Chapter Text
“Hey boy? Your phone started buzzin‘ like a maniac while you were in the john,“ called out Rufus Turner, one of Bobby‘s associates with whom Dean was having a working lunch. On a Saturday, for mercy‘s sake. He would probably have to spend all weekend with Rufus, hashing out a new deal for his line of stores to buy a new batch of their products.
“Thanks, Rufus,“ Dean said and unlocked his screen. Whatsapp showed several new messages, all from a certain someone named “Cas“.
The first text read: “Hey Daddy, look what I bought at the mall.“
Saturday was Cas‘ day off, since he didn‘t need to work anymore and his mid-terms were over. Ever since Dean had moved in with him, he didn‘t need to slave away at weekend jobs just to get by. Dean paid most of the household expenditures. Now Cas didn‘t need to fill his fridge by himself anymore, he could focus on his studies and sell a painting or a commissioned work now and then which paid much better than any job he had ever had. They weren‘t exactly badly off money-wise and both of them were comfortable with their arrangement.
Cas had just sold another painting (not a nude one this time) and apparently bored with Dean being out of the house on a weekend, he had decided to go shopping and take some pictures of his acquirements.
Dean couldn‘t make out what was in the first picture, so he tapped on it and a tartan mini skirt flashed up on his screen.
He felt his ears burn hot and Rufus exclamation as he caught a glimpse of what was on Dean‘s screen didn‘t help much: “I didn‘t know you had a teenage daughter who is apparently just gotten into the early Britney Spears stuff. Either that or started at a fancy private school that is.“
Dean laughed short and awkwardly and set his phone to mute. “I don‘t. I dunno what this is. Must be the wrong number.“ He coughed and Rufus eyed him, completely not buying his explanation, so Dean tried to distract him. “And since when are you into Britney Spears?“
“Well, son. I haven‘t lived under a rock in the 90s and I happen to know things.“
“You know things, huh?“
“Yep.“
After they had finished their lunch, Rufus excused himself to go to the bathroom as well and Dean checked his phone in the mean time. He had another couple of messages, mostly photos. He downloaded the second one and saw a picture of white knee high stockings and lacy baby blue panties with white ribbons around the waistband.
“Holy crap," he muttered and closed the app after that, because by the amount of photos that Cas had sent, he knew that there ought to be more coming and he couldn‘t afford to start arguing with Rufus about their contract renewal with a raging hard-on.
He gulped down some iced water and had gotten his semi back to being flaccid when he escorted Rufus back to the office.
It turns out that Bobby had grossly exaggerated about Rufus being: “A headstrong idjit if there ever was one,“ and the contract they set up was done in a mere matter of minutes after they got back to the office. Maybe it wasn‘t so much Dean‘s talent for hashing out the deal, but Rufus‘ wish to actually see something of the city on his free weekend and have a “couple‘a drinks with ma old pal Bobby.“
He shook Rufus‘ hand and handed the contract to his secretary Layla who had come in for a couple of hours in case Dean needed any help, but now she would only be required to copy the contract and hand a copy to Dean, and into the inbox on Bobby‘s desk, and do one for the archive.
Dean was about to leave the office when he remembered that she still hadn‘t checked his phone. He logged into the company wifi and some new messages flared up.
The last one was not another photo, but a text from Cas: “Dean? Are you busy or don‘t you like what I sent you?“
He tapped a hasty reply, even though he hadn‘t seen everything Cas had sent yet, but hell was he into it.
“Gonna be home in a minute and then Daddy will show you how much he likes what you sent me. Have you finished your homework, Cassandra?“
He downloaded the pics while he waited for Cas to reply. They showed Cas dressing in his new clothes, from the blue underwear bulging around his apparently already swollen cock, until he was all dressed up with the tartan skirt, the stockings and a white blouse. He even had clipped a blue bow into his short raven hair.
“Damn,“ he mouthed, palming his raging erection. Oh yeah, he had been so right about not looking at these photos while he was still working.
Cas‘ answer came shortly. “Yes, Daddy. Homework is all finished. I‘m gonna take a little nappy time until you come home. Ok?“
“Do that, my darling girl. Take your nap. Don‘t play with your toys. Daddy will be home soon.“
The only reply to Dean‘s last text was the blushing smiley with pursed lips.
“Damn,“ Dean muttered again on the way out of the building. Layla wished him a good weekend on the way out. While he returned her good bye he was thinking: “Oh yeah. My weekend will be all kinds of awesome.“
When he got home he found Cas, lying on the vibrating bed to which he had taken a shine since Dean had moved in, cuddled up in a blanket and judging by the blush in his cheeks and his soft snoring, he really was taking a nap.
