Chasing Prince Charming
Continued from: here
Soft rustling and the quiet click of the door announced Terry joining them and Jared sighed when his friend’s naked chest and hips pressed up along his back. “Not tonight, Jared. You don’t get to do any driving,” Terry murmured and dipped his head, biting sharply on the soft curve of Jared’s neck, drawing a gasp from his lips.
Jensen chased Jared's tongue with his, pressing his body against Jared's hard body tightly. His dick was hard and leaking already as he wiggled a little to help Jared get his jeans off. He pushed his hand down between them and stroked Jared’s cock.
“We’re gonna play with him really nice tonight, Jensen,” Terry murmured, pulling back to watch them for a moment, staring at what a gorgeous picture they made. “Our pet here hasn’t had a man in over a year, so we’re going to make up for lost time.”
Jared groaned and reached one hand back to smack at Terry’s side as he pulled his mouth away from Jensen’s. “Who says you get to dictate, jerk? Maybe since Jensen’s the guest, we should let him decide.”
Jensen looked at Terry and was taken back; Jared seriously hadn't been with a guy in that long? Jensen couldn't even wrap his mind around it. "I think helping Jared make up for lost time is a great way to spend my night," he answered as he kissed Jared's ear and bit down on the lobe. "Besides, I got all night," he promised into Jared's ear with a grin.
A little shiver was all the response Jared gave and he only grumbled a little when Terry urged him up onto his knees. He allowed the redhead to position him upright on his knees, arms crossed behind his head, while Terry finished pulling Jensen’s jeans and boxers off.
When Terry was done with Jensen’s clothes, he crawled back up behind Jared and skated his hands over Jared’s skin, stroking over the curve of his hip, down to the thick jut of Jared’s erection. He gripped it, pressed it flat to Jared’s belly and reached back down, cupping his balls and rolling them in his fingers. “Gotta make him crazy first,” Terry said, grinning at Jensen devilishly. “He needs to beg, bet he’s pretty when he begs.”
Getting up, Jensen moved to kneel in front of Jared. He placed kisses over Jared's chest and took Jared's right nipple into his mouth. He somewhat remembered Jared pulling on them the night before but he couldn't really be sure. Either way, he bit down sharply and sucked and kissed the sting away as he rolled the now hard nub between his teeth and used his tongue to tease. "He is; if anything, I remember that from last night." Jensen’s breath was hot and wet over Jared's skin. He kissed across Jared's chest, leaving red and pink marks as he did so and began paying attention to Jared's left nipple. "Need to taste you again before the night is over. Need to commit it to memory this time."
Jared whimpered and pushed his chest forward, seeking more of Jensen’s mouth. His cock twitched at the thought of having Jensen’s mouth on his dick-again, apparently-and mewled softly. He wished he could remember the night before, but it was still nothing more than a blur. It was hard to believe that he’d forgotten; Jensen’s voice was hot and wriggled down into Jared’s belly, lighting him up. “God,” he moaned, tipping his head back against Terry’s shoulder.
Terry’s hands slid away from Jared long enough to grab a bottle of lube from the bedside table, and he tossed a roll of condoms onto the bed by Jensen’s knees. “What do you think, Jensen? Do you think we can make him take both of us or should we be nice and make him suck you while I fuck him?”
Jensen groaned at the thought of having Jared around his dick; he had thought about it the night before. "Maybe we should ask him," he answered, though he would love to have Jared suck him off as he did the same to Jared. Instead though, seeing that this was Jared’s first in a while, he kept his thoughts to himself for the time being. "What do you want, baby?" he asked, his voice lust filled and needy. "Can give it to you any way you want it." Just knowing that Jared had been without for so long sent a spark of pleasure down his spine and around to his balls. "Or do you just want no say? Let us make you the bitch for the night in the best possible ways?" he breathed into Jared ear before working his chest over again.
“Fuck,” Jared moaned, eyes fluttering closed. “Don’t-I don’t want a say in it. Do whatever you want,” he panted, fingers twitching where he held his arms crossed behind his head.
“Such a good boy,” Terry cooed, and then shoved two slick fingers deep into Jared’s ass. Jared’s yelp of surprise was loud in the room, but Terry chuckled and roughly thrust in and out, his free hand coming up to curl around Jared’s throat. “You’re gonna get the ride of your life tonight, baby boy. Gonna get two cocks shoved in your ass at once, and then you’re gonna suck Jensen off, and let us fuck you again. Later, when we’re done with you, I might let you come.”
Jensen's eyes darkened with want at Jared's agreement and submission to what was about to happen. He licked Jared's bottom lip, shoved his tongue into Jared's mouth, taking it like he owned it. "Do you have toys?" he asked. "I think he needs a cock ring." He pulled back. "Just in case. We wouldn't want to have to put our pet in timeout for coming without our say so." He kissed Jared again pulling his lips to his.
Terry shared a look with Jensen, grinned slyly, and eased back and away, slid off the side of the bed. “I like how you think. Keep him company while I get the things we’ll need.” He slapped Jared’s hip sharply and then sauntered out of the room.
“God, I’m going to regret this,” Jared moaned, dropping his head back to stare up at the ceiling in an attempt to calm himself down, to relax a little bit, because just the idea of Terry with toys and a couple of hours to do exactly what he wanted was a daunting one.
Jensen grinned and looked back up at Jared as he settled back a little. "No you won't. I promise you'll enjoy yourself, I'll even see to it personally," he joked as he ran a hand down Jared's chest. "Just relax. You seem to have more fun when you relax, if I remember correctly." He smirked as he kissed Jared again and ran his hand down to cup Jared's balls, rolling them in his hand.
Jared sucked in a breath and his hands tightened on his forearms, holding them behind his head. “Fuck, you’ve never seen Terry when he’s got free reign, have you? And access to toys? He’s going to have to go into work for me tomorrow, because I’m pretty sure I won’t be walking further than to my own bed after this.”
No sooner were the words out of Jared’s mouth than Terry bounced back into the room bearing an armful of stuff. He dumped it all on the bed and grinned proudly at Jensen, displaying the wide, long dildos, flavored lube, cock ring, ball gag, handcuffs, and thick wooden paddle. “Playtime!” he crowed and snatched the cock ring, fastening it swiftly around Jared’s dick, ignoring the taller man’s groan.
