Come wallow with us. By. Listen to our Spotify playlist for the saddest songs of all time, and prepare for an onslaught of emotion. Throughout the decades, hip-hop has produced plenty of songs about emotional darkness and depression. Sometimes the best cure for a broken heart is to listen to a ton of heartbreaking songs. Elton John, on listening to sad music, once said âIt feels so good to hurt so badâ. Come on, My Immortal is most saddest, hauntingly and crying song. People write about war, depression, the loss of a loved one and ample of other things that you will find in this list. Most saddest song of all time. Jackie's Nella Fantasia is really so good but My Immortal is so very very sad. 40 Saddest Country Songs of All Time Cry, Cry, Cry: From George Jones to Brad Paisley, the biggest weepers ever. The 100 saddest songs, according to Adam Brent Houghtaling, author of This Will End in Tears: The Miserabilist Guide to Music:. ... keep my love as light as a feather. 1. âAdagio for Strings,â Samuel Barber. One study found that listening to sad music "can lead to beneficial emotional effects such as regulation of negative emotion and mood as well as consolation." Well, we couldnât agree more. Sad songs to get you crying like a baby â let it all out with the 50 best tearjerker anthems by artists ranging from Leonard Cohen to Drake. Seriouslyâit's science! For some reason, we gravitate towards listening to sad songs when weâre feeling blue. The second time I heard it my heart was entranced. The first time I heard it my senses were shocked. All these emotions and stresses of life build up over time and at some point, weâre bound to reach our boiling point. Although it might sound counter-intuitive, listening to sad music when weâre sad can actually help us ⦠Like Led Zeppelin's 'All My Love' (see elsewhere on our list of the 25 Saddest Songs Ever), 'Tears in Heaven' is about the tragic death of a young family member -- ⦠This is make you cry every time, eveytime and every time! The 50 most depressing songs of all time - listen. Contrary to popular belief, not all sad songs are about a flunked love affair. If you need to wallow in heartache, hereâs our heavy dose of the saddest country music of all time.. No matter where we are in life, weâve all lost someone or something at some point â it could be a lover to another, a job to the economy, our other half to divorce or death, a child who grows up and away, or even our innocence and youth. To a ton of heartbreaking songs reach our boiling point Nella Fantasia is so... Sometimes the best cure for a broken heart is to listen saddest songs of all time a ton heartbreaking. 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