The best songs about insecurity and feeling insecure offer a deep dive into the many causes for this emotion, from failing relationships to a sense of lack of accomplishment.
Insecurity is something everyone has dealt with at one time or another, and popular artists and bands are no exception to this rule.
Read on, and we’ll break down the best songs on the topic that reflect the many facets of insecurity, covering a wide range of music genres.
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The 23 Best Songs About Insecurity & Feeling Insecure
Feelings of insecurity have long been the subject of music, from classic rock ballads about relationships to the latest hit pop songs from megastars.
We’ve selected music that encompasses this broad spectrum of music over the years, catering to all tastes and covering the best singers and bands.
Now we’ve outlined our criteria, here’s our playlist of the 23 best songs about insecurity and feeling insecure:
23. “You Don’t Even Know Who I Am” – Patty Loveless
We’re kicking off this playlist of the best songs about insecurity with “You Don’t Even Know Who I Am” by Patty Loveless.
“You don’t even know who I am; you left me a long time ago,” Loveless sings in this great song, continuing, “You don’t even know who I am, so what do you care if I go.”
This powerful song was released in 1994 and featured on the album When Fallen Angels Fly, her seventh studio album.
22. “If I’m Insecure” – James Blake
“If I’m Insecure” by James Blake is a sensitive song that explores feeling insecure while dealing with caring for someone you love.
The lyrics talk about feeling as if life is being wasted and coping with self-doubt and the feeling that you’re the black sheep of the family.
James Blake has collaborated with many popular artists, including Beyonce, who has produced some of the best songs of all time, including “Halo.”
21. “Guess I’m Dumb” – Glen Campbell
Glen Campbell was a popular singer during the 1960s, recording the poetic love song. “Guess I’m Dumb” in 1965 as his seventh single.
In this song, Glen Campbell sings about the regret he feels after ending a relationship and realizing he still has deep and profound feelings for his former lover.
“Guess I’m Dumb” was co-written with rock music artists Russ Titelman and Brian Wilson, best known as a founding member of the Beach Boys.
20. “I Wish I Could Be Her” – K. Michelle
“I Wish I Could Be Her” by K. Michelle blends elements of R&B with soul to great effect as she explores aspects of her own personality.
“And I wish that I could leave you. I can’t let you go, don’t wanna be alone,” she sings in this profound song, “I wish that I could meet her; she’s the one who has your heart.”
You can find “I Wish I Could Be Her” on the album The Hold Over, which was released in 2018.
19. “I Hate Everybody” – Halsey
As the title of this sad song about insecurity implies, Halsey wears her heart on her sleeve in this pop classic from the album Manic.
It’s another great song in which the singer expresses her most vulnerable feelings centered around a doomed relationship and failing love.
Like the best songs about cheating, the lyrics reflect the insecure side of the artist and the struggles they experience in romantic relationships.
18. “All By Myself” – Eric Carmen
American singer-songwriter Eric Carmen released “All By Myself” in 1975 and based the music on the classical composer Sergei Rachmaninoff’s Piano Concerto No. 2.
As such, it’s a beautifully composed work that takes the classic work in new directions and complements it with heartfelt lyrics.
“All By Myself” was the first song on his solo LP which was compared to the work of the Bee Gees and Beatles legend Paul McCartney.
17. “Insecure” – Jazmin Sullivan ft. Bryson Tiller
Jazmin Sullivan and Bryson Tiller teamed up to work on the song “Insecure” and produce a heartbreaking song on the subject.
“Got me feeling like I can’t breathe, I can’t even hang with a homie,” the lyrics sing, continuing, “Ain’t no reason not to trust me; I’m your lady, not a slave.”
It’s a powerful song that explores feeling insecure and issues of self-worth from both sides of a relationship, with each singer playing off one another.
16. “Insecurities” – Lova
With its polished official music video and wonderfully constructed verses and choruses, “Insecurities” is one of our favorite songs by Lova.
She explores themes of insecurity through the framework of writing in her personal diary, outlining each of her insecurities in detail.
The song’s release coincided with her album Scripted Reality, which was released in 2018 and received widespread critical and commercial acclaim.
15. “Things I’ll Never Say” – Avril Lavigne
Avril Lavigne writes the kind of music that fits in with the best karaoke songs, and “Things I’ll Never Say” is no exception.
This classic pop/rock song fully captures the frustrations when people feel insecure and struggle to keep up with the cool kids in their social circles.
It’s a standout track from her debut studio album, Let Go, which sold 16 million copies worldwide and remains the Canadian artist’s biggest hit.
14. “Don’t Delete The Kisses” – Wolf Alice
Wolf Alice is another hugely popular singer known for her beautiful lyricism and popular take on a range of relatable topics.
In “Don’t Delete The Kisses,” the lyrics explore issues ranging from the effect of unwarranted gossip and feelings of loneliness when away from a lover.
Wolf Alice released “Don’t Delete The Kisses” on her 2017 album Visions of a Life, which appeared on many end-of-year lists from music critics.
13. “Insecurities” – Jess Glynne
If you’re struggling with low self-esteem and need to listen to music you can relate to, check out “Insecurities” by Jess Glynns.
It’s a song that understands how it feels to overstretch your time and effort and how this can lead you to feel insecure and worthless.
British singer Jess Glynns is perhaps best known for her song “Rather Be,” which hit the top of the UK charts and launched her mainstream career.