Jensen laughed softly. "I love having my limits pushed, how long as it been since someone pushed yours?" he asked, between kisses along Jared's skin. "If you need us to stop just say my name as clear as you can, it'll get my attention, I promise," he swore because he didn't know Jared and he didn't know his limits, so no reason not to have a little net there just in case, even if Terry gagged Jared, which, knowing Terry, he would, Jensen could make sure to pay attention. Just because Jensen had no limits didn't mean everyone was like that, obviously.
A thick rubber dildo rolled and banged into Jensen’s knee and he looked down, and laughed. "Christ, you have the Willy Wonka fun pack going on here." He smirked as he moved behind Jared to give Terry room to get the ring on. He grabbed the ball gag and put it around Jared's head. "Open," he ordered, making sure to tie it tight enough so it wouldn't slip out. "Now, no more complaining."
Terry straightened up and grabbed lube and the dildo, holding it up in front of Jared’s face. “This is ten inches long and about three and a quarter inches around. If you’re a good boy, I’ll use this to get you good and stretched out inside. You’re going to need as much stretching as possible since you’re going to have me an’ Jensen inside your pretty little ass at the same time.”
A sharp breath and the flutter of eyelashes as they closed were the only answers that Jared offered. He held his body still, but fine tremors ran the length of him, skin prickling as anxiety set in. What Jensen and Terry offered sounded hot as hell, but having seen Jensen and Terry’s cocks, he wasn’t so sure it was even possible to get them both inside him without tearing.
Jensen half rolled his eyes behind Jared as Terry talked and he moved closer to Jared and urged him down on all fours. With pleasure came pain and in this case, Jared was going to get a good mix of both. He moved Jared around to get him into position and raised his ass high enough to make it easier for Terry to prep Jared and then slip the dildo in to get Jared going. He grabbed the lube and spread it out over his fingers before pushing them into Jared's ass without warning. He sought out Jared's prostate and thrust at it almost brutally, not to hurt Jared but to get him relaxed hopefully.
Terry chuckled and shoved two of his own fingers in to join Jensen’s, laughing again at the hiss of discomfort Jared made. Jared hung his head between his shoulders. Jared’s back and shoulders were tight and rigid though he visibly forced his lower half to relax and just take what was being given to him. His fingers knotted in the blanket and his jaw clenched around the ball gag between his teeth.
Terry had said that Jared hadn't been with anyone in a while and because of that Jensen was more than willing to be careful with Jared. At the same time, though, he trusted Jared would know his own limits and Terry knew his friend… he assumed. He pressed his lips together and brought his hand up to grip Jared's hip, massaging it as he pulled his fingers out and worked them back in, stretching Jared out.
“I think he’s had enough,” Terry said and pulled his fingers free, grabbing up the dildo again. He slicked the long, thick rubber prick and batted Jensen’s hand away from Jared’s ass, too eager to really care about taking his time. He pressed the tip against Jared’s asshole and shoved it in halfway.
Jared jerked and scrambled over onto his side, away from Terry, clawing the ball gag off of his head. “What the fuck do you think you’re doing, asshat?” he snarled, flinging the ball gag at Terry’s head. “You wanna ride this ride, you grow some fucking patience or I will rip your balls off and feed them to you. You get me?”
Jensen looked at Jared as he pulled away and couldn't help but smirk as the ball gag almost smacked Terry in the head as he moved to get up. So, it had been hot for a while but with sex it very easily turned sour when someone was acting like an asshole. He sighed and suddenly rethought this idea. He didn't say anything but was half temped to get up and get dressed, because how do you recover from that exactly? Not that he blamed Jared, not at all actually, he had every right to tell Terry off.
“Sorry, sorry; I just…” Terry scrubbed a hand over his face and smiled a little sheepishly. “I forgot that you weren’t one of my usual boys, ya know? I’m really sorry, okay? Can we please continue?”
Jared thought for a minute, eyeing Terry distrustfully and then grabbed Jensen’s hand. “Let him do it. He seems to have more patience than you do about the whole prep-your-partner thing.” Jared looked over at Jensen, bit his lip and offered a small smile. “Is that okay or are you done?”
He shrugged and looked down when Jared grabbed his hand, a little surprised, smiling in return. "I can keep going if you're sure," he answered, wasn't like he hadn't ever been in more uncomfortable positions before. He moved back to where he had been and waited for Jared to get back into position, grabbing the bottle of lube he flicked it open again, not bothering with the ball gag this time.
Terry slid off to the side, crawling around to kneel in front of Jared as Jared got back into position. “How about you just blow me while he gets you ready?” he asked Jared, fingers carding through Jared’s hair.
“Sure, but don’t try to choke me,” Jared agreed and opened his mouth, parting his legs a bit more to give Jensen more room. He swallowed Terry’s cock down easily enough, nose tickled by the coarse hair at the base of his dick.
Jensen pressed his two fingers together before pushing back into Jared's hole. Jared was already partly open so he didn't bother starting off with one. He moved in and out gently, spreading his fingers wider to open Jared up a little slower this time. He moved his head down and kissed down Jared's cheek; trying to make sure he felt okay with it and stayed relaxed. Dipping his head, Jensen slipped his tongue into Jared’s ass, too, and then added a third finger, keeping the pace slow as he sought out Jared's prostate again.
Jared moaned around Terry’s cock and rocked back into the slippery wet of Jensen’s tongue, the curling stretch of his fingers. Little bolts of pleasure danced along Jared’s spine as Jensen’s fingers grazed and then missed his prostate. He mewled and inched his legs further apart, hips canted back further, causing his spine to bow almost painfully.
He moaned again when Terry’s fingers curled into his hair and his hips rolled forward, pushing his cock into Jared’s mouth rhythmically, seeming to do better with control when it didn’t have anything to do with getting someone else ready. Jensen fucked his tongue in and out of Jared's hole, meeting his rhythm. He twisted his fingers to the left and then right, opening up Jared as well as he could. He was unwilling, yet, to add another finger. He moaned into Jared's hole as his other hand came up to grip Jared's hip to keep him pressed against him and in place so Jensen could really enjoy himself. He added a fourth finger and moved them all in and out before stretching out the four wider as he felt Jared twisting and groaning.
