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Best Torture of a Winchester

When I asked Sera Gamble at Comic Con last year what more she could possibly do to Sam, especially after what she put him through in "When The Levee Breaks," she answered with delight there was no end to the psychological torture these brothers could go through (and Cas too). After all intense psychological torture wins every time over bloody and painful physical suffering. I think Sera was holding back, for there was plenty of the physical torture. Just look at all the crap each went through.
  • Had his legs broken and lungs removed by a vindictive angel.
  • Was captured, tied up, beaten, doused in holy water and was forced to ingest a fair amount of rock salt.
  • Beaten and force fed demon blood.
  • Strangled by Mahatma Gandhi.
  • Got the clap from a vindictive witch.
  • Got a vicious whack square in the nuts when losing a Japanese game show and was turned into the Impala computer.
  • Finds out he's the object of one very demented fan girl's affection. I'm sure that made him ill.
  • Restrained and manhandled after going a wee bit insane.
  • Is body swapped and subdued by a tranquilizer gun, TWICE.
  • Is murdered by a vindictive angel.
  • Goes completely off the deep end in a demon killing spree after caving into the Famine induced overwhelming craving for demon blood.
  • Is tackled and disgustingly drooled on by a crazed zombie. 
  • Is murdered by vindictive hunters.
  • Crippled by a set on nasty diseases from Pestilence, including Syphilis. Man, he just can't run from the VD.
  • Oh, and he becomes the prom suit for Satan himself.
Dean didn't fare too well either:
  • Beaten up by a vindictive old demon foe.
  • Suffers from angel induced stage four stomach cancer. 
  • Is pummeled unconscious by his future self. The future self that gets his neck broken by Samifer acting like he was stepping on a cockroach.
  • Gets wailed on by Paris Hilton and has to deal with Sam rubbing it in. 
  • Gets violently tossed like a rag doll by a vindictive demon. 
  • Has to wear sunglasses at night in a procedural cop show and deliver the Steve Urkel inspired tagline in a bad sitcom. Sure that seems like psychological torture but I'm sure it made him sick to his stomach.
  • Is devastated emotionally when he has to say goodbye to Jo and Ellen and let them meet their untimely deaths.
  • Ends up liking body swapped Sam better.  (Okay, that's not torture, but what does that say about his relationship with Sam?)
  • Is taunted by the archangel Michael in one impressive confrontation after getting the crap beat out of him by a vindictive angel.
  • Is knocked out and captured by Famine only to witness his brother go on an apeshit crazy demon killing spree, thus fracturing his psyche greatly.
  • Is murdered by vindictive hunters after watching Sam get slaughtered first. 
  • Is captured by his brother and one pissed off angel, earning his own cooling off period in the panic room. 
  • Kidnapped by Gods just gets weird from there.
  • Also stricken by horrible disease by Pestilence, but he's looking far worse than his brother. 
  • Face and body smashed to an unrecognizable pulp by Lucifer in a Sam suit, then he watches both his brothers fall into the vortex to Hell, essentially left to be the last man standing.
Having said that, none of that wins.  The past physical stuff that has won this category before is for pansies compared to these two scenes of extreme psychological torture that capture the prize. It's a tie. 
First is Dean's most unnerving ordeal in Chicago, when he's invited for pizza with Death himself in "Two Minutes To Midnight."  The intent was to kill, but Dean quickly learns you can't kill Death.  Or cheat him either.  Or even have a conversation without wetting yourself.  Even being forced to have a bite of pizza is enough to make him want to either pass out, toss his cookies, or both.  The entire scene is brilliance, with the tension so extreme no one would have guessed that in the end Death was a card carrying member of Team Freewill.  He offers a terrified Dean the ring without a fight, but the bargain involves the death of Sam.  That makes sense, since death is his thing.
SPN 1000
Second, by sake of airdate and not quality, is Sam's mirror showdown with Lucifer in "Swan Song." The great dark one finally has his vessel, but the occupant inside is being feisty. There's only one way to tame that inner beast, through one glorious mind fuck exchanged through a cracked mirror. Sam wasn't the only one rattled to the core.



