Sam and Dean entered their motel room and collapsed onto the mattress, its groan of protest echoing in the silence. Sam lay with his eyes closed, just breathing. This had been an interesting case, a first for them. An incubus had made a gay club its playground. Sam and Dean had gone in and found themselves far in over their heads.
They might be together, take part in guy on guy sex and all that, but neither of them had ever really identified as gay or participated in any gay nightlife. It had been eye-opening, even a turn-on at times, but mostly just uncomfortable. Add that they hadn't been there for their own enjoyment and the atmosphere had been even less inviting.
Dean huffed and turned into Sam's body, resting his head on Sam's shoulder and curling his hand over Sam's chest. Sam sighed and lifted his hand to trail a soft caress over Dean's arm.
"You see those guys leave together?"
Sam shot an incredulous look at the top of Dean's head. "Dean, guys were leaving together the entire night. Hell, there were guys doing things right in the club."
"No, I know that. I mean, the three guys who left together right as we were wrapping things up." Again, Sam gave Dean a look he couldn't see and waited, not understanding. "What do you think three guys get up to? I mean, you think it's all hand jobs, like a circle-jerk? Sucking, or fucking? Sucking and fucking?"
"Dean!" Sam scolded, slapping at Dean's hip.
"No, come on Sam. Could be hot, right? You think they all fuck each other, train style you know? One behind the other. Oh, or maybe two of 'em fuck the other one at the same time."
"Why are you so focused on this?" Sam was baffled by his brother's interest. Dean had never talked about sex or especially other men like this before. Dean didn't answer and if Sam was right, he'd stopped breathing too. "Dean…" He trailed off. Is that what Dean wanted? Did he want them to bring somebody home?
"Is that what you want?" Sam brought himself to ask, pushing himself up on one elbow and letting Dean slide off to the mattress. "You want us to bring somebody else home? Fuck them together?" Dean remained silent and kept his eyes trained straight ahead. "Answer me, Dean." Darting his eyes up to Sam's face and away, Dean's cheeks flushed red. "Dean!"
"Not exactly."
When Dean didn't say anything else, Sam clenched his jaw. "Not exactly, meaning what, Dean?"
His brother didn't budge or say anything else. Sam tried to process the situation, thought back through everything Dean had said since they'd gotten back. With all the words echoing back, realization set in and Sam felt like the breath had been knocked from his lungs. "You want to be the one getting fucked," he breathed.
Sam didn't know what to do with that information. He stared past Dean's shoulder and simply attempted to breathe, trying to silence the jealously roaring in his chest.
"Sammy," Dean whispered, finally turning his face to Sam's, his eyes wide and pleading. "I just – after seeing everything tonight, of seeing a lot more of other guys than I ever thought I would – the thought of being that full, of having two cocks stretching me out and filling me up – it's hot." Dean reached up and cupped Sam's chin, angling his face down. "You can't blame me for thinking that. But–" Dean pushed himself up so he could more easily meet Sam's eyes. "But, there's more than one way to accomplish that, and I have no intention or desire to bring anybody else home."
Sam finally focused on Dean's face. "You don't?"
Dean rolled his eyes. "No, Sam. I was thinking more along the lines of say, a dildo."
There was a beat of silence as Sam processed and then, "I can get on board with that," Sam growled, pushing Dean flat on his back and draping himself over his brother's body. "Why were you so cryptic though?"
Dean darted his eyes away again. "Because it's fucking embarrassing! I'm such a desperate bottom for you most of the time, I didn't want to admit I wanted even more." Dean set his jaw and met Sam's eyes again. "But with you over there thinking I want some other random guy to fuck me, it didn't really matter as much."
Sam had the grace to look ashamed and felt his own face heat. "Sorry. Clearly I'm not fond of the idea of sharing you."
Dean snorted. "Clearly."
Sam leaned in for a kiss. "Sorry," he offered. "This is really something you want though?"
Dean nodded and kissed him back. Twining his fingers in Sam's hair, Dean said, "We can go shopping for our third later. Right now I want this cock, and this one only, filling me up."
