Shirtless Scenes

For a show which has been described as featuring "two underwear models who fight demons" source, the men in the show are remarkably shy about showing some flesh. In fact, it has been remarked that fans are turned into modern versions of Victorian ladies, as many fans are known to grow faint when the boys where anything less than 3 layers of clothing.

Dean

Dean checks out his perky nipples after he returns from hell in Lazarus Rising

1.11 Scarecrow

Dean is sleeping without a shirt on when John Winchester makes direct contact with the boys for the first time.

1.06 Skin

Our first glimpse of a shirtless Dean is in the form of a shapeshifter shedding its skin! At the Paley Festival in 2006, writer John Shiban spoke about the gratification he got from coming up with scary concepts and effects.

"A fan was watching the show and giving her impressions as she watched it, “Oh my god, Dean’s taking his shirt off!” And followed immediately by, "Oh my god, he’s taking his skin off!" I knew then that we had it. I was very pleased with that."

1.13 Route 666

Dean gets his shirt (and more) off when he and Cassie get it on!

2.20 What Is and What Should Never Be

Dean wakes up naked next to [{Carmen]] in the Wish Verse) induced by the Djinn.

4.01 Lazarus Rising

Dean comes back from the dead, and takes a moment to check out his lack of hellhound scars and the new hand-shaped brand on his shoulder]] in a gas station mirror.

4.10 Heaven and Hell

Dean gets five minutes in Heaven - with an angel no less. In this tender love scene in the back of his beloved Impala, Dean takes off not only his shirt, but also his amulet while making love to Anna Milton.

6.03 The Third Man

Dean has some morning loving with Lisa - oops no it's just a dream. But shirtless is shirtless!

7.13 The Slice Girls

Despite Dean's commitment to safe sex, this encounter with an Amazon called Lydia got him shirtless and her pregnant, resulting in the birth of Emma. It's a long time before Dean gets his gear off again.

Sam

1.17 Hell House

Sam emerges from the shower wearing a towel.

2.17 Heart

Sam and Madison get naked and bitey. He then has to shoot her. Just another example of the phenomenon known as Sleep with Sam Winchester and die!. You can read the original script of the Sex scene from Heart.

4.09 I Know What You Did Last Summer

Both Sam and Ruby get very naked and have very wrong and very hot hate sex.

4.14 Sex and Violence

While consulting with Dr. Cara Roberts on a case, Sam takes his shirt off for entirely non-medical reasons.

5.03 Free to Be You and Me

Sam wakes up naked in bed with Jessica, who actually turns out to be Lucifer. There was a deleted scene from the episode, a sex scene between Sam and Lindsey the woman he worked with in the bar, while he and Dean were on a break. A fragment of it aired in a promo for the next episode, confusing and disappointing many viewers.

6.03 The Third Man

Soulless Sam does a series of chin-ups sans shirt in his hotel room. Apparently having no soul makes you look really ripped.

6.09 Clap Your Hands If You Believe...

While Dean is being probed by fairies, Sam hooks up with a patchouli drenched hippie called Sparrow Jennings.

8.10 Torn and Frayed

In the process of having sex with Amelia, Sam takes his shirt off.

Castiel

5.18 Point of No Return

Castiel tells Sam and Dean that the Green Room where Adam is being held is in Van Nuys, California, guarded by a number of angels. Castiel says he will fight off the angels, giving Dean and Sam time to get Adam. Dean notes that Castiel taking on five angels alone is basically suicide, and Castiel says he would rather face it than Dean failing (or saying yes to Michael). A common response to being pissed with Dean is for people to take their shirt off. Castiel then carves a Angel Banishing Sigil into his chest because he is a BAMF. He approaches the angels guarding the room, then rips off his shirt to invoke the power of the bloody sigil to banish the angels.

9.01 I Think I'm Gonna Like It Here

Castiel does laundry by stripping down to his boxers in a laundromat. He then decides to spend his money on food and drink instead, and leaves behind the precious Castiel's Trench Coat.

9.03 I'm No Angel

Cas has sex with April who turns out to be a Reaper who tortures and kills him. But in a brief post-coital moment we do get to see his new tattoo.