Roy Orbison, with his signature dark sunglasses and hauntingly beautiful voice, remains one of the most iconic figures in the history of rock and roll. His unmatched ability to blend emotion with melody created timeless hits that have resonated with generations of listeners. From heart-wrenching ballads to upbeat rock anthems, Orbison’s catalog is filled with songs that uniquely capture the spectrum of human emotions—love, longing, heartbreak, and euphoria. His distinctive operatic voice, infused with vulnerability and power, made him a standout in the 1960s, and his influence continues to shape artists today.
In this article, we dive deep into Orbison’s top 10 most popular songs of all time, revisiting the tracks that not only defined his career but also left an indelible mark on music history. Whether you’re a lifelong fan or discovering his music for the first time, these songs capture the essence of Roy Orbison’s genius. So sit back, relax, and prepare to take a journey through the timeless hits of a true legend—where every note tells a story and each lyric pulls at the heartstrings. Let’s explore the unforgettable masterpieces that made Roy Orbison an enduring musical icon.
1. “Oh, Pretty Woman” (1964)
In 1964, Roy Orbison released “Oh, Pretty Woman,” a song that would become the crown jewel of his career. With its instantly recognizable guitar riff and infectious rhythm, this track shot to No. 1 on the Billboard Hot 100, capturing the hearts of listeners everywhere. The lyrics narrate a chance encounter with a stunning woman strolling down the street, filled with admiration and longing. Orbison’s smooth, powerful vocals add depth and charm, making it easy for anyone to feel the emotions he conveys. Beyond its commercial success, “Oh, Pretty Woman” has permeated popular culture, featured in countless films and television shows. Its timeless appeal has inspired countless covers, ensuring that the song remains a staple in the landscape of rock and roll. The catchy melody and relatable themes of attraction and desire resonate with audiences, transcending generations. Even decades later, the song continues to spark joy and nostalgia, reminding us of the simple yet profound beauty of a fleeting moment. Orbison’s mastery of blending pop sensibilities with heartfelt storytelling in this track solidified his place in music history, making “Oh, Pretty Woman” an unforgettable anthem of love and longing that endures to this day.
2. “Crying” (1961)
Released in 1961, “Crying” is a poignant ballad that showcases Roy Orbison’s extraordinary ability to express deep heartbreak through his music. With a haunting melody and orchestral arrangement, the song captures the essence of sorrow and regret as it tells the story of a man encountering a former lover, only to be overwhelmed by feelings of loss. Orbison’s soaring vocals, especially in the climactic crescendo, evoke an emotional intensity that leaves listeners spellbound. The way he conveys the pain of unrequited love and longing is nothing short of breathtaking, and his emotional delivery has made this song a lasting classic. The raw vulnerability in his voice resonates with anyone who has experienced heartbreak, establishing “Crying” as one of Orbison’s signature tracks. It climbed to No. 2 on the Billboard Hot 100, further solidifying his status as a masterful artist. The song gained renewed acclaim when Orbison re-recorded it as a duet with k.d. lang in 1987, introducing it to a new generation. This timeless piece transcends its era, demonstrating the universality of heartache and the power of music to articulate complex emotions, ensuring that “Crying” remains a beloved staple in the annals of music history.
3. “Only the Lonely” (1960)
When Roy Orbison released “Only the Lonely” in 1960, he catapulted himself into the limelight, solidifying his reputation as a pioneer of emotional ballads. This haunting song features sweeping orchestration and a dramatic vocal delivery that showcases Orbison’s unique blend of rock and operatic elements. The lyrics capture the essence of loneliness, as Orbison’s quivering falsetto in the chorus paints a vivid picture of heartache and vulnerability. The song reached No. 2 on the Billboard Hot 100, instantly captivating listeners with its melancholic yet beautiful sound. The arrangement combines rich strings with a driving rhythm, creating a backdrop that enhances the emotional weight of Orbison’s performance. As he expresses feelings of longing and despair, listeners are drawn into his world, feeling every note deeply. “Only the Lonely” exemplifies Orbison’s ability to transform personal sorrow into universal themes of love and loss, making it a quintessential example of his artistry. Its timeless quality ensures that it remains a favorite among fans, serving as a reminder of the power of music to evoke profound emotions. The song is not just a highlight of Orbison’s career; it also stands as a testament to the enduring impact of heartfelt storytelling in song.