Sam grinned and gladly ground his hips into Dean's.
It wasn't until a few days later when they were back at the bunker that they got the chance to look into what toy they should use. Curled up on the couch, the laptop on Sam's lap and Dean's head on his shoulder, they were searching for a toy that would work for what they wanted.
As Sam scrolled the site, Dean waved his hand at the screen. "Stop, look at that one." Shooting a look at the top of Dean's head, Sam clicked the image to bring them to the description page. "Dude, that looks fucking amazing."
Sam had to agree. The toy itself looked like it would feel really good to use, but he was too busy reading the description to answer. After a moment Sam pointed at a line on the screen. "Read this."
"What?" Dean questioned, leaning in to read the tiny text. "What about it? It sounds awesome." He turned curious eyes on Sam.
Sam stared at his brother incredulously. "Dean, you remember that the toy we buy has to fit next to my cock inside you right?" Dean blushed and gave a short nod. "Then you realize that a nine inch cock that's two and a half inches across would split you open on its own." Sam was speaking slowly, making sure his words got across to his idealistic brother. "And that trying double penetration with a toy like that would likely injure you rather than feel good."
Dean swallowed thickly and peered back at the screen. "So not this one then," he conceded.
Sam smiled at the slight disappointment underlying his brother's reasonable answer and went back to scrolling. "It's not like we can't try a toy like that another time. Just not for this." His brother stopped breathing for a moment and shuddered as he leaned back into Sam to continue looking.
They clicked through a few more options, noting a few possibilities and discarding a few more. Sam could sense Dean getting worked up, his breaths uneven, squirming next to him on the couch.
To give them both a little relief, Sam wound his arm around Dean's back and scraped his nails down over the material of his shirt. Dean shivered and leaned into Sam more heavily. As they continued searching, Sam's hand found its way under Dean's shirt and toyed with the waistband of his pants. It lingered there, periodically dipping lower and drawing short shaky breaths from his brother's lungs.
"What about this one, Dean?" Sam had read through the description and scrolled back up to the picture.
Dean stilled Sam's hand with his own and leaned in close to the screen. "How big is this one?"
"There's eight insertable inches, which gives us plenty of length to work with for what we're trying to do, and it's a little wider than an inch and a half across. That's still pretty big, but for the stretch you want, I think this would work, and without the risk of seriously hurting you." Dean's cheeks brightened at the reminder of his earlier ignorance and looked down at the screen again. "What do you think?"
"I think you should order it Sammy, so it gets here as soon as possible." Sam smirked.
A few minutes later, an order confirmation message appeared across the screen and their new toy was on its way. Dean squirmed next to Sam, his breaths still uneven. Sam closed the laptop and pushed it to the coffee table, digging his fingers into the meat of Dean's ass. His brother choked on his breath and adjusted so he could see Sam's face.
"C'mere," Sam whispered, pulling on his brother and urging him across his lap. Dean stifled a whine and straddled Sam's thighs, kissing Sam with his built up desire. Sam kissed him back gladly, nipping and sucking at his lips, fingers curled around Dean's upper thighs and tugging him closer. They pulled apart only to drag both of their shirts over their heads.
Dean's bulge rubbed against his stomach and Sam groaned as his own cock twitched in his pants. As he lapped at Dean's mouth, Sam worked at the buttons on Dean's jeans and pushed them as low as they would go with Dean's legs spread, the waistband sitting in a line across the center of his ass. His cock bobbed free and left a sticky streak of pre-come across Sam's skin.
"Mmm, you're beautiful," Sam murmured, kissing Dean again, his hands gliding over the stretch of Dean's open skin. Dean breathed heavily and wriggled in Sam's hold, grinding his cock into Sam's abs and his ass down on Sam's erection. The breath caught in Sam's chest and he forced a shaky exhale.
Cupping Dean's slim waist with one hand, the other ventured over Dean's back and lower, his middle finger dipping between the sweat-slick cheeks of Dean's ass, knuckles grazing the inside of his jeans. "Sammy," Dean growled.
