Break, Breaking, or Broken: 5 Gems features songs by Elton John & Kiki Dee, Juice Newton, Sabrina Carpenter, Taylor Swift, and Whitney Houston.
It’s giving three words: break, breaking, or broken. That is what this bite-sized playlist, Break, Breaking, or Broken: 5 Gems, comes down to. And, technically, all five songs feature different words… break, breaking, breaks, broke, and broken. Anyways, Break, Breaking, or Broken: 5 Gems features songs by Elton John & Kiki Dee, Juice Newton, Sabrina Carpenter, Taylor Swift, and Whitney Houston. So, without overthinking things, let’s dive into the utter brokenness, shall we?!

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1. Sabrina Carpenter, “We Almost Broke Up Again Last Night”
Man’s Best Friend » Island » 2025
Like many Sabrina Carpenter songs, there are blunt and humorous moments, as evidenced by the first verse. The innuendo is on point, too: “We almost / Got so close.” Those lyrics, from the post-chorus, reference that almost break up, and, of course, sex itself 😏. In the second verse, Carpenter shares her reluctance to end it, singing, “When I reach to pull the plug / I swear he starts working out.” She adds, “I know how it looks, I know how it sounds / Least we’ll give ‘em something to talk about.” That’s for damn sure! Other highlights lyrically include the bridge, where they aren’t perfect yet don’t appear to be quitting each other, and the centerpiece, the chorus:
“All the ‘I love yous’ and ‘I’m sorry’s’ were said
We had our sex and then we made amends, that’s right
Called it a false alarm to all of our friends
Then we almost broke up again last night.”
Beyond the striking lyrics, Carpenter delivers a nuanced and respectable vocal performance. She marvelously brings those tuneful melodies alive, particularly when she ascends into her upper register. During the outro, she’s on fire as she informs us, “Gave me his whole heart, then I gave him head and then…” Ooh-wee! The musical accompaniment is sweet, particularly the drums, acoustic guitar, keys, and lush strings, which provide fuel for the non-breakup and Sabrina’s fire. There’s also a modulation that amplifies intensity. “We Almost Broke Up Again Last Night” marks one of many bright spots from Man’s Best Friend.
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2. Taylor Swift, “My Boy Only Breaks His Favorite Toys”
THE TORTURED POETS DEPARTMENT: THE ANTHOLOGY » Taylor Swift » 2024
“My boy (My boy), only breaks his favorite toys, toys, oh
I’m queen (I’m queen), of sand castles he destroys, oh, oh
‘Cause I knew too much, there was danger in the heat of my touch
He saw forever, so he smashed it up, oh, oh
My boy (My boy), only breaks his favorite toys, toys, oh.”
The lyrics are thought-provoking – revelatory. Her ex-boyfriend broke things off because of commitment issues for whatever reason. Swift provides a sound vocal, while the production alongside Jack Antonoff is pleasant, though nothing game changing. Ultimately, “My Boy Only Breaks His Favorite Toys” marks one of the better moments from THE TORTURED POETS DEPARTMENT: THE ANTHOLOGY.
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3.Whitney Houston, “Where Do Broken Hearts Go”
Whitney » Arista » 1987
In the second verse, Houston continues to address this love situation. “And what we have is so much more / Than we ever had before / And no matter how I try / You’re always on my mind.” Why is he always on her mind? She still loves him despite breaking up. It leads to the centerpiece, the epic, memorable chorus:
“Where do broken hearts go?
Can they find their way home
Back to the open arms
Of a love that’s waiting there?
And if somebody loves you
Won’t they always love you?
I look in your eyes
And I know that you still care, for me.”
Besides memorable, tuneful, and relatable songwriting, the voice is nothing short of remarkable – utterly stupendous. This is Whitney Houston at her best, delivering a big, adult contemporary R&B ballad. Her tone is gorgeous, and the nuances are exemplary. Basically, she hits all the right notes and more! The supporting instrumental is elite too – tailor-made for her. What more is there to be said? “Where Do Broken Hearts Go” speaks for itself. Another triumph from an artist who had no shortage of them.

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4. Juice Newton, “Break It To Me Gently”
Quiet Lies » Capitol Records Nashville » 1981
What initially stands out about “Break It To Me Gently” is its celestial, full-fledged, and robust sound. This song features a gorgeous, top-notch arrangement and production. The strings soar, filled with emotion, adding drama and intensity. The keys are warm, while the electric guitar is ripe. There is also the acoustic guitar, which gives “Break” just the right amount of folky, country-western flavor. “Break” is a big, powerful song that oozes with soul and possesses plenty of pop sensibilities. Juice Newton eats vocally (leaving no crumbs), bringing the countrification to the track. Her tone is beautiful, while her performance is nuanced, potent, and powerful. She superbly brings the melodies to life, which are nothing short of radiant. Likewise, she brings out the text, aka lyrics.
“And break it to me gently, give me time
Oh, give me a little time to ease the pain
If you must go, then go slowly
‘Cause I’ll never love again.”
Hopefully, not loving again is not the case, Juice. But, love can be nothing short of arduous, unfortunately. Do you know what’s not arduous? Listening to “Break It To Me Gently”, of course! In the hands of the gifted Juice Newton, this cover (🤯) sounds utterly sublime.
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5. Elton John & Kiki Dee, “Don’t Go Breaking My Heart”
Rock Of The Westies » Mercury » 1975
To reiterate, both Elton John and Kiki Dee ‘bring it’ in the vocal department. They sing superbly separately, and ‘strike gold’ when they sing together. Beyond the playful verses, the two sections that shine brightest are the pre-chorus and the chorus. “Ooh, nobody knows it / When I was down, I was your clown,” they sing, respectively, continuing, “Ooh, nobody knows it (Nobody knows it) / Right from the start, I gave you my heart / Oh, I gave you my heart.” Of course, the centerpiece is the chorus, in all its catchy, titular glory!
“Don’t go breaking my heart
I won’t go breaking your heart
Don’t go breaking my heart.”
Beyond the singing and songwriting, the music is ear-catching. The orchestration, particularly the strings, is lovely. The production is well-rounded. The tightness of the rhythm section is a selling point (drums, percussion, bass, and guitar). Ultimately, Elton John and Kiki Dee made a duet for the ages with “Don’t Go Breaking My Heart”.
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5 Gems (2026) |
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| Almost: 5 Gems No. 1 | Alone: 5 Gems No. 2 | Am: 5 Gems No. 3 |
| Big: 5 Gems No. 4 | Break, Breaking, or Broken: 5 Gems No. 5 | Can’t!: 5 Gems No. 6 |

~ Table of Contents ~ » ~ intro ~
Break or Broken: 5 Gems No. 5 (2026) [📷: Brent Faulkner / The Musical Hype; Arista, Capitol Records Nashville, Island, Mercury, Taylor Swift; (El Caminante),Gordon Johnson, OpenClipart-Vectors from Pixabay] |
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