4. “In Dreams” (1963)
“In Dreams,” released in 1963, is one of Roy Orbison’s most captivating and cinematic songs, showcasing his unique ability to blend rich storytelling with ethereal melodies. The track begins softly, resembling a lullaby, before building into a powerful orchestral crescendo that captures the listener’s imagination. The lyrics depict a narrator dreaming of being with the one he loves, only to awaken to the painful reality of their absence. This juxtaposition of dream and reality imbues the song with a poignant sense of longing. Orbison’s tender vocal performance adds emotional depth, allowing listeners to feel the heartache of unfulfilled love. The lush orchestration complements his vocals perfectly, creating a soundscape that feels both haunting and beautiful. “In Dreams” has earned its place in pop culture, most notably through its inclusion in David Lynch’s film *Blue Velvet*, where its surreal qualities were expertly highlighted. The song lingers long after it finishes, a testament to Orbison’s storytelling prowess and his ability to evoke deep emotions through music. “In Dreams” remains a cherished classic, illustrating the timelessness of love and longing that resonates across generations, solidifying its place as one of Orbison’s standout tracks.
5. “Blue Bayou” (1963)
In 1963, Roy Orbison released “Blue Bayou,” a beautifully melancholic song that transports listeners to a dreamlike state, evoking feelings of nostalgia and yearning. With its gentle, swaying rhythm and Orbison’s soothing voice, the song paints vivid images of peaceful waters and longing for a simpler life. Though it may not possess the dramatic flair of some of his other hits, “Blue Bayou” has a timeless quality that resonates deeply with audiences. Orbison’s heartfelt delivery conveys a sense of vulnerability, inviting listeners to reflect on their own experiences of longing and loss. Linda Ronstadt famously covered the song in 1977, reaching No. 3 on the Billboard Hot 100, yet Orbison’s original remains the definitive version. The song exemplifies his exceptional talent for evoking deep emotions with apparent ease, showcasing a more introspective side of his artistry. Its gentle melody and poignant lyrics continue to resonate with fans, making it a beloved classic. “Blue Bayou” stands as a testament to Orbison’s ability to capture the essence of longing and nostalgia, reminding us of the beauty of reflection and the simplicity of heartfelt music. This enduring track showcases why Orbison remains a revered figure in the world of music.
6. “You Got It” (1989)
“You Got It,” released posthumously in 1989, marked a remarkable comeback for Roy Orbison, who had become a music icon by this point. Co-written by Orbison, Jeff Lynne, and Tom Petty, this song brilliantly combines classic Orbison vocals with a modern pop-rock sound, creating an instant hit. Upon its release, “You Got It” climbed to No. 9 on the Billboard Hot 100, reaffirming Orbison’s timeless appeal even years after his initial rise to fame. The lyrics express unwavering devotion and love, and Orbison delivers them with a sincerity and emotional weight that only he could convey. The song’s catchy melody and heartfelt message resonated with listeners, cementing its status as a beloved anthem for fans old and new. This track serves as a beautiful reminder of Orbison’s enduring talent and the power of his voice, encapsulating the essence of love in a way that feels both genuine and relatable. “You Got It” stands out as a significant moment in Orbison’s legacy, showcasing his ability to evolve while remaining true to his roots. This triumphant return continues to inspire and move audiences, proving that Roy Orbison’s music is truly timeless and universal.