"I gotcha Dean." Sam sucked Dean's tongue and groaned into his mouth as he rubbed his middle finger over Dean's pucker. The furled skin twitched and Sam did it again, massaging over the muscle in small circles, grinning into Dean's lips as Dean pressed back against him, whimpering with need.
Drawing back from Dean for a moment, Sam brought his fingers to his mouth, spitting and coating them in saliva before dropping them back to Dean's ass. He repeated the action until Dean's hole was slick and twitching uncontrollably under his fingers.
"God, you're hot," Sam growled, nibbling at Dean's jaw and up to his ear. Dean pushed his hips back against Sam's hand. Without warning, Sam dragged his middle finger over Dean's hole again and pressed inside. Slowly, he pulsed the digit in and out, each press inside allowing Dean to take him deeper. The nearly dry intrusion didn't give Sam much to work with, but he knew it would drive Dean crazy anyway.
"Hold your cheeks apart for me," he breathed into Dean's ear. His brother rushed to comply, breath catching in his chest. Sam sucked a kiss into the bolt of Dean's jaw, overcome with amazement at how willing Dean was to let him lead. "So perfect for me."
With Dean positioned so amazingly for him, Sam couldn't help himself. He kept a supportive hand on Dean's side and let his desire drive him. Hand still centered on Dean's ass, Sam lifted it and slapped down over Dean's hole with three fingers, a high-pitched whine escaping his brother's lips as his whole body spasmed. A moan quickly followed as the residual tingles spread over the skin there and Dean sagged against Sam's chest, lifting his ass into Sam's fingers.
Kissing Dean's temple, Sam brought his hand down again, another whimper dragged from his brother's throat. Sam coated his finger again with saliva and pressed inside, fucking Dean on the digit and curling it deep.
The sensations drove Dean wild and Sam relished the sight of his brother writhing in his lap, hips bucking constantly in an effort to have Sam deeper. Dean had a hand curled around his cock and was jerking it in quick motions. At the same time, Sam alternately swatted Dean's hole and fingered him until Dean was shaking in his arms, face tucked into Sam's neck.
The varied and unpredictable sensations seemed to escalate Dean's pleasure and not too long after, Dean came, cock spurting over their stomachs, a sob signaling his release.
Sam clutched at his brother's body and held him tightly, finger still curled deep inside Dean's body. As Dean collapsed against Sam, spent and sated, Sam pulled his hand free, wrapping both arms around his brother.
If Dean was this worked up over just looking at toys, Sam couldn't wait to find out how his brother would react to having both Sam and a toy inside him.
It didn't take long to find out. Only a few afternoons later, Sam was four fingers deep in Dean's ass, his brother sprawled out on his back on the bed, hands curled into the sheets, legs bent and spread wide around Sam.
Sam curled his fingers and watched raptly as Dean's back arched off the bed, teeth biting into his swollen lower lip. "That's it, Dean. So beautiful."
Dean pushed his hips down against Sam's hand and groaned at the sensations. "More, need more. Please, Sammy."
Sam was mesmerized by the sight of his brother. Dean was stunning like this. "More?" Sam teased huskily, "You want my whole hand?"
Eyes going wide at the words, Dean lifted his head off the pillow and whimpered, hips lifting again into Sam's fingers. Sam's mouth curled in a half smile and he thrust his fingers deep, giving them a sharp twist. As Dean's cry echoed in the room, Sam conceded, "Maybe not today." He pressed his fingers lightly over Dean's prostate and watched as his brother jerked and moaned below him. "Today I'm going to give you exactly what you asked for. I'm going to fill you up more than you ever have been before and fuck you open on two cocks. You ready sweetheart? Can't wait to be filled, to have your hole stretched and split open so wide." Sam was growling by the time the last words left his lips.
Dean whined at Sam's words and the pressure on his prostate. "M' ready. God, fuck. Sammy, please, I'm ready."
Sam inhaled deeply and pulled his fingers slowly from Dean's hole. He reached for the tube of lube and added one more liberal squirt to Dean's hole, pressing it inside with one finger. "Turn over," he whispered, patting Dean's backside.