“God, look at that,” Terry groaned, pressing his thumb into the corner of Jared’s mouth, feeling the thrust of his dick. “Baby boy sucks cock like a pro.” His gaze flicked over to Jensen and he smirked. “Takes it up the ass like one, too. Is that what you used to do for Jack? Bend over and take it or drop to your knees and service him? Fuckin’ insane-”
The sharp scrape of teeth along his dick shut Terry up, and Jared glared at him for daring to bring up an ex while in the middle of this. Terry pulled out, unwilling to trust his dick to Jared’s mouth anymore, and grinned sheepishly. “You’ve got no t-tact,” Jared gasped, edging back into Jensen, forgetting again why he was pissed off with Terry and focusing instead on the fingers and tongue inside him, driving him nuts.
Christ, Terry wasn’t trustworthy enough to be near Jared's mouth and wasn't trustworthy enough to be near his ass; talk about burning the bridges. Jensen didn't care though, he didn't even notice, all he cared about right then was Jared's ass and the reaction he was getting with every thrust of his fingers and every lick of his tongue. He kept it up for a few moments longer before pulling out all the way and grabbing the lube and the dildo again before putting his tongue back to work as he poured a good amount of gel on the toy and slipped it up Jared's crack so he knew it was coming. Pushing just the head inside the stretched hole, his eyes finally looked up at Terry a moment before settling back on Jared.
“Oh God,” Jared groaned, using one arm to push himself back onto the toy, the other hand coming up to stroke Terry’s dick. He didn’t think that Terry deserved it, but it was better than leaving him sitting there, awkward and embarrassed. He knew one thing, though; Terry was never getting near him in a sexual situation ever again. “More, p-please, J-Jensen,” Jared stuttered, rocking forward and back against the toy.
Jensen twisted the toy to one side and then the other before burying it further into Jared's ass until it was about three inches in. He stopped again and held Jared firmly in place, teasing him a little with the dildo, pushing it in a little bit at a time, nice and slow. A grin spread across his face as he dropped his head and kissed Jared's spine, licking and sucking gently at first but then hard as he bit down, leaving marks and slight black and blues that would at least still be visible in the morning. "Want to hear you tell me what you want this time, baby. Come on, be good for me and beg for it," he ordered in a whisper, low and dry.
“Please, God, please, Jensen,” Jared moaned, eyes closing and rhythm stalling on Terry’s cock. “Fuck, ‘m so empty. Please, Jensen, please fill me up.”
“Holy fuck,” Terry breathed, staring down at Jared’s flushed face, mouth open and lashes a dark smudge against his cheekbones. “Fucking beautiful when he begs.”
Jensen bit his bottom lip and pushed the toy the rest of the way inside until it fit snug into Jared's body, like it was made to be there. He pulled it out again and fucked Jared in a slow, easy rhythm; in and out, pulling out a little more each time only to push it right back home again, hitting Jared's prostate every other thrust. "Yeah," Jensen agreed, kissing Jared's hip bone. "He is; that’s my good boy."
Jared mewled and rolled his hips, meeting every thrust of the dildo, but then whined, high in the back of his throat. “’m ready, fuck, I’m ready. W-want the real thing; want you both in me,” he gasped, voice strangled as he tried to talk through an especially appreciative moan.
“Is he ready, Jen?” Terry asked, unwilling to go too fast now. One more fuck-up and he wouldn’t get the chance to watch two of the hottest guys he knew fall apart in front of him-which was kind of the point of the whole thing.
Laughing Jensen looked up at Jared. "He says he is," he answered with a shrug as he pushed himself up on his knees. "Jared, spread your legs as far as you can for me," he requested as he gently pulled the toy out and pushed it back in again, handing the lube bottle to Terry. "Use more than you think you need to. Just in case."
Terry eagerly rolled on a condom, and smeared a generous helping of the cool gel on his cock. “How do you want to do this? Sitting upright or lying down, I mean. Might be easier on him if you lay down and have him straddling you, me behind him, or vice versa.”
“Don’t fucking care; somebody better fuck me soon or I’ll do it myself,” Jared panted, legs spread obscenely, chest pressed to the bed and ass up high in the air, offering himself.
"We can do it that way," Jensen replied as he watched Jared already coming apart. "Christ, thank God for that cock ring or we would have lost him already." He smirked. "I'm already back here so why don't you lie down and we'll try it that way." Besides, that way Jared was in control of how fast Terry's dick shoved its way inside him and there wouldn't be any misunderstandings. He reached for Jared and pulled him back to give Terry room to lie down and Jared to get on top.
Terry was no sooner lying down than he was dragging Jared over top of him, muttering apologies and biting his lip, hands shaking with eagerness. He applied more lube, just to be safe, and positioned it for Jared.
“I hope you’re more of a Prince Charming than this asshole,” Jared murmured over his shoulder at Jensen and reached back, pulling the dildo free to drop onto the bed. He positioned himself, glared for a moment at Terry, silently letting him know that he was driving, and slowly sank down.
Jensen smirked and moved between Terry's legs so he was right up behind Jared. "Of course I am; anything for my Princess," he whispered, only loud enough for Jared to hear as he watched Jared sink down onto Terry’s willing and painfully hard cock. He gripped Jared's sides and let him get used to Terry for a few moments before moving up behind him further until his own hard on was pressed against Jared's back. He was already slick and ready. He urged himself in gently enough, trying not to rip or hurt Jared any more than he could help. Biting his bottom lip hard, he muffled a groan in the back of his throat.
Jared leaned forward, one hand braced on the bed beside Terry’s head, the other gripping Jensen’s hip as he panted and tried to force his body to relax further, to take Jensen in, but it hurt, God, it hurt. Jared gasped rapidly, trying to breathe through it, wait it out so that they could all enjoy this. “Jesus,” he whined, grip tightening on Jensen’s hip.
