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No. 5 Is “Young Boy”
At No. 5 is Paul McCartney’s “Young Boy.”
Released as a single in the UK on April 28, 1997, “Young Boy” was included on the album Flaming Pie, released on May 5 of the same year. It was the first UK single issued ahead of the album and reached No. 19 on the UK Singles Chart.
Flaming Pie was created after Paul had been deeply involved in the Beatles’ Anthology project. Paul later explained that the experience reminded him of the standards the four Beatles had once demanded of their own songs, and he brought that awareness into the making of this album.

Yet there is nothing heavy or self-important about “Young Boy,” the song that opened the door to the album.
He wants to fall in love, but he has no idea how to find the right person. Paul turns that very ordinary uncertainty of youth into an irresistibly light-footed pop song.
Interpretive Translation
I want to find love, but no one can tell me how. No one can lead me by the hand—I have to go out and find it for myself. There is no need to rush. If I keep moving forward, perhaps love will one day find its way to me. Until then, I simply have to keep walking on my own two feet.
First, Listen to the Official YouTube Videos
Common Credits
Song: Young Boy
Artist: Paul McCartney
Written by: Paul McCartney
Album: Flaming Pie (1997)
Promotional videos produced: 1997
Published on the official Paul McCartney YouTube channel
🎬 Official Music Video ① Geoff Wonfor Version Director: Geoff Wonfor Filmed: February 1997 Main locations: Hog Hill Mill / around Hastings, Sussex, England 📝 Two-Line Commentary The first official promotional video, filmed at Paul’s studio and around Sussex. Its close, informal view of Paul captures the relaxed atmosphere surrounding the Flaming Pie period.
🎬 Official Music Video ② Alistair Donald Version Director: Alistair Donald Produced: 1997 Main locations: The Mugello region of Italy and other locations 📝 Two-Line Commentary The second official promotional video incorporates footage from a period when Paul and his family were vacationing in Italy. Its open landscapes and surfing scenes perfectly complement the youthful energy of “Young Boy.”
A Song About the Moment Before Love Begins
The young man in “Young Boy” does not yet have a girlfriend. He has not suffered a broken heart, nor is he trying to confess his feelings to someone he already loves. He is standing at an even earlier stage, wondering, “How am I ever going to meet someone who is right for me?”

Many love songs begin with a “you” already in the picture. This one begins a step earlier. Rather than describing love itself, Paul captures the uncertainty of the period when someone has only just begun searching for it.
No One Else Can Give Him the Answer
Nor does the song suggest that the problem can be solved simply by someone stepping in to help the young man.
Others can offer advice, but only he can decide whom to love and what kind of relationship to build. At the heart of the song is the idea that he has to discover the answer through his own experience.
It Began as “Poor Boy”
“Young Boy” was born on August 18, 1994. Paul was visiting the Long Island home of chef Pierre Franey in New York. While Linda was cooking, Paul picked up a guitar in another room and began writing a song.
The phrase that first came to him was not “Young Boy,” but “Poor Boy.”
Paul then realized that “Poor Boy” reminded him of an old Elvis Presley song and that the phrase carried too many other associations. So he changed “Poor” to “Young.”

One Word Changed the Way We See the Character
I think that single-word change makes a significant difference. “Poor Boy” immediately colors the character as someone unfortunate or pitiable. “Young Boy,” by contrast, simply tells us that he is young and does not yet know the answer.
He is not a young man who cannot find love, but a young man who has yet to find it. Changing the title naturally helped shape the song’s brighter character.
Paul Remembered the Same Uncertainty
Speaking about the song, Paul said that he thought about young people around him while also remembering his own younger days.
There are countless people in the world. How do you find the one person who is right for you among all of them? Paul recalled having wondered about the same thing when he was young.
That is why “Young Boy” feels grounded in something more personal than an older songwriter simply observing youth from the outside. Paul had once stood in the same place himself, and that experience allows him to look at the young man without mocking him or worrying excessively about him.

