Supernatural Imagines (requests are open!)

Thanks, I'm Kinda Thirsty

One where ever since the reader was a baby the back seat of the impala put her to sleep. That's how dean learned to drive. When dad was drunk or passed out and you wouldn't stop crying he would put you in the backseat and drive around until you fell asleep. John would do it sometimes but you know John not father of the year. This trait didn't wear off as you got older. On road trips you would always be asleep in the back. The boys would joke that they're never met a hunter who gets more sleep than you. So as time goes along you go to hell for some reason to another I mean doesn't everyone. So when you come back you have awful nightmares and cannot sleep. The boys notice. Thinking at first it's normal and will wear off. But it doesn't. After two weeks and being woken up by screams, dean has an idea. He comes and gets you and you're confused. You're all in pajamas. He leads you to the garage and opens the back door. "Hop in" you're confused. He closes the door and gets in and quietly plays  soft rock as he drives around. You fall into your first peaceful sleep since you've been back.

Okay so, yeah, this one is a sister!reader again, but going to Hell and then also coming back is kind of the Winchester trademark

Dean POV

Ever since (y/n) was a baby, the Impala has been her sleeping area of choice. I learned to drive at fourteen years old over the course of many sleepless nights with a crying (y/n) who was six months old, when Dad was too drunk to care. Or completely passed out. I mean, he didn't care even when he was awake, but when he was drunken into oblivion or passed out, he couldn't care that I took the car. Luckily, he had a car seat for (y/n) so I could put her in there. I would drive for hours, waiting until (y/n) was definitely sound asleep and then go back to whatever motel we were staying in and fall asleep with her on my chest.

When she got older and was sleeping through the night, we didn't go as often, but there would be nights when she didn't feel well or Dad had upset her and we would go drive around. She always tried to stay up to have a conversation with me, but ended up falling asleep.

Then Sam went off to college. We drove around every night for a month and a half, talking, and then eventually (y/n) would drift off to sleep. I was twenty-two, she was eight. We slowly fell out of the habit until I had to drive cross-country to California when I was twenty-six and she was twelve because Dad had gone missing on a hunt and we needed Sam's help. Then, that terrible crash, Dad's death, and my near-death came in the period of a few days. (y/n) was a wreck. Sometimes I could get her to sleep in the car, but sometimes she was too scared to even get in the car. Over the course of a few months, I got her to get back in the backseat and back to passing out after a while. Sam and I got her to open up, too, not an easy feat for the older brothers of a twelve-year-old.

By the time she was nineteen, she was hunting regularly with Sam and I, and driving everywhere with us. Without fail, she always fell asleep in the back. She still does, to this day. We always tell her that she gets more sleep than any other hunter we've met.

I hadn't been out driving with (y/n) in years, and I didn't think I ever would. Unbeknownst to us, (y/n) went and sold her soul when she was twenty. The demon was feeling a little generous for dealing with a Winchester, and gave her two years instead of one. That time ran out on her twenty-second birthday. Sam and I were trying to get her out, but nothing was working. It made me sick knowing what she was going through down there.

(y/n)'s twenty-fourth birthday passed, and marked two years since she had been dragged downstairs. Sam and I had some pie and three bottles each of (y/n)'s favorite beer and looked through photo albums for a couple hours before we fell asleep on the couch, the book spread between our laps.

"Dean?" the voice wasn't Sam's. But it couldn't-"Dean, Sam. Guys?" I shot up on the couch and was on my feet in seconds, Sam not far behind.

"Whatever you are, this is not anywhere close to amusing, no matter how funny you think this is." I growled. I wanted so badly to believe, but-