Jared Padalecki and Jensen Ackles - Supernatural S06 E10 (Caged Heat)

Sam and Dean are captured by the Demon Meg.

Jared Padalecki - Supernatural S05 E05 (Fallen Idols)

The boys are captured by a Pagan God disguised as Paris Hilton. Dean is not impressed, he hasn't even seen Paris' film 'House Of Wax'! Oh, how I laughed at that line! Seriously though, it was actually very funny!

Jensen Ackles - Supernatural S04 E05 (Monster Movie)

A classic-monster-movie mad Shapeshifter (who is in the guise of Dracula) believes that Dean is trying to steal his true love. The whole episode is filmed in classic movie style Black and White!

Jensen Ackles - Supernatural S03 E16 (No Rest For The Wicked)

After making a deal with a demon to bring Sam back to life at the end of Season 2, the demons take payment and drag Dean's soul to Hell!