Our list looks at the Real Meaning Behind The Songs On Taylor Swift’s Fearless Album. Fearless is Taylor Swift’s second studio album. This album is different from her debut album. She wanted to change her style up for this album. She wanted to test the waters and try different sounds for this project. She focused on mostly country and pop music on her eponymous album so it was time to spread her wings for the Fearless project. She proved that she was “fearless” by changing up her style. She wanted to showcase her versatility by including folk and rock music on the album. She was able to achieve crossover success with this album.
Did she hit the sophomore slump for this project? If you answered yes to this question, then you were wrong. Fearless was a hit album for Taylor Swift. Fearless came out on November 11, 2008. The album peaked at number one on the Billboard 200 charts. The album was number one for 11 nonconsecutive weeks. The “Look What You Made Me Do” singer is the first female country singer to have an album peak at number one for the most number of weeks. Most of the songs on this album made it in the Top 40 on the Hot 100 charts. There aren’t too many artists who can achieve this feat. Speaking of the songs on the album, what is the real meaning behind the songs? Taylor Swift talks about romance, heartache and aspirations on this album. The Real Meaning Behind The Songs On Taylor Swift’s Fearless Album will let you know the meanings behind the songs on the album.
# 1 – Fearless
The first song on our list of the Real Meaning Behind The Songs On Taylor Swift’s Fearless Album is “Fearless.” The title track is about someone who wants to take a chance when it comes to love. She wanted to talk about being “fearless” when it comes to dating. You have been knocked down several times, but you refuse to give up on the idea of having love in your life. You want to keep going until you find the right person to care for you. People tend to give up when it comes to love, but the character in this story refuses to walk away from love. The person has been hurt too many times in the past, but she has hope that she will meet the right person.
Here is some trivia about the song. Taylor Swift wasn’t in love when she wrote this track. She didn’t know what it was like to be in love because she didn’t have a boyfriend at the time. She wasn’t even about to date anyone when she wrote this song. She was on tour and came up with the idea about what would be an ideal first date. She imagined what it would be like to go out on the perfect dream date. Taylor Swift wrote about what she wished she would have on the first date. It’s about having the best first date ever. This track is for people who have been hurt by love and don’t want to give up on it. The title track was the fifth single released from the album. “Fearless” peaked at number nine on the Hot 100 charts. Fans were enjoying this track because the single sold over one million copies.
# 2 – Fifteen
The next song on our list of the Real Meaning Behind The Songs On Taylor Swift’s Fearless Album is “Fifteen.” This single is a dedication to the singer’s friend Abigail. They were friends in school. She talks about their lives in high school. They weren’t in cliques while they were in high school. They met in high school and became best friends. Taylor Swift talked about how she and Abigail fell in love with guys and got their hearts broken. She wants this song to be a lesson for young girls who are starting their first year of high school. She wished she had someone tell her what to expect when she was in high school. Taylor Swift explained what Abigail went through when she dealt with a boy who she thought was the one for her. He didn’t care about her the way she thought he would.
The ”Evermore” singer felt like she learned more in high school. She learned about love and loss while she was in school. Abigail allowed things to get too far with the boy she met in school, and she regretted it.Taylor Swift wanted to send a message to teenage girls to warn them not to fall in love so easily. She was able to do more than just fall in love with a popular guy. She was able to focus on what she wanted in life. Taylor Swift wanted to appeal to her Swifties with this song. She was like a big sister giving out advice about what to do when you go to high school. Here is some trivia about the song. Taylor Swift let her friend Abigail know that she was going to write a song about her situation in school. Abigail agreed to let her use her story for her song. This is the fourth single from the album. The song peaked at number 23 on the Hot 100 charts. The single sold over two million copies.
# 3 – Love Story
“Love Story” is a song based on the “I Knew You Were Trouble” singer’s personal experience. The track is about a girl who dates a guy that her parents don’t like. Her parents believe that he’s trouble and don’t want her to be with him. She gets into arguments with her parents because she wants to keep seeing him despite how they feel about it. She thought he was an amazing person when she was dating him. She wanted to talk about how it felt to be in love with someone when you didn’t have the approval of others. She wanted to go with her heart instead of her head.
