25. "Where's Rebecca Bunch?" (season 3, episode 1)
I love the Beauty and the Beast "Belle" feel to this number and everyone's over-the-top accents. Ensemble numbers are some of my absolute favorites.
24. "Without Love You Can Save the World" (season 3, episode 9)
I picture less Hair and more 40 Year Old Virgin. Another stellar ensemble number.
23. "Friendtopia" (season 2, episode 6)
I've already declared my love for Heather, but let me also say that I love post-Josh Valencia. And I love their friend group (which at this point didn't include Paula yet). And, of course, I love this Spice Girls-esque song.
22. "Strip Away My Conscience" (season 3, episode 2)
Well, I automatically love anything influenced by Chicago, but combine that with Nathaniel—um, yes, please!!
21. "Settle for Me" (season 1, episode 4)
Original Greg is the only Greg. No offense to Skylar Astin, but Santino Fontana is the one and only true Greg. And this send-up of classic musicals is dreamy if a bit sad because Greg should never have to settle!!
20. "West Covina" (season 1, episode 1)
Ah, the musical number with the big pretzel that they showed in all those commercials. This is the song that made me think I might like this show. It's a big, splashy number, and like I said, it involves a giant pretzel. What's not to love? It really started the series off with a bang.
19. "Sports Analogies" (season 4, episode 10)
My favorite, Nathaniel, in a Rat Pack-esque duet with Josh? Yes, please. I love when they both have a drink and a cigarette in each hand. Dreamy.
18. "Textmergency" (season 1, episode 11)
Another hilarious hair band number. I love that the drummer is Ester Dean from the Pitch Perfect movies, and how they fight over if sending a regrettable text should be a "textmergency" or "textastrophe". So great.
17. "The Sexy Getting Ready Song" (season 1, episode 1)
Another iconic song from the first episode. And it's pretty much the truth about ladies getting ready to go out. I love that Nipsey Hussle is so horrified at the extent of what women go through that he calls it "nasty ass patriarchal bullshit" and has to go "apologize to some bitches". So, so great.
16. "Horny Angry Tango" (season 3, episode 10)
Ahhhhhh!!!! The chemistry between Nathaniel and Rebecca set to a tango!!!! Dammit, that's hot!!!!!!!
15. "Having a Few People Over" (season 1, episode 10)
This is a totally random, short piece of EDM nonsense, but I love it so. Again, Darryl is glorious, and this is the party where White Josh kisses him on the cheek. Swoon!
14. "We Should Definitely Not Have Sex Right Now" (season 2, episode 1)
This one gets stuck in my head all the time. It's kinda smooth jazz with an almost Sade-ishness to it. But yeah, ear worm.
13. "My Sperm Is Healthy" (season 3, episode 8)
Another Darryl Whitefeather gem. Sorta like Meghan Trainor's "Me Too", but about spooge. "My point is in a nutshell—each time I nut, I nut well"—no better lyrics in the world!
12. "Don't Be a Lawyer" (season 4, episode 3)
Why oh why did we not get more Jim songs in this show????? He is amazing!!!! This is some straight up post-New Edition Bobby Brown stuff here and it is GLORIOUS.
11. "Greg's Drinking Song" (season 2, episode 2)
A charming Irish drinking song about peeing your pants and having sex with bushes. I love, love, love the costumes—seriously, every single one of the already-very-attractive people in this video looks a million times hotter in these costumes.
10. "Period Sex" (season 2, episode 3)
The transition from Rebecca telling Josh life-changing news to suggesting they have period sex was fucking hilarious. I also love that this song keeps popping up throughout the series. It was super creepy when Trent sang it in episode 12 of season 3, but it was hilarious when Rebecca's mom Naomi did it in episode 10 of season 2. Oh Lord.
9. "We Tapped that Ass" (season 2, episode 4)
This is like a very adult version of the "Moses Supposes" number from Singin' in the Rain. I fucking love it.
