{"id":42725,"date":"2025-03-14T00:38:23","date_gmt":"2025-03-14T00:38:23","guid":{"rendered":"https:\/\/new365.azontree.com\/?p=42725"},"modified":"2025-03-14T00:39:54","modified_gmt":"2025-03-14T00:39:54","slug":"you-dont-get-to-tell-me-about-sad-taylor-swifts-10-saddest-songs-ranked-news","status":"publish","type":"post","link":"https:\/\/new365.azontree.com\/?p=42725","title":{"rendered":"\u201cYou Don\u2019t Get To Tell Me About Sad\u201d: Taylor Swift\u2019s 10 Saddest Songs, Ranked"},"content":{"rendered":"<p>Her 2014 record\u00a0<em>1989\u00a0<\/em>was inspired by her move to New York City and all the time she spent with her female friends. Her following album\u00a0<em>reputation\u00a0<\/em>also used heavy production and was mostly filled with revenge anthems and love songs. However,\u00a0<strong>even her romance-filled album<em>\u00a0Lover<\/em>\u00a0has a few heartbreaking songs on it.<\/strong>\u00a0Some of her\u00a0saddest songs came from\u00a0<em>folklore\u00a0<\/em>and\u00a0<em>evermore,<\/em>\u00a0and were mostly fictional. Whether based on her lived experience or not, the following Taylor Swift stand out as some of her saddest.<\/p>\n<h2 id=\"would-39-ve-could-39-ve-should-39-ve\">10Would\u2019ve, Could\u2019ve, Should\u2019ve<\/h2>\n<h3 id=\"midnights-3am-edition-2022\">Midnights (3am Edition) (2022)<\/h3>\n<p><iframe loading=\"lazy\" src=\"https:\/\/www.youtube.com\/embed\/B-MfwP_RmHY\" width=\"560\" height=\"315\" frameborder=\"0\" allowfullscreen=\"allowfullscreen\" data-mce-fragment=\"1\"><\/iframe><br \/>\nAfter dropping\u00a0<em>Midnights<\/em>\u00a0on October 21, 2022, Swift released the 3am edition with a few bonus songs. One of these tracks was \u201cWould\u2019ve Could\u2019ve Should\u2019ve.\u201d The song called back to some of her earlier work,\u00a0including\u00a0<em>Speak Now<\/em>\u2018s \u201cDear John.\u201d In both songs,\u00a0<strong>Swift sings about being 19 years old and feeling manipulated<\/strong>\u00a0by the man she was in a relationship with. However, the saddest part of \u201cWould\u2019ve Could\u2019ve Should\u2019ve\u201d comes at the bridge when Swift seems to be begging for someone to set her free from the pain this man caused her.<\/p>\n<p>The lyric that pulled the most at Swifties\u2019 heartstrings was, \u201c<em>Give me back my girlhood. It was mine first.<\/em>\u201d It quickly went viral on TikTok, with young girls sharing their own stories about being taken advantage of by an older man.\u00a0<strong>Swift seems to be crying out for help<\/strong>\u00a0throughout the whole song. While there are many moments of anger, underneath the fury is deep sadness from someone who is finally coming to terms with what happened to her.<\/p>\n<h2 id=\"last-kiss\">9Last Kiss<\/h2>\n<h3 id=\"speak-now-2010\">Speak Now (2010)<\/h3>\n<p><iframe loading=\"lazy\" src=\"https:\/\/www.youtube.com\/embed\/idWma942CUI\" width=\"560\" height=\"315\" frameborder=\"0\" allowfullscreen=\"allowfullscreen\" data-mce-fragment=\"1\"><\/iframe><\/p>\n<p>Throughout the ballad, Swift has no anger in her voice but a deep devastation that this relationship has ended. As Swifties know, Taylor Swift knows how to write a bridge and\u00a0<strong>the bridge of \u201cLast Kiss\u201d is especially heart-rending<\/strong>. In the bridge, she comes to terms with the fact that this person is no longer in her life and all she can do is watch him from afar.<\/p>\n<blockquote><p><em>\u201cI hope the sun shines and it\u2019s a beautiful day<\/em><\/p>\n<p>and something reminds you you wish you had stayed<\/p>\n<p>you can plan for a change in the weather and time<\/p>\n<p>but I never planned on you changing your mind.