Supernatural preferences and imagines

Gabriel and Jack catch up

I'm going to do a couple preferences to catch up. Enjoy! 😉
Your first hunt-
Gabriel
I'm a solo hunter, or at least I want to be. I've been training since my family was possessed by demons. That fateful night I vowed to become a hunter, but a smart one. I didn't want to rush headlong into something I wasn't prepared for and get killed, so I'd been training and studying ever since. Now I felt I was finally ready and I had found the perfect hunt. It was a simple salt and burn. It was over quickly and I even got to use my salt filled hula hoops.
Jack
My family's been hunters for generations and now it was my turn to enter the family business. On my family's 16th birthday, you go on your first hunt. My dad and a couple of my cousins went with me and helped to take care of a demon possession. We even managed to keep the whole family alive. The years after would be full of training and hunting, eventually teaming up with the Winchesters.
He's impressed by you-
Gabriel
I walked quietly through the abandoned warehouse with my gun raised behind Sam and Dean. Suddenly I heard the sound of an angels wings. One slammed dean against the wall and another tapped two fingers against Sam's forehead. He slumped to the floor and Dean groaned in pain against the wall. An angel walked toward me with the classic self righteous look those winged dicks seemed to always have.
"You know that gun isn't going to do you much good."
I gave him a smug look of my own.
"Yeah, but this will."
With those words, I punched him in the face. He stumbled back and I grabbed the angel blade out of Sam's limp hand. I quickly stabbed the angel, killing him, then, spinning around, threw it at the angel across the room. I paused for a minute, as the light of the angels shone bright through the room.
"My, my, my, that was impressive," Gabriel said ina low voice, "how'd you manage that?"
I raised my fist to show the shiny metal encasing my knuckles.
"Melted down an angel blade."
Gabriel sauntered closer, "Remind me not to mess with you."
"Sure thing."
Jack
Jack and the boys had told me to stay at the hotel and "stay safe". I wasn't happy about that, but now I was just worried. They hadn't texted or called me for a while, so I decided to go after them. When I finally managed to the address they had given me, I found them tied up. I quickly untied them and exorcised the demon who tried to stop me. As they were recovering, I crossed my arms.
"Next time, don't leave me behind."
Dean nodded.
"Fair. How'd you even get here? We have the impala."
"Stole a car."
Jack stared at me, rubbing a wrist.
"You stole a car?"
I smirked, "Yeah, I did. That a problem?"
Jack blushed, "No, it's just... I believe the correct term is badass."
Dean patted him on the shoulder.
"Easy there, Tiger."
First kiss-
Gabriel
We had just finished fighting some angels and for the most part we were fine, except for the deep scratch on my stomach. I thought I was fine, but by the time the adrenaline wore off my vision was getting blurry and I felt myself falling. My vision went black.
When I finally opened my eyes again, I saw a pair of whiskey colored eyes, staring intently into mine.
"Y/N, are you okay?"
I murmured a yes. He hugged me then pulled back and looked into my eyes... then kissed me. I Now was fully awake, feeling and noticing everything: his hands on my checks, how soft his lips were, my hands on his chest. We pulled back, both smiling.
"I'm glad you're okay. I was worried."
I laughed.
"That is not what I'm thinking about."
Jack
We were sitting next to each other on the couch, curled up in a blanket. I was reading with him looking over my shoulder. His presence and the warm blanket made the aura so nice and comfortable, I was almost asleep, so I barely understood or heard what he said.
"I think I like you."
I hummed an intelligible response, then realized what he had said.
"Woah, what do you mean?"
He blushed and looked down at his hands.
"I talked about how I get nervous when I'm  around you and think about you all the time to Dean and he said it's because I like you."
I hugged him.
"Oh my god, that's great! I like you too!"
He pulled back, looking at my intensely.
"Are you sure?"
I kissed him softly, pausing to whisper, "I'm sure," before pressing my lips against his again.
First date-
Gabriel
He took you to all the places you wanted to go around the world that you wanted to go to, finally taking you to dinner in a fancy place in London. He was very sweet and kind and afterwards you would say it was the best date you'd ever been on.
Jack
After lots and lots of convincing, Dean let you two take the impala. You drive to a field and stargazed, talking for hours. You found it interesting to hear the nephilims perspective and were surprised to how deep his thoughts were.