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5. You Can't Handle The Truth
Bobby can be funny too! This is an overdone gag in television history, but "Supernatural" has always been known for making their own twist interesting on common tricks. In this case, gruff Bobby Singer comes in contact with Dean and his truth spell and man, the things we didn't know about Bobby and probably still don't want to know. Tori and Dean? Pedicures? Thank heavens he didn't get to losing his virginity. That's awkward with a capital A. It's the last thing you'd ever expect to come out of Bobby's mouth. We know Dean is scarred for life!
4. Lazarus Rising
So, someone you've regarded as a son shows up on your doorstep four months after he was gruesomely killed. As insides shredded to a pulp. You just happen to be a paranoid hunter that's seen it all. You actually going to believe this is really Dean?
This scene had it all. Disbelief, the surprise attack, Dean calling Bobby "the closest thing he's ever had to a father", Bobby attacking some more, then the emotional hug. So all is well right? No, Bobby has to get in the holy water test. Because that's so Bobby. You really can't be too careful.
3. Dead Men Don't Wear Plaid
Bobby had a few great scenes in this one, but one line in particular got me all misty. It's the final scene when Bobby is burning the remains of his dead again wife. This is about as somber as things can get for him. Even the score paints the picture of extreme despair, but it's Jim Beaver that sells it big time.
Dean: Hey, I don't know squat from shinola about love, but at least you got to spend five days with her, right?
Bobby: Right, which makes things about a thousand times worse. She was the love of my life. How many times do I got to kill her?
The way his voice breaks up at the end of that line, I'm heartbroken. Sam asks twice if he's going to alright only to get a gaze of overwhelming despair. Ask again tomorrow Sam, it hurts too much right now.
2. No Rest For The Wicked
"Family don't end with blood boy."
When quoting Bobby's best lines, this is clearly the most popular. And iconic. No words better describe Bobby's lifelong relationship with the Winchester brothers.
My only wish is that I could have seen Bobby come in and watch a weeping Sam cradle his dead brother. I would have loved to see his emotional reaction too.
1. All Hell Breaks Loose Part II
Out of all of Bobby's scenes, none showed more raw emotion and his pure love for Dean than their confrontation in the salvage yard after Sam shows up with Dean alive. Bobby instantly knew Dean made a demon deal and didn't take it well.
He covered, although Sam could tell something was wrong. Dean could only look at Bobby in avoidance. Bobby grabbed the first chance to get Dean alone and man, did he positively kill me. I already had the waterworks going over Dean's tearful speech over Sam's body. This pushed me back into inconsolable territory.
"How is your brother going to feel when he knows you're going to Hell? How'd you feel when you knew your dad went for you?"