Playlist: I Asked My Friends What the Most Romantic Song of All Time Is, And Now They’re All Mad At Me

Kayla Kumari Upadhyaya —
Feb 6, 2022
COMMENT

This week as I was brainstorming lil things to write about Valentine’s Day, I had a brilliant/evil idea! I would make a playlist for the holiday by texting a slew of my friends: What do you think the most romantic song of all time is?

Everyone I asked is queer, but I told them they didn’t have to limit themselves to songs that are explicitly queer. The initial replies I got were all along the lines of:

Why are you doing this to me?

This is too hard!!!!!!!!!!!

ONLY ONE?

I’m feeling attacked

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And, my personal favorite:

Can they be romantic but also sad?

In other words, I deeply upset everyone with this request. In the end, I did let people pick more than one song if they insisted upon it, for I did not wish for my friends to be in agony. I will not expose anyone by revealing what they individually chose, but you can find the results of this experiment in the playlist below.

The playlist presents an all-over-the-place collage of vibes and quite the spectrum of definitions of “romantic.” Here are some behind-the-scenes playlist details I would like to highlight:

  • The first two people to respond with actual songs both picked songs by The New Pornographers — unbeknownst to each other. So, briefly, this playlist was just two New Pornographers songs.
  • A pair of wives both said “Slow Show” by The National — also unbeknownst to each other.
  • Shortly after The Wives said “Slow Show,” another gay said “Slow Show.” “Slow Show” has my friend group in a chokehold.
  • Nine of the people I polled are friends I met on tumblr when I was a teenager, and multiple of them mentioned their selected song had imprinted on them due to a fanvid and/or character playlist.
  • “In The Air Tonight” was definitely said as a joke having to do with the famously romantic (jk) television program The Americans, but I left it in to add to the chaos.
  • One of the polled people was my sister’s gf Meredith Shock, who is a queer singer-songwriter herself. Most of her singles are about heartbreak lol, but that doesn’t inherently make them NOT romantic! Also, she promised more romantic songs are coming 👀
  • One of the polled people has a cat named Romance, so she is indeed an expert at romance.
  • I also asked my gf, who notably DID NOT pick Our Song (our song is a punk cover of “Mambo Italiano,” and it is our song because one time it played three times in a row when we were making out in the back of an East Village bar).

Romantic Chaos Tracklist

  1. Strange Currencies – R.E.M.
  2. Challengers – The New Pornographers
  3. Day Dreaming – Aretha Franklin
  4. Violently – Natalie Prass
  5. Distance – Emily King
  6. Lover – Jeff Buckley
  7. Can’t Help Falling In Love – Live At Daytrotter – Ingrid Michaelson
  8. Slow Show – The National
  9. Ice Cream – Sarah McLachlan
  10. Possession – Sarah McLachlan
  11. Ain’t No Mountain High Enough
  12. We Found Love – Rihanna
  13. Gotta Have You – The Weepies
  14. 6 O’clock Blues – Solange
  15. The Only Exception – Paramore
  16. Can’t Help Falling in Love – Elvis Presley
  17. The Bleeding Heart Show – The New Pornographers
  18. With You – Jessica Simpson
  19. In The Air Tonight – Phil Collins
  20. Make You Feel My Love – Adele
  21. Body Party – Ciara
  22. Kiss from a Rose – Seal
  23. Séduction – Joanna
  24. L’Amour Looks Something Like You – Kate Bush
  25. Kiss – Scout Niblett
  26. That’s Us/Wild Combination – Arthur Russell
  27. Body – Syd
  28. Without You – Lana Del Rey
  29. A.M. 180 – Grandaddy
  30. Lover – Taylor Swift
  31. You Make Me Feel So Young – Frank Sinatra 

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What would you add to the playlist?

Kayla Kumari Upadhyaya profile image

Kayla Kumari Upadhyaya

Kayla Kumari Upadhyaya is the managing editor of Autostraddle and a lesbian writer of essays, fiction, and pop culture criticism living in Orlando. She is the former managing editor of TriQuarterly, and her short stories appear in McSweeney’s Quarterly Concern, Joyland, Catapult, The Offing, The Rumpus, Cake Zine, and more. Some of her pop culture writing can be found at The A.V. Club, Vulture, The Cut, and others. When she is not writing, editing, or reading, she is probably playing tennis. You can follow her on Twitter or Instagram and learn more about her work on her website.

Kayla Kumari Upadhyaya has written 989 articles for us.

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