Dean got rid of his jacket and loosened his tie before he sank down on the bed as well, sprawling out next to Cas.
Over the years Dean had started to like himself in business casual, but on the weekends he usually still liked to wear more casual clothes. He didn‘t want to re-dress himself now, because once Cas woke up there would be no need for clothes anyway.
Dean got comfortable and closed his eyes for just a few minutes, or so he thought, because when he came to, he felt Cas moving next to him, sleepily climbing on top of him and mumbling: “Daddy, you‘ve come home to me.“
“Course I did, you knew I would.“
Cas moaned happily: “Daddy,“ and adjusted his small frame on top of Dean, seemingly casually shoving up his skirt in the motion and rubbing his cock against Dean‘s, hidden inside his slacks but peeking up to attention immediately.
“Baby girl, do you know what you‘re doing to your Daddy there?“
“No, Daddy. What are you talking about?” Cas feigned innocence and kept to his role of a blushing girl while he kept moving his crotch against Dean’s.
“Oh you know what I’m talking about. You are just desperate for me to take you, huh? Naughty, dirty little girl.” He grabbed Cas’ asscheeks and guided Cas’ humping in the process.
Cas squealed and seemed genuinely confused when he looked at Dean: “But Daddy, why do you touch me there? What?”
Dean had given Cas’ lacy rear a good slap and his fingers ghosted under the waistband of his panties.
"Don’t you like it? Do you want me to stop?” he grabbed Cas’ cock and slid up and down a couple of times.
“Daddy, no. I don’t want you to stop. But the girl’s in my class told me that I’m not a good girl if I let you play inside my panties.”
“Baby, does it feel wrong what I’m doing to you?” Dean squeezed the head of Cas’ cock and smeared precome onto the shaft, still jerking him languidly.
"No.”
"So you want this?”
"Yes, Daddy. I want it. I want even more.”
"What else do you want?”
"Daddy, don’t make me say it. I’m embarrassed.”
"No no, little girl. You have to tell me what you what. Don’t be shy. You see those girls you’ve been talking with just don’t know that you can be a good little girl, even when your Daddy is playing with you.”
"Yes, I can be?”
"Oh yes, sweetheart. You can be a good girl for your Daddy, but only if you stop being so shy. You know, I happen to know that you are in fact very eager to have me playing with you, I think you are a greedy little slut for your Daddy. Isn’t that so, my love?”
Cas gave a breathy little moan and blushed fiercely. “Yes Daddy,” he admitted meekly.
"See, there you go. I’ll do everything for you because you are my good girl, there is no shame in it. Now tell your Daddy what you want.”
Cas hid his face, his blush deepening. “I- I want you to…”
“Yes?” encouraged Dean.
"I want you to play with my pussy, Daddy.”
"Perfect. You’re doing perfectly, my dear. What would you like Daddy to do with your pussy?”
“I want you to… uh… lick it? Yes. Eat my pussy, Daddy. That’s what I want. And then I want you to put your cock into my wet little cunt and fuck me until I come,” Cas said rapidly to get it all out before he lost the courage. His whole face darkened with deep red, fake blush while Dean praised him and pressed kisses to his lips.
“That was wonderful, you did so well. I love all the slutty words you use. Are you eager to be fucked by me? You can tell me.”
"Yes, Daddy. I want it bad. I want you inside me.”
Dean closed Cas’ mouth with kisses again and lifted him up, turning them both until he was looking down at Cas, opening the buttons of his blouse. He took in the sight underneath him: “Let me have a proper look at you, you beautiful creature.”
Cas’ blouse was open, exposing his torso, and his skirt was ridden up, so Dean could see the panties which were sporting a massive wet spot where Dean had tugged Cas’ cock into them after he jerked it.
“So pretty,” he purred deep inside his chest and let his hands explore Cas’ legs, still clad in the knee socks.
He palmed Cas’ cock through the panties, rubbing the whole area in small circles until the lacy fabric was practically soaked in Cas’ precome.
"Cas, honey? Could you grab me the lube?”
"Yes, Daddy.”
Dean didn’t need the lube just now, but he needed to distract Cas’ attention from him a few seconds and fetched the remote for the bed. As soon as Cas had laid back down, Dean sprung his erection free from the panties and eagerly sucked him down. Cas moaned at the intensity of the blow job, but squealed again, when all of a sudden the bed began to vibrate.
"Daddy, what?” Dean pressed Cas hips down into the bed, to make him feel the vibrations more acutely.
"Do you like it? Tell me how it feels.”