Dean's movements were jerky in his eagerness. He settled onto his hands and knees and angled his ass up for Sam's view. Behind him, Sam soothed a hand over Dean's lower back and then picked up the cleaned toy from beside him, lubing it with his eyes still fixed on Dean's ass. He couldn't help thinking how lucky he was to have a lover who was so adventurous and so willing to trust him.
"Ready?"
"Sammy," Dean groaned, wiggling his ass at Sam behind him.
Sam chuckled. "I got it. You're ready." Still laughing softly, he positioned the toy at Dean's hole, smiling when he heard Dean's gasp. Slowly, Sam pressed forward, easing the length inside inch by inch. Dean's head dropped forward at the sensation, the muscles in his shoulders rippling as he fought to breathe and relax.
Putting a steadying hand on Dean's back, Sam continued to press the toy inside. "Almost there, Dean."
"Fuck," Dean mumbled. There wasn't much left, but a toy was far different from the real thing and even though Dean was used to taking Sam's cock, Sam knew his brother was feeling this a little differently. Dean groaned as Sam continued the slow insertion, crying a small exclamation when the last bit slid inside and the balls rested flush with his ass.
Leaning back, Sam admired the view for a long minute, Dean's hole stretched around the flesh-colored length, his crease wet and shiny with lube. When Dean groaned Sam's name, Sam shook himself out of his daze and pumped the toy a few times, a slow easy slide in and out.
"Feels good," Dean admitted, shifting his knees further apart and lifting his ass into Sam's motions, his spine dipping beautifully.
"Good," Sam murmured, "You look so good like this." He pulled the toy out halfway. If he was going to fit his cock in there, he was going to have to make sure there was room. Keeping the toy only partially inside, Sam brought his other hand up and pressed one finger to the swollen flesh of Dean's rim. He rubbed gently over the skin there and having gathered some lube, pushed inside.
Dean gasped and stilled. Sam curled his finger around inside before adding another, stretching the muscle and easing the way for Sam's cock alongside the toy.
"Sam. Sammy, so full."
"Yeah you are," Sam answered, mesmerized by the sight of Dean stretched around the fat girth of the dildo and two of his fingers. He slipped another inside, loving the sound of Dean's groans.
Sam scissored his fingers and tugged lightly at Dean's rim, intent on stretching him and making enough space for Sam to safely fit. Dean gasped and writhed against Sam's motions, his hole split wide and twitching uncontrollably. Sam bit back a groan and spread his fingers again, loving the sight and feel of Dean's swollen red hole clenching tight and begging for more.
"Sammy, please." Dean panted and pushed his hips back against Sam. "Give me your cock."
"Just a sec," Sam told him, pulling his fingers free. He took a moment to awkwardly squeeze more lube over his fingers, his other hand still holding the dildo in place. Fingers slick, he jacked himself with long quick strokes, pre-come dripping from his slit, balls swollen. This had been Dean's fantasy, but god Sam could see the appeal, was now just as desperate for it as his brother.
Forcing himself to release the hold on his cock, Sam bit his lip and inhaled deeply. With the toy still situated with half its length inside Dean, Sam kneed closer to his brother and placed a settling hand on his back, his bobbing cock nudging the back of Dean's thigh. Dean's skin was raised with goose bumps, his body flushed with need and Sam couldn't help the flash of desire that swept through him.
Shushing the eager whine Dean let out at feeling Sam so close, Sam gripped his cock just beneath the head and lined himself up with Dean's hole, pre-come smearing shiny wet over the furled muscle. Dean gasped and pushed his hips back.
As Sam stared at the place he was supposed to enter, he second-guessed what they were doing. What the hell were they thinking trying to put two cocks inside one hole? Just because porn stars managed it, didn't make it plausible for normal people.
"Dean," he said tentatively, "I don't know if –"
"Don't you dare," Dean interrupted, voice rasping and tight with need, ass wriggling in front of Sam, "Don't you fucking dare back out on me. I want this."
