The 12 Saddest Songs of All Time

Mark Leen,aka Emerald Elvis,Ireland's premiere Elvis Tribute artist, performs for the final time at the INEC Killarney.Mark had decided to retire at 42..the same age as when Elvis Presley died.

As we venture further into the 21st century, music continues to evolve, offering an ever more expressive outlet for individuals worldwide. The influence of music remains profound, bridging the gaps between generations. In a recent online discussion, users from around the globe shared their personal picks for the saddest songs they’ve ever heard, accompanied by the poignant stories that make these songs so heart-wrenching.

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#1 “Can’t Help Falling In Love With You” By Elvis Presley

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The conversation begins with a touching memory shared by user AmazonEllie. Their tale takes us back to a poignant moment on the night of their mother’s passing. In the backseat of an ambulance, their father sang Elvis Presley’s “Can’t Help Falling In Love With You” to their mother, who had succumbed to cancer just two and a half weeks after diagnosis. This song, despite its heartbreaking undertones, remains a cherished memory for the user.

#2 “You Are My Sunshine” By Jimmie Davis and Charles Mitchell

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User lolly_lolly_lolly suggests that “You Are My Sunshine” is arguably one of the saddest songs ever written. Apart from its cheerful chorus, the song resonates deeply with themes of unrequited love and heartache, reflecting a sentiment that often seems all too familiar in today’s world, where genuine love can remain unreciprocated in the midst of extravagant means of communication.

#3 “How To Disappear Completely” By Radiohead

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Bradyceneme shares a perspective that many can relate to in this century. They believe Radiohead’s “How To Disappear Completely” is the saddest song they’ve ever heard. This instrumental piece is filled with haunting, gut-wrenching notes that encapsulate the feelings of numbness and detachment prevalent among today’s overwhelmed youth and young adults.

#4 “Into Dust” By Mazzy Star

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The haunting melody of “Into Dust” by Mazzy Star has the power to break hearts and souls, as described by user dickem52. The song’s profound sense of heartache can be applied to various scenarios, whether it’s the loss of a loved one, separation, or the pain of being left behind on Earth. The phrase “turning into dust” holds a universal and open-ended expression that makes it widely relatable.

#5 “I Will Always Love You” By Dolly Parton

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Scruttyboon nominates “I Will Always Love You” as the saddest song they’ve ever heard. This song, inspired by Dolly Parton’s bond with her mentor, Porter Wagoner, resonates with artists who understand the importance of knowing when to take the next step in their careers. It embodies the possibility of saying goodbye on good terms, a sentiment that touches the hearts of many.

#6 “Danny Boy” By Frederiek Melody

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User Flamingoez88 considers “Danny Boy” to be one of the saddest songs due to its Irish undertones. They recall a poignant moment when the song was played at their friend’s funeral, who tragically perished in a fire along with their sister and girlfriend. The song became an integral part of the Irish wake, allowing its somber melody to reside within its natural atmosphere.

#7 “When She Loved Me” By Sarah McLachlan

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The world of Toy Story 2 has touched the hearts of people globally, and user TheWholeEffinJoe claims that the song “When She Loved Me” will tug at your heartstrings. This song offers a poignant reflection on the harsh truths of life, portraying the transition from the bliss of being loved to the melancholic reality of fading love. It reminds listeners that the honeymoon phase is not eternal and that maintaining a relationship requires effort, willpower, and, above all, love.

#8 “Cat’s In The Cradle” By Harry Chapin

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SickViking believes that “Cat’s In The Cradle” is the saddest song they’ve ever heard, particularly due to its relevance to their own life. Despite residing in the same house, they barely get to see their father due to conflicting work schedules. The song’s circular theme, where the father-child relationship seems increasingly distant, strikes a chord with many.

#9 “Sam Stone” By John Prine

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User tinhorn_mendicant suggests that “Sam Stone” is the saddest song for them. The song touches on themes of substance abuse, which remain highly relatable in contemporary times. It portrays a Civil War veteran who turns to substances in search of solace—a coping mechanism once known as “The Soldier’s Disease.”

#10 “Sylvia” By The Antlers

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Recoverelapse votes for “Sylvia” as one of the most depressing songs of all time. This song effectively embodies the battle against cancer faced by one of their friends. “Sylvia” captures the emotions of grief, suffering, and the inevitability of loss that accompany loving someone deeply. Within its haunting melodies, patients find solace and a moment of understanding.

#11 “Brothers In Arms” By Mark Knopfler

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User Choofthur believes that “Brothers In Arms” stands among the saddest songs. It resonates not only with those who have siblings but also with those who have found family in close friends. The song beautifully encapsulates the idea that true companions will stand by your side through thick and thin.

#12 “Remember Me” From Coco

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RhodiumPl8ed shares a touching anecdote of her young son singing “Remember Me” at her father’s funeral. This bilingual song, blending Spanish and English lyrics, features an incredibly touching chorus. “Remember Me” offers listeners the hope of reuniting with their departed loved ones, making it a heartwarming choice for wakes and funerals.

What is the saddest song ever according to you? Did your choice make it in this top 12 list? Let us know in the comments.

“10 Things That Will Fade Away as the Baby Boomer Generation Bows Out”

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The winds of change are upon us, and as the baby boomer generation slowly makes its way into their senior years, many users agree that there are certain aspects of life that will inevitably fade into the past. The generational shift is bound to bring about transformations that might leave us both nostalgic and relieved.

10 Things That Will Fade Away as the Baby Boomer Generation Bows Out

“18 Things Millennials Do That Annoy Boomers”

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Millennials, also known as Generation Y, are the demographic cohort born between 1981 and 1996. They have grown up in a world that is vastly different from that of their parents and grandparents, the Baby Boomers. As a result, there are certain behaviors and attitudes that Millennials exhibit that can be perceived as annoying by Boomers.

18 Things Millennials Do That Annoy Boomers

“13 Things That Were Once Highly Respected But Is Now a Complete Joke”

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We scoured social media threads to bring you the most candid and honest responses from real people. From the mundane to the shocking, we have compiled a comprehensive list of the things that were once highly respected but is now a complete and utter joke.

13 Things That Were Once Highly Respected But Is Now a Complete Joke

“11 Old-School Etiquette Rules You Don’t Need To Follow Anymore (And 3 You Do)”

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In a rapidly changing world, social norms and etiquette have evolved significantly over the years. What was once considered proper and polite may now seem outdated and unnecessary. While some old-school etiquette rules still hold value today, others have become obsolete.

11 Old-School Etiquette Rules You Don’t Need To Follow Anymore (And 3 You Do)

“22 Things Non-Boomers Share That Makes Them a Complete Boomer”

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A social media post asked folks to share what makes them feel like total “boomers” even as they embrace the digital age. Their responses were both amusing and relatable, proving that no matter how advanced we become, some things will always have us shaking our heads.

22 Things Non-Boomers Share That Makes Them a Complete Boomer

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Pri Kingston

Ash & Pri are the Founders of and have spent the last decade building their way towards financial freedom and a lifetime of memories. Having successfully achieved their early retirement goal in under 10 years, they look forward to sharing their financial sense with like-minded people. Read more about Ash & Pri in the 'About Us' section.