"My body is humming, Daddy. I can feel the vibration inside me. You press me down so good.”
“Would you like to keep it running while I get your sweet little pussy ready to be fucked?”
"Oh yes, please.”
"Then lift up your gorgeous ass, my darling.”
Cas pressed the soles of his feet into the mattress, lifting his ass up for Dean to pull the panties down from his butt cheeks.
“Daddy? Can you put the panties back on me as soon as I’m wet enough for you?”
“You want to come inside them?”
“Yes, would you like that too, Daddy?”
“Oh god, yes. I love that you’re so perfectly filthy for me. Now open up your pretty legs for me.”
Cas’ knees opened wide, while Dean pointed his tongue inside his ass with enthusiasm. The further Dean opened Cas’ ass, the more inhibitions Cas seemed to lose. He uttered things like: “My Daddy is the best damn pussy eater on this planet,” and “I love your tongue fucking into my greedy little cunt.”
By the time Dean started to add lube and scissored into Cas with three fingers, Cas was breathless and shaking from the vibration of the bed and sheer overstimulation: “I’m so wet for you, Daddy. My pussy is ready. Mount me, please.”
Dean gave a few last sucks to Cas’ hole and slicked himself up, while Cas never stopped shaking and pressed himself into the mattress to catch all of the vibration. Dean retrieved the panties and lifted each of Cas’ legs while he helped him back into them, stroking his calves through the stockings.
He brought the panties in position over Cas’ cock, and in a sudden inspiration he flipped Cas around, his still exposed butt wriggling during the motion and now Cas’ panty clad cock was pressed into the vibrating mattress while Dean slowly shoved his own cock inside Cas’ ass.
Cas uttered mere mewls of pleasure while Dean fully sheathed himself inside him, cursing under his breath. “Fuck me. Yeah. Deeper.”
"You ready for me to move?”
“Yeah, Daddy. Take me like the good little slut that I am.”
Dean picked up his pace quickly, pressing Cas into the mattress with every thrust, watching his cock sink down inside Cas over and over while his balls drew up tight.
“Love fucking my little girl like this,” Dean pressed out.
Cas responded with shoving himself onto Dean’s cock with force and moaning streams of vocals interspersed with dirty talk: “Aaaa haa haa, fuck my hole, Daddy. Aaaah oooh, right there. Faster. Uuh uuh uuh. Daddy you take me so high, I will never come down, fuck yeah. Give me more. Fuck that cunt, just like that.”
While Dean continuedly fucked into him, Cas humped the sheets and after a few minutes just yelped softly every time his cock slid against the wet lace of his panties, while the bed continued to shake, stimulating them both until the breaking point. Cas’ mouth was wide open, gasping out air without forming words, his eyes staring into the distance and Dean knew Cas needed him right now.
He pushed Cas’ hips down even further into the mattress, sliding Cas’ whole body on the bed and commanded: “Come for me, Cas. Come now.”
And Cas bucked up, humping with such force that Dean’s orgasm was milked out of him as well, while Cas clenched down around his cock. The waves of Cas’ orgasm were so intense that his whole body spasmed uncontrollably while he surged through every wave with deep, fucked out moans. Dean roared his pleasure out while he pumped himself into Cas, filling Cas’ up to the brink with come until the waves of Cas' movement ceased.
Before they collapsed, Dean searched for the remote and turned the vibrations off, while he pulled out of Cas and did the back of the panties back up. When he laid the remote on the nightstand, he saw the lacy fabric on Cas’ butt soaked in his own come and their mixed sweat from where their skin had met.
"Cas? How’re you feeling?” he turned Cas around, his boyfriend showing no resistance to the movement and his gaze met Dean’s, staring straight at him like he saw the sun for the first time.
"I’m floating, Dean. I feel like I’m floating on air. Every pore of my body is humming, singing.”
“Well, aren’t you the poetic one. So your little shopping trip had the effect you wanted, then?”
“Understatement,” Cas tried to be snarky, but his reply lacked a sarcastic sting because he was just too damn exhausted and blissed. He threw one arm around Dean’s waist and snuggled closer to his body while Dean threw the comforter over the both of them.
Cas’ eyes had already fallen shut when Dean had arranged the blanket, but he wasn’t asleep yet, because he nuzzled and moaned against Dean’s collarbone when they settled again.
"Go to sleep, little princess,” Dean pressed a kiss to Cas’ temple and only received a sleepy moan in return. Seconds later, Cas’ breath evened out and sleep overtook him.
Dean wasn’t too far away from dreamland himself, but his last clear thought was that he would keep a close eye on Cas for the next couple of days, just in case his incredible high would turn into a low.