\u201d<\/p><\/blockquote>\n<p>She compares watching his life through pictures to the way she used to watch him sleep. What Swift has always done best is make her personal experiences feel universal and \u201cLast Kiss\u201d is a song that feels relatable to people of all ages. The lyrics are also more mature than some of the songs she\u2019d written on previous albums.<\/p>\n<h2 id=\"never-grow-up\">8Never Grow Up<\/h2>\n<h3 id=\"speak-now-2010\">Speak Now (2010)<\/h3>\n<p><iframe loading=\"lazy\" src=\"https:\/\/www.youtube.com\/embed\/maEVfpxDB8k\" width=\"560\" height=\"315\" frameborder=\"0\" allowfullscreen=\"allowfullscreen\" data-mce-fragment=\"1\"><\/iframe><\/p>\n<p>The second verse is especially sad as Swift acknowledges that while she is growing up, her mother is also getting older. This ties into the song\u2019s saddest lyric at the end of the bridge: \u201c<em>I just realized everything I have is someday gonna be gone.<\/em>\u201d As Swift sings about in the post-bridge verse, the inspiration for the song came from her moving out of her parents\u2019 house into her own apartment.<\/p>\n<p>She sings about feeling cold and lonely in her new place before the final chorus where she is pleading to go back to when she was a kid.\u00a0<strong>The message of \u201cNever Grow Up\u201d is also pretty universal<\/strong>\u00a0and while it\u2019s sad, it also pushes listeners to appreciate what they have instead of wishing it away.<\/p>\n<h2 id=\"bigger-than-the-whole-sky\">7Bigger Than The Whole Sky<\/h2>\n<h3 id=\"midnights-3am-edition-2022\">Midnights (3am Edition) (2022)<\/h3>\n<p><iframe loading=\"lazy\" src=\"https:\/\/www.youtube.com\/embed\/l8Tps3PITx4\" width=\"560\" height=\"315\" frameborder=\"0\" allowfullscreen=\"allowfullscreen\" data-mce-fragment=\"1\"><\/iframe><br \/>\nSwift never gave an explanation of what \u201cBigger Than The Whole Sky\u201d was about but the lyrics point to a great loss. Swift blames herself throughout the song, believing it was something she did wrong that caused her to lose whatever she is singing about. Lyrics like \u201c<em>every single thing I touch becomes sick with sadness<\/em>\u201d and \u201c<em>I\u2019m never gonna meet what could\u2019ve been, would\u2019ve been, what should\u2019ve been you<\/em>\u201d are among the saddest.<\/p>\n<h2 id=\"all-too-well-10-minute-version\">6All Too Well (10 Minute Version)<\/h2>\n<h3 id=\"red-taylor-39-s-version-2021\">Red (Taylor\u2019s Version) (2021)<\/h3>\n<p><iframe loading=\"lazy\" src=\"https:\/\/www.youtube.com\/embed\/tollGa3S0o8\" width=\"560\" height=\"315\" frameborder=\"0\" allowfullscreen=\"allowfullscreen\" data-mce-fragment=\"1\"><\/iframe><br \/>\n\u201cAll Too Well\u201d instantly became one of Swift\u2019s most heartbreaking breakup songs\u00a0when she released\u00a0<em>Red<\/em>\u00a0in 2012. However, the extended version only made the song sadder. From added verses, a lengthened chorus, and a new outro, Swift gave more introspection into what she was going through. Swift\u2019s sadness was always evident but this time\u00a0<strong>she was digging deep into how manipulated she felt by the relationship<\/strong>\u00a0and how blindsided she was when it came to an end. It became clear that the song\u2019s title was actually Swift trying to reassure herself that the relationship really did happen.<\/p>\n<picture><img decoding=\"async\" src=\"https:\/\/static1.srcdn.com\/wordpress\/wp-content\/uploads\/2022\/03\/all-too-well-dylan-obrien-taylor-swift-music-video-cast-how.jpg\" alt=\"\u201cYou Don\u2019t Get To Tell Me About Sad\u201d: Taylor Swift\u2019s 10 Saddest Songs, Ranked - News\" \/><\/picture>\n<p>In the end, Swift finds herself asking her partner over and over again if he remembers it all like she does. \u201c<em>Did the twin flame bruise paint you blue, just between us did the love affair maim you to<\/em>,\u201d showcases Swift\u2019s need to find out the truth. The raw emotion that shines through from start to finish of\u00a0\u201cAll Too Well\u201d\u00a0is why it\u2019s become one of her most popular songs.