Best Crazy Ex-Girlfriend Songs: From Chaos to Clarity!

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Let’s discuss an exceptional television series.

Crazy Ex-Girlfriend was a standout show that aired for four seasons, proving itself truly special.

The songs brilliantly balanced humor with heartbreak simultaneously.

Rebecca, the main character, was a successful lawyer who abandoned her career and relocated to California, pursuing a childhood crush.

It sounds irrational, and that’s precisely the point.

Here are the standout songs from each season.

These tracks garnered the most views and continue to resonate with audiences today, proving their lasting impact.

The show’s genius was using musical comedy to explore mental health, relationships, and personal growth with unprecedented honesty.

Season 1: Setting the Foundation

Season_1_Setting_the_Foundation

Season 1 had to make us care about Rebecca.

She did dumb things, but the songs made us understand her.

We saw her dreams and fears.

1. The Sexy Getting Ready Song

This song is about getting ready to go out, but it shows the truth.

Getting ready is hard work.

It hurts.

You have to wax.

It’s funny and true.

Fun Fact: This song took 8 hours to film! During filming, Rachel Bloom had to get waxed for real.

  • YouTube Views: ~13 million
  • Spotify Streams: ~6 million

What Fans Say

“This is the most brutally honest song about being a woman I’ve ever seen on TV. I laughed so hard I cried!” – Reddit user.

“Every time I get ready for a night out, I think of this song. The part with the waxing is TOO REAL.” – YouTube comment.

2. Settle For Me

Greg likes Rebecca, but she likes Josh.

Greg knows this, so he asks her to pick him anyway.

He sings and dances, like in old movies.

The song is sad but pretty.

Fun Fact: The actor learned to tap dance just for this song! He practiced for 3 months.

  • YouTube Views: ~4.7 million
  • Spotify Streams: ~3.5 million

What Fans Say

“This is my favorite song from the show. It’s so beautiful and sad, and Santino’s tap dancing is just amazing.” – Reddit user.

“I never thought I’d cry over a song called ‘Settle For Me,’ but here we are.” – Twitter post.

3. You Stupid Bitch

Rebecca is mean to herself and calls herself names.

We all do this sometimes.

The song shows how we talk to ourselves.

It’s dark but real.

People love it; it makes them feel less alone.

  • YouTube Views: ~4.2 million
  • Spotify Streams: ~3.3 million

What Fans Say

“I’ve never felt so seen by a TV show before. This song is my inner monologue set to music.” – Reddit user.

“It’s dark, but it’s so cathartic. I sing it to myself when I’m feeling down, and it actually helps.” – YouTube comment.

4. A Boy Band Made Up of Four Joshes

Rebecca dreams about Josh.

In her dream, there are four Joshes.

They sing like a boy band and dance.

This shows how much she thinks about him.

It’s silly and fun.

  • YouTube Views: ~1.5 million
  • Spotify Streams: ~1 million

What Fans Say

“This is pure comedy gold. The choreography and the boy band tropes are spot on.” – Reddit user.

“I love how it pokes fun at boy bands but also shows how obsessed Rebecca is.” – YouTube comment.

5. I Have Friends

Rebecca tries to make friends.

She sings about having friends, but she’s trying too hard.

The song is peppy, but it’s also sad.

We see she’s lonely.

  • YouTube Views: ~1 million
  • Spotify Streams: ~900,000

What Fans Say

“This song is so peppy and catchy, but then you realize how sad it is. Rebecca just wants to belong.” – Reddit user.

“It’s the perfect song for anyone who’s ever felt lonely in a crowd.” – YouTube comment.

Season 2: Deeper Into the Rabbit Hole

Season_2_Deeper_Into_the_Rabbit_Hole

Season 2 made things worse for Rebecca.

She got crazier.

The songs got bigger.

They showed her losing control.

Fun Fact: Season 2 had the biggest music budget. They spent $50,000 on just one song!

1. The Math of Love Triangles

Rebecca likes two boys.