“Oh my God,” Terry gasped, gripping Jared’s hips in both hands, trying to hold him steady while Jensen worked his way inside. “Fuck, this is intense. Gotta be more intense for you, huh, baby boy?” he cooed up at Jared, but gave up trying to bait him once he got a good look at the pain and determination stamped on Jared’s face.
Jensen stopped, unsure if he should keep going or if he should pull out. He just remained still, letting Jared lead this to tell him to either get away or to move. He pressed his lips together, shuddering against the tightness. He was pressed tight against the walls of Jared's hole and Terry's cock and he didn't even want to consider what Jared's ass felt like right now. Double stuffing was no freaking joke. He rubbed Jared's back, trying to relax the tension clear in his body and his breathing as he waited.
“Please,” Jared murmured, releasing his grip on Jensen’s hip and shifting it up over his shoulder to cup the back of Jensen’s neck, drawing him in to press against his back. “R-rock back and forth s-slowly, g-gotta let me get used to it. M-moving slow h-helps,” he said, tipping his head back against Jensen’s shoulder.
Jensen wrapped his arms around Jared's form, bringing him back to rest against his chest before he nodded. "Just tell me what to do," he said softly and began to let his hips rock back and forth very slowly, trying to give Jared enough time and room to breathe and hopefully relax. He rubbed a hand over Jared's chest, not so much as sexual but trying to be comforting if he could be.
Jared made soft, hurt noises in the back of his throat but carded his fingers through Jensen’s hair, encouraging him. “J-just a little more, a b-bit d-deeper,” he gasped, the burn slowly petering out into a sensation of uncomfortable fullness. “Fuck, so f-full.”
“Jesus,” Terry breathed, watching as Jensen slowly sank into Jared’s already stuffed full ass. It looked like it had been a really good idea to start with the dildo, because Jensen was packing more than Terry had thought, and as overeager as Terry was, he didn’t want to hurt Jared.
Nodding Jensen didn't say anything because his voice wasn't going to work at the moment. He licked his lips and sank in just a little deeper still going slow and easy. Jensen's eyes were closed and he kept them that way trying to make sure that his hips didn't suddenly start having a mind of their own as he kept himself in complete control as he stopped again, his breath hitched and shallow. Jensen kissed Jared's shoulder, placed small licks over the hot skin as he settled in again, tight and full.
“Okay, okay,” Jared panted, thighs quivering with the strain of holding his legs so far apart, against the burn in his backside. It wasn’t as bad as when Jensen had first started pushing into him, so Jared swallowed hard, nodded, and took a deep breath. “O-okay, fuck me,” he demanded, tugging at Jensen’s neck, urging him to move.
Jensen moved forward as he began to thrust in and out of Jared. His pace was still slow. He felt the shudders racking through Jared's spine and his back and he dropped his hands to try and offer some support to Jared's legs so all the weight wasn't in such an uncomfortable position. He couldn't do that much good, but he was trying. As he sank back into place again, he finally groaned loudly; Jared's ass and Terry's cock already milking him as he held onto himself.
“F-fuck,” Terry gasped, eyes rolling at the incredible sensation of being shoved deep inside Jared’s ass, Jensen’s cock rubbing against his own, almost battling for room, and forced himself to start up a slow counter rhythm; pulling back when Jensen drove and pushing in when Jensen drew back. “N-no way I can last long. Jesus fucking Christ,” he panted.
Jared’s cock was drooling onto Terry’s belly, leaving thick smears of pre-come along his abs, allowing his cock to drag wetly over hot skin. He couldn’t come, not yet, not with the cock ring keeping him under control, but he could enjoy the friction. “Please, fuck, yeah, oh God, J-Jensen, yeah, please, moremoremore,” he begged brokenly, rocking his hips as much as he could between the two men.
"M-me either." Jensen moved forward, his thrust building in speed as he felt Jared's body opening up to him. He whimpered at the feel and he strained his spine a little trying to keep up but not go too far. "Christ, Jared." He bit down on Jared's right shoulder, leaving a dark mark by the time he pulled his teeth from Jared's skin and then buried his face in Jared's neck. "Should I let you come too, baby?" Jensen mumbled into Jared's ear, breathing against him. "Want me to let your dick free and see what you can do?"
“P-please, God, n-need to come. D-don’t even gotta t-touch me. Just-please, need to come, J-Jensen,” Jared whined, fingers tightening and loosening on Jensen’s nape rhythmically.
Jensen's hand snaked down and snapped the clip off the cock ring, springing Jared's cock free just before he felt Terry's come around his dick and heard his friend come with an insane cry. Terry’s thrusts grew ragged, uncontrolled, snapping hard and fast and then he froze, stiffened and came with a broken cry, flooding the condom with come. Jensen moaned and pushed deeper into Jared's ass, biting on his shoulder again and between his shoulder blades. Jensen cried out and came hard and strong, a mixture of cries and curses pouring from his mouth as he wrapped his arms around Jared tightly, milking his hole for all the pleasure it could give him.
Jared came with a hoarse cry mere seconds after Jensen, painting Terry’s chest with thick ropes of pearly white fluid, some landing as high as Terry’s collarbone. As exhausted as he was, Jared didn’t waste a moment in pulling off of Terry and Jensen’s cocks, too sore to even bask in the feeling of soft warmth filling him up. “Fuck, that was awesome.”
Jensen fell back, his body a little stiff from the position and nodded in agreement. "Christ, I haven't done something like that in a long time," he said as he stretched his arms a bit. At least, not something that intense. "Loved it," he confessed with a content smirk.
Terry was already snoring and Jared chuckled and slid carefully off of the bed. “I’m exhausted, but come on. The least I can offer is a shower after you had to deal with Terry being an asshat. You can share a shower with me and then you can either crash in Terry’s room or in mine or head on out.” He limped gingerly to the door and leaned against the frame for a second, knees visibly shaking as they struggled to hold his weight.
Jensen looked back at Terry and anger flashed in his eyes because, what the fuck! The douche bag promised to give him a lift back to his car, that's why he left it at the bar. He groaned and rolled his eyes, about ready to kick his friend awake. He sighed and looked back at Jared with a shrug; it wasn't so much staying there but being stuck there. Getting up, he smiled and headed over to Jared as he took in how hard it was for him to stand on his own. "Let me help?" he asked as he came up to Jared to let him lean some weight on him but didn't want to be pushy about it. "You do realize sitting for the next three days is going to a bitch, right? I'm speaking from personal experience."
