At FAN EXPO San Francisco 2025, Supernatural star Mark Sheppard, known for his role as crossroads demon Crowley, shared an intriguing tidbit about his character’s infamous deal-making tactics. Joined by Jim Beaver and Mark Pellegrino, Sheppard revealed that Crowley seals his deals with a kiss. In a particularly memorable moment from Season 5, Episode 21, Crowley and Beaver’s character, Bobby Singer, shared a surprising kiss after sealing a soul-selling agreement. Sheppard amusingly recounted the behind-the-scenes chaos that ensued, with multiple cameras rolling and several minutes spent resetting for the scene.
During a panel discussion in November 2025, Sheppard playfully praised Beaver’s kissing skills, jokingly commenting on his “lovely soft lips.” He even disclosed that he keeps a cherished photograph of himself and Beaver on the Supernatural set, capturing the humorous dynamic between the two actors. Beaver, in turn, joked about not being a fan of Sheppard’s breath during the memorable on-screen kiss.
After joining the Supernatural cast in its fifth season, Sheppard portrayed Crowley until the show’s 12th season in 2016. Reflecting on his departure from the beloved series, Sheppard disclosed in a revealing interview with Michael Rosenbaum that it wasn’t his decision to leave. He candidly shared that financial constraints prompted his exit, as the show reportedly couldn’t afford to renew his contract for the following season.
Despite the unexpected turn of events, Sheppard maintained a positive outlook, acknowledging the challenges of keeping Crowley’s storyline fresh and engaging over multiple seasons. With his characteristic wit and candor, Sheppard shed light on the complexities of portraying the enigmatic demon and the bittersweet conclusion to his Supernatural journey.
Peace Nero is a writer and blogger who loves to explore different topics of self-development. She shares her personal experiences in order to help people discover their true purpose in life.