Sam clenched his jaw and stared down at Dean's hole again where it was stretched around the dildo. With a shake of his head and a thick swallow, Sam nodded. "Okay. All right, Dean. You ready?"
"Yeah. Fuck. Come on, Sammy."
Sam closed his eyes and breathed deeply, opening them only when he felt steady. Peering down again at Dean's hole, Sam placed his thumb against the muscle, the pad sweeping over where skin met silicone. One more sweep and Sam pressed down, pulling at Dean's hole as he lined his cock up once again.
"Oh god," Dean gasped, head dropping between his shoulders.
Sam smiled, and still pulling at Dean's hole with his thumb, pushed his hips forward, lining up and sliding inside extremely slow.
Dean seemed to freeze on the spot, his body motionless, even his breathing stopped. Sam kept the steady pace, his eyes rolling a little bit at the incredible pressure. Only partway in, Dead suddenly came alive again, his entire body shuddering as Sam continued to push inside.
When Sam was as deep as he could go, he stopped and just breathed, easing his hand up to grip Dean's hip, the other still holding the toy in place. One more steadying breath and Sam moved the toy, starting to ease it further in alongside his cock.
Dean grunted and shoved his hips back, both of them tensing and going still at how unbelievably tight Dean was. "Fuck, Dean." Dean panted back and remained frozen. "S' okay. Just breathe. You all right?"
Nodding, Dean finally managed to breathe again, filling his lungs enough to answer, "Yeah, m' good."
"Okay. God, you're tight, Dean." Dean grinned over his shoulder before dropping his head back down. "Okay." Sam pressed his lips together, wetting them. "I want you to grab the balls of the dildo between your legs. You're going to have to move it yourself for this to work right."
Dean nodded and reached back, balancing awkwardly on one hand as he took hold of the toy's base. "This ain't gonna work, Sam." With an urge from Sam to drop down, Dean eased his remaining hand out from holding him up and settled onto the fronts of his shoulders, his cheek flat on the bed. With his hips still high in the air and his hands free, Dean was able to keep his balance and keep a solid hold on the toy.
"That's it, Dean. Go ahead and give it a try." Keeping still, Sam let Dean test his limit for now, eyes fluttering at the pressure and slide of the silicone dick gliding in and out of Dean's hole alongside his own.
"M' so full," Dean murmured, pushing the toy inside until its balls rested solidly against Sam's, both lengths filling him completely. Sam watched from his position as the dildo slid slowly out at Dean's control, his brother's hole stretching to accommodate the shape of both of them together. Sam was desperate to move, but forced himself to hold back, to let Dean set the pace.
About halfway out, Dean stopped and pressed it back in, a choked cry escaping his throat at how incredible it felt. Sam was sure the toy had hit Dean's prostate, the width of both cocks making it impossible to avoid.
On the next slide out, Dean begged Sam to move. "Move, Sammy, fuck – fuck me."
Sam swallowed thickly and obliged, drawing his hips slowly back before driving back inside in one smooth thrust. The hand holding the dildo froze as Dean wailed, his hips jerking back against Sam's.
The heat and pressure was indescribable. Sam couldn't believe how amazing Dean was to go through with this. Smoothing a hand over Dean's back, he shushed his brother. "Shh, Dean. So beautiful. Doing so well for me. Go ahead and move the toy. Fuck yourself, baby."
Eager to comply, Dean pulled his hand back with the toy until only the mushroomed tip was inside, Sam pulling himself out as well. At Sam's nudge, Dean plunged it back inside, Sam following a second later. Again, the toy retreated and plunged deep, Sam a half pace behind so as one withdrew the other was already making its descent.
Holding Dean's hips in place, Sam dipped his own for better leverage as he surged forward, his balls slapping Dean's skin. For a few minutes, Dean was able to keep up, his arm whipping the toy in and out, but after a short time, he couldn't maintain the pace and slowed into shorter motions.
As Sam drove his hips forward, fucked him hard and deep, Dean settled for holding the toy partially inside himself, jerking it in small motions to keep himself full and driving it into his prostate every few thrusts. He lifted his free hand to jack his cock, his eyes closing at how intense the pleasure was becoming.