She tries to figure it out like math.

The song is like Marilyn Monroe.

It’s sexy but smart.

It shows how we make love too hard.

  • YouTube Views: ~2.1 million
  • Spotify Streams: ~1.8 million

What Fans Say

“If you’ve never seen the show and you watch only one song, make it this one. The song’s feeling rings true.” – Review quote.

“Peak Crazy Ex-Girlfriend – awkward, funny, and unexpectedly sweet.” – Fan review

Fun Fact: They used real math teachers to check all the math in this song!

2. Love Kernels

Rebecca looks for tiny signs of love.

Like popcorn kernels, the song seems like a music video.

It’s pretty but sad.

We all look for these small signs.

  • YouTube Views: ~1.3 million
  • Spotify Streams: ~1 million

What Fans Say

“Too many of us have been there: you love someone more than they love you, so you end up clinging to any scrap.” – Review quote.

“Love Kernels is one of my personal favorites.” – Fan review.

3. We Tapped That Ass

Greg and Josh both dated Rebecca.

They sing about it together.

It’s rude but funny.

The men are being mean.

But the song is catchy.

  • YouTube Views: ~1.8 million
  • Spotify Streams: ~1.2 million

What Fans Say

“If you’ve never seen the show and you watch only one song, make it this one.” – Review quote.

“We Tapped That Ass is peak Crazy Ex-Girlfriend.” – Fan review.

4. Let’s Have Intercourse

Nathaniel wants to sleep with Rebecca.

He sings about it.

The song is awkward.

But it’s also sweet.

He doesn’t know how to say it right.

  • YouTube Views: ~1.2 million
  • Spotify Streams: ~1 million

What Fans Say

“It’s awkward, funny, and unexpectedly sweet. Nathaniel’s vulnerability shines through his clumsy attempts.” – Review quote.

“I adored his character’s growth and evolution.” – Fan review.

5. Maybe This Dream

Paula is Rebecca’s friend.

She gets to sing a big song.

It’s like Disney movies.

Paula has a great voice.

The song is about hopes and dreams.

  • YouTube Views: ~900,000
  • Spotify Streams: ~850,000

What Fans Say

“Every pained grunt, every murmured aside is fresh and funny and manages to surprise.” – Review quote.

“I still love this song, and firmly believe it belongs in the show’s all-time greats.” – Fan review.

Season 3: Rock Bottom and Reckoning

Season_3_Rock_Bottom_and_Reckoning

Season 3 got serious.

Rebecca hit rock bottom, but she got help.

The songs showed real pain but also hope.

Fun Fact: The writers worked with real doctors to make sure the mental health parts were right.

1. It Was a Shit Show

Greg says goodbye to Rebecca and tells the truth: Their love was messy.

The song is sad but honest.

Sometimes, love doesn’t work.

  • YouTube Views: ~2.4 million
  • Spotify Streams: ~3 million

What Fans Say

“Greg’s heart-breaking ode to one-sided friendship is not only sweet but scarily relatable.” – Review quote.

“One of the show’s finest achievements at conveying deeply relatable human emotions.” – Fan review

2. Let’s Generalize About Men

The girls sing about all men.

They say all men are the same.

It’s funny.

But it also shows how we think in groups.

The song has good beats.

  • YouTube Views: ~2.3 million
  • Spotify Streams: ~1.8 million

What Fans Say

The song pokes serious fun at generalizing an entire gender while the girls are having so much fun.” – Review quote.

“It doesn’t go full ‘not all men’ because the girls are enjoying themselves.” – Fan review.

3. A Diagnosis

Rebecca finds out what’s wrong with her mind, and she’s happy to know.

The song is about getting help, and it shows that getting help is good.

  • YouTube Views: ~1.6 million
  • Spotify Streams: ~1.1 million

What Fans Say

“Songs like A Diagnosis normalize wanting answers as to who you are.” – Review quote.

“There are countless songs that help break the stigma of mental illness and mental health.” – Fan review.

