AUTHOR NOTE: This story was written based of an imagine from Instagram page .

Imagine: Dean looking at you differently when you finds out you're not human.

Love. It's so many things. An emotion, a feeling, a gesture, but for you it was your job. You literally held the futures of romances to be in your in hands. Or more like created it. You were a cupid and your job was to make those who were meant to fall in love meet. Now whether or not the love lasted that wasn't up to you. That was the one thing so many people got wrong about cupids. Yes, it was your job to bring meant to be lovers together, but you had no control over how it worked out in the long run. That only happened on very rare occasions. You spent so much time around love that you started to wonder if your kind could fall in love. You had never really heard of it happening, but there was no rule against it. Then again cupids were a lower class angel and angels frowned upon angel and human romances. You were content with never finding love. That was until you met him.

WHEN YOU MET

You were sitting in a bar watching your newest targets. One girl who was basically a closed off book worm. Even here at a bar, she was reading. The other girl who around her pals was loud and childish, but in reality was sweet and closed off too. They couldn't stop stealing glances at each other. You smiled and sipped on the cocktail you ordered before walking over to the bar. They were watching some reality show about finding love. "Think he'll pick the redhead or the brunette?" you asked getting their attention.

"The redhead is more his type," The first girl said.

"Yeah, but he's a jerk," the second girl said, "more than likely the busty brunette,". The first girl rolled her eyes.

"Probably," she agreed. You made your little bows appear in your hands and touched their shoulders.

"Redhead for the win," you joked as your magic did its work. As you were walking back to your table you were so busy watching the young couple sitting closer and touching hands that you didn't see someone in front of you and bumped right into them. You looked up to be met with a handsome face with emerald green eyes.

"Excuse me, sweetheart," he said, "you ok?"

"I'm fine," you said, "sorry didn't mean to run into you,".

"Oh no need to be sorry," he said, "I'm Dean, this is my brother Sam,". The Winchester brothers. Hunters. Perfect. Good thing I'm not hurting anyone. You thought to yourself.

"I'm Y/N," you said holding out your hand. When Dean shook your hand you felt the oddest sensation at the touch. Like a tiny shock.

"Well Y/N," Dean said, "would you like to join us for a few beers?". Technically you weren't working anymore for the night so you didn't see the harm.

"Sure," you said and followed them to a corner table.

That was the start for you. Over time you got to know both brother's fairly well. You were becoming especially close to Dean. You had helped them on hunts and even when they needed new cases. Things were going well and you figured out soon that you started to grow feelings for the eldest Winchester. Then you met Castiel. He knew right away you weren't human. Luckily Dean and Sam were out. You begged him not to say anything. That you knew Dean wouldn't like it. The angel agreed. With that, your worries went away and things continued to go well between you and the hunter brothers. Your feelings grew for Dean and you were starting to notice Dean felt the same way. One night he asked you out on a date.

YOUR FIRST DATE

You just finished putting a pair of small, silver hoop earrings in. One thing you liked about humans was surely fashion. Clothes were clearly one way they expressed themselves. You had picked a white, lacy dress that hugged your body and matching wedge shoes. You were nervous and wanted to look good. It was your first date with Dean. There was a knock on your door. You looked yourself over one more time and went to answer it. When you opened the door Dean was wearing his usual attire, only with a nicer, green plaid shirt on.

"Whoa," he said, taking in your look, "you look amazing,".

"Thank you, Dean," you said, "you don't like bad yourself,".

"Ready?" he asked taking your hand.

"Yes," you said as you closed and locked your room door, "so what do you have planned?".

"Well, I know I can't promise the most extravagant dates," Dean said, "but I can offer a nice date,".

"Dean as long as I'm with you I don't care how much you spend on the date," you told him.

"I figured burgers from a diner and then maybe shoot pool at the bar," he said.

"Sounds awesome," you said. You and Dean enjoyed burgers and shakes and even shared a large order of fries. Now angels didn't need food, but you had to act human plus not all angels hated the taste of food. After your meal, you soon found yourself at the local bar. Dean had to teach you how to play pool. You had an odd feeling in your stomach when Dean stood behind you teaching you how to use the pool stick. So close the smell of his cologne was so strong you could almost get intoxicated by it. Once you got the hang of the game you got pretty good at it. Beating Dean at least three times.

