As a major <em>Supernatural</em> fan, I love both Dean and Sam Winchester. The brothers have alternated memorable moments throughout the show's 15 seasons. However, if I was forced to pick my favorite between the two, it would have to be Jensen Ackles' Dean. The character is hilarious, confident, and a natural leader. However, Dean's most fascinating aspects shine in adversity, as Ackles perfectly showcases all the heartbreak Dean has had to deal with and how he basically raised Sam on his own and continues to do so for as long as he's alive.