Stephen Colbert Unites Lord of the Rings Cast and Rap Stars for Epic 20th Anniversary Celebration

Celebrating a beloved cinematic milestone with a dash of humor, genuine fandom, and an unexpected lineup of stars, Stephen Colbert recently orchestrated an unforgettable tribute to one of the greatest fantasy trilogies of all time. As a devout admirer of J.R.R. Tolkien’s Middle-earth and Peter Jackson’s iconic film adaptation, “The Lord of the Rings,” Colbert leveraged his platform on “The Late Show” to commemorate the 20th anniversary of the franchise’s big-screen debut. This wasn’t just any ordinary celebration; it was a star-studded rap anthem, uniting original cast members with renowned hip-hop artists and famous fans, all orchestrated by a host whose passion for the Rings saga is legendary.

It’s truly astonishing to reflect on two decades since J.R.R. Tolkien’s magnificent classic series, The Lord of the Rings, first graced the silver screen. The journey of Frodo Baggins, the Fellowship, and the battle for Middle-earth captivated audiences worldwide, setting new benchmarks for epic fantasy filmmaking. Stephen Colbert, 57, has long been recognized as an ardent and knowledgeable fan of Peter Jackson’s monumental movie adaptation of these revered fantasy novels. Understanding the profound cultural impact and personal significance of this milestone, Colbert couldn’t let the occasion pass without a spectacular acknowledgment. He meticulously penned an original rap song to mark the impending 20th anniversary of the first film, The Lord of the Rings: The Fellowship of the Ring, which officially premiered on December 19. His elaborate celebration unfolded on The Late Show on Wednesday, December 15, bringing together an extraordinary collection of talent to honor the films that have touched millions of hearts.

Before diving headfirst into his musical tribute, Stephen Colbert set the stage with characteristic wit and a touch of mock lament. He announced that The Late Show would be taking its traditional holiday break the following week, a timing conflict that, to a true devotee like Colbert, was a source of playful frustration. “I won’t be on the air next week to celebrate the 20th anniversary of The Lord of the Rings: The Fellowship of the Ring, which also happens to be the 20th anniversary of me not shutting up about The Lord of the Rings: The Fellowship of the Ring,” he quipped, perfectly encapsulating his well-documented obsession. The charismatic host of The Late Show effusively praised LOTR, unequivocally declaring it his “favorite film series of all time.” He then humorously pondered why this cinematic masterpiece wasn’t receiving a similar grand-scale anniversary treatment as another iconic fantasy franchise, Harry Potter. The Wizarding World saga was slated for a highly anticipated cast reunion special on HBO Max on New Year’s Day. With a twinkle in his eye, Colbert delivered a classic, understated jab: “Harry Potter’s fine, but it’s no Lord of the Rings.” This playful dismissal only underscored his unwavering allegiance to the epic tale of Middle-earth, resonating deeply with millions of fans who share his sentiment.

Colbert’s dedication to J.R.R. Tolkien’s work is not merely a superficial celebrity endorsement; it’s a deep-seated passion that has been evident throughout his career. He is renowned for his encyclopedic knowledge of Middle-earth lore, often challenging guests and even renowned scholars with obscure facts and intricate details from the books. This profound personal connection elevates his “Lord of the Rings” anniversary special from a mere comedic sketch to a heartfelt tribute. His detailed understanding of the mythology allows him to infuse his humor with authentic references that only true fans would appreciate, fostering a unique bond with his audience. The 20th anniversary of “The Fellowship of the Ring” marks a significant cultural moment, as it was the film that truly ignited the global phenomenon of Peter Jackson’s vision, proving that high fantasy could be translated to the big screen with unprecedented success and critical acclaim. This film not only introduced a generation to Tolkien’s world but also redefined special effects, storytelling, and the very concept of an epic cinematic journey, paving the way for countless fantasy adaptations that followed.

Following his passionate and humorous monologue, Stephen Colbert shared a revelation that delighted his audience: he had personally penned a rap song dedicated to what he affectionately termed the “#1 trilly.” With boundless energy, he launched into the performance alongside his talented bandleader, Jon Batiste. The duo delivered a rhythmically charged track, playfully listing other renowned trilogies that, in their humorous opinion, simply couldn’t hold a candle to the grandeur of LOTR. Iconic film series such as The Godfather, Free Willy, and Star Wars were name-dropped, all in good fun, as evidence that “The Lord of the Rings” reigns supreme in the pantheon of multi-part cinematic achievements. The music video for this epic rap was a visual feast, packed with clever references that would make any true fan of Middle-earth grin from ear to ear. From “Mordor” shout-outs to subtle nods to character arcs and memorable lines, the lyrics and visuals were a treasure trove for enthusiasts. Adding to the spectacle, the video boasted an incredible array of cameos from many of the film’s original stars. Fans were thrilled to see Elijah Wood (Frodo Baggins), Sean Astin (Samwise Gamgee), Billy Boyd (Pippin Took), Dominic Monaghan (Merry Brandybuck), Hugo Weaving (Elrond), Andy Serkis (Gollum), and even Orlando Bloom (Legolas) returning to their iconic roles, or at least to celebrate them, in this unique musical tribute.

