50. Luis Fonsi - "Despacito (Remix)"
No one at Pigeons & Planes wanted this song on this list except for me. And I understand why. It's a generic, manufactured pop song. Nothing really stands out except for a hook in Spanish and a quick verse from Justin Bieber (that he doesn't even know the words to).
Yet, for some reason, whenever this song comes on I'm instantly transported to a boat off the coast of Old San Juan, with a drink in my hand and a breeze blowing through my hair. Maybe that's why this song has held the top spot on the Billboard Hot 100 for the past month. It's by no means a great song, but it's a guilty pleasure that had to sneak in at #50. The rest of the list is much, much better. I promise.—John Walaszek