“Awesome; that means Terry can go to work for me and I can sit on an ice pack for a few days.” Jared slid an arm around Jensen’s neck and leaned against him as they hobbled out of the room. “It’ll totally make up for him springing that idea on me at the last minute.” He grinned sheepishly at Jensen and pointed to the door at the end of the hall. “If he’d told me that he was going to try this, I’d have at least spent an hour getting myself ready. Terry’s an impatient fuck with the attention span of a gnat.”
Jensen slipped an arm around Jared's waist and moved with him slowly. He smiled and shrugged a bit. "Yeah, I noticed that." He laughed softly. He had been with his share of pain in the asses, literally and figuratively. "He just sprung the threesome idea on you?" he asked as they moved into the bathroom and he pushed the curtain back a little as he let go of Jared so he could bend down and adjust the water. He assumed kneeling wasn't going to be too comfortable for Jared at the moment.
“Yeah, sprang it on me as I was running out the door to cook dinner for the Cars. I’d been home maybe an hour when you guys showed up.” Jared leaned against the wall, his backside seriously unhappy with him at the moment. “And the DP? That he threw at me while we were in there.” He sighed and tentatively reached around to lightly touch the swollen and stretched ring of his asshole, wincing. “If I’d known you both were so well hung, I would’ve done some prep before you guys got here. If I’d known anything other than that he was bringing some guy home.”
Jensen let the water run a minute as Jared talked. He made sure it was warm but not hot, not wanting it to be uncomfortable. He turned back to Jared and shook his head. Jared didn't really seem like the type who enjoyed surprises but maybe he was wrong. He didn't know Terry that well either but Jensen loved being put in a position where he didn't know what would happen. "Guess he didn't want to give you a chance to change your mind." He shrugged; it seemed like something Terry would do.
“I wouldn’t have changed my mind, but getting my ass ready to be reamed like that would’ve been more fun.” Jared grimaced and waddled over to the tub and stepped carefully inside.
"Yeah well, if Terry wasn't trying to fist you it might have been more fun." Jensen smirked, shaking his head as he moved aside to give Jared room to get in.
“You want to get in with me or wait until after?”
Jensen bit his bottom lip and looked at Jared a second and shook his head. "Nah I'll wait, I think you might need as much room as you can get in there." He shrugged. Sex he could do; sharing a shower was a little more than he was used to.
Jared nodded. “Oh, uh, I’d offer to drive you home, but I don’t drive so… I could kick Terry in the head if you’re eager to leave?”
"Nah, I don't mind staying, I guess." Jensen shrugged, even though that wasn't really true.
“Well, like I said,” Jared continued as he pulled the shower curtain closed, “you can have Terry’s bed or the couch or share mine, though I’m not too keen on sharing my bed and Terry might wake up in the middle of the night and crawl in with you.”
"Why do I have the feeling I would end up waking up tied to the bed and something sticking out of me somewhere?" Jensen shuddered a little at the thought. Not that he would mind but he had the feeling that Terry would forget to ask for permission first and that wasn't cool.
Jared started washing up; lathering his hands with shampoo to wash his hair. “I’ll kick him out of the guest room and change the sheets while you’re showering, okay? Help yourself to what you want in the kitchen, but leave the pie alone. I’ve got to take that somewhere tomorrow.”
Jensen leaned back and shook his head. "Nah, you don't have to go to any trouble. I'll just sleep on the couch. I'm still full from dinner, so your pie is safe.”
“Okay, whatever. You know you don’t have to babysit me, right?” Jared asked, peeking around the shower curtain, covered neck to navel in soap suds. “I appreciate you sticking around and all, but… well, just saying that you don’t have to if you don’t want. I promise not to fall and break the tub.”
"I was just waiting for you to get out so I can shower," Jensen answered as he moved back to the door to leave. "Don't worry; I'll give you some peace." He left with a smirk to go find his clothes.
Once the door closed behind Jensen, Jared hurried through the rest of his shower, eager to get some clothes on. It was entirely too ironic that the two times he’d seen Jensen, he’d ended up naked, and Jared wanted to be dressed, especially since he was feeling a bit embarrassed about how he’d reacted to Terry’s little surprise double penetration idea.
Jared stepped out, toweled himself dry, patting carefully at painful bits, and then wrapped the towel around his waist. “Shower’s free,” he called and hobbled into his room for sleep pants-boxers weren’t even an option-and a tee shirt.
Jensen folded his clothes and grabbed them to head into the bathroom. He was quick enough; a shower was what he needed after the long day. The sex was great and all that but still. He sighed a little, let the water run over him for a few minutes. Once he was done he got a towel and dried off before getting dressed. He was a little out of his element here but he would worry about what to sleep in and shit later. He bit his bottom lip as he stretched a little and headed back out. He knew where the living room was at least so now it was just a matter of finding the couch and passing out on it, which, oddly enough, sounded appealing at that moment.
“Motherfucking asshole!” Terry snarled as he stomped out of the guest room with a pile of balled up sheets, which he tossed on the floor in the hallway, and then slammed his bedroom door behind him, bitching the entire time.
“Bed’s ready, Jensen,” Jared called from the guest room, pulling the top sheet up and folding it neatly. The comforter was clean-since Terry had been drooling on the other-and smelled fresh as Jared tossed it on and smoothed it down, folding down one side so that Jensen could just climb right in.
Jensen turned as Terry freaked out and Jensen just rolled his eyes. He peeked around the hallway as Terry's door slammed. "Did you actually kick him or something?" he asked as he joined Jared in the room. "Um, thanks, I appreciate it," he said with a smile. He really would have been fine with the couch but a bed was always better.
“You’re damn right I kicked him, and you’re welcome to the bed. The couch actually doubles as a medieval torture device at night, so it’s best to take the bed. That’s why I bought it.” Jared grinned and hobbled around, picking up discarded clothes and lube and toys. “Good night, Jensen. Kick Terry awake when you need to go in the morning, okay? He deserves it for passing out like a selfish prick.”