<\/p>\n<h2 id=\"tied-together-with-a-smile\">5Tied Together With A Smile<\/h2>\n<h3 id=\"taylor-swift-2006\">Taylor Swift (2006)<\/h3>\n<p>Body image might not be something Swift sings about often but it is a prominent subject among young women. Since Swift has so many young female fans, it was incredibly important that she put this song out into the world.\u00a0<strong>Swift sings about a girl who doesn\u2019t see her own beauty<\/strong>\u00a0and is constantly searching for love in other people. The lyric \u201c<em>you\u2019re tied together with a smile but you\u2019re coming undone,<\/em>\u201d suggests Swift\u2019s friend looked perfect on the outside but on the inside, she was falling apart.<\/p>\n<p>Swift\u2019s sadness comes through as she sings, with her voice nearly breaking on multiple occasions. When Swift performed the emotional ballad as a surprise song on\u00a0the\u00a0<em>reputation<\/em>\u00a0tour, she gave an empowering speech encouraging fans to be kind to themselves and not make assumptions just because someone\u2019s life looks perfect.<\/p>\n<h2 id=\"epiphany\">4Epiphany<\/h2>\n<h3 id=\"folklore-2020\">folklore (2020)<\/h3>\n<p><iframe loading=\"lazy\" src=\"https:\/\/www.youtube.com\/embed\/DUnDkI7l9LQ\" width=\"560\" height=\"315\" frameborder=\"0\" allowfullscreen=\"allowfullscreen\" data-mce-fragment=\"1\"><\/iframe><\/p>\n<blockquote><p><em>\u201cHolds your hand through plastic now<\/em><\/p>\n<p>Doc I think she\u2019s crashing out.\u201d<\/p><\/blockquote>\n<p>While the worst thing the average person was experiencing during lockdowns was being bored in their house,\u00a0<strong>Swift\u2019s song puts into perspective what it was like to be on the frontlines.<\/strong>\u00a0Swift can tap into a situation she hasn\u2019t experienced herself through her own deep compassion and empathy. She also sings about the hope that there will be some epiphany to save everyone from one of the darkest times in modern history.<\/p>\n<h2 id=\"marjorie\">3Marjorie<\/h2>\n<h3 id=\"evermore-2020\">evermore (2020)<\/h3>\n<p><iframe loading=\"lazy\" src=\"https:\/\/www.youtube.com\/embed\/hP6QpMeSG6s\" width=\"560\" height=\"315\" frameborder=\"0\" allowfullscreen=\"allowfullscreen\" data-mce-fragment=\"1\"><\/iframe><br \/>\nAnother real-life song that came from\u00a0the\u00a0<em>folklore-evermore<\/em>\u00a0era is \u201cMarjorie.\u201d\u00a0Swift has spoken about her grandmother Marjorie Finley a lot throughout her career. As an opera singer,\u00a0<strong>Finley was one of Swift\u2019s biggest musical inspirations.<\/strong>\u00a0However, the\u00a0<em>evermore<\/em>\u00a0track is the first time Swift ever sang about her grandmother in one of her songs. Throughout the verses, Swift sings about the lessons she learned from her grandma.<\/p>\n<p>She also has her grandmother\u2019s vocals playing on the track as she sings the lyrics \u201c<em>If I didn\u2019t know better I\u2019d think you were singing to me now<\/em>.\u201d However, like many of Swift\u2019s songs,\u00a0<strong>she saves the saddest lyrics for the bridge.<\/strong>\u00a0It\u2019s here where she states her regrets like the time she complained during a day trip and all the times she didn\u2019t ask her grandma enough questions about life. Swift also regrets not keeping everything her grandma owned, even things as simple as grocery receipts.