J̶e̶s̶s̶i̶e̶ ̶K̶l̶i̶n̶e̶ Jack Winchester

Memories

 "I won't go super into detail...but you should probably know now." Dean leaned his back against the headboard, breathing in deeply. Jack adjusted to be facing him. "Well, obviously you know I'm bi... Well, I never really had time for dating and all that before I moved back here. I mean, I had a few flings.. Jo, Benny, Anna,Christian, I dated a girl named Lisa for a while before I got booted. Other than that, I've only been in two serious relationships, Cas obviously, and then him. The guy who was trying to talk to me at the store was Michael. We started seeing each other when I was staying with Bobby. I think I was maybe eighteen when we met. It was at an Ozzy show in South Dakota. He lived in Nebraska but drove up to see it. Anyways, our seats were next to each other and we just started talking. By the end of the show, we decided to go grab food together after. We clicked, he gave me his number, and we became pretty good friends.

He was about two hours away in Naper. Every weekend, one of us would make the drive and we would hang out. After only about a month, we started dating. This was before the surgery when I first started hormones. We dated for almost five years. It was hell, but I didn't know what to do. No one really knew for a while about what was actually going on. He moved down here when I started working on the house. I guess he still lives at the same place the next town over. He didn't want to stay here, he said the town was too small. He - uh actually proposed the last time I saw him before we broke up. I didn't know what to do. I said no and I tried to get a restraining order, but it was rejected. I was wrecked for like a year before I met Cas. He picked up the pieces ya know, he didn't even know what actually happened until about a year after we started dating. I still feel like I can't get away sometimes ya know. That's why he was trying to get me to leave, but I never take him seriously..." Dean trailed off. Jack just watched him, waiting for him to continue.

"What did he do?"

"Well, right off the bat, I should've known. When I would hang out with the few friends I had from work, he would get so mad. He got a boxer's fracture a few times from punching shit. I didn't think much of it though, my dad did that, so I figured it was normal. He was actually a lot like him. When we moved down here, I rented an apartment outside of town, but I stayed at Micheal's if I wasn't working, or fixing up this place. Slowly, things started to get worse, then all at once. I uh, I started wearing hoodies during the summer to cover up everything. I thought I deserved it though, sometimes I still think I did. I mean at that point in my life it was just what I thought was normal. Dad did it, so I figured it was normal... things got really bad. Then I got surgery, things got a lot worse. He told everyone it was because I had cancer, obviously that wasn't the case. I lied to Sam, I lied to Bobby, everybody." Dean was crying again at this point. "One night, he got really drunk... he uh gave me this-" Dean pulled his shirt up, revealing the scar over his side. "And then he locked me out. It was the dead of winter and I was just laying in the backyard, no phone or keys, just in sweats. I honestly thought I was going to die. I thought I was going to bleed out or freeze. All because I burnt whatever I cooked that night... Eventually, the neighbor came out to smoke and saw me. He took me to the ER, and of course I lied about everything, he showed up two hours later, pissed. Things got worse from there, I just stopped trying to fight it.

Finally, I got out. He proposed, I said no, and I ran. I stayed in Iowa for about a month before I came back home. When I got home, it all hit me. I had a really hard time adjusting. I reverted to some uh - old habits, I thought that I deserved it, I needed it to make everything go away.

Eventually, I met Cas.. I still don't know what he saw in me. He found me near-breakdown outside a bar. I was with a few co-workers, trying to get used to being around drunk people. They thought I was just a 'DD'. I was sitting outside against the wall, trying to talk myself down, and he just appeared. I was picking at old scabs, getting whatever I could, bleeding again. He stopped, looked at me and just asked if I was okay. For once, for some reason, I told the truth, I just said no. He stayed with me that night until my friends were all drunk enough to get thrown out. He asked if he could drive instead, and tried to keep my nerves down until they were home. I was such a dick to him after that, I don't know. I guess I just didn't want to do it all over again, but he saved me. He never knew what was actually going on, he never forced me to talk about it. Then a year into our relationship, Michael showed up at the house and well, I guess that's when he found out, and I guess that was it. Now he's crazy over protective about it if you didn't notice."