Sam groaned, overcome again at how tight Dean was. With the toy remaining so deep inside, every thrust filled Dean beyond belief and created unimaginable pressure on Sam's cock.
"Fuck, Dean." He panted, words escaping around each thrust. "You're. Amazing. Baby. So. Tight. So. Good. For. Me."
Sam's hips were like a jackhammer, powerful and striking. Dean whined, digging his face into the mattress and pressing his ass backward, his hand still jerking his dick. "Feels good," he whimpered, "You're so fucking big inside me, so deep. Oh fuck – fucking, yes!" Dean sobbed on the last word, his ass more full and stretched than he'd ever imagined, his prostate getting hammered on every one of Sam's thrusts.
As Sam continued to pound inside his brother, he could tell that Dean's orgasm was approaching. His hole was clenching and throbbing around him and based on the sounds Dean was making, Sam could garner that he was nailing Dean's prostate on just about every thrust. Sam too was getting close, heat building in his stomach.
"M' close, Sammy," Dean moaned, both hands losing their rhythm and fighting to keep the motions going.
"Yeah, Dean. Come for me." Sam could feel himself getting that much closer to the edge and wanted Dean to come before him. As Sam drove his hips inside with even more focus, Dean cried out, hole clenching impossibly tight around both cocks inside him, his release spurting sticky streams over the sheets and his fist, eyes rolling back in his head.
Sam fucked Dean through it, knowing how much Dean loved the sensitivity of being fucked through to the end, every drop milked from him. Just as suddenly as Dean had tensed, his body went limp in Sam's hold, only Sam's hands keeping his hips in the air.
Too close to the edge to stop, Sam continued fucking into his brother, his balls drawing up, and the dildo starting to slip free. Finally, when Sam didn't think he could take anymore, he came, cock emptying into Dean, his whole body shuddering at the overload of sensations.
Slumped over Dean's back, Sam pushed himself up and pulled out slowly, guiding the toy out the last few inches. Casting it to the side, Sam licked over his bottom lip, admiring Dean's sloppy hole. He'd never seen his brother's ass more perfect in his life. It was gaping wide open, clenching and winking at him in a desperate bid to be filled again, Sam's come spilling from him creamy and wet.
As Sam released his tight grip on Dean's hips, his brother collapsed onto the bed, his ass still slightly raised, legs askew. Sam shot a look up at his brother's head and then maneuvered until he could see his brother's face. "Dean, you okay?"
Crouched next to his brother, Sam smoothed the sweat-damp hair back from his forehead. Dean's face was relaxed, chest rising and falling in even breaths. Sam chuckled, easing Dean into a more comfortable position.
Letting Dean rest for a moment, Sam went to retrieve a wet cloth, wiping himself down before returning to do the same for his brother. The damp cloth was discarded to the corner and Sam lay down next to Dean, curling himself around his brother's frame. Running a hand over his back, Sam hummed in satisfaction and kissed Dean's forehead.
It took a few minutes, but finally Dean's green eyes blinked sleepily open, a small smile curling the corners of his lips. "Hey," he husked, his voice quiet in the still room.
"Hey," Sam murmured back, leaning in for a gentle kiss. Dean met him happily, his mouth soft and pliant beneath Sam's. Pulling away to watch Dean's face, Sam asked, "Was it everything you wanted?"
Red rushed to Dean's cheeks and he tucked his face back into the mattress. His wild, slightly damp hair and rosy cheeks only made Sam want him again, but he resisted, knowing how sore Dean probably was at the moment. "Dean," he prompted, running his fingers through the hair at Dean's temples, rearranging some of the wayward spikes.
"Yeah," Dean admitted in a whisper, turning his face enough so Sam could see one eye and the shy curl of his lips.
Sam smiled, leaning in for another kiss. "I'm glad," he whispered into Dean's lips. "You were incredible." Dean's cheeks bloomed a brighter red, but rather than say anything he strained forward to seal their lips together.