8. "Let's Have Intercourse" (season 2, episode 11)
I didn't love this song at first. It felt too soft for a song about banging in an elevator, which I'm sure was part of the intended humor. It just felt weird for a dick like Nathaniel to sing such an Ed Sheeran-esque song. Of course, the lyrics are total asshole material—I am not on board with all of the mentions of Rebecca's weight. That shit doesn't fly with me. But, I did love their chemistry and because I'm 100% Team Nathaniel, this song grew on me the more I listened to it. I get it in my head quite often. I hope I never accidentally sing it out loud in public . . . .
7. "Love's Not a Game" (season 4, episode 16)
An amazing White Josh-led Guys and Dolls number. I love that everyone is taking bets on who Rebecca will end up with—and also when Josh will die. Ha!
6. "Gettin' Bi" (season 1, episode 14)
Darryl realizes he is "bothsexual" and announces it to his employees in the most Darryl way ever—a Huey Lewis style number. Fucking glorious.
5. "The Cringe" (season 4, episode 2)
I love, love, love the gals' skeleton dresses in this video!!!! And I love the fact that it takes place on Halloween in a graveyard and has a bit of a "Monster Mash" feel to it. And it marks the return of Patton Oswalt as the weird ass graveyard security guard, J. Castleman.
4. "Let's Generalize About Men" (season 3, episode 1)
I want their outfits sooooo bad. I love this early 80s girl group man-bashing number. The last line always kills me.
3. "I Could If I Wanted To" (season 1, episode 16)
Oh, OG Greg. This is such an amazing alt-rock song. I would listen to it even if it weren't from this show.
Original Greg is the only Greg. No offense to Skylar Astin, but Santino Fontana is the one and only true Greg. And this send-up of classic musicals is dreamy if a bit sad because Greg should never have to settle!!
20. "West Covina" (season 1, episode 1)
Ah, the musical number with the big pretzel that they showed in all those commercials. This is the song that made me think I might like this show. It's a big, splashy number, and like I said, it involves a giant pretzel. What's not to love? It really started the series off with a bang.
19. "Sports Analogies" (season 4, episode 10)
My favorite, Nathaniel, in a Rat Pack-esque duet with Josh? Yes, please. I love when they both have a drink and a cigarette in each hand. Dreamy.
18. "Textmergency" (season 1, episode 11)
Another hilarious hair band number. I love that the drummer is Ester Dean from the Pitch Perfect movies, and how they fight over if sending a regrettable text should be a "textmergency" or "textastrophe". So great.
17. "The Sexy Getting Ready Song" (season 1, episode 1)
Another iconic song from the first episode. And it's pretty much the truth about ladies getting ready to go out. I love that Nipsey Hussle is so horrified at the extent of what women go through that he calls it "nasty ass patriarchal bullshit" and has to go "apologize to some bitches". So, so great.
16. "Horny Angry Tango" (season 3, episode 10)
Ahhhhhh!!!! The chemistry between Nathaniel and Rebecca set to a tango!!!! Dammit, that's hot!!!!!!!
15. "Having a Few People Over" (season 1, episode 10)
This is a totally random, short piece of EDM nonsense, but I love it so. Again, Darryl is glorious, and this is the party where White Josh kisses him on the cheek. Swoon!
14. "We Should Definitely Not Have Sex Right Now" (season 2, episode 1)
This one gets stuck in my head all the time. It's kinda smooth jazz with an almost Sade-ishness to it. But yeah, ear worm.
13. "My Sperm Is Healthy" (season 3, episode 8)
Another Darryl Whitefeather gem. Sorta like Meghan Trainor's "Me Too", but about spooge. "My point is in a nutshell—each time I nut, I nut well"—no better lyrics in the world!
12. "Don't Be a Lawyer" (season 4, episode 3)
Why oh why did we not get more Jim songs in this show????? He is amazing!!!! This is some straight up post-New Edition Bobby Brown stuff here and it is GLORIOUS.
11. "Greg's Drinking Song" (season 2, episode 2)
A charming Irish drinking song about peeing your pants and having sex with bushes. I love, love, love the costumes—seriously, every single one of the already-very-attractive people in this video looks a million times hotter in these costumes.
