Season 1 Dean being a meme 

Season 1 Dean: Do you watch daytime TV? It's terrible. Season 5 Dean: Part of the reason Dr. Sexy is so sexy is because he wears cowboy boots.

Officer: "do you have anything real?" Dean: **cue shit-eating grin**

Sam in s1 : stop calling me Sammy Dean, all day, everyday, for the next 20 years : HEY SAMMY

Dean thinks he’s stupid and then is out there making literature references YOU’RE SMARTER THAN YOU REALISE BABY IT’S THE SELF-LOATHING TALKING

It's hard to beleive this is the same dean. He acts so different after season 4

"House rules, Sammy, driver picks the music, and the passenger shuts his cake hole." one of the best lines ever

“i’m thinking” HE BE SO CUTE also the three dots work so perfectly😂

I forgot how cute he was

Dean is so soft with kids in this series. I’m still sad about Lisa and Ben. You can’t convince me Dean wasn’t Ben’s father in the first place but he was SUCH a good dad to Ben

i still can’t get over the fugly scene what a icon😂

1:16 Sorry Sammy, I never stick around long enough to get to know them. Give me a few more seasons and I’ll give being a stepdad a shot, an honorary uncle and be God’s dad. Also, I was a dad for technically a day, but we don’t mention Emma. Ever.

“That fabric softener teddy bear? Oof - imma hunt that lil bitch down” lmfaooooo S1 Dean was genuinely such a meme, the title is perfect lmao

My favorite line of his in season 1 is “I hope your freakin apple pie is worth it!” 😂😂

4:57 Only Dean would walk into a snooty place, and go “I want food and booze.” More so if it annoys someone.

him in s1 is still so superior

Their voices were so cute and squeaky in the first season!

Me being on season 6 and forgetting how adorably high pitched Dean’s voice was in S1. Ahhhhhh. 😱🥰

Pre-hell dean is such a himbo, a smart one, but a himbo

Once I noticed Dean (more like Jensen tbh) puts his tongue on his teeth when he smiles, I started to and I can’t stop-

0:16 Dean’s choice of music is road trip music for my dad.

Bro he was SO TINY AND ADORABLE I haven't seen S1 dean in so long I forgot what he was like

God dammit, we all love S1 Dean!

Pre-hell Dean is so precious

He reminds me of Jack not so inconspicuously saying Christo 😂

I still maintain the writing was the best those first few seasons. Nothing ever touched that level again.

Season 1 was really aesthetically pleasing!

no one: me while watching this: ugh I miss him so much :((

Their young faces, hair and voice...make me cry.

this should be called Season 1 Dean Being Iconic

I rewatch this season and my heart literally breaks, he was so adorable and sweet and the shit he goes through in the following seasons....man. and to think that (SPOILERS FOR S15) Despite going through such incredible character development, they undid all of that in the finale and then killed him because fate and shit, what this show did to Dean and Cas is criminal.

He was so baby faced🥺🥺🥺

Sam making fun of Dean's emf reader makes me angry!! Don't make fun of him >:( I think his walkman emf reader is super cool

I LOVE HIM YOUR HONOR

4:02 anyone else cheered when they found the tree and burned it?

Dean's like 26 in season one but he acts like a 15-year-old (affectionate)

He’s such an adorable childish goof and I’ll love him and his dumbass humour forever. Also, does his voice drop an octave every season or is it just me?

I was a little bit mad at Sam for not complimenting Dean on being able to make a functional homemade EMF Detector.

omg i have to rewatch the earlier seasons, they are GOLD

I'm so grateful I grew up with this show from age 4 to 19 (2005-2020) there will never be a character like Dean Winchester

honestly forgot how dumbass-ly cute he was

They look so young omg-

I have a bunch of favorite lines from him in Season 1 (this is my first time watching, actually), but the line about Meg really takes the cake for me, LOL. “Sam… don’t take this the wrong way, but your girlfriend? She’s a bitch.” LOVE THE SASS! 😊

0:45-0:48 my favorite

wow he really did some twisted stuff to these people... *kinda like ma man jaaaaaaaaaaaaaaaaaack-*

I've literally just started Spn, half way through season 2 and I'm already missing puppy happy, sassy Dean. It gets worse right 🤦‍♀️

Jesen Ackles plays dean so well

im having such a bad day and this just makes me feel so soft and happy

Love it. I finally jumped down the rabbit hole and started watching spn. You could say my mental health is *great*

i'm so nostalgic GOD

Omg he’a too cute...and this feels really nostalgic it’s season 1 but I feel like I watched it just one week ago, it doesn’t feel old

early days dean my beloved 🥺🥰💖

"house rules Sammy driver picks the music"

this is the place to be when i’m down

ugh hes so YOUNG

rewatch everything and finished S1 few days ago and I just 😭 he was such a babyyyy my childhood crush really resurface. One of my first comfort character 😭🤧

Supernatural needs way more appreciation

He's the cutest man on earth😍

I love this bad boy 🥺

2:05 his voice was so high-pitched I'm crying-

1:00 ugh, that smile 🫠🫠🫠🫠

one of my fave edits of yours yes yes

dude season one sam and dean are adorable.

« Why do you think I drive evrywhere, Sam? » The little voice in my head: because of the arsenal in the truck?

S1 >>>>

all this did was make me miss him more but ty

I miss pre hell dean

Dean says: I love kids Fans: yey Sam: name 3 kids that you even know Dean: ummmmmm Fans: ......😭

ICONICCC I LOVE HTEM SO MUCH THEYRE SO WHOLESOME

Started this about a week ago and I'm on season 7. And omg their voices have changed so much!

god i miss him so fucking much

Innocent dean before all hell broke loose

That Jensen named his child Zeppelin is no coincidence.

I love Sam hairstyle in Season 1

I love him so much o my gosh he is so adorable 🥰😍❤

QUALITY CONTENT YEESSSS

the best thing on the internet

I miss him 🥺

i miss him so much 🥺

Season 1-3 Dean is the best

I love this adorable man

"Dude you fugly" - Dean Winchester

Let’s all agree all this ended at season 5, the way it should have been.

This brings me so much joy cause i havent watched them all yet

his season 1 voice >>>

I hate how they made "my boobs" to "my boots" in the german voiceover...

Ah I remember getting this season on DVD box set for my birthday. Good times.

Love this channel

HESSSS SOOO FINEEEEE

this is the best video.

I refuse to watch any other tv shows until I'm finished supernatural.✨ I'm in the middle of season 2 😢 Itz the best!!🤩

A officer that can easily arrest him: “Fake US marshall, fake credit cards, you got anything that’s real?” Dean: “..My boobs… 😁”

Im currently on season 4 of spn, and i missed this dean so much 😭😭😭

Oh wow i just realized how he sounds more high pitched in season 1, especially on the pilot

good video it so good and so sweet

“its homemade” hes so proud of it hes adorable

Dean Winchester and Seth Gecko from Dusk till dawn should come together in a crossover series The humor of the two would be classic

his voice is so different!

i love him so fucking much aaaAAAAHHHHH

I hated season 1 when I was 12, now that I’m 18 I think season 1 is iconic

i was looking for a scene pack but this is better