"Well three beers on me then," he said.

"Of course," you winked and giggled. After you two drank a few beers Dean drove you home and walked you to your door.

"I had fun, tonight Dean," you said as you reached your room, "hope the next date isn't too far away,".

"Whenever you like Y/N," he said. You smiled as he slowly leaned in and placed a soft kiss on your lips. It was short but sweet.

Your first kiss. You had often wondered what a kiss felt like. Sure it might not have been the most passionate kiss, but it was still enough to make your breath hitch. That's when it started happening. You started falling for Dean Winchester. Over time you had more dates and spent much of your free time together. You had even eventually moved into the bunker. Then you experienced one of the most intimate human things with Dean. You two had made love. You had heard about sex.

Angels knew it was how humans reproduced, but angels didn't have the need for it. Some could desire it may be, but that was rare. You remember laying with Dean afterward. He held you close to him in his arms and would repeatedly kiss your shoulder or neck. He loved whispering sweet little things in your ear. The one that shocked you most and made your heart soar was when he whispered "I love you, sweetheart,".

From that moment on you were in love. Everything was going so well until your secret was finally revealed.

DEAN FINDS OUT

You were helping the brothers out on a demon hunt. A demon had been wreaking havoc in town possessing men in bars to attack drunk girls. You had tracked them down to an abandoned house. Dean handed everyone a blade and a bottle of holy water.

"Let's gank this black-eyed son of a bitch," he said as you all headed toward the house. You all entered the house through the front door. You and Castiel went one way and Dean and Sam went the other. Just as the brothers entered an empty dining room they were jumped. The boys were able to kill some off until you and Castiel arrived. You watched as Castiel starting smiting every demon that came at him. You took out two demons as they rushed at you. You looked over and noticed a demon had Dean down. You knew what you had to do. You rushed over and placed your hand on the back of the demon's head. It's face glew fire orange before it finally died and the vessel fell to the ground. Dean looked up at you with wide eyes.

You were all standing there. You almost shrank under Dean's glare. "Why didn't you tell me you're an angel?" he asked.

"I didn't know how you would react," you said, "plus I didn't really think it mattered,".

"Of course it matters," Dean said, "you should have told me,".

"I'm sorry," you said.

"What rank angel are you?" Sam asked.

"She's a cupid," Castiel said. You saw a look flash in Dean's eyes and he stormed off to the Impala. When you all got back to the bunker all Sam and Castiel could do was listen as you and Dean argued.

"How could not have told me?!" Dean said.

"Dean, would you have trusted me if I had?" you argued back, "I know you've had trouble with cupids before,".

"So you decided hiding the fact was better?" he asked.

"Dean, I'm still the girl you liked," you said, "the girl you fell in love with,".

"Are you?" he asked stone cold serious, "really?".

"What is that suppose to mean?" you asked.

"How do I know you didn't use your magical love powers to make me fall for you?" he accused, "how do I know our relationship is one big lie!".

"How could you think I could do that?!" you asked. When he said those words it felt like a knife right through your heart.

"How couldn't I think that Y/N?!" he said, "you haven't been honest with me since we met. You should leave,".

"Dean please," you pleaded.

"GO!" he ordered and walked off. You looked over to Castiel and Sam. You could tell they wanted to say something, but couldn't think of anything. With tears forming in your eyes you fluttered off.

And here you sat. That awful night was three months ago, and you still cried every time it crossed your mind. You kicked yourself every day. If you would have just told Dean then maybe things would have still worked out for you. One time you were close to ripping out your own grace, but then you remembered that pretty much just makes an angel reborn into a human. You had heard Anna's story. You did not want to end up like that. You sighed. You couldn't even use work to distract yourself. A sad cupid should never make matches for each match would be doomed from the start.

You got up and as you turned to leave you stopped in your tracks. You were met with those beautiful green eyes you had missed looking into for three long months.