The Light, Lively Sound Paul Created with Steve Miller
A Musical Connection Dating Back to 1969
Recording began on February 22, 1995, at Steve Miller’s home studio in Sun Valley, Idaho. The initial tracks were recorded there, with further work later carried out at Paul’s Hog Hill Mill studio before the song was completed.
Paul and Miller already had a long history together. Their first collaboration came in 1969, when a Beatles session broke down for the night. Paul joined Miller in the studio and played drums, bass, guitar and other instruments on “My Dark Hour.”
The two met again in 1993 at an Earth Day concert at the Hollywood Bowl in Los Angeles. Once Paul had written “Young Boy,” he contacted Miller and suggested that they record together.
Two Musicians Creating the Sound of a Full Band
On the recording, Paul handled lead vocals, acoustic guitar, bass, drums and Hammond organ. Steve Miller contributed electric guitar, rhythm guitar and backing vocals.
It may be a small lineup in terms of numbers, but the performance never feels lacking. Paul builds the rhythmic foundation, while Miller’s guitars enter around it and bring the track vividly to life.

The Drums Keep Everything Moving Forward
The drumming in particular is not technically elaborate. Even so, it maintains a steady momentum and keeps pushing the song forward. Combined with the crisp acoustic guitar and buoyant bass, it creates a youthful sense of motion perfectly suited to the title “Young Boy.”
An Adult Perspective Beneath the Brightness
What strikes me first about this song is not the young man’s uncertainty, but its brightness. The guitars move lightly and Paul’s vocal never becomes overly serious.
He is searching for love and has yet to find it. That premise could easily have been turned into something far more anguished. Paul, however, refuses to make the young man a tragic figure.
He has not found love yet.
But that does not mean he has failed—it simply has not begun yet.
A Perspective Paul Could Bring at 52
Paul was 52 when the song was recorded in 1995. Rather than pretending to be the young man himself, he sounds like someone who remembers having once stood in the same place and is now watching from a little farther away.
No one else can experience love for you, and sometimes finding it takes time. Because Paul already understands that, the song neither pressures its young protagonist nor treats his situation pessimistically.

Where Paul Stood on Flaming Pie
Rediscovering Something After Anthology
Any discussion of Flaming Pie has to take into account the Beatles’ Anthology project, in which Paul had been deeply involved immediately beforehand.
As he revisited the Beatles’ recordings with George Harrison and Ringo Starr and participated in the creation of “Free As A Bird” and “Real Love,” Paul was reminded of the standards that had guided the Beatles’ songwriting.
That does not mean Flaming Pie was an attempt to recreate the Beatles’ sound. As Paul’s official website has described, the album developed in a much more spontaneous way, with songs taking shape naturally in a variety of locations.
Not Returning to the Past, but Rediscovering the Instinct to Write
“Young Boy” is a good example. The song began almost casually while Paul was playing guitar on Long Island, and a few months later he flew to Idaho to record it with his old friend Steve Miller.
Instead of overthinking the process, he simply turned a song he liked into a recording. That sense of creative freedom can be heard in the finished track.
Why I Ranked It No. 5

“Young Boy” probably would not be the first title that comes to mind if someone asked for a handful of Paul McCartney’s signature songs. Even its UK chart peak of No. 19 is hardly exceptional when measured against the enormous success of his career.
Even so, I placed it here at No. 5.
The reason is that I can hear Paul’s effortless instinct for creating a pop song almost directly in the music itself.
Paul McCartney in 3 Minutes and 54 Seconds
The subject is simply “a young man looking for love.” The structure is concise, the melody immediately catches the ear, and the rhythm bounces along. Add Steve Miller’s guitar and, within 3 minutes and 54 seconds, an entire little world has been created.
Yet repeated listening reveals another side.
Beneath the bright pop surface lies the thought that “meeting another person is something you ultimately have to experience for yourself.”
Paul never overexplains the idea. He simply lets it remain inside an enjoyable pop song. That quality is exactly why I like “Young Boy” enough to place it this high in my ranking.
In Closing—Before He Has Met Anyone
Paul never tells us what kind of person the young man in “Young Boy” eventually meets.
The song does not end at the moment love is fulfilled. He has not met anyone yet. But he has begun looking. That is where the song leaves him.
For that reason, the absence of a conventional ending never feels incomplete. What the young man needs is not an answer handed to him, but the time to discover one through his own experience.

Paul, now in his fifties, did not wrap that young man’s uncertainty in a solemn lesson about life. He turned it into a buoyant guitar-driven pop song.
For me, “Young Boy” is not so much a song about youth itself as a song in which an adult who remembers what youth felt like looks warmly toward someone still standing at its threshold.

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