Tag Archives: Dean Winchester

The Pros and Cons of Being a Winchester

Recently I’ve been trying to play catch-up on this season of Supernatural. It’s a little difficult to watch it regularly without cable at home, but I’m pretty much caught up and realizing that this season is getting better and better. I was a little iffy about it after last season’s Leviathan nonsense.


Dean and Benny – Best friends? (Source: eonline.com)

I feel like last season was a bit unnecessary and costs the story a fantastic character, Bobby Singer (Jim Beaver), only to replace him with a sub-par substitute, Garth. (I’ve never been a huge fan of DJ Qualls.) But this season has been progressively interesting with the Dean (Jensen Ackles)/Benny (Ty Olsson) storyline, Castiel (Mischa Collins) being forced by Heaven to do their nefarious bidding, Sam’s (Jared Padalecki) normal life, and the boys trying to figure out how to use the Demon Tablet. And, the LARPing episode was one of the funniest they’ve had in a while. I’m interested to see where they go with the rest of this season.

With every episode I watch, I can’t help but wonder how cool it would be to be one of the Winchesters–but also how much it would suck. So I thought I might compile a list of the pros and cons of being a Winchester.



That is one sweeeeeeet ride! (Source: Supernatural Wiki)

  1. You Get a Sweet Ride. – The Impala is one the coolest TV show vehicles ever. This thing is Batmobile cool. A badass muscle car, blaring classic rock (as long as Dean is driving) with a monster-slaying arsenal in the trunk. You can’t get much more badass than that.
  2. You Get some Cool Toys. The Colt, the knife that kills demons, the silver dagger that will kill demons and angels, as well as guns, crossbows, machetes, and whatever else the boys can use to kill any monster they may come across.
  3. You Get to Travel All Over. The boys take jobs all over the country and sometimes beyond. They are always on the move, taking in the sites, enjoying food and drink and fun from many different locales. They live the exciting lives of nomads and gypsies.
  4. You Get to Meet Some Interesting People. They’ve met angels, demons, ghosts, gods, hunters, and a lot of really cool regular folk as well. Granted, a majority of those interesting people have tried to kill them but still, it’s pretty cool.
  5. You Know Some Cool Stuff. Witchcraft, Latin, how to kill all kinds of Supernatural beasts and keep them from possessing you, and credit card fraud. Okay, the last one really isn’t cool but it has helped the boys out along the way.


Lock up Hell’s controller…demons get pissed. (Source: fanpop.com)

  1. Hell Hates You. I mean, you’re killing every demon and evil thing you come across and have been for many years. Your whole family has. You’ve built up a bit of a reputation with the creatures of Hell, and it’s not a good one. Luckily, if you smell sulfur, you can usually tell if a demon’s around but you don’t always detect them, so you always have to be on guard that someone might be possessed and trying to kill you. Plus, you’ve locked their leader in a cage for eternity and he’s been replaced by someone who’s even more of a dick than him. And now you’re trying to permanently trap all demons in hell. Yeah, I can see why they might hold a grudge.
  2. Heaven Hates You. Not only have you killed demons but you’ve killed angels too and gotten a bunch killed. Your buddy Castiel, an angel, has killed his own kind and absorbed all of Purgatory to become God. He then killed a bunch of angels and then set loose the Leviathan, who were the worst of the worst. And because of you, the archangel Michael is now locked in a cage in Hell, fighting an eternal battle with Lucifer. Not all angels are fans of humans to begin with but when you start meddling in their affairs and getting their way, they get a little pissed.
  3. You Can’t Live a Normal Life. You’re always on the move; you can’t have a normal family life, can’t settle down, can’t get married, can’t have kids. You are living in motels and in your car, never getting to enjoy a home-cooked meal or celebrating holidays with family. Stability is non-existent. Plus, Sam was possessed by Lucifer at one point. Nothing normal about that.
  4. You Die All the Time. Sam and Dean have died at least twice, I think. Dean was sent to Purgatory and Sam lost his soul. I’m pretty sure your life insurance premiums would be through the roof, if you even got approved at all.
  5. Everyone You Love Dies. Your mom, your dad, your grandfather, your girlfriend, your brother (but he’ll probably come back to life), your substitute father, your half-brother (although he’s not really dead, he’s just the vessel for the archangel Michael and trapped in Hell forever), everyone. Anyone you love or get close to is more than likely going to end up dead.

I’m still debating on whether the pros outweigh the cons and make the life of the Winchesters worth living. It’s a tough call.

What do you think?

And just for giggles:

Hehe (Source: evilspacerobot.com)

Hehe (Source: evilspacerobot.com)


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