As Gary Lineker prepares for his final season as the face of Match of the Day (MOTD), he reminisces about some of the most unforgettable experiences throughout his illustrious career on the show. This iconic host, synonymous with BBC's football coverage since 1999, is set to remain a key player in the sports world, taking the reins for the 2026 World Cup but stepping back from the regular Premier League round-ups.

Throughout his time on MOTD, Lineker has witnessed a plethora of unforgettable and unpredictable moments in football. Unsurprisingly, the highlights of his career are intertwined with his deep-rooted passion for Leicester City, the team that has often brought him both elation and embarrassment.

When asked to recount his favorite moment on the show during a recent appearance on The Rest Is Football podcast, Lineker didn't hesitate: “It has to be when Leicester won the league." However, when quizzed about his infamous decision to present in his Leicester boxer shorts if they won the title, he was quick to clarify, "No, not that one, that was definitely my least favorite."

This cringe-worthy moment stemmed from a bold wager made during the historic 2015/16 season. Leicester City, the 5000/1 outsiders, defied all odds to clinch the Premier League title in a story that captivated football fans worldwide. While Lineker may wish he had kept his dignity intact, he insists that the euphoria of the moment will forever be etched in his memory.

He fondly recalls another monumental occasion: "My absolute favorite was when Leicester received the Premier League trophy on the final day of the season. When Claudio Ranieri came out with Andrea Bocelli, I got so emotional. I was sat in the office and I had tears down my cheeks. That was definitely my favorite moment."

Yet, the nostalgia doesn’t end there. When Alan Shearer proposed that Lineker's experience during Leicester's landmark FA Cup victory over Chelsea in 2021 could also be among his cherished memories, he agreed. The dramatic clash at Wembley, showcasing Youri Tielemans’ sensational long-range winner, saw the underdogs claim a historic trophy. The high tension was heightened by a disallowed equalizer from Ben Chilwell, keeping viewers on the edge of their seats.

Reflecting on the FA Cup final, Lineker stated, "That was special. While I guess it wasn’t technically Match of the Day, it felt like one. These moments were things I honestly thought I would never witness in my lifetime. They are my special ones."

As Lineker prepares to bid farewell to Match of the Day, fans can look forward to his continued presence in the football world, with future appearances sure to provide more unforgettable memories. The legendary host may leave the weekly highlights program, but his impact on football fandom and his emotional connection to Leicester City remain indelible. Get ready for more twists and tales in the world of football, as Gary Lineker transitions to his next chapter! Will his next adventure measure up to the heart-pounding moments he leaves behind? Stay tuned!