TIMESKIP. I didn't know what to write, so now it's Halloween! This is my favorite holiday, because I can dress up my characters however the fuck I want, even if I can't dress myself up.
Cas walked into Chloe's room. "Can you help me?" he asked her. She was way better at makeup than he was. He already put his contacts in, that made his eyes look completely black, like a real demon's. She smiled and got up, gesturing for him to it in the chair. She put black eyeliner on him, and when she was done, he went to go get changed.
Chloe brought her costume into Gabriel's room, and smiled. He'd already got the tights on, and was waiting for her. They got her into her costume, collar included, and she started on his chest makeup, her showing him how to do it on one side, and him doing it on the other. She'd modified the costume so the skin on his chest would be pulled up to give the feeling of actual breasts. They got him into the costume, and they both started on their own makeup. He'd been practicing, and he did the makeup himself, looking just like when she did the makeup.
They made their eyes lighter with some of their makeup, and put on Gabriel's long, curly black wig with the clip-on ears. When they finished with the makeup, they pulled on their tights, then their shoes, and walked down the stairs, seeing the boys' eyes widen slightly as they watched them. The girls flashed flirty smiles as they got to the bottom of the stairs. Dean's eyes caught on Chloe's collar, and he bit his bottom lip.
"Let's go" Chloe said, putting her hand on her hip and holding up her keys with the other, eyes pausing for a second, once-over-ing Dean. He was in dress pants, a vest, a blue pinstripe shirt, and a black fedora tipped down, covering some of his face. 'Damn' she thought. 'Why is he so fucking hot?' she asked herself mentally.
Dean's eyes moved all over Chloe's body as he watched her walk down the stairs. He looked at the collar and saw the matching leash in her hand. He urged his pants not to tighten as he saw how much her costume showed off. They followed her out to the car, and dean noticed Gabriel wasn't there. He probably had a good enough reason. She smiled at his thought, and slid into the driver's seat. They all got in, the boys in the back, and she drove to her favorite place to go on Halloween.