I recommend watching seasons 1-11.
Okay, I guess you want specifics.
You could start with season 1 and the pilot. Nothing like introducing the characters by having them roll around on each other in the dark, right? You should also watch Wendigo because
Jesus. Control yourselves.
Also Bugs for the first time they get mistaken for a gay couple, Salvation for their extremely close talking after Sam slams Dean into a wall, and so many more.
Season 2 is another veritable feast of Wincest. I gotta mention Playthings
and Hunted
and Croatoan, Born Under a Bad Sign, All Hell Breaks Loose part 2.
In season 3, I like the Magnificent Seven for Sam just walking right into the room where he knew Dean was having sex and for this look
Also Mystery Spot for Sam’s desperation to save Dean and No Rest for the Wicked which contains Dean’s speech about them being each other’s weak spot.
(This is getting long. I’ll just list some without gifs.)
Season 4: Lazarus Rising, Sex and Violence (because Dean’s siren is literally Sam), and It’s a Terrible Life (where they have their memories wiped but still end up finding each other and deciding to run off after only a couple weeks).
Season 5: I love Changing Channels and it has the scene where Dean is inside Sam (okay, yeah- Sam’s a car at the time but still), Dark Side of the Moon (canon soulmates), and Swan Song of course.
Season 6: Clap Your Hands if You Believe (Dean seems more jealous than pissed about Soulless Sam and the hippie chick), Appointment in Samarrah (AKA the fist time Dean had someone kill him so he could bargain for Sam), …And Then There Were None which I particularly like because of the way Sam and Dean freak when a door shuts between them.
Season 7: I liked Shut Up, Doctor Phil because Dean is couple counseling the witches but every word he says could be applied to him and Sam and The Mentalists (the scene about the Campbells being not really brothers and Sam and Dean coming back together after their fight).
Season 8: Torn and Frayed (they’re both so frickin’ jealous, Sam of Benny and Dean of Amelia) and Sacrifice for the Wincest wedding.
Season 9: Ugh. I hate season 9. I guess maybe I Think I’m Gonna Like it Here because Dean is trying anything to save Sam and Bad Boys which shows how Dean gave up a chance for normal to stay with Sam.
Season 10: EVERYTHING DEMON DEAN SAID TO SAM WAS FRAUGHT WITH SEXUAL INNUENDO. I’d recommend Soul Survivor because
About a Boy was pretty awesome too. And of course, Dean kills Death to save Sam in Brother’s Keeper.
Season 11; You gotta watch Red Meat and Safe House and Baby and Don’t Call Me Shurley. It’s been another A+ season for us wincest-lovers.
Okay, that’s it. Sorry it’s so long. I barely scratched the surface really but I did my best.
nothingidputbeforeyou 