The participation of the original cast members brought an immense wave of nostalgia and authenticity to the rap. Elijah Wood, reprising a hint of Frodo’s earnestness, delivered his lines with a charming sincerity. Sean Astin’s presence was a warm reminder of Samwise’s unwavering loyalty, while Billy Boyd and Dominic Monaghan brought their signature playful chemistry. Hugo Weaving, ever the dignified Elrond, added a touch of gravitas, and Andy Serkis, known for his groundbreaking motion-capture performance as Gollum, contributed his unique vocal talents. Orlando Bloom, as the elven archer Legolas, injected a cool, heroic vibe, demonstrating that the bond forged on the sets of Middle-earth remains strong two decades later. Each cameo, though brief, was perfectly placed, offering a delightful surprise and a deeper connection for long-time fans who cherished these actors’ performances. Their willingness to participate underscored the enduring legacy of the films and their own affection for the roles that defined a generation.

Beyond the familiar faces from Middle-earth, the rap video truly elevated its game by featuring guest verses from two titans of the rap world: Method Man of the legendary Wu-Tang Clan and Killer Mike of Run The Jewels. Their inclusion was a stroke of genius, injecting undeniable hip-hop credibility and a surprising, yet perfectly fitting, layer to the tribute. Method Man brought his signature gravelly voice and sharp delivery, while Killer Mike delivered his politically charged, rapid-fire flow, both seamlessly weaving Middle-earth lore into their verses with impressive lyrical dexterity. Their presence broadened the appeal of the segment, attracting fans of rap music who might not have otherwise tuned into a “Lord of the Rings” anniversary special. Adding another layer of celebrity charm, Anna Kendrick also made a memorable appearance. Her cameo was particularly amusing, as the cast playfully took comedic jabs at two film series in which she famously starred: the musical comedy Pitch Perfect and the supernatural romance saga Twilight. These lighthearted roasts, delivered with self-aware humor, further cemented the idea that while other franchises might be popular, “The Lord of the Rings” holds a unique and undisputed place in the hearts of its most devoted followers, and certainly in Stephen Colbert’s.

The entire production of the rap video was a testament to “The Late Show’s” creative team, seamlessly blending high-quality music video aesthetics with the comedic timing and beloved characters of the “Lord of the Rings” universe. The visuals were dynamic and engaging, featuring clever special effects and rapid-fire edits that kept pace with the lyrical flow. Each celebrity’s appearance was carefully choreographed, maximizing their impact in their brief screen time. The video managed to feel like a legitimate music video, yet it never lost its comedic essence or its heartfelt tribute to the source material. It was a masterclass in balancing reverence with irreverence, making profound statements about fandom while keeping the tone light and entertaining. The unexpected collaborations between Hollywood actors and rap legends further highlighted the universal appeal of “The Lord of the Rings,” demonstrating how its themes and characters transcend genre and cultural boundaries, capable of inspiring diverse forms of artistic expression, from epic films to hilarious, star-studded rap anthems.

Adding another layer of delightful nostalgia, the video for Colbert’s rap featured Stephen, Jon Batiste, and several cast members navigating the aisles of a classic video rental store. This visual motif was a poignant throwback, instantly transporting viewers to a time when renting movies from their local Blockbuster or independent video shop was a weekend ritual. For anyone who vividly remembers poring over VHS tapes or early DVDs to find “The Lord of the Rings” upon its release, this scene evoked a powerful sense of shared history and affection. It served as a gentle reminder of the tangible excitement surrounding the films two decades ago, before streaming services became ubiquitous. Along with these visually rich elements, the rap was peppered with deep-cut references and inside jokes that resonated profoundly with any dedicated fan. The lyrics seamlessly wove in iconic quotes, character traits, and key plot points, showcasing Colbert’s intricate knowledge of the saga. This clever blend of humor, genuine affection, and undeniable lyrical skill made the rap a truly fitting and memorable tribute to the fantasy classic’s 20th anniversary. It provided fans with a fresh, contemporary way to celebrate their beloved trilogy, offering a new anthem for the occasion, culminating in the catchy and assertive declaration: “Lord of the Rings is the number one trilly/Ask anybody and they know the dilly.”

The rap segment quickly went viral, becoming an instant hit across social media platforms and among fans of both “The Lord of the Rings” and “The Late Show.” Its unique blend of high-profile celebrity appearances, expert comedic timing, and deep reverence for the source material ensured its widespread appeal. Fans lauded the segment for its creativity, its humor, and the sheer joy it exuded, recognizing it as a genuine labor of love from Stephen Colbert. The video not only served as a delightful homage to the films but also sparked renewed conversations about their enduring impact and the ways in which they continue to inspire and entertain. For many, it was the perfect embodiment of a modern, yet heartfelt, anniversary celebration, proving that even after two decades, the magic of Middle-earth remains as potent and captivating as ever. It was a vibrant, musical testament to the power of storytelling and the unbreakable bonds formed through shared cultural experiences, especially those as epic as the journey of the Fellowship.

Ultimately, Stephen Colbert’s ingenious rap tribute to “The Lord of the Rings” 20th anniversary was more than just a television segment; it was a cultural event that encapsulated the enduring legacy of Peter Jackson’s trilogy. It highlighted how deeply ingrained these films have become in the collective consciousness, celebrated by generations of fans, comedians, actors, and musicians alike. From the stunning visuals that brought Tolkien’s world to life to the unforgettable characters and timeless themes of friendship, courage, and sacrifice, “The Lord of the Rings” continues to hold a revered place in cinematic history. Colbert’s celebration, with its blend of humor, star power, and profound appreciation, served as a powerful reminder of why this fantasy epic remains the “number one trilly” – a masterpiece that will undoubtedly continue to captivate hearts and minds for many more decades to come, forging new connections and reinforcing old ones, proving its status as a true legend.