7. “Running Scared” (1961)
“Running Scared,” released in 1961, is a dramatic ballad that showcases Roy Orbison’s operatic vocal range and his remarkable storytelling abilities. The song builds slowly, drawing listeners into a tale filled with tension and emotion as Orbison recounts the fear of losing his lover to a romantic rival. The suspense mounts throughout the track, culminating in a breathtaking final note where Orbison holds a high pitch that leaves listeners in awe. This powerful delivery emphasizes the desperation and heartache expressed in the lyrics, making “Running Scared” a memorable entry in his illustrious career. The song reached No. 1 on the Billboard Hot 100, further solidifying Orbison’s status as a music icon. Its cinematic quality, enhanced by a lush arrangement, creates a vivid emotional landscape that resonates deeply. Orbison’s ability to convey complex feelings through his music is evident, allowing listeners to connect with the narrative on a personal level. “Running Scared” remains one of Orbison’s standout tracks, celebrated for its emotional depth and vocal intensity. The combination of suspenseful storytelling and striking melodies makes it a timeless classic, showcasing the incredible artistry that defines Roy Orbison’s enduring legacy.
8. “It’s Over” (1964)
Released in 1964, “It’s Over” is one of Roy Orbison’s most heart-wrenching songs, showcasing his vocal prowess and emotional depth. The track narrates the painful end of a relationship, and Orbison’s powerful voice soars above a dramatic orchestral arrangement, amplifying the feelings of despair and finality. His ability to convey such profound sorrow through music is extraordinary, and every note feels infused with genuine heartbreak. “It’s Over” reached No. 9 on the Billboard Hot 100, demonstrating its widespread appeal and the universal themes of love and loss it embodies. The song’s blend of operatic flair and raw emotion sets it apart, making it a defining piece in Orbison’s catalog. Listeners can feel the weight of the lyrics as they explore themes of regret and acceptance, making it relatable for anyone who has faced the end of a relationship. The haunting melody lingers long after the song concludes, a testament
to Orbison’s gift for storytelling through music. “It’s Over” remains one of his most enduring tracks, illustrating his mastery in transforming personal anguish into art that resonates with audiences across generations.
9. “Dream Baby (How Long Must I Dream)” (1962)
“Dream Baby (How Long Must I Dream),” released in 1962, marks a vibrant and upbeat entry in Roy Orbison’s discography, showcasing his versatility as an artist. This rockabilly track features a driving rhythm and catchy melody that quickly grabs listeners’ attention, offering a lively contrast to some of his more somber ballads. Despite its cheerful sound, the lyrics convey themes of yearning and unfulfilled desire—an emotional complexity that Orbison masterfully balances. The juxtaposition of upbeat music with poignant lyrics highlights his unique ability to blend different musical styles while maintaining an authentic emotional core. The song reached No. 4 on the Billboard Hot 100, further solidifying Orbison’s status in the pop music scene. Its infectious energy and classic rock and roll sound continue to resonate with fans, making it a favorite at live performances and on playlists. “Dream Baby” captures the essence of youthful optimism and longing, inviting listeners to sing along and share in the joy of the moment. This track stands as a testament to Orbison’s incredible range as a musician, proving that he could craft songs that were not only meaningful but also fun and engaging for all audiences.
10. “Love Hurts” (1961)
Roy Orbison’s rendition of “Love Hurts,” released in 1961, remains one of the earliest and most memorable versions of this classic song. While it didn’t reach the same commercial heights as some of his other hits, Orbison’s heartfelt performance resonates deeply, capturing the essence of lost love in a way that few artists can replicate. The simple yet poignant lyrics combined with his plaintive, emotive voice create an emotional experience that lingers long after the song ends. Orbison’s interpretation brings a raw vulnerability to the piece, allowing listeners to connect with the universal themes of heartache and longing. Over the years, “Love Hurts” has been covered by many artists, but Orbison’s version is often regarded as one of the most stirring interpretations. The song has since become a classic, appreciated for its ability to evoke genuine emotion. With every note, Orbison encapsulates the pain of love, making it relatable to anyone who has experienced the highs and lows of romance. This timeless track showcases why Roy Orbison remains a beloved figure in music history, highlighting his extraordinary talent for translating personal sorrow into universal art that resonates across generations.
Edward Tomlin is a frequent contributor to Singers Room. Since 2005, Singersroom has been the voice of R&B around the world. Connect with us via social media below.