Taylor Swift wanted to write the song based on what she wanted to hear from the man she loves. She wanted to hear him tell her that he loved her and that he wanted to marry her. She based the theme of “Love Story” on the story of Romeo & Juliet. She was able to relate to the idea of the star-crossed lovers. She didn’t relate to the ending. She could relate to the fact that no one approved of her relationship. She admired their love story and thought it almost mirrored her relationship. “Love Story” introduced the world to the Fearless album. This was the first single from the album and peaked at number four on the Hot 100 charts. It peaked at number one on several other charts. The single sold over one million copies.
# 4 – Hey Stephen
“Hey Stephen” is about her expressing her feelings for a guy she liked. She had feelings for Stephen, but he wasn’t available for her. She talked about how she felt adoring him from afar when he wasn’t available to be with her. He was involved in another relationship. She wanted to talk about how she felt about him even though she knew she couldn’t be with him. The song is about country singer Stephen Barker Liles. Taylor Swift admitted that she developed a crush on the Love and Theft lead singer while they were touring with her. Taylor Swift and Stephen Barker Liles were friends with each other, and she had feelings for him.
The “Change” singer never told him how she felt about him. She doesn’t want to let him know how she feels because she’s intimidated by his style and attitude. She loves that about him, but she can’t admit how she feels. Taylor Swift was ready to tell him, but she couldn’t do it. She did feel like she would be better than the other women in his life. She thought she would treat him the best. The singer never admits how she feels about him. She talks to him about her feelings for him in her mind. The song is like a mental love letter. He never knew about her feelings until she told him. Taylor Swift wrote different reasons why she would be with him. She didn’t think other females would write songs for him the way she did. The song peaked at number 94 on the Hot 100 charts. The song sold over 500,000 copies.
# 5 – White Horse
The next song on our list of The Real Meaning Behind The Songs On Taylor Swift’s Fearless Album is “White Horse.” “White Horse” is a song about heartache. The song takes an in-depth look at the worst part of a breakup. She talks about how it feels to end a relationship with someone. She discusses how it feels when you realize that everything you wanted in your relationship was gone. She had dreams about being with him, but they didn’t come true. The “Bad Blood” singer uses fairy tale descriptions to describe the man in her life. She expected him to be her Prince Charming. She wanted him to be on a white horse and take her away from her life. She expected to be hoisted on a pedestal by her Prince Charming. He was supposed to treat her like a princess. He was supposed to be one of the good guys, but he turned out to be one of the bad guys.
She found out the hard way that love isn’t a fairy tale. She was hit with the reality that she was in a small town dealing with a man she realized wasn’t good for her. She had an epiphany and figured out that he wasn’t her dream man. She finds out that her Prince Charming wasn’t faithful to her, and he broke her heart. She couldn’t take the pain of him hurting her anymore so she decided to leave town. “White Horse” taught her to be a realist instead of an idealist when it came to love. This is the second single from the album. The track peaked at number 13 on the Hot 100 charts and number two on the country charts. The song sold over two million copies.
# 6 – You Belong with Me
“You Belong with Me” is about a girl who has feelings for her friend. Her friend is in a relationship with another girl. Taylor Swift’s character in the song feels like she would be better for him than his girlfriend. She compares herself to his girlfriend. She believes that she’s the better match for him. Taylor Swift is the girl next door while the girlfriend is the popular girl who has the one she loves. Taylor Swift believes she knows him better than his girlfriend because she has known him all her life. She admits to him that she overheard his conversation with his girlfriend. She says the girlfriend is yelling at him about what he said to her. She felt sorry for him because of the way his girlfriend was treating him.
Taylor Swift was inspired to write this song because of a friend of hers. She overheard him talking to his girlfriend on the phone. She felt bad for her friend, so she decided to write this song about it. The conversation inspired this fictional tale. Taylor Swift uses high school descriptions to narrate the song. She is considered the underdog in the situation while the girlfriend is the popular cheerleader. It may be a fictional story, but teenage girls can relate to this bop. Teenage girls who aren’t necessarily popular usually fall in love with a boy who is dating a popular girl. This song is the third single from the album. This single became one of Taylor Swift’s first crossover singles. It peaked at number two on the Hot 100 charts. The single sold over seven million copies.