4. The End of the Movie

A famous singer guests on the show.

He sings about real life.

Real life isn’t like movies.

Things don’t end neat and clean.

Life is messy.

  • YouTube Views: ~1.1 million
  • Spotify Streams: ~900,000

What Fans Say

“This song is one of the show’s wisest, lyrically… legit smart about the distinction between narrative and real life.” – Review quote.

“That’s not something you expect to get on The CW at 8:00 on a Friday night.” – Fan review.

5. I’m the Villain in My Own Story

Rebecca sees the truth.

She caused her problems.

She’s the bad guy in her story.

The song is big and dramatic, showing that she’s growing up.

  • YouTube Views: ~1.3 million
  • Spotify Streams: ~1 million

What Fans Say

“I’m The Villain in My Own Story is big and dramatic, showing Rebecca’s growth. – Review quote.

“The whole musical genre wouldn’t exist without animated Disney movies.” – Fan review.

Season 4: Growth and Resolution

Season_4_Growth_and_Resolution

The last season was about getting better.

Rebecca learned to be healthy.

The songs were more hopeful.

1. Anti-Depressants Are So Not a Big Deal

Rebecca takes pills for her mind.

The song says this is normal.

Many people take these pills, and there’s no shame in it.

The song is bright and happy.

Fun Fact: This song helped real people talk to their doctors about taking medicine for their minds.

  • YouTube Views: ~1.2 million
  • Spotify Streams: ~1 million

What Fans Say

“The song is so catchy and is great for helping reduce the stigma against anti-depressants.” – Review quote.

“The show’s characters look right into the camera and tell viewers they aren’t crazy about seeking help.” – Fan review.

2. Don’t Be a Lawyer

A side character sings about lawyers.

He says Don’t be one.

The job is bad.

The song is fun and bouncy.

It makes fun of office life.

  • YouTube Views: ~1.1 million
  • Spotify Streams: ~950,000

What Fans Say

“Don’t Be a Lawyer has touched a nerve suggests there’s at least some truth to the lyrics.” – Review quote.

“The writers love a good pun, and there are plenty here.” – Fan review.

3. Love’s Not a Game

This song is about real love.

Not game love.

Real love is hard work.

You have to be honest.

You have to grow up.

  • YouTube Views: ~900,000
  • Spotify Streams: ~800,000

What Fans Say

“Love’s Not a Game gets this one. From the beginning, Crazy Ex-Girlfriend has been deconstructing the romantic comedy.” – Review quote.

“It’s also a White Josh solo, which I forgot I wanted, so score!” – Fan review.

4. The Cringe

Rebecca sings about feeling bad about the past.

We all have moments we wish we could forget.

The song says this is normal.

We all cringe sometimes.

  • YouTube Views: ~800,000
  • Spotify Streams: ~700,000

What Fans Say

“Songs like The Cringe capture the universal feeling of embarrassment over past mistakes.” – Review quote.

“It makes viewers feel seen and less alone.” – Fan review.

5. Real Life Fighting is Awkward

Two people sing about real fights.

Real fights aren’t like movies.

They’re weird and messy. People don’t say the right things.

  • YouTube Views: ~650,000
  • Spotify Streams: ~600,000

What Fans Say

“The song nails how fights in real life are nothing like the movies.” – YouTube comment.

“Awkward, messy, and often more embarrassing than dramatic.” – Fan review

That’s a Wrap

These songs transcended mere comedy by revealing honest truths about human emotions.

They normalized being imperfect and struggling, perfectly mirroring Rebecca’s character development as both she and the music matured together.

The show demonstrated remarkable courage by addressing mental health topics that most television avoids.

It genuinely helped viewers by proving that audiences crave authentic storytelling that reflects their real experiences.

People want to see their actual feelings represented on screen, to simultaneously laugh and cry while connecting with genuine human struggles.

These musical numbers accomplished exactly that, elevating television by combining entertainment with emotional honesty for viewers seeking authentic representation.

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