In My Humble Swiftie Opinion, These Are Taylor's 10 Most Emotional Songs

As a Swiftie, I felt like this was my duty. 🫡

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1. "All Too Well (10 Minute Version) (Taylor's Version) (From the Vault)"

Republic Records

This emotional ballad from Red (Taylor's Version) is often regarded as one of Taylor's most emotionally raw and vulnerable songs, with poignant lyrics capturing the pain of a lost love. Taylor's storytelling ability shines through as she vividly describes the memories, moments, and emotions associated with the relationship. The lyrics capture the intense emotions of love, heartbreak, and longing, making it relatable to anyone who has experienced a similar situation.

2. "Dear John"

Big Machine Records

From the album Speak Now, this song delves into a toxic relationship and expresses feelings of betrayal, heartbreak, and disappointment. The lyrics in "Dear John" delve into a deeply personal and intimate experience of the aftermath of a toxic relationship, while also being candid and brutally honest

3. "Back to December"

Big Machine Records

This introspective track from Speak Now showcases Taylor's remorse and longing for a past relationship. The song revolves around acknowledging past mistakes and expressing regret for hurting someone. Swift's sincere and heartfelt lyrics capture the emotions associated with the desire to make amends.

4. "Last Kiss"

Kevin Mazur / Getty Images for TAS Rights Management

Known for its haunting melody and heartbreaking lyrics, this song expresses the lingering pain and longing after a breakup. It is deeply emotional and introspective, capturing the raw and painful emotions associated with the end of a relationship. The lyrics convey a sense of longing, regret, and nostalgia, painting a vivid picture of the aftermath of a breakup.

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5. "Sad Beautiful Tragic (Taylor's Version)"

Terence Rushin / Getty Images for TAS Rights Management

A poignant and atmospheric ballad from the album Red (Taylor's Version), this song explores the aftermath of a failed relationship and the bittersweet emotions that follow. While painting a picture of faded love, broken promises, and creating a longing for the past, Taylor also captures the complex emotions associated with reflecting on a relationship that didn't stand the test of time — eliciting a deep emotional response from listeners.

6. "The Archer"

Natasha Moustache / Getty Images for TAS Rights Management

From the album Lover, this introspective track dives into Taylor's vulnerabilities and insecurities, exploring the ups and downs of her personal journey. The lyrics emphasize the importance of self-acceptance, growth, and learning from past mistakes. The combination of vulnerability and resilience creates a cathartic experience for both Taylor and the listeners, allowing them to find solace and strength in the song.

7. "Safe & Sound (Taylor's Version)"

Universal Republic

Originally recorded for The Hunger Games soundtrack, this hauntingly beautiful song conveys a sense of solace, safety, and protection. The song's lyrics offer a comforting message of finding refuge and security in the midst of a turbulent world. The gentle and tender nature of the lyrics creates an emotional connection and provides a sense of reassurance.

8. "White Horse (Taylor's Version)"

Big Machine Records

From the album Fearless (Taylor's Version), this song weaves a narrative of a relationship that starts with idealized dreams and ends with shattered hopes. The emotional storytelling allows listeners to become immersed in the story and feel the heartbreaking journey of Taylor Swift.

9. "Wildest Dreams"

Big Machine Records

This atmospheric track from 1989 combines a sense of longing and nostalgia, painting a vivid picture of a love that feels both magical and out of reach. It conjures images of starry nights, enchanted encounters, and the intensity of a passionate love affair.

10. And "My Tears Ricochet"

John Shearer / Getty Images for TAS Rights Management

A haunting and emotional track from the album Folklore, this song explores themes of loss, grief, and the aftermath of a failed relationship. Taylor's expressive delivery of the song conveys the pain, anger, and resilience encapsulated in the lyrics. The power and authenticity in her vocals allows Swifties to connect with the raw emotions expressed in the song.

These are my picks, but everyone knows that there is no shortage of emotional songs in Taylor's catalogue. What songs do you find the saddest? Let me know in the comments below!

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