Supernatural Imagines

Matchmaker- Destiel

Summery: Cas confesses his feelings for Dean to the reader and swears her to secrecy. When Dean begins to flirt with the reader (who is taken by Sam), she realizes he is trying to make Cas jealous.

A/N: i just love dean and cas together it's just so sweet 

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"Hello, Y/N," Cas said quietly.

"Good morning, Cas. How are you feeling?" you asked. Your head was pounding and your mouth was uncomfortably dry, a result of the copious amounts of alcohol you'd had the night before.

"I'm feeling fine. I'm not really affected by alcohol," he told you apologetically.

"Well, aren't you lucky?" you grinned, reaching for a bottle of aspirin in the cabinet above the kitchen sink.

"Y/N? I am sorry about getting drunk last night. I was so intoxicated that I told you things I shouldn't have."

You turned and smiled at the angel.

"It's fine, Cas." You rubbed his arm comfortingly. "You needed someone to talk to, and I'm glad I could be there for you. And don't worry, I won't say anything."

"Thank you, Y/N." Relief flooded through Castiel's eyes.

Your heart went out to your friend. Last night, in a drunken and emotional stupor, Cas had confessed his feelings for Dean. It came as no surprise, as it had always seemed obvious to you, but Cas clearly thought he was the only one who was aware of anything between them. He had seemed so small when he told you, sadly smiling as he resigned himself to unrequited love. You wished you could comfort him somehow, but you knew that Dean was the only one who could fix this situation.

Your thoughts were interrupted by Sam, coming into the kitchen to kiss you good morning.

"You two stayed up late last night," Sam commented, smiling at you with a quirked eyebrow.

"We did. I taught Cas how to play drinking games, then we decided that if you aren't going to cut your hair, I'm going to demand to be allowed to braid it whenever I feel like it."

Sam laughed. "Never gonna happen," he said.

Cas looked at you gratefully when the conversation moved on to other things.

The next few weeks were odd for you. You found yourself getting closer and closer to Cas, wanting to help him and comfort him as he tried to work out his feelings and decide what he should do, if anything. You found yourself watching Dean more closely, looking for any indication that he was ready to reciprocate Cas' feelings, wondering if there was anything you could do to help if there was.

The hardest part was not talking to Sam about it. Sam was the most important person in your life, and you almost blurted out what was going on more than once as the two of you snuggled up each night.

Just as things more tense than you could handle, and you debated just spilling everything to Sam and Dean and getting it out in the open, Dean began acting weird.

It started out as little flirty comments or winks, so very Dean that you didn't think anything of it. When Dean began hugging you or kissing your cheek to say hello or goodbye, you began to worry. Then, one night as you came to dinner, Dean whistled a catcall at you as he blatantly stared you up and down, biting his lip in clear approval of your summer dress.

"Okay, what the hell, Dean?" Sam huffed.

"What?" Dean asked, surprised.

"What do you mean 'what'?" Sam cried, angry now. "You've been flirting with Y/N, my girlfriend, all week. What the hell is your problem?"

You looked across the table at Cas, wearing a crestfallen expression as he stared at the table, and it hit you.

"Sam, I need to talk to Dean alone. Everything's okay, I promise. Dean? Living room. Now."

Dean shrugged, stood, and walked into the living room. You followed him, glaring at Cas and tilting your head in a silent message to listen in on your conversation. He nodded slightly, looking confused.

Once in the living room, you turned on Dean. "I know why you're doing this. You really are an idiot, aren't you?"

"I don't know what you're talking about, sweetheart." Dean's tone was not nearly as relaxed as his words.

"Yes, you do. You know exactly what I'm talking about. You should also know that Cas doesn't understand 'playing hard to get' or 'jealousy'. All Cas is thinking right now is that you want me rather than him, and he's heartbroken."

Dean sputtered a little before saying "That's not what-"

"That's exactly what this is, Dean," you interrupted. "Save us all the time it will take for you to get over your embarrassment about all of this and just admit that you have feelings for Cas. You were flirting with me to try and make him jealous, because you don't know how else to go about telling him how you feel, right?" Your voice was soft and sympathetic, encouraging Dean.

He lowered his voice and the bravado fell from his face. "Well, it's not exactly like going after some girl in a bar for a one-­night stand, is it? He's a friggin' angel. And it gets so much more complicated from there."

"It doesn't have to," Cas' deep voice sounded through the room, and both you and Dean jumped at the sound.

"Cas! I-" Dean stammered.

"I heard."

You looked at Dean's face, then Cas' both filled with so much wonder and hope, and suddenly felt very much in the way.

"Um, I think Sam and I will just go on a little mini-vacation tonight and stay at a hotel. We'll call tomorrow. Give you guys a chance to...talk..."

Dean nodded absently, not able to take his eyes off of his angel, and you quickly backed out of the room, smiling when you saw Cas reach for Dean out of the corner of your eye.