10. "Period Sex" (season 2, episode 3)
The transition from Rebecca telling Josh life-changing news to suggesting they have period sex was fucking hilarious. I also love that this song keeps popping up throughout the series. It was super creepy when Trent sang it in episode 12 of season 3, but it was hilarious when Rebecca's mom Naomi did it in episode 10 of season 2. Oh Lord.
9. "We Tapped that Ass" (season 2, episode 4)
This is like a very adult version of the "Moses Supposes" number from Singin' in the Rain. I fucking love it.
8. "Let's Have Intercourse" (season 2, episode 11)
I didn't love this song at first. It felt too soft for a song about banging in an elevator, which I'm sure was part of the intended humor. It just felt weird for a dick like Nathaniel to sing such an Ed Sheeran-esque song. Of course, the lyrics are total asshole material—I am not on board with all of the mentions of Rebecca's weight. That shit doesn't fly with me. But, I did love their chemistry and because I'm 100% Team Nathaniel, this song grew on me the more I listened to it. I get it in my head quite often. I hope I never accidentally sing it out loud in public . . . .
7. "Love's Not a Game" (season 4, episode 16)
An amazing White Josh-led Guys and Dolls number. I love that everyone is taking bets on who Rebecca will end up with—and also when Josh will die. Ha!
6. "Gettin' Bi" (season 1, episode 14)
Darryl realizes he is "bothsexual" and announces it to his employees in the most Darryl way ever—a Huey Lewis style number. Fucking glorious.
5. "The Cringe" (season 4, episode 2)
I love, love, love the gals' skeleton dresses in this video!!!! And I love the fact that it takes place on Halloween in a graveyard and has a bit of a "Monster Mash" feel to it. And it marks the return of Patton Oswalt as the weird ass graveyard security guard, J. Castleman.
I want their outfits sooooo bad. I love this early 80s girl group man-bashing number. The last line always kills me.
3. "I Could If I Wanted To" (season 1, episode 16)
Oh, OG Greg. This is such an amazing alt-rock song. I would listen to it even if it weren't from this show.
2. Fit Hot Guys Have Problems Too" (season 3, episode 9)
I will never, ever complain about seeing Nathaniel strip most of his clothes off and ugly cry while go-go dancing. And the Joshes too, for that matter. This song also gets stuck in my head a lot.
1. "Santa Ana Winds" (season 2, episode 11)
And now we come to my most favorite of favorites. I adore the Frankie Valli style singing from former Jersey Boys actor, Eric Michael Roy. As this Observer article says, "The Santa Ana Winds Guy From 'Crazy-Ex Girlfriend' Can Get It." Yes, yes he can. That suit. Oh my. The lyrics are funny and catchy. At the end, there's a reprise of Rebecca's "You Stupid Bitch" song from season 1. But my favorite thing is that this song ushers in the Rebecca/Nathaniel chemistry. I cannot get enough of this episode or this song—truly my favorites!
And now we come to my most favorite of favorites. I adore the Frankie Valli style singing from former Jersey Boys actor, Eric Michael Roy. As this Observer article says, "The Santa Ana Winds Guy From 'Crazy-Ex Girlfriend' Can Get It." Yes, yes he can. That suit. Oh my. The lyrics are funny and catchy. At the end, there's a reprise of Rebecca's "You Stupid Bitch" song from season 1. But my favorite thing is that this song ushers in the Rebecca/Nathaniel chemistry. I cannot get enough of this episode or this song—truly my favorites!
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I originally posted this on June 11, 2020, but after some further consideration (and an almost complete re-watch of the series), I decided to make some changes. "Fit Hot Guys Have Problems Too" was moved from #4 to #2 because I simply could not get it out of my head. "What a Rush to Be a Bride" was previously at #25, but I removed it to include "Where's Rebecca Bunch?". "I'm Not Sad You're Sad" was at #24, but "Without Love You Can Save the World" took its place. And, "Man Nap" at #22 made way for "Strip Away My Conscience".
