supernatural preferences

you're a bit shy-Jack

Jack:
You see the way Jack looks at you when you're in a room together. You can see the hurt and confusion in his eyes. 

You never meant to hurt him, it wasn't his fault. You were just incredibly shy, you didn't know how to talk to him. Everytime he tried to speak with you, you gave him short answers and ended up close to Sam. Sam knew about your small crush and your bashful personality. It took you a while to warm up to Cas, and Dean as well. You felt safer with Sam. 

You decided to be brave that day. You took a step away from Sam when Jack walked in. He gave you glance and you tried to give a small smile, your cheeks had warmed drastically. His eyes got a bit wide but he gave a smile back. 
You let out a sigh of relief, you felt a hand squeeze your shoulder. You looked over at Sam and he smiled at you proudly. It seemed that the whole room noticed that you were different. You could see them glance at you and it almost made you shy away. Sam placed a hand on your back and pushed you back to where you stood. 

You took in a shaky breath, and stood your ground. "I'm ok, I'm ok, I'm ok." You thought to yourself. Trying desperately to convince yourself. 

The conversation had started but all you could focus on was reminding yourself that you were with people who would never judge you. Your gaze wandered over to Jack and saw him send you a smile. You smiled at him shyly and the next thing you knew the conversation had ended. 

Jack walked over to you, "hello (y/n)." He said happily. You gave him a smile. "Hey, Jack. Can I talk to you alone for a minute?" You ask, letting out a breath you didn't know you were holding. 

"Yeah sure." He answered with a kind voice. He hesitantly grabbed your hand in his and led you down the hallway. Once you reached his room he opened the door and let you in. 

"Thanks." You mumbled. Preparing yourself for what was about to happen. 

"What is it you wanted to talk about?" He inquired curiously. 
"Jack, um... I'm sorry for hurting you by not being open with you. I know, I seem cold. I don't mean to and I don't want to, I'm just incredibly shy. I'm mostly shy around you because I really like you and I've been too scared to tell you. So yeah I'm sorry for everything." You rushed out. 

He looked at you with doe-like eyes, an expression of sincerity. "(Y/n), thank you for explaining, but I want you to be comfortable around me. Maybe if we're together more we could become closer. I would like that very much, seeing as I like you as well." He said thoughtfully. 

"I'd like that too" 

-----
6 months later- 

You had grown extremely close to Jack and started dating about 4 months in. 
You hadn't had your first kiss yet, you were still shy and that was something that scared you. 

You were sitting in your room listening to music when a knock sounded on the door. "Come in!" You called. In walked Jack with a smile on his face. "Hello (y/n)!" The sweet boy chirped. You gave a smile back. "Hey Jack. What's up?" You asked. "Oh nothing, I just thought maybe we could listen to your music together. If that's alright with you." He answered.
"Yeah of course c'mon over." You gestured for him to take the spot next to you. 

He giddily laid next to you. "(Y/n), I know I just laid down but would you like to dance with me?" He asked. 
Your cheeks flushed, but you gave a small nod. 

He smiled brightly before standing up and offering you his hand. You took it, his hand warm against your cold one. He laced your fingers together and pulled you close to him. 

As the song played you both swayed softly. Feeling a bit daring he spun you and did a small dip. When you came back up you two were extremely close. His eyes were fixated on yours and yours flickered between his eyes and lips. 

Leaning forward he waited a moment before you gave a nod and he pressed his lips to yours. You moved perfectly together. A bashful kiss at first then it continued to get passionate. His hands held your waist and yours wound in his hair. He pulled away first and blushed, you did the same and looked at the ground. 

"Was that ok?... " Jack questioned nervously. You gave an airy chuckle before softly affirming. "Yeah Jack, it was good." You could practically feel his joy radiating from him. 

"Can we do that again?" He asked. You looked up at him. "Yeah we can." You answered before bravely being the one to pull him into the kiss. 

Let's just say that those kisses were the first of many.