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“I don’t think this is going to work.”
“Come on, Sam, you promised we could try after we wrapped the case. The case is wrapped. We ganked the bad guy and saved two nice little old ladies, for god’s sake. What else do I have to do to get fucked in the ass by my little brother?”
Sam paused to digest that statement. A month ago, it would have been unthinkable to hear something like that come out of Dean’s mouth. But a month ago, they hadn’t been having sex every chance they got. A month ago, Sam was still barely functional after having returned from the cage with his memories sealed behind what seemed like an unfortunately permeable wall. But the last few weeks had been good. He and Dean had been solving cases and celebrating the newly physical side of their relationship as often as possible.
Usually, it was hand jobs, exchanged lying side by side on one of the double beds, trading messy kisses at the same time. Sam had blown Dean four times, each time it had been embarrassing on both their parts how quickly they’d been ready to come. Sam blamed it on the noises Dean made when he was getting his cock sucked—he took dirty talk to a new level.
Dean had even tried to blow Sam once, too, with less satisfactory results. He’d only been able to get the head and about a quarter of Sam’s length inside before he’d pulled off, complaining of his jaw being overextended. Sam sympathized—he hadn’t met that many people who were enthusiastic about taking him in their mouths. But if Dean couldn’t get Sam’s hard dick in his mouth comfortably, he didn’t think fitting it in Dean’s ass was going to be any easier. Dean’s mouth was a lot bigger than his asshole, after all.
Still, Dean hadn’t given up asking Sam when they could try, and Sam, even though he had doubts about the feasibility of the situation, had promised him after this case. And the case, as Dean pointed out, was over.
“Okay, I think you better, uh, clean up,” Sam said when they got back to the motel room.
“I’m on it,” Dean said, disappearing cheerfully into the bathroom. “Good thing I skipped the chili at lunch.”
When Sam heard the shower running, he got out the lube, an extra-large pump bottle they’d picked up at the last adult toy store they’d passed near the interstate. He got out the XXL condoms, the only size that had ever comfortably fit him. He grabbed a box of hotel tissues—they were rough as sandpaper, but might come in handy. He turned down the covers on his bed, smoothed the sheets. At least the motel wasn’t a total shit hole. The bedding smelled of nothing more sinister than off-brand detergent.
“I’m clean as a whistle,” Dean declared a few minutes later when he stepped out of the bathroom in a cloud of steam, his skin tinged pink from the heat, his hair sticking up all over his head, making him look disconcertingly like a baby chick.
“Okay, I’ll hop in the shower. You start, um, prepping,” Sam said, nodding at the lube.
“You got it, baby,” Dean said with a cheeky wink.
“Jerk,” Sam said to cover up his blushing response to the facetious nickname.
“Bitch,” Dean said, grabbing the lube. He hesitated, “Actually, tonight I’ll be the b—”
Sam slammed the bathroom door shut before he could hear how Dean was going to finish that sentence. He took a quick shower, sluicing off the grime of the day. He made sure his nooks and crannies were clean, though, soaping his groin thoroughly. He thought about Dean in here a few minutes earlier, wondered how he’d gone about cleaning himself. He was presumably on the bed right now, fingering himself open for Sam’s cock. Sam groaned, already half hard at the thought. He wanted to be inside Dean so badly. He crossed his fingers that this was something they could figure out.
He dried off as fast as he could, then emerged to the main room. His breath froze in his lungs at the sight he encountered—his naked brother lying on the bed, feet planted on the mattress, hips canted up, working three glossy fingers into his ass, his rock hard cock straining north, flat against his belly.
“Holy shit,” Sam said.
“Like what you see, Sammy?” Dean said. He sounded like he was going for teasing but his voice was almost post-coitally rough.
In answer, Sam climbed on the bed, crowded over Dean and kissed him hard, plunging his tongue into Dean’s mouth until Dean opened up for him, warm and sweet.
“Okay, I’m ready,” Dean said breathlessly after they’d kissed for a minute.
“Like hell you are,” Sam said. He was fairly lust-crazed, but he knew Dean hadn’t done nearly enough prep.
“Come on, Sam, just do it already.”
Sam ignored him, rocked back on his knees, took the lube and squirted a healthy amount on his hand. Dean had already taken out his fingers and was watching Sam with avid eyes, but he’d pulled his legs together so Sam couldn’t see his hole.
“Let me see,” Sam said, touching Dean’s thigh. Dean let his legs fall open, and Sam took it all in, from Dean’s impressive erection, nestled in his golden brown curls, his full balls sparsely covered in hair, his taint, rosy pink, and his hole, slick and mouthwateringly tight. “Fuck, Dean. You look—”
“Horny and desperate, I know,” Dean joked, sounding a little insecure.
But Sam wasn’t going to punk out. “You look incredible,” he said firmly. “I want you so bad. I wanna fuck my big brother.”
Dean’s cheeks went scarlet. “Want you, too,” he muttered. “So fuck me already.”
Sam slicked up his fingers, slid a single digit past Dean’s ring of muscle to test how much he could take. Dean sighed and opened his legs wider. He took two fingers, three, four with no sign of discomfort. Sam’s fingers weren’t tiny, but his cock was still thicker than four of them squeezed together. He opened his hand, putting space between his fingers, widening the opening until he could see the soft pink flesh of Dean’s insides. His full-to-bursting cock thickened a little more at the sight.
“Shit,” Dean said, panting a little.
“Too much?” Sam asked, backing off immediately.
“I think—I think you just need to put it in me, Sammy.” Dean sounded desperate, but in a good way, Sam hoped.
