Soundcloud Surfing is a weekly feature that is exactly what it sounds like. Instead of focusing on brand new music, we dig into the Soundcloud archives and pull out some gems. Enjoy, and check out previous editions here.

Earlier this week, we shared our 15 Saddest Songs of 2014 (S0 Far), and because sometimes all you want to listen to are sad songs, here’s an accompanying playlist. Featuring most of the songs from the list plus some of your great suggestions from the comments section and a few wildcards, here is a 20-song playlist of some of the saddest songs we’ve heard this year.