Jensen laughed, he couldn't help it. Terry was really not on his good side at the moment even if the night had been fun. He waited until Jared was ready to leave and pulled his shirt off to leave it on the chair before looking at Jared again. "Oh, I meant to ask you; did you take my boxers when you woke up this morning?" It was weird question but so was waking up to your underwear missing.
Jared flushed bright red and looked down at his feet, grinning sheepishly, shoulder leaned against the doorframe. “Yeah, they’re in the wash. Um, I think my clothes went out with the tide, because they were gone when I woke up, and I’m not enough of an exhibitionist to do the walk of shame naked.”
Jensen smiled and pulled his jeans off as he watched Jared turn red. He was fairly sure that Jared was naked when he had found him on the beach the night before. "Please, with all the naked men walking around South Beach you would have fit in perfectly," he teased. "Nah, I'm kidding, I don't blame you." He folded his jeans up and placed them with his shirt. "Goodnight, Jared," he said as he moved to get into bed, tired from the insane night and the one he'd had the night before on top of it.
“Night,” Jared repeated and closed the door quietly behind him. He leaned back against the wall and closed his eyes, sighing softly. He didn’t really know what to make of Jensen, but then again he didn’t know what to make of his own actions in the last few days. Waking up on the beach, naked, with a stranger only to end up having a threesome with that same stranger the next night wasn’t exactly how Jared worked.
With a grimace, Jared pushed off the wall and waddled into his own room, still thinking about the mistakes he’d made. He hissed as he crawled up onto the bed and flopped onto his side, frowning at his thoughts. Agreeing to sex with Terry and anyone else wasn’t something Jared usually did, it wasn’t even something that Jared particularly agreed with, but he’d agreed to it and ended up meeting up with the guy from the beach again. He was all kinds of weirded out about that still, but it wasn’t likely that they’d ever meet up again.
Jensen couldn't help but see the oddness in the last two days either. He hooked up all the time and that wasn't new but he never actually spent two nights in a row with the same guy. Adding Terry into it or not it was just a little off but it didn't really matter; what was done was done. Wasn't like it was the first time sex ever got awkward but he just let the thoughts ease out of his mind. No use spending time on it and driving himself crazy over something that wouldn't turn out to be much either way. He turned over and buried his head under the blankets, falling asleep quickly.
Chapter Two
Soft rustling and the quiet click of the door announced Terry joining them and Jared sighed when his friend’s naked chest and hips pressed up along his back. “Not tonight, Jared. You don’t get to do any driving,” Terry murmured and dipped his head, biting sharply on the soft curve of Jared’s neck, drawing a gasp from his lips.
Jensen chased Jared's tongue with his, pressing his body against Jared's hard body tightly. His dick was hard and leaking already as he wiggled a little to help Jared get his jeans off. He pushed his hand down between them and stroked Jared’s cock.
“We’re gonna play with him really nice tonight, Jensen,” Terry murmured, pulling back to watch them for a moment, staring at what a gorgeous picture they made. “Our pet here hasn’t had a man in over a year, so we’re going to make up for lost time.”
Jared groaned and reached one hand back to smack at Terry’s side as he pulled his mouth away from Jensen’s. “Who says you get to dictate, jerk? Maybe since Jensen’s the guest, we should let him decide.”
Jensen looked at Terry and was taken back; Jared seriously hadn't been with a guy in that long? Jensen couldn't even wrap his mind around it. "I think helping Jared make up for lost time is a great way to spend my night," he answered as he kissed Jared's ear and bit down on the lobe. "Besides, I got all night," he promised into Jared's ear with a grin.
A little shiver was all the response Jared gave and he only grumbled a little when Terry urged him up onto his knees. He allowed the redhead to position him upright on his knees, arms crossed behind his head, while Terry finished pulling Jensen’s jeans and boxers off.
When Terry was done with Jensen’s clothes, he crawled back up behind Jared and skated his hands over Jared’s skin, stroking over the curve of his hip, down to the thick jut of Jared’s erection. He gripped it, pressed it flat to Jared’s belly and reached back down, cupping his balls and rolling them in his fingers. “Gotta make him crazy first,” Terry said, grinning at Jensen devilishly. “He needs to beg, bet he’s pretty when he begs.”
Getting up, Jensen moved to kneel in front of Jared. He placed kisses over Jared's chest and took Jared's right nipple into his mouth. He somewhat remembered Jared pulling on them the night before but he couldn't really be sure. Either way, he bit down sharply and sucked and kissed the sting away as he rolled the now hard nub between his teeth and used his tongue to tease. "He is; if anything, I remember that from last night." Jensen’s breath was hot and wet over Jared's skin. He kissed across Jared's chest, leaving red and pink marks as he did so and began paying attention to Jared's left nipple. "Need to taste you again before the night is over. Need to commit it to memory this time."
Jared whimpered and pushed his chest forward, seeking more of Jensen’s mouth. His cock twitched at the thought of having Jensen’s mouth on his dick-again, apparently-and mewled softly. He wished he could remember the night before, but it was still nothing more than a blur. It was hard to believe that he’d forgotten; Jensen’s voice was hot and wriggled down into Jared’s belly, lighting him up. “God,” he moaned, tipping his head back against Terry’s shoulder.
Terry’s hands slid away from Jared long enough to grab a bottle of lube from the bedside table, and he tossed a roll of condoms onto the bed by Jensen’s knees. “What do you think, Jensen? Do you think we can make him take both of us or should we be nice and make him suck you while I fuck him?”
Jensen groaned at the thought of having Jared around his dick; he had thought about it the night before. "Maybe we should ask him," he answered, though he would love to have Jared suck him off as he did the same to Jared. Instead though, seeing that this was Jared’s first in a while, he kept his thoughts to himself for the time being. "What do you want, baby?" he asked, his voice lust filled and needy. "Can give it to you any way you want it." Just knowing that Jared had been without for so long sent a spark of pleasure down his spine and around to his balls. "Or do you just want no say? Let us make you the bitch for the night in the best possible ways?" he breathed into Jared ear before working his chest over again.
“Fuck,” Jared moaned, eyes fluttering closed. “Don’t-I don’t want a say in it. Do whatever you want,” he panted, fingers twitching where he held his arms crossed behind his head.