“Okay—just, you have to tell me if it hurts. And don’t be a hero,” Sam said, though the exhortation was probably futile. Dean would brazen his way through anything, even if he was suffering. Sam had to trust that his brother wouldn’t brazen his way through this. "Should we—I mean, would it be better from behind?" Sam wanted to be able to see Dean's face, to check in with him non-verbally just in case, but he'd let it be Dean's call.
“Let's try it like this first, okay, Sam?" Dean lifted his hips restlessly. "Come on, I—I need it.”
Sam paused to put on the condom, then slicked himself up again. Dean had already told him the condom wasn’t necessary, but Sam knew it would decrease the friction and they could use all the help they could get. He pushed another glob of lube into Dean’s promisingly stretched-out hole, then leaned over and kissed his brother again. He stared into Dean’s eyes. “You ready?”
He expected Dean to say something flip, but Dean only bit his lip and nodded, his freckles standing out against the flush on his cheeks. “Ready.”
The first blunt press made Dean snap his eyes shut, but when Sam backed off, he opened them again. “It’s okay, Sammy.”
Sam held his brother’s gaze as he propped himself up with one arm and used his other hand to guide his cock into Dean. He felt the give of muscle, the stretch of skin. It was tight, but not impossible. He let go of his cock, pressed his hand over the pleasingly soft swell of Dean’s lower abdomen. “Relax.”
Dean obeyed, sinking back against the pillows, his hips dropping open even wider, his eyes fluttering shut again, but seemingly out of pleasure, not pain.
He slid in farther. Dean was hot and tight around him, yes, but also opening up with every inch that Sam gave. Sam had no illusions that he’d be able to bottom out, but when he started to reverse the slide, Dean grabbed his hand. “More.”
Sam bit his lip, grabbed the lube and drizzled more on the base of his cock. He’d give Dean more, but he’d ease the way as best he could. He strained with the effort of holding himself back, of not snapping into the channel of flesh Dean was offering him like an animal. Instead, he slowly, slowly pushed forward, focused on Dean’s slightly open mouth, all pink and delicious, until suddenly, he couldn’t go any farther. He looked down and swallowed hard at the sight. His cock was buried all the way inside. Dean was swallowing him whole. They were joined as close as they could be.
“Holy shit,” he said reverently. “Dean, I’m all the way in.”
Dean opened his eyes, blinked. “Knew you could do it,” he said, his voice tremulous. “How does it look?”
“It looks—oh my god, it looks amazing.” Sam greedily memorized the stretch of Dean’s hole, his own more-than-respectable cock still rock hard, the incredible pressure of it all, the gorgeous flush on Dean’s skin.
“Wanna see it. Damn. Where’s your phone? Need a picture.” Dean looked around wildly. Sam frowned. His phone was in his jeans pocket on the floor of the bathroom.
“Next time,” he promised.
Dean settled down. “All right. Next time. Now fuck me, big boy.”
Sam grinned. He pulled out, added more lube for good measure, and slammed back in, now that he knew Dean could take it. Dean howled and pleasure sparked up Sam’s spine.
“That’s what I’m talking about,” Dean grunted as Sam found a rhythm, steady and sure. “That’s what I’ve been waiting for. My little brother to fuck me with his pornstar dick. Oh yeah, don’t stop.”
“I’m not gonna stop,” Sam gritted out. It felt too good to have it end this soon. He wrapped one of his hands around Dean’s cock, getting it in on the action. He stroked it in time with his thrusts and soon Dean was chanting nonsense. “Holy. Fuck. Sam. Your hands. Your dick. God. Baby—”
This time the baby didn’t sound so facetious and Sam let out a groan. He was so— “Close, Dean.” He let go of Dean’s cock, planted his hands on the bed for purchase.
“Yeah, baby, do it, fill my ass with a load from that monster cock,” Dean said, his hands fisting the sheets.
Sam wanted Dean to finish first, but he didn’t have a whole lot of choice in the matter. He roared as the orgasm took him apart from his nuts to his toes to his teeth rattling in his head. It felt like he was shooting a gallon of come, the fact that he couldn’t actually get Dean pregnant, damn biology and the condom, not mattering to his body, which seemed to want to claim Dean inside and out.
“Dean.” It was the only word he could think to say.
“Yeah, baby, that’s right. You fucking did it. You fucking filled me up,” Dean said, sounding dreamy. “Just stay right there.”
Sam hung his head, suddenly feeling every one of his straining muscles, but stayed put with his cock buried deep. Dean jerked himself a few times, babbling something about little brothers and their huge cocks and then he, too, was shooting his load for what seemed like a very long time.
There was a moment when all Sam could hear was both of them breathing heavily. As they recovered, he eased his way out of Dean almost as slowly as he’d entered, grabbing the base of the condom to make sure he didn’t make a mess.
Dean cleaned up the jizz on his belly with a few of those scratchy tissues, then he held up the covers in invitation for Sam to join him. Sam lay down next to his brother while Dean tucked the covers around them.
“Well, that actually went pretty well.”
Dean turned on his side, pressed a kiss to Sam’s sternum. “And you thought it couldn’t be done.”
“I had my doubts,” Sam admitted.
“Told you, we just had to figure out the logistics, b—Sam.”
There was a moment of silence. “You can, uh, call me baby. If you want,” Sam said quietly.
There was another moment of silence during which Sam wished he hadn’t said anything.
“Get some sleep,” Dean said, reaching over to turn off the light. “Baby.”
Sam smiled into the dark. “Good night, Dean.”
End