What if the Trickster put Sam and Dean in Highlander?
A/N This takes place early season 2 of Highlander. I tried to add enough explanation for anyone not familiar with the show, so hopefully everyone will be able to figure out what's going on. I apologize if it's confusing for anyone. Watchers first appear in the last episode of the first season. They are a historical society who are supposed to "observe and record but never interfere." Some of them decided that immortals are evil because they're not natural and decide that they all have to be killed. Duncan McLeoud is the Highlander, Joe Dawson is his watcher and Richie Ryan is his student. He became immortal when he was shot by a mugger early on in season 2. I think all the rest of the information you need is contained in the story. If you have any questions, let me know and I will answer them and try to add the explanation into the story
"What's with the sword fighting?" Dean asked, watching two men sword fight. They had just been bachelors on The Bachelorette, so pretty much anything had to be better.
"Oh no," Sam said.
"What? What show is this?" Dean asked. "Is it like a Japanese samurai thing? Those guys aren't Japanese."
"No, it's Highlander," Sam said.
"What's that?" Dean asked. "Wait, is it like the movie Highlander?" Dean asked. He had seen the movie. A bunch of immortals fighting over the centuries, chopping off each other's head until there was only one.
"Same idea," Sam said. "The show was way better than the movies, though."
"What's that on your wrist?" Dean asked, spotting some kind of marking.
Sam brought his wrist up to look at it. "Do you have one?" he asked Dean.
"Have one what?" Dean asked, looking at his own wrist. "No, whatever it is."
"It's a watcher tattoo," Sam explained. They're mortals who are supposed to watch and never interfere, but some of them go rogue and do some killing of their own."
"So, you're a watcher?" Dean asked, rubbing his head.
"I guess. What's wrong?"
"I've had a headache ever since we got here," Dean said, just as one of the immortals cut of the head of the other.
"A headache? I hope you're not immortal," Sam muttered to himself.
Suddenly, what looked like lightning started pouring from the dead immortal into the victor. He fell to his knees and screamed in agony. "What's going on?" Dean asked.
"That's a quickening. That immortal is the Highlander, Duncan McLeoud. He is receiving all the other immortal's knowledge and strength."
"Right. I remember that from the movie."
"We should go," Sam said.
"Why? Because if you are immortal, he's going to feel you."
"Will he kill me?" Dean asked.
"Probably not, but do you want to take that chance. Besides, we need to figure out how to get out of the TV and back into real life," Sam said.
"But, we're also supposed to play our roles. That's how we get from one show to the other. Maybe the Trickster has a set number of shows we need to go through. The faster we go through them, the faster we win the game and get out," Dean reasoned.
"Yeah, or he could just want to stick us in her forever," Sam countered.
"Then what good is running away going to do? I'd almost rather get my head hacked off, then live this pseudo-reality forever."
"Do you have a sword on you?" Sam asked. If he magically had a tattoo, Dean could have a sword.
Dean knew if he had a sword on him, he would feel the weight. "No."
The quickening ended and Duncan McLeoud approached them. "I am Duncan McLeoud of the Clan McLeoud," he said to Dean, shooting a glance at Sam. Sam had covered up his wrist so he wouldn't see the tattoo.
"I am Dean Winchester…of the Lawrence Winchesters," Dean said, for lack of a better response.
"Who's he," Mac asked, indicating Sam.
"This is my brother, Sam."
Sam almost winced. He knew an immortal wouldn't have a brother.
"Have you been in an accident recently?" Mac asked, figuring that this Dean guy must be new to the game.
Dean looked at Sam who gave the slightest nod. "Yeah, a car accident," he answered, hesitantly.
"Can I speak with you alone a minute?" He had to tell Dean what he was without alerting the brother. He didn't even know if Dean knew that he had been adopted or not. Immortals didn't have parents. Nobody knew where they came from. They just kind of showed up.
"Whatever you have to say to me, you can say in front of my brother," Dean said, thinking that this guy meant to lead him out into the woods to chop his head off.
Mac realized they had both seen the quickening and they didn't seem very surprised by it. The few times in his 400 year life, when a random mortal had seen a quickening, they had run off scared to death. "Do you know what you are?"
"An immortal?" Dean asked. He still wasn't sure.
"You know what an immortal is, but you're not sure you are one?" Mac was confused. "Do you have a teacher?"
"I'm a little old for school," Dean answered.
"No, an immortal teacher. Someone who told you what you are, what the rules are," Mac explained, sneaking another look at Sam. He didn't seem at all surprised by this conversation. He wondered what was going on.
"No," Dean said, hesitantly. He hated this game. They kept getting thrown into the middle of situations, not knowing who they were or their relationships with the other characters. He was going to kill the Trickster, and bring him back 600 times to kill him over and over again.
"How do you know what you are then?"
"My brother told me," Dean said, deciding to tell the truth for once in his life.
Sam wanted to hit him. But then again, he didn't know that he would have handled this conversation any better.
Mac looked at Sam. "How did you know?"
"I've heard of immortals. When the accident didn't kill him, and he seemed fine, I had my suspicions. We were both adopted, because our parents couldn't have kids. It all seemed to fit," Sam said, hoping that would make sense.
"How did you hear about immortals?"
Sam really didn't want to say he was a watcher. He didn't know what season they were in, how the Highlander was feeling about watchers at the moment. "There was a kid in college—my roommate. He jumped from our tenth story dorm window, but he didn't die. He was fine. He had been trying to kill himself and upset that it didn't work. But about a week later, this other guy came by and explained what he was." Sam hoped he was buying this.