# 7 – Breathe ft. Colbie Caillat
“Breathe” is about the end of a friendship. It’s hard for her to say goodbye to someone when no one is to blame for the end of a friendship. She had a difficult time dealing with the fact that one of her good friends would be leaving her. The “Begin Again” singer wasn’t sure if people thought it would be about a relationship. She knows that people change and move on with their lives. It bothers her that she has to move on because she knows the friend very well. She has to be strong and learn how to “breathe” without the person she cares about deeply.
“Breathe” is basically about a relationship that’s gone wrong.Taylor Swift used this song as therapy for her. She knew it would be hard not being able to see one of her best friends anymore. She’s used to seeing her friend and now she won’t be able to do it anymore. Taylor Swift kept the lyrics vague so that it could have been about a romantic relationship instead of a platonic relationship. Taylor Swift wanted to work with singer Colbie Caillat because she was a fan of her music. Taylor Swift wanted to work with her so she went to her manager to make it happen. Taylor Swift wanted Colbie Caillat to have a bigger part in the song since she was only supposed to harmonize in the background. The singer and songwriter was such a big fan that she wanted her to have a bigger part. The song peaked at number 72 on the Hot 100 charts. It sold over 500,000 copies.
# 8 – Tell My Why
“Tell Me Why” is a track about heartbreak. She tells the guy she likes that she’s not bulletproof. She does get hurt. She thinks that she’s close to getting him in her life, but things don’t work out the way she planned. Taylor Swift talks about how hard it is to get close to someone she loves only to lose out in the end. She finds out that the relationship isn’t going to happen for her. She lets him know that she’s tired of the way he treats her. She wants to know why he treats her the way he does. She’s not confident the way she should be when it concerns him.
Taylor Swift talks about being in an emotionally abusive relationship with the guy she thought she loved. She realizes that he treats her badly, but she believes that he loves her. She is stuck between a rock and a hard place. He treats her badly, but he tells her that he loves her. She wouldn’t let anyone else treat her the way he did. She found herself in a situation where she’s totally dependent on him even though he emotionally abuses her. He doesn’t have any reason to treat her this way so she wants to know why he does it. The narrator finally stands up to him and lets him go. She couldn’t take his behavior anymore.
# 9 – You’re Not Sorry
“You’re Not Sorry” is a song about bitterness. The song is about a girl who was with a guy who turned out not being who she thought he was. She thought he was a good person, but she found out she wrong. She considered him to be her Prince Charming. The longer the relationship went, the more she started to realize things about him that she didn’t know. She kept finding out things she doesn’t like. It opened her eyes to the type of guy he turned out to be. She reaches her breaking point with him when he shows his true colors. She tells him that he’s not sorry for anything he did to her.
Taylor Swift talks about not being able to trust him anymore. She’s tired of taking him back when he keeps messing up. She doesn’t trust him anymore after everything he’s done. She is done with him even though he tries to win her back. She’s very much aware of how he is so she doesn’t want to be with him anymore. She decides to cut him off because she can’t deal with his abuse anymore. There were rumors this song is about singer and songwriter Joe Jonas. She dated him in the past and their song titles are similar to each other. The song peaked at number 11 on the Hot 100 charts.
# 10 – The Way I Love You
The next song on our list of Real Meaning of Behind The Taylor Swift Fearless Album is “The Way I Love You.” The song is about a woman who is dating a good guy. He is everything she wants in a man. They are seemingly happy together. He’s romantic, her friends are envious of her because she’s dating an ideal man. He knows the right things to say to make her happy. He’s sensitive to her needs. Her parents love him. He’s not the type of man who would interfere with her personal space. He’s the perfect man. The narrator is comfortable with him. Even though she’s in a healthy relationship, she finds herself thinking about a former relationship.
