date:** [November 26, 2014, 3:51am UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/55 "2014-11-26T03:51:32Z")
Clapton/Bonnamossa [Further On Up The Road](https://www.youtube.com/watch?v=0u03h73ClZ8) The Clapton version helped me get through the big breakup in my life. ---
**Author:** ![River\_Hippie](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/river_hippie/32/26_2.png) [@River\_Hippie](https://boards.straightdope.com/u/River_Hippie)\ **Post date:** [November 26, 2014, 3:57am UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/56 "2014-11-26T03:57:48Z")
Heh,…I just started a thread for this one. [The Salt In My Tears by Martin Briley](https://www.youtube.com/watch?v=netMRfWRTTY) ---
**Author:** ![Aspenglow](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/aspenglow/32/76_2.png) [@Aspenglow](https://boards.straightdope.com/u/Aspenglow)\ **Post date:** [November 26, 2014, 4:07am UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/57 "2014-11-26T04:07:25Z")
Here’s a favorite break up song of mine at the moment: Joshua Radin’s [Winter](https://www.youtube.com/watch?v=G_ehjKigmlw). ---
**Author:** ![Fear\_Itself](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/fear_itself/32/19637_2.png) [@Fear\_Itself](https://boards.straightdope.com/u/Fear_Itself)\ **Post date:** [November 26, 2014, 5:23am UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/58 "2014-11-26T05:23:51Z")
Don’t Think Twice, by Bob Dylan ---
**Author:** ![bytheway](https://avatars.discourse-cdn.com/v4/letter/b/df705f/32.png) [@bytheway](https://boards.straightdope.com/u/bytheway)\ **Post date:** [November 26, 2014, 6:59am UTC](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521/59 "2014-11-26T06:59:23Z")
Everything About You by Ugly Kid Joe! [Previous page](https://boards.straightdope.com/t/best-breakup-songs-of-all-time/705521.md?page=2)