“Such a good boy,” Terry cooed, and then shoved two slick fingers deep into Jared’s ass. Jared’s yelp of surprise was loud in the room, but Terry chuckled and roughly thrust in and out, his free hand coming up to curl around Jared’s throat. “You’re gonna get the ride of your life tonight, baby boy. Gonna get two cocks shoved in your ass at once, and then you’re gonna suck Jensen off, and let us fuck you again. Later, when we’re done with you, I might let you come.”
Jensen's eyes darkened with want at Jared's agreement and submission to what was about to happen. He licked Jared's bottom lip, shoved his tongue into Jared's mouth, taking it like he owned it. "Do you have toys?" he asked. "I think he needs a cock ring." He pulled back. "Just in case. We wouldn't want to have to put our pet in timeout for coming without our say so." He kissed Jared again pulling his lips to his.
Terry shared a look with Jensen, grinned slyly, and eased back and away, slid off the side of the bed. “I like how you think. Keep him company while I get the things we’ll need.” He slapped Jared’s hip sharply and then sauntered out of the room.
“God, I’m going to regret this,” Jared moaned, dropping his head back to stare up at the ceiling in an attempt to calm himself down, to relax a little bit, because just the idea of Terry with toys and a couple of hours to do exactly what he wanted was a daunting one.
Jensen grinned and looked back up at Jared as he settled back a little. "No you won't. I promise you'll enjoy yourself, I'll even see to it personally," he joked as he ran a hand down Jared's chest. "Just relax. You seem to have more fun when you relax, if I remember correctly." He smirked as he kissed Jared again and ran his hand down to cup Jared's balls, rolling them in his hand.
Jared sucked in a breath and his hands tightened on his forearms, holding them behind his head. “Fuck, you’ve never seen Terry when he’s got free reign, have you? And access to toys? He’s going to have to go into work for me tomorrow, because I’m pretty sure I won’t be walking further than to my own bed after this.”
No sooner were the words out of Jared’s mouth than Terry bounced back into the room bearing an armful of stuff. He dumped it all on the bed and grinned proudly at Jensen, displaying the wide, long dildos, flavored lube, cock ring, ball gag, handcuffs, and thick wooden paddle. “Playtime!” he crowed and snatched the cock ring, fastening it swiftly around Jared’s dick, ignoring the taller man’s groan.
Jensen laughed softly. "I love having my limits pushed, how long as it been since someone pushed yours?" he asked, between kisses along Jared's skin. "If you need us to stop just say my name as clear as you can, it'll get my attention, I promise," he swore because he didn't know Jared and he didn't know his limits, so no reason not to have a little net there just in case, even if Terry gagged Jared, which, knowing Terry, he would, Jensen could make sure to pay attention. Just because Jensen had no limits didn't mean everyone was like that, obviously.
A thick rubber dildo rolled and banged into Jensen’s knee and he looked down, and laughed. "Christ, you have the Willy Wonka fun pack going on here." He smirked as he moved behind Jared to give Terry room to get the ring on. He grabbed the ball gag and put it around Jared's head. "Open," he ordered, making sure to tie it tight enough so it wouldn't slip out. "Now, no more complaining."
Terry straightened up and grabbed lube and the dildo, holding it up in front of Jared’s face. “This is ten inches long and about three and a quarter inches around. If you’re a good boy, I’ll use this to get you good and stretched out inside. You’re going to need as much stretching as possible since you’re going to have me an’ Jensen inside your pretty little ass at the same time.”
A sharp breath and the flutter of eyelashes as they closed were the only answers that Jared offered. He held his body still, but fine tremors ran the length of him, skin prickling as anxiety set in. What Jensen and Terry offered sounded hot as hell, but having seen Jensen and Terry’s cocks, he wasn’t so sure it was even possible to get them both inside him without tearing.
Jensen half rolled his eyes behind Jared as Terry talked and he moved closer to Jared and urged him down on all fours. With pleasure came pain and in this case, Jared was going to get a good mix of both. He moved Jared around to get him into position and raised his ass high enough to make it easier for Terry to prep Jared and then slip the dildo in to get Jared going. He grabbed the lube and spread it out over his fingers before pushing them into Jared's ass without warning. He sought out Jared's prostate and thrust at it almost brutally, not to hurt Jared but to get him relaxed hopefully.
Terry chuckled and shoved two of his own fingers in to join Jensen’s, laughing again at the hiss of discomfort Jared made. Jared hung his head between his shoulders. Jared’s back and shoulders were tight and rigid though he visibly forced his lower half to relax and just take what was being given to him. His fingers knotted in the blanket and his jaw clenched around the ball gag between his teeth.
Terry had said that Jared hadn't been with anyone in a while and because of that Jensen was more than willing to be careful with Jared. At the same time, though, he trusted Jared would know his own limits and Terry knew his friend… he assumed. He pressed his lips together and brought his hand up to grip Jared's hip, massaging it as he pulled his fingers out and worked them back in, stretching Jared out.
“I think he’s had enough,” Terry said and pulled his fingers free, grabbing up the dildo again. He slicked the long, thick rubber prick and batted Jensen’s hand away from Jared’s ass, too eager to really care about taking his time. He pressed the tip against Jared’s asshole and shoved it in halfway.
Jared jerked and scrambled over onto his side, away from Terry, clawing the ball gag off of his head. “What the fuck do you think you’re doing, asshat?” he snarled, flinging the ball gag at Terry’s head. “You wanna ride this ride, you grow some fucking patience or I will rip your balls off and feed them to you. You get me?”
Jensen looked at Jared as he pulled away and couldn't help but smirk as the ball gag almost smacked Terry in the head as he moved to get up. So, it had been hot for a while but with sex it very easily turned sour when someone was acting like an asshole. He sighed and suddenly rethought this idea. He didn't say anything but was half temped to get up and get dressed, because how do you recover from that exactly? Not that he blamed Jared, not at all actually, he had every right to tell Terry off.
“Sorry, sorry; I just…” Terry scrubbed a hand over his face and smiled a little sheepishly. “I forgot that you weren’t one of my usual boys, ya know? I’m really sorry, okay? Can we please continue?”
