Dean

You and Dean had been extremely close for some time now. You were developing more than just a crush on him; you were falling for him. Dean told you about his past and how he had been a bit of a manwhore. It made you worried about Dean finding out your feelings. You thought he'd run off or something. But Dean had his smart moments, and he could tell something was going on with you.

"(Y/N), what's on your mind?" Dean asked as the two of you lay next to each other in bed.

"Nothing...everything... I don't know Dean." You responded as you stared at the ceiling.

"Care to explain?"

"What are you doing with me Dean? Am I really what you want or am I just another girl in another town?"

"Woah baby, what are you talking about? You're my girlfriend. I-" Dean stopped before he could finish his sentence.

"You what?"

"I love you." You quickly turned to him and stared shocked. "You've become very important to me. You, Sam and Cas are all I have. I don't ever plan n letting that go and I won't ever plan on letting you go.

"Dean..." You were pulled into his arms and tried to not cry. "I love you too." You whispered, hoping he heard you.

Sam

Sam had gone on a hunting trip alone, and after a week went by you began to get worried. You hadn't heard from him and you couldn't get a hold of him through calls or texts, so you called Dean. You explained the situation, and Dean said he'd take care of it. While you were waiting, you were faced with fears and feelings you'd never felt before. You realized that you were in love with Sam.

"Sam!" You gasped when Dean came into your motel room with your half-conscious boyfriend. "What happened to him?"

"Got in over his head. He'll live though, so don't worry." Dean left, leaving you alone with Sam who now lay on your bed.

"Sam, oh god, what did you get yourself into. I thought I lost you." You sat next to the bed and rook Sam's hand. "I don't know what I'd do if I lost you. I love you Sam. As soon as you wake up, I'll tell you."

"You just did." Sam choked out, smiling at you.

"You're awake, Sam what-"

"I'll tell you everything later, right now I need to say something more important. I love you too (Y/N)."

Castiel

You hadn't seen or heard from Castiel in a month. You weren't sure why, but it almost broke your heart. You had fallen for the angel and thought he was feeling the same way. Now because his obvious avoidance of you, you were hurt and angry. You needed answers.

"Castiel, get your clueless ass down here! Now!" You yelled up to your ceiling. A second later, you heard wings flapping.

"What is it? What is wrong (Y/N)?" Castiel questioned from behind you. You spun around and glared at him.

"What's wrong? You've been gone a month. I have been worried that you were hurt or that you were just done with me." You told your angel.

"I am sorry. I thought it was best if I left. I began to feel strange feelings whenever I was around you, and even when I wasn't. I was concerned that it was bad." Castiel responded, not looking at you.

"Explain the feeling Cas."

"My vessel's heart starts beating faster. I begin to feel nervous. You are on my mind all the time and no matter where I am, I want to drop everything and go to you."

"That's love Cas."

"Love? I love you? Is that good?"

"Yes, because I love you too."

Crowley

For your forced relationship with Crowley has gone well. After all the surprisingly sweet things he's done and possibly the corruption from being in Hell, you found yourself falling for the King. You weren't sure about his feelings for, and you wanted to know. There was also another question he needed to answer.

"Crowley, we need to talk." You told your King as you opened the doors to his throne room. He motioned for everyone to leave, leaving only you and him in the room.

"What is it my Queen? You interrupted my meeting."

"Why did you make me your Queen? Also, why am I still here with you? Do you really even want me here?" Crowley looked shocked at your outburst. He stood up and walked over to you.

"Darling you are the most beautiful woman I've ever met, with the most beautiful soul. I keep you around because I love you. I don't know what I'd do if you weren't in my life anymore. You're my Queen; my everything. You keep me sane so I don't kill all these idiotic demons." Crowley explained while he took your hands. You smiled up at him.

"I love you too Crowley, I was worried that you didn't love me."

"Don't ever be worried darling. I'll love you forever."

Balthazar

Balthazar was never one to tell you how he felt. He'd show you in some way. It was all great, the romantic dinners, gifts, physical activities, but you needed to hear how he felt. You fell head over heels for him, but you were afraid to tell him. In a way, you wanted him to say it first, but clearly he wasn't man enough.

"Balthazar, we need to talk and by we, I mean me. You need to listen to what I have to say; after I'm done you can respond." You told Balthazar as you entered his living room. He could tell that you were serious right now.

"Alright my dear, speak."

"You have become someone very special to me. You are the most frustrating man, well angel I've ever met. But I love you Balthy. I really do and I need to know if you love me too. I need to know if I'm just going to be hurt when you get bored with me."

"My dear, I thought it was clear that I adore you. I'd never just get bored with you. You are special to me as well."

"I need to hear you say it." Balthazar stood up and walked over to you.