<\/p>\n<h2 id=\"ronan\">2Ronan<\/h2>\n<h3 id=\"2012\">2012<\/h3>\n<p><iframe loading=\"lazy\" src=\"https:\/\/www.youtube.com\/embed\/kdiBc40gW7s\" width=\"560\" height=\"315\" frameborder=\"0\" allowfullscreen=\"allowfullscreen\" data-mce-fragment=\"1\"><\/iframe><br \/>\nThe first time Taylor Swift ever released a song about cancer was for a young boy named Ronan who died at only four years old. Swift had found out about him from his mother, Maya Maria Thompson\u2019s, blog posts. She\u2019d later form a friendship with her, inviting her to her concerts and meeting with her backstage. Swift released the song in 2012 and performed it for the first time at a Stand Up To Cancer event.\u00a0<strong>Swift listed Thompson as a co-writer<\/strong>\u00a0since many of the lyrics came from things she had written on her blog.<\/p>\n<p>The song chronicles Ronan\u2019s childhood where he\u2019d play with dinosaurs, dance around before bed, and jump on his mother in the mornings to wake her up. However, the song also references escapism, creating a fantasy where Thompson and Ronan could fly away together to a world where he wasn\u2019t sick. Swift also touches on the devastation that came when Ronan passed away. Much like \u201cBigger Than The Whole Sky,\u201d\u00a0<strong>Swift addresses the frustration of not understanding why something so bad had to happen.<\/strong><\/p>\n<h2 id=\"soon-you-39-ll-get-better\">1Soon You\u2019ll Get Better<\/h2>\n<h3 id=\"lover-2019\">Lover (2019)<\/h3>\n<p><iframe loading=\"lazy\" src=\"https:\/\/www.youtube.com\/embed\/tMoW5G5LU08\" width=\"560\" height=\"315\" frameborder=\"0\" allowfullscreen=\"allowfullscreen\" data-mce-fragment=\"1\"><\/iframe><\/p>\n<p>The chorus is a plea for her mother to get better because Swift doesn\u2019t know what she would do without her. The singer-songwriter has spoken extensively throughout her career about how much her mom means to her and wrote\u00a0the\u00a0<em>Fearless<\/em>\u00a0track\u00a0\u201cThe Best Day\u201d about her. In the bridge, Swift confesses her guilt over making the situation about herself but wonders what she would do or who she would talk to if her mother wasn\u2019t there.<\/p>\n<p>It\u2019s one of Swift\u2019s most personal songs but it\u2019s also one that deeply resonated with her audience.\u00a0<strong>Taylor Swift<\/strong>\u00a0swore she\u2019d never sing it live because it was too emotional. However, she ended up performing it during the 2020\u00a0<em>One World: Together at Home\u00a0<\/em>concert in honor of<em>\u00a0<\/em>those who had lost loved ones to the pandemic.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Along with her catchy pop hits and vengeful breakup anthems,\u00a0Taylor Swift\u00a0has a catalog of devastating songs. While she is known for writing about love,\u00a0Swift<\/p>\n","protected":false},"author":6,"featured_media":42726,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[6],"tags":[],"class_list":["post-42725","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-taylor-swifts"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v23.7 - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>\u201cYou Don\u2019t Get To Tell Me About Sad\u201d: Taylor Swift\u2019s 10 Saddest Songs, Ranked - News 365<\/title>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/new365.azontree.com\/?p=42725\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"\u201cYou Don\u2019t Get To Tell Me About Sad\u201d: Taylor Swift\u2019s 10 Saddest Songs, Ranked - News 365\" \/>\n<meta property=\"og:description\" content=\"Along with her catchy pop hits and vengeful breakup anthems,\u00a0Taylor Swift\u00a0has a catalog of devastating songs. 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