Jared thought for a minute, eyeing Terry distrustfully and then grabbed Jensen’s hand. “Let him do it. He seems to have more patience than you do about the whole prep-your-partner thing.” Jared looked over at Jensen, bit his lip and offered a small smile. “Is that okay or are you done?”
He shrugged and looked down when Jared grabbed his hand, a little surprised, smiling in return. "I can keep going if you're sure," he answered, wasn't like he hadn't ever been in more uncomfortable positions before. He moved back to where he had been and waited for Jared to get back into position, grabbing the bottle of lube he flicked it open again, not bothering with the ball gag this time.
Terry slid off to the side, crawling around to kneel in front of Jared as Jared got back into position. “How about you just blow me while he gets you ready?” he asked Jared, fingers carding through Jared’s hair.
“Sure, but don’t try to choke me,” Jared agreed and opened his mouth, parting his legs a bit more to give Jensen more room. He swallowed Terry’s cock down easily enough, nose tickled by the coarse hair at the base of his dick.
Jensen pressed his two fingers together before pushing back into Jared's hole. Jared was already partly open so he didn't bother starting off with one. He moved in and out gently, spreading his fingers wider to open Jared up a little slower this time. He moved his head down and kissed down Jared's cheek; trying to make sure he felt okay with it and stayed relaxed. Dipping his head, Jensen slipped his tongue into Jared’s ass, too, and then added a third finger, keeping the pace slow as he sought out Jared's prostate again.
Jared moaned around Terry’s cock and rocked back into the slippery wet of Jensen’s tongue, the curling stretch of his fingers. Little bolts of pleasure danced along Jared’s spine as Jensen’s fingers grazed and then missed his prostate. He mewled and inched his legs further apart, hips canted back further, causing his spine to bow almost painfully.
He moaned again when Terry’s fingers curled into his hair and his hips rolled forward, pushing his cock into Jared’s mouth rhythmically, seeming to do better with control when it didn’t have anything to do with getting someone else ready. Jensen fucked his tongue in and out of Jared's hole, meeting his rhythm. He twisted his fingers to the left and then right, opening up Jared as well as he could. He was unwilling, yet, to add another finger. He moaned into Jared's hole as his other hand came up to grip Jared's hip to keep him pressed against him and in place so Jensen could really enjoy himself. He added a fourth finger and moved them all in and out before stretching out the four wider as he felt Jared twisting and groaning.
“God, look at that,” Terry groaned, pressing his thumb into the corner of Jared’s mouth, feeling the thrust of his dick. “Baby boy sucks cock like a pro.” His gaze flicked over to Jensen and he smirked. “Takes it up the ass like one, too. Is that what you used to do for Jack? Bend over and take it or drop to your knees and service him? Fuckin’ insane-”
The sharp scrape of teeth along his dick shut Terry up, and Jared glared at him for daring to bring up an ex while in the middle of this. Terry pulled out, unwilling to trust his dick to Jared’s mouth anymore, and grinned sheepishly. “You’ve got no t-tact,” Jared gasped, edging back into Jensen, forgetting again why he was pissed off with Terry and focusing instead on the fingers and tongue inside him, driving him nuts.
Christ, Terry wasn’t trustworthy enough to be near Jared's mouth and wasn't trustworthy enough to be near his ass; talk about burning the bridges. Jensen didn't care though, he didn't even notice, all he cared about right then was Jared's ass and the reaction he was getting with every thrust of his fingers and every lick of his tongue. He kept it up for a few moments longer before pulling out all the way and grabbing the lube and the dildo again before putting his tongue back to work as he poured a good amount of gel on the toy and slipped it up Jared's crack so he knew it was coming. Pushing just the head inside the stretched hole, his eyes finally looked up at Terry a moment before settling back on Jared.
“Oh God,” Jared groaned, using one arm to push himself back onto the toy, the other hand coming up to stroke Terry’s dick. He didn’t think that Terry deserved it, but it was better than leaving him sitting there, awkward and embarrassed. He knew one thing, though; Terry was never getting near him in a sexual situation ever again. “More, p-please, J-Jensen,” Jared stuttered, rocking forward and back against the toy.
Jensen twisted the toy to one side and then the other before burying it further into Jared's ass until it was about three inches in. He stopped again and held Jared firmly in place, teasing him a little with the dildo, pushing it in a little bit at a time, nice and slow. A grin spread across his face as he dropped his head and kissed Jared's spine, licking and sucking gently at first but then hard as he bit down, leaving marks and slight black and blues that would at least still be visible in the morning. "Want to hear you tell me what you want this time, baby. Come on, be good for me and beg for it," he ordered in a whisper, low and dry.
“Please, God, please, Jensen,” Jared moaned, eyes closing and rhythm stalling on Terry’s cock. “Fuck, ‘m so empty. Please, Jensen, please fill me up.”
“Holy fuck,” Terry breathed, staring down at Jared’s flushed face, mouth open and lashes a dark smudge against his cheekbones. “Fucking beautiful when he begs.”
Jensen bit his bottom lip and pushed the toy the rest of the way inside until it fit snug into Jared's body, like it was made to be there. He pulled it out again and fucked Jared in a slow, easy rhythm; in and out, pulling out a little more each time only to push it right back home again, hitting Jared's prostate every other thrust. "Yeah," Jensen agreed, kissing Jared's hip bone. "He is; that’s my good boy."
Jared mewled and rolled his hips, meeting every thrust of the dildo, but then whined, high in the back of his throat. “’m ready, fuck, I’m ready. W-want the real thing; want you both in me,” he gasped, voice strangled as he tried to talk through an especially appreciative moan.
“Is he ready, Jen?” Terry asked, unwilling to go too fast now. One more fuck-up and he wouldn’t get the chance to watch two of the hottest guys he knew fall apart in front of him-which was kind of the point of the whole thing.
Laughing Jensen looked up at Jared. "He says he is," he answered with a shrug as he pushed himself up on his knees. "Jared, spread your legs as far as you can for me," he requested as he gently pulled the toy out and pushed it back in again, handing the lube bottle to Terry. "Use more than you think you need to. Just in case."
Terry eