Chapter Text
Dean had always considered himself a simple kind of guy. He wasn't the type of person who felt the need to buy a lot of things; besides groceries, basics for living and some odds and ends for his hobbies, he didn’t do a lot of shopping so it was a bit mind boggling to him to discover just how much junk he had crammed into his tiny apartment.
It had been two weeks since Cas had asked him to move in and tomorrow was the big day; they'd rented a truck and Charlie and Meg had agreed to help them lug all of the boxes from Dean’s old apartment to the house in exchange for food. Tonight, Meg was watching Claire while he and his boyfriend were spending the evening boxing up all of his things, which was turning out to be more of a production than Dean had thought it would be.
Dean collapsed onto the bed with an exaggerated groan. Half of the room was in boxes and yet somehow other junk had mysteriously moved in to take up the newly empty spaces; Dean swore it was the work of wizards.
"Where in the hell did all this crap come from?" he wondered aloud as he rubbed at his eyes in frustration, before adding tiredly, "I don't think I have enough boxes."
“I told you to grab some extras just in case,” came Cas’ oh so helpful reply from somewhere above him. Dean couldn’t see him since his sight was blocked by his own hands but he knew his boyfriend was staring down at him with a smug expression right now; he opened his eyes and confirmed his suspicions, glaring up at a smirking Cas.
One thing he had learned quickly about Cas was when it came to planning, he was extremely meticulous about things. He wasn’t one of those people who couldn’t function without a plan, being a single dad had squashed that tendency, but when he had the chance to plan he took it. Cas had made him write up a moving to-do list and one thing on that list had been boxes. They had discussed how many boxes to pick up from the store the other day over supper; Cas had suggested grabbing an extra couple boxes to round out their estimate, just to be safe, but Dean had assured him that it would all fit.
Oh how wrong he had been.
“Don’t pout Dean,” Cas said, his tone full of humor. Dean glared even more at this; he was scowling angrily, not pouting. Cas smiled and rubbed his arm soothingly before continuing, “You're in luck because, being the amazing boyfriend that I am, I may have picked up some extra boxes on my way over.”
This brightened Dean’s mood quite a bit and, with monumental effort, he rolled himself off the bed, sprang upright and wrapped his arms around Cas in a tight hug. The other man chuckled at his enthusiasm but he returned the hug with just as much gusto.
“You are the best boyfriend ever,” Dean said jovially as he released the other man from his grip. He clapped his hands, "Alright, let’s get this junk all squared away, we’ve got a busy day tomorrow. I’ll work on boxing up the bathroom if you want to work on the closet.” Cas nodded his agreement and after a quick kiss, they went to work on their assignments.
Dean was in the middle of packing away his towels when he heard Cas call out to him, his voice muffled by the walls.
“Dean, why do you have a pair of women’s underwear in a box?”
There was an almighty clatter as Dean tripped and fumbled his way out of the bathroom, fighting his way past piles of boxes in his haste to get to the bedroom. He found his boyfriend standing in front of the open closet door, surrounded by half packed cardboard boxes, looking down in puzzlement at the open shoebox in his hands; the ratty old shoe box that held one of Dean’s deepest darkest secrets. Dean froze, his face contorted into an expression that was a weird mix of shame, horror and shock.
“Those..um...those are…” Dean babbled quickly but every possible way to end that statement without revealing the truth immediately flew out of his head and in his panic, he blurted out, “Mine!”
Cas’ blue eyes went as wide as he stared back at Dean, his jaw dropped open slightly in shock. Dean’s expression probably wasn’t much different with the exception of the blush he knew had to be spreading over his cheeks. They stood there and stared at one another for what felt like forever before Cas broke eye contact and looked down. He carefully set the box on the bed and drew out the item in question.
They were a simple pair of pink satin panties, nothing fancy but still decidedly out of place in such a masculine setting as Dean's room. Dean watched as Cas ran his hands over the fabric, his expression thoughtful, and waited for the inevitable disaster. Cas was going to think he was some sort of weirdo, maybe he wouldn’t want to live together anymore, maybe he wouldn’t want to see him anymore. As the seconds dragged on silently, Dean's breathing started to get shorter and faster as he imagined Cas storming out of the apartment and telling Dean to never to contact him again.
“Stop freaking out Dean,” Cas’ voice broke through the growing fog of panic clouding Dean’s mind. “I can practically hear you having a breakdown from here. Come and sit down before you make yourself pass out.” He sat down on the bed and patted the spot next to him on the mattress; Dean walked over and sat down slowly, eyeing his boyfriend cautiously.
“Now,” Cas continued calmly once Dean was seated and breathing evenly again, “You are going to take a deep breath and tell me why you’re freaking out over a pair of panties of all things." Dean looked at Cas expectant face and knew he wasn’t getting out of this without talking so, heaving a great sigh and gathering what nerves he had, he started to tell Cas about his adventure with Rhonda.
He had met Rhonda Hurley at a bar when he was nineteen and had been instantly drawn in by the sexual energy that surrounded the older woman. Surprisingly when he had attempted to hit on her, she hadn’t laughed at his cheesy pickup lines and had actually ended up inviting him back to her place; he had gone eagerly, excited to see what she had in store for him.
At first it was like any other hookup, they were sprawled half naked over her bed making out but when Dean had moved to take off the rest of her clothes, she stopped him. He had asked if anything was wrong and Rhonda had just smiled before getting up, rummaging through a drawer and bringing out the panties.
She had told him that if he wanted to go any further with her, he was going to have to try them on; it was one of her kinks but if he didn’t want to, he was free to leave. Initially Dean had wanted to just grab his clothes and go, there was no way he’d wear women’s underwear but after taking a minute think, he had figured sex with Rhonda would be worth the awkwardness of wearing panties for a bit so he agreed.
He had been right, sex with Rhonda had been worth wearing the underwear but what he hadn’t expected what that he actually liked the panties themselves, like really liked them. The feel of the silky material on his skin had been mind blowing and, in the privacy of his own mind, he liked how the looked on him. Dean had really wanted to try them again but he was too scared to go to the store and buy a pair so the panties had remained a fond memory, until he discovered the amazing world of online shopping. He had only had been able to muster the courage to buy one pair but that was all he needed.
Dean really only felt the desire to wear them every once and awhile so one pair was enough; it was also why they were hidden away in the dark recesses of his closet in a box. It had been quite some time since he’d worn them last so he’d honestly forgotten they were buried deep in his closet, until now at least.
Dean stared down at his hands, not meeting Cas’ eyes, as he finished telling all this to his boyfriend and waited for his response. He wasn’t sure he’d be able to take it if Cas was disgusted by his little secret but he braced himself for the worst.
“I bet you look gorgeous in these,” Cas murmured. Dean whipped his face over to look at Cas so fast he cricked his neck only to see the other man running his hands over the panties almost reverently.
“Wait, what?!" Dean blurted out in confusion, not sure if he'd heard his boyfriend correctly. Did Cas just say he wanted to see him in panties?
Cas turned to look at him, his gaze was definitely heated and it caused Dean’s breath to hitch slightly. “You heard what I said,” Cas replied in that low grumbling voice of his, causing a shiver to go down Dean's spine, “Now, you are going to go and finish boxing up the bathroom while I finish up here. Then you are going to strip and model these for me and we are going to give this bed one last go-round before we move you out.” Cas patted the bed behind him in emphasis.
Dean was pretty sure he must have fallen down and whacked his head off the sink in his dash to get out of the bathroom because he had to be dreaming. He had just told Cas about his deep dark secret and Cas had pretty much told him he not only was okay with Dean’s little secret, he approved of it in big way and then proceeded to demand one last romp in his apartment. All this was just too awesome to be real.
Cas was still looking at him, one eyebrow arched expectantly, and Dean realized he hadn’t actually responded so he nodded vigorously; he was most definitely on board with this plan of action.
“Good,” Cas said, leaning over to kiss him briefly but intensely, which might have taken Dean's breath away just a tiny bit, before pulling back and patting him firmly on the thigh. “Now hurry up, the sooner we’re done here, the sooner we get to the fun part.” He shot Dean a teasing grin as he got off the bed and went back to packing up the closet. Dean wandered over to the bathroom in a bit of a haze, still not quite believing what just happened, when Cas’ voice stopped him.
“Oh, and Dean, don’t forget these," he said smugly. When he turned to look back at Cas, Dean was hit with a face full of cool silky material . Dean fumbled a bit as he tried to catch the panties before they slid to the ground.
Cas chuckled at the sight before getting back to work while Dean looked down at the underwear in his hands. After a minute of processing, and a teeny bit of fantasizing, Dean smirked and stuck them carefully in his back pocket before hurrying back to packing up the bathroom.
He needed to kick it into high gear and get this packing nonsense done, he and Cas had very important things to cross off his newly generated sexy version of the moving to-do list before tomorrow morning.