Tammy Martini
# Tammy Martini 2010-06-03 02:05
By far my favorite!! Pudding!!
# Megan 2010-06-03 02:15
In the physical pain for Sam category, you forgot when he got hit in the face by a plunger. =]

I love these awards! They're really helping to ease the pain of the hellatus. So thank you!
# AndreaW 2010-06-03 07:54
I suggest shirtless Sam in Free To Be You and me gets a honorable mention too. ;-)
# Karen 2010-06-03 08:02
Hi Alice
Another great list.
Agree totally with the Best use of Classic Rock, Most touching brotherly moment and Funniest moments. I wonder if the tug on Deans nose was in the script or if it was a add lib on Jared’s part.
Loved Dean’s most outrageous moments, I’ll never again look at Pudding in the same way.
# Sablegreen 2010-06-03 09:40
Excellent, Alice. I LOVE lists. The pudding dance will be my best rememberence of season 5. I can't remember when I laughed so hard. Hope we see more comic moments in season 6.
# Meredith 2010-06-03 10:28
What a great list! I love the brotherly moment a lot... it definitely made me cry. Because of the pudding scene, the word "pudding" makes me laugh every time I hear it now! Looking forward to Part 3.
# Jasminka 2010-06-03 14:31
Awesome, Alice, as ever. Love it, love it, love it.... Best show on tv, ever - thanks so much for this! I love you, crazy gal!
Cheers Jas
# ElenaM 2010-06-04 00:08
I love the season awards! These are awesome, thanks Alice. Worst hair appearance, lol--couldn't be bothered to wipe off his face, so the hair's even lower priority than usual :D. The torture lists, OMG, put it all together like that--poor boys! Escape from Lucifer only to get smacked in the face with a toilet plunger--nice call, Megan--guess it never ends :D. Loved the classic rock pick (I think Skynyrd's my personal favorite, but the way they used Norman Greenbaum was inspired--love it!
# Randal 2010-06-04 10:46
The decapitation of Paris Hilton almost makes up for the senseless murder of Casey. Almost.

Great use of Spirit in the Sky, but gotta go with Simple Man. Love me some Skynyrd. :D
# Boobula 2010-06-04 15:29
Awesome as always, Alice.
Words that never fail to make me smile: Bitch.... Jerk.... and now Pudding!.
# Ardeospina 2010-06-04 19:56
Awesome part 2, Alice! I can't wait to see what you come up with for part 3!
# ElenaM 2010-06-05 14:14
Oh, and love the screencaps, as always--ezpecia lly loved that one of John & Mary *sniffle*
# Mindy 2010-06-07 02:45
Pudding, that one gets me every time. Admittedly, seeing it posted as a gif image makes me cringe more than it does evoke a chuckle. But it was memorable in the least.
# maggie 2010-06-07 18:39
yay love your lists.

For me the most deppressing ending was "Dark side of the moon" when Dean throw the amulet and watching Dean and Cass devastated without God's help, I remember I was still sad Friday and Saturday, :P hehe

And funniest moment, omg with Changing Channels I couldn't choose :-)
# Suze 2010-06-09 18:07
Oooh, love the lovely lists, it's worth being out of the loop for a bit just to come back to riches ... All good stuff.

Keep the faith, chaps, we'll get our 'Gators sooner or later! Probably in season 10 when everyone involved is looking for an excuse to get cancelled ... :lol:
# Evelyn 2010-06-11 02:07
Lovely continuation of this list. Especially about the Classic Rock. Spirit in the Sky playing as the boys enter the deserted town was priceless. And I am with you in regards to the Ford Mustang. I would LOVE to have me one of those cars. My family used to have a 65 Ford Mustang, but then my brother had to go and wreck it. Stupid brother. I loved that car. Now I just need to get one for myself.