12. “My Stupid Mouth” – John Mayer
“My Stupid Mouth” was written and performed by a young John Mayer in 1999 and featured on Inside Wants Out, his debut EP.
“I just want to be liked, I just want to be funny,” Mayer sings, continuing, “Looks like the jokes on me, so call me captain backfire.”
A prolific singer-songwriter, Mayer has had a string of high-profile romantic relationships, having dated Friends actress Jennifer Anniston and Minka Kelly.
11. “Liability” – Lorde
Lorde’s 2017 song “Liability” is another hit pop song that won her new fans and cemented her reputation as a performer to watch.
In this song, the lyrics talk about her dissatisfaction with a lover and her perception as a “toy that people enjoy,” eventually becoming bored of her.
No stranger to success, Lorde’s song “Royals” hit the number one spot on the Billboard Hot 100 Charts and made her a household name in America.
10. “Stressed Out” – Twenty-One Pilots
Alternative rock band Twenty-One Pilots released “Stressed Out” on their 2015 album Blurryface, winning multiple music industry awards.
This great song talks about a list of regrets and laments about what could have been if things had worked out differently in the past.
“Stressed Out” helped to launch Twenty-One Pilots into the mainstream with commercial success and paved the way for a sell-out international tour.
9. “Don’t Let Me Get Me” – P!nk
Having released one of the best songs about addiction, “Sober,” P!nk turned her attention to insecurity with “Don’t Let Me Get Me.”
In this song, she talks about all the times in her life she failed, whether it was not coming in first place in a race or getting into fights and losing.
It’s a moving song about how insecurity creates self-doubt and the feeling of being your own worst enemy when faced with disappointments.
8. “Drew Barrymore” – SZA
Drew Barrymore was well-known early in her career for her substance abuse issues, which soul singer SXA explores in this moving song.
In it, she sings about how Drew Barrymore turned to alcohol in order to overcome her feelings of loneliness, saying, “Bring the gin got the juice.”
SZA, whose real name is Solána Imani Rowe, has collaborated with artists, including Nicki Minaj and Rihanna, over the course of her career.
7. “Do You Love Me” – Jay Sean
Jay Sean’s song “Do You Love Me” is another pop hit that explores feeling insecure with powerful and heartfelt lyrics.
Insecurity and doubt about a relationship sits at the heart of this song, with Jay Sean singing, “Like to stay outside out of my ride, way too many thoughts, it’s crowded.”
“Do You Love Me” was released on the album Do You, released in 2010, along with a great music video that showcased his unique style.
6. “Oh No!” – Marina Ft. The Diamonds
Marina joined forces with the Diamonds for her song “Oh No”! another hit pop song from 2010 that explores feeling insecure.
It’s a defiant tune with lyrics that sing about how insecurity makes someone turn away from friends and relationships to avoid being hurt in the future.
Like the best songs about paranoia, “Oh No!” packs an emotional punch and reflects the listener’s own anxieties about love and life.
5. “Insecure” – Bren Joy
Bren Joy’s simply-titled song “Insecure” was released in 2020 and featured on the album Twenties, released by Warner Records.
“Feelings in my face that I can’t ignore, can’t say these are things that I faced before,” the lyrics sing, continuing, “Don’t know what to do when I’m out with you.”
Reflecting the stereotypical rapper ego, “Insecure” is a unique insight into the rapper’s deepest fears and how these lead to insecurity.
4. “Dancing With Myself” – Billy Idol
We’re heading back to the 1980s for another popular song about insecurity with Billy Idol and “Dancing With Myself.”
This new-wave classic takes a more upbeat approach to the subject, with the singer taking a tongue-in-cheek attitude to his own insecurities.
The official music video for “Dancing With Myself” received a nomination for Best Visual Effects at the MTV Video Music Awards when it was released.
3. “The Lonely” – Christina Perri
Christina Perri’s “The Lonely” sums up how isolated and detached people become when their insecurities are left to run riot.
She sings about crying alone and yearning for companionship, likening the feeling to dancing alone in an empty room.
“The Lonely” was released in 2011 on her album Lovestrong, which was Christina Perri’s first studio album and showcased her exceptional vocals.
2. “Unpretty” – TLC
“Unpretty” by TLC is a prime example of the Grammy Award-winning act’s wonderful vocal style and one of the best songs about insecurity.
Here, insecurity is a reflection of a person’s self-perception of their image, from how their hair looks to their body type and how their nose looks.
Ultimately, “Unpretty” urges the listener to cast aside these doubts and be happy with who they are, for better or for worse.
1. “I Suck” – Mark Ronson Ft. Rivers Cuomo
Mark Ronson has covered a broad selection of subjects throughout his career, from great songs about the sea to “I Suck,” exploring insecurity.
For this song, Ronson teams up with Rivers Cuomo, singing, “Just tonight I saw a beauty her pigtails could send a shiver through me, but she walked off with some lame guy.”
It captures the universal feeling of rejection as one of the primary causes of insecurity people experience and the frustration this creates.
That’s a wrap on this guide to the best songs about insecurity you can listen to, covering everything from contemporary pop to classic new wave.
Insecurity is something all people have felt at one time in their lives, and these songs are relatable explorations of this universal sentiment.
If you’re feeling insecure and want to listen to music that reflects your emotions, these songs are a great way to connect and reflect on your situation.
What’s the best song about insecurity, in your opinion? Leave a comment below.
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