"What do you mean?" Diana asked. Charlie's brow furrowed. "You know what I mean. Your story is pretty shady..." She grabbed Cas's angel blade from where he'd tucked it away. "Are you an angel?" Diana scoffed. "Aw, I'm flattered." She rolled her eyes. "C'mon, Chars. I've known you for months..."

Charlie ran to Diana and held the blade under the injured woman's neck. "Angels can take a vessel at any time." She pressed the blade closer. "Maybe I'm a little clearer: Are. You. An angel? Or a Reaper?" Diana held her hands up. "Okay, okay!" Charlie eased up on Diana as the woman sat up.

"Alright. First of all: I am not a Reaper. Ew. And I'm not exactly an angel. At least not the ones you're expecting. If I was, your warding would've prevented me from even making it past the door..." She motioned to the walls. "The landlord's totally going to kill you when he finds out about it, BTW..." Diana held her palm out. A little bow and arrow appeared on the surface of her skin. "I'm a Cupid..."

Charlie looked incredulous. "Well... That explains so much... Especially all that matchmaking you do..." Diana smirked. "So, did the angels sic you on us like they did the Reapers?" Charlie asked sternly. "Well, sort of. They sent me here, but I'm not exactly on their team. Not many of the cupids and cherubs are... Look, just let me explain, Charlie. I swear to Dad it'll all make sense..." Charlie folded her arms. "I'm listening..."

"Look, I'm a cupid, but I'm sort of been a black sheep up top. You heard of Gabriel and Balthazar? I was closer to them back in the day. Especially my big bro Gabe. He was nice to me before he ran away, and I helped him with some of his Earthly tricks." She sighed. "I miss them so much. Heaven isn't the same without them. Too many tools, now.

"Anyway, I've kinda made here my weekend home between jobs. Before we all got the boot, a sister of mine told me Cas was planning to drag us all back upstairs so we could work out our issues, maybe get back to how things were before Michael and Co. decided The Apocalypse was the bestest idea ever. Then, well, you know..." She whistled to illustrate the angels falling, then stuck her tongue out in disgust. "Metatron's a toolbag.

"So, Bartholomew decides we should all do the usual: blame Cas for everything and gank the adorable mess. Me, the other cupids, and a handful of my higher up siblings aren't exactly for that, however. We're just trying to act like things are fine, keep crap from devolving to anarchy, and wait for life to go back to normal. We're not ALL tools, after all.

"The Holy Tools faction got wind of one of my leftover assignments before The Fall: Dean Winchester. So, they wanted me to find a way to get him to weed out Cas. I refused, since I'm Team Free Will, man. They beat the crap out me in response. Then they told me to give Dean the message..."

Charlie frowned. "Wait, and you're sure they didn't follow you?" Diana smacked her forehead. "Sonofa... I am an idiot..." Charlie shook her head. "Way to go. Now we're on high alert." Diana buried her head in the pillow. "'M sorry..."

Charlie sighed. "I did not sign up for this..." Diana poked her head up. "Kinda hoped you wouldn't get caught up in this. Especially since I've failed to pair you with someone twice..."

"Twice? Who have you tried to pair me with besides Billie?"

"That Oz chick, Dorothy. You didn't see me, since I was using crazy ninja cupid juju, but I was trying to put you two together. But then you had to go and stay here and watch Cassy." She paused. "You wanted to go, didn't you? C'mon, help a cupid's self-esteem..."

Charlie sighed. "Heck yeah. But I promised Dean I'd watch Cas." Charlie pulled the key to Oz from her pocket. "I figured that he'd take him back a long time ago. I adore Cas, don't get me wrong. He's become one of my best friends. It's just..." Diana nodded "I know. I know. Dean's stupid..." Her mouth quirked up. She got up and made her way to Cas's Room/Charlie's Office. Charlie followed. They peeked in the door.

Cas and Dean were both asleep. Cas's head lay on Dean's chest, his arms wrapped around the hunter's torso. Dean had his arms around Cas protectively, his head resting atop the other man's. The stuffed Chewbacca sat at the end of the bed, as if it were watching over them. "Guess who I was assigned to pair Dean up with?" Diana whispered.

"No way!" Charlie whispered as Diana closed the door. "Well, technically I had free reign on this one. But TBH I shipped them BEFORE I got the job, and they were practically boyfriends already, so..." She held the hand with her arrow up. "Why not make it canon?" Charlie thought back to how touchy Diana got with the boys. Now she realized what she really was up to. "You sneaky-!"

Diana grinned cheekily. "It's best for everyone. Cas and Dean finally get to be happy together, you can go to Oz, and once I'm sure everything's all good in the magical land of Destiel, I'm going underground to avoid my psychotic family! Maybe I'll run to Australia. Never actually been, but I love their accents!"

Charlie was still skeptical. "Okay, I'll buy it for now. But the minute it seems like you're lying, the minute you try to hurt my friends, I'm ganking you..." Diana held her hands up. "Fair's fair, Chars. But if the higher-ups attack, just remember I could've easily led them here by accident..." Diana headed back to her couch. Charlie went to the fridge, grabbed a 6-pack of energy drinks, and sat beside the cupid.

"I'm not taking my eye off you..."

"Humans have to sleep..."

"I've pulled all-nighters before. I'm prepared. Bring it..." Charlie said, taking a swig of energy drink.