"I love you (Y/N). You are the only woman I have and ever will love." He leaned to you and kissed your lips.

"Thank you Balthazar."

Gabriel

You and Gabriel had a good relationship, to him at least. It was extremely physical and not too serious. Though the more time you spent with the Archangel, the deeper you fell in love with him. You ignored those feelings but they always had a way of showing up at the worst times. Unfortunately, you got distracted by them while you were driving and didn't notice the drunk driver crossing into your lane, until it was too late.

"(Y/N), you need to be okay." You could hear Gabriel's voice, but you were not able to open your eyes to see him. "(Y/N), sweetie, you got to wake up and be okay. I healed you completely, so why aren't you awake?" You could hear fear in his voice, something you've never heard from him before. "If you don't wake up, I won't be able to confess all my feelings. I know it's been on your mind lately. I can hear your thoughts you know. I should have man up and told you that I'm in love with you, but I was scared." He chuckled at that. "An Archangel being scared of feelings. How dumb. Please, I need you to wake up my silly girl. I love you." You slowly opened your eyes to see him close to tears.

"I love you too Gabe, but you probably already knew that." You smiled at the shock on his face. He then smiled and kissed you happily. He was relieved you were okay.

Lucifer

Could Satan really fall in love with a human? That was a question that's been on your mind for a while. You weren't sure if you could really come out and ask Lucifer about his feelings or tell him yours, but you had to do something. So you were going to make a demon do it for you. you wrote a not for Lucifer explaining how you felt, then gave it to the demon to give to Lucifer. About ten minutes later, Lucifer came through your bedroom door.

"You sent a demon to tell me you love me?" Lucifer asked, in a tone you never heard before. You couldn't tell if he was angry, or hurt, but it made you scared.

"Yes, I did." You responded hesitantly.

"Why?"

"I was scared you'd hurt me. physically and emotionally."

"(Y/N)," Lucifer sighed and walked over to you. "I wish you would have just told me yourself. Also, you should know that you would never be hurt by me. I wouldn't do that to you, because I love you too, my silly little human."

"You do?" You smiled up at him.

"That is what I just said." Lucifer kissed your forehead, as he wrapped his arms around you.

Kevin

You and Kevin were hanging out together in your office, like usual. You were playing video games, and you were kicking his ass. He was getting frustrated, and you loved it. Once he lost again, he snapped.

"Dammit (Y/N)! I love you but damn this is pissing me off. You are being cruel!" Kevin set the controller down and left the room. You sat there shocked at Kevin's outburst and what he just told you.

"Kevin!" You chased after him. You grabbed him and made him stop walking. "What did you just tell me?"

"That you're being cruel."

"Before that. Kevin, you told me that you love me."

"I did..." Kevin stared at you, waiting for your response.

"Did you mean it?"

"Yes."

"Good, because I love you too." You two kissed and smiled at each other.

"But I'm never playing video games with you again." Kevin told you with a laugh.

Chuck

Chuck was currently in the middle of a vision. He was on the floor in pain when you entered his house. After the pain and vision was over, Chuck pulled you to him and held you in his arms.

"Chuck, are you okay?" You questioned, concerned with Chuck's actions. He was close to tears.

"You're going to leave me." Chuck mumbled. You were shocked. You had been thinking about taking a break from all he visions and angels and Winchesters. "You can't leave me without knowing how I feel. I love you (Y/N), I know all this can be hard but I need you. You keep me going."

"Chuck, I love you too. Yes all this is hard but I won't leave you. whatever you saw won't happen. I'm not going anywhere."

"But I saw..."

"I thought you didn't love me. That's why I didn't think I could deal with all this."

"So you won't go?"

"No Chuck I'm not going anywhere. Let's just sometimes take some time away from all this. We both need a break."

"I agree my beautiful savior."

Benny

You and Benny were in a bit of a predicament. Benny ran out of blood and the two of you were hiding from hunters. He couldn't go out and get more, and the lack of blood was starting to affect him. He kept his distance from you and slept a lot. You weren't about to let the man you fell in love with waste away.

"Wake up Benny." You said shaking the sleeping vampire.

"What is it darling?" Benny questioned, slowly waking up.

"Drink my blood."

"No sweetheart. I can't."

"Benny dammit, I love you and I'm not going to let you die!" You got up and went to get a knife and a cup.

"I love you as well darling. That's why I can't drink you."

"You won't be drinking me; you'll be drinking my blood from a cup. That's different."

"You are such an amazing woman. I could kill you at any time. This is why, well a part of why I love you."

"Don't worry Benny. Everything will be alright. We'll talk about this later, when you're better." You began to bleed your wrist into a cup to save your vampire lover.