Her former boyfriend wasn’t a good guy. They used to argue all the time. She thought he screamed at her to show that he loved her. She was used to the way he treated her. She thought it was normal to be treated that way. She finds herself in a loveless relationship. It occurs to her that she doesn’t love her current boyfriend. She makes it clear that it’s not her new boyfriend’s fault. His only fault is that he’s not like her ex. This song is about not being able to get over someone you love even if you moved on with a better person. The song is proof that you can’t control your heart. The song peaked at number 72 on the charts.
# 11 – Forever & Always
“Forever & Always” is another song about a breakup. The song is about a relationship that was doomed for failure. Her boyfriend wasn’t being attentive to her even though he promised her they would be together forever. She wanted to call her boyfriend out for being afraid to commit to her. She thought she did everything a girlfriend was supposed to do, but he hurt her anyway. To make matters worse, she didn’t understand why she got dumped. She knew something wasn’t right in their relationship, but she couldn’t put her finger on it. She was heartbroken because she thought he would be the one for her. She thought he was the right man for her.
Swifties know that Taylor Swift used to date singer Joe Jonas. They may also know that this song is about him. Taylor Swift admitted this song is about Joe Jonas. She was inspired to write the song because he broke up with her on the phone. The conversation took 27 seconds. She was devastated that he treated her that way. He ended up moving on to another person. Swifties wanted to decipher who her songs were about, but they didn’t have to think too hard on this one. Taylor Swift was bitter about the way Joe Jonas broke up with her so she put her feelings into a song. The song peaked at number 34 on the Hot 100 charts. The single sold over one million copies.
# 12 – The Best Day
“The Best Day” is a song about celebration. Taylor Swift wanted to honor her mother for everything that she’s done for her. She is grateful for her mother being there for her. She loves her mother and wants to show her how much she cares for her. She goes into details about what her mother has done for her. Taylor Swift talks about different times in her life that her mother was there for her. She talks about how comforting her mother could be during the worst times in her life. Taylor Swift’s mother would take her off so she could have some mother and daughter time together. The singer was grateful for all the moments they had together.
Taylor Swift also recognizes the fact that her father plays a part in who she is today. Her father was there for her too. She talks about her brother being there for her too, but this song is mostly about her mother. Taylor Swift’s mother is battling cancer so she wanted to do something special for her to show her how she loves her. This is one love story that doesn’t feature her talking about a former or present boyfriend. She talks about a different type of love. She talks about the love of family. The song peaked at number 56 on the Hot Country songs chart. It peaked at number three on the Bubbling Under Hot 100 charts. It sold over 500,000 copies.
# 13 – Change
The last song on our list of the Real Meaning Behind The Songs On Taylor Swift Fearless Album is “Change.” The song is an uplifting track about beating the odds and achieving your goals. The message is to push forward to achieve your goals despite the obstacles. In Taylor Swift’s case, she was trying to become successful at a small label. She wanted to make a difference in music. It was a challenge because she was at a small label at the time. She wanted people to know that “change” will happen if you work at it. She faced challenges being at a small label. She had to struggle to make a name for herself if she wanted to be a star.
Taylor Swift was being faithful and optimistic about her career. She knew her determination would eventually pay off. Taylor Swift was letting her supporters know that it wasn’t a waste to have faith in her career. Since she’s one of the biggest stars in the world, it turns out that she was right. The narrator wanted to Swifties to know that she didn’t give up and it paid off for her. The song could be used as an inspirational track. This song was used in the Olympics. Taylor Swift was honored that it was used for the Olympics because the song was about her experience at her label. The song can be about anyone overcoming something. “Change” peaked at number 10 on the Hot 100 charts and sold over 500,000 copies.
Real Meanings Behind The Songs On Taylor Swift’s Fearless Album article published on Classic RockHistory.com© 2022
Classicrockhistory.com claims ownership of all its original content and Intellectual property under United States Copyright laws and those of all other foreign countries. No one person, business, or organization is allowed to re-publish any of our original content anywhere on the web or in print without our permission. All photos used are either public domain creative commons photos or licensed officially from Shutterstock under license with ClassicRockHistory.com. All photo credits have been placed at the end of the article. Album Cover Photos are affiliate links and the property of Amazon and are stored on the Amazon server. Any theft of our content will be met with swift legal action against the infringing websites.