The Ultimate Supernatural Reunion: 7 Shocking Ways Dean, Sam, And Castiel Will Shake Up The Boys Season 5

The long-awaited television event that fans have been dreaming of is finally a reality. As of December 2025, the full-scale reunion of the core Supernatural cast—Jensen Ackles, Jared Padalecki, and Misha Collins—in the universe of Amazon's gritty superhero satire, The Boys, has been officially confirmed for its fifth and final season. This unprecedented crossover, masterminded by the creator of both shows, Eric Kripke, promises to deliver the ultimate nostalgic punch while injecting a massive dose of chaos into the already unhinged world of Vought International. The news is fresh, the details are tantalizing, and the anticipation for the final season, slated for a Spring 2026 release, is reaching a fever pitch.

The convergence of the Winchester brothers and their angelic companion on The Boys is more than just stunt casting; it’s a full-circle moment for a creative team that spent 15 years building one of television's most dedicated fanbases. With Jensen Ackles already established as the wildly popular, toxic Supe Soldier Boy, the addition of his former co-stars is set to create a narrative explosion. Fans are now scrambling for every detail on how the trio will interact, what roles the newcomers will play, and whether the meta-commentary will be as sharp as the series is known for.

The Supernatural Veterans: A Complete Biographical Profile

The foundation of the Supernatural phenomenon rests on the shoulders of its leading men. Their established careers and long history working together are the main reasons this reunion on The Boys is such a monumental event. Here is a complete profile of the actors driving the crossover, including the beloved John Winchester actor, Jeffrey Dean Morgan, who is already part of the Vought universe.

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Jensen Ackles (Dean Winchester / Soldier Boy)

• Full Name: Jensen Ross Ackles
• Born: March 1, 1978, in Dallas, Texas, USA
• Early Career: Began modeling at age 4. Notable early roles include Eric Brady on the soap opera Days of Our Lives (1997–2000) and Alec/X5-494 in Dark Angel (2001–2002).
• Iconic Role: Dean Winchester in Supernatural (2005–2020), the older, wisecracking brother and protector.
• The Boys Role: Soldier Boy (Season 3, 4, and 5), a Captain America-parody Supe and the original celebrity superhero.
• Other Notable Works: Voiced Jason Todd/Red Hood in the animated film Batman: Under the Red Hood (2010), and played the lead in the prequel series The Winchesters as a narrator and executive producer.
• Personal Life: Married to actress Danneel Harris since 2010; they have three children.

Jared Padalecki (Sam Winchester / Mystery Role)

• Full Name: Jared Tristan Padalecki
• Born: July 19, 1982, in San Antonio, Texas, USA
• Early Career: Gained initial fame as Dean Forester on the series Gilmore Girls (2000–2005).
• Iconic Role: Sam Winchester in Supernatural (2005–2020), the younger, more studious brother.
• The Boys Role: Unconfirmed/Mystery Guest Role in Season 5. Early trailer footage has teased his appearance, confirming the reunion with Ackles.
• Other Notable Works: Stars as Cordell Walker in The CW's reboot series Walker (2021–present).
• Personal Life: Married to actress Genevieve Cortese (who played Ruby in Supernatural) since 2010; they have three children.

Misha Collins (Castiel / Guest Role)

• Full Name: Dmitri "Misha" Tippens Krushnic
• Born: August 20, 1974, in Boston, Massachusetts, USA
• Iconic Role: Castiel in Supernatural (2008–2020), the fan-favorite angel who became an integral part of the Winchester family.
• The Boys Role: Confirmed Guest Role in Season 5. His involvement completes the main trio's reunion under Eric Kripke.
• Other Notable Works: Appeared in 24, ER, and the film Girl, Interrupted. He is also a prominent author and poet.
• Activism: Highly recognized for his extensive charity work, including the founding of the organization Random Acts.

Jeffrey Dean Morgan (John Winchester / Joe Kessler)

• Full Name: Jeffrey Dean Morgan
• Born: April 22, 1966, in Seattle, Washington, USA
• Iconic Role: John Winchester in Supernatural, the father of Sam and Dean. Also famous as Negan in The Walking Dead and The Comedian in Watchmen.
• The Boys Role: Joe Kessler (Season 4), a high-ranking CIA operative with a mysterious connection to Billy Butcher.
• Other Notable Works: Denny Duquette in Grey's Anatomy and a lead role in the series Extant.
• Personal Life: Married to actress Hilarie Burton since 2019; they have two children.

The Confirmed Season 5 Reunion: What We Know

The most exciting and up-to-date information confirms that the Supernatural reunion will be a central—and likely chaotic—element of the show’s final season. The reunion will feature Jensen Ackles, Jared Padalecki, and Misha Collins all sharing the screen again, all under the watchful eye of showrunner Eric Kripke.

The narrative potential is staggering, especially with the established presence of Soldier Boy. The initial trailer for the final season offered a glimpse of Jared Padalecki’s appearance, confirming the long-standing rumors of his involvement. While the exact nature of his and Collins's roles remains tightly under wraps, the fact that Kripke is orchestrating the meeting suggests it will be more than a simple cameo. Fans are already speculating on the most shocking ways the "Winchester" dynamic could play out in the Supe-filled world.

Eric Kripke has consistently expressed his love for his former cast and his intention to bring them into The Boys universe. This final season provides the perfect opportunity to deliver a massive, fan-service moment that also serves the show's dark, satirical tone. The reunion is not just a treat for the Supernatural fandom; it's a strategic move to boost the final season's already enormous profile, creating a buzz that transcends both series.

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7 Shocking Reunion Scenarios Fueling Fan Speculation

The true genius of Eric Kripke is his ability to blend heartfelt character moments with extreme, over-the-top violence and satire. The reunion of the Supernatural cast is expected to lean heavily into the meta-narrative, potentially making fun of their previous roles or the nature of their long-running show. The following are the most popular and shocking fan theories about how the trio will reunite:

1. Padalecki as a Failed Supe: Jared Padalecki could play a minor, pathetic Supe who is quickly dispatched by Soldier Boy or Hughie Campbell. This would be a darkly comedic inversion of his heroic Sam Winchester role.
2. Misha Collins as a Vought Executive: Collins, known for playing the angel Castiel, could appear as a cynical, bureaucratic Vought executive, far removed from his previous divine persona. This would allow for sharp, corporate satire.
3. A Meta-Wink to the CW: One theory suggests Padalecki and Collins could play exaggerated versions of themselves, working on a low-budget CW-style show within the Vought universe, which Soldier Boy (Jensen Ackles) dismisses as "cringe."
4. The John Winchester Connection: Jeffrey Dean Morgan's character, Joe Kessler, is a major player in Season 4. The biggest theory is that Padalecki and Collins's characters will be connected to Kessler, perhaps as agents, informants, or even his estranged family, setting up a full "Winchester Family" reunion.
5. Padalecki as a Hunter of Supes: In a direct nod to Supernatural, Padalecki's character could be a vigilante or a "hunter" who targets Supes, bringing him into direct conflict with Soldier Boy. This would be a thematic and physical clash of the brothers.
6. The Soldier Boy Showdown: The most anticipated scenario is a full-blown, emotional, and violent confrontation between Soldier Boy (Ackles) and Padalecki's character, using their real-life chemistry to fuel an explosive on-screen fight.
7. The Jim Beaver/Rob Benedict Trio: The reunion could be expanded to include other Supernatural crossover actors like Jim Beaver (Bobby Singer), who plays Robert Singer in The Boys, and Rob Benedict (Chuck Shurley/God), who has also appeared. A massive scene with all the veterans would be the ultimate fan-service moment.

The Legacy of Crossovers: Eric Kripke's Signature Move

The "Supernatural" cast reunion is not an isolated incident; it's a deliberate pattern established by Eric Kripke. Kripke has made a habit of bringing his favorite actors from his previous projects into The Boys, creating a sense of continuity for his loyal audience. This practice not only provides comfort and familiarity but also allows the show to use the actors' established personas to subvert expectations.

The casting of Jeffrey Dean Morgan as Joe Kessler in Season 4 was a major step in this direction, a move that pleased fans who remembered his brief but pivotal role as the Winchester patriarch. Similarly, Jim Beaver's character, Robert Singer (a clear nod to his Supernatural character Bobby Singer), has been a recurring and important political figure in The Boys universe. The addition of Jared Padalecki and Misha Collins in the final season is the culmination of this strategy, ensuring that The Boys ends with an epic, meta-textual bow that celebrates Kripke's creative legacy and the deep connection he shares with his cast and audience. The final season promises to be a legendary conclusion, cementing the Supernatural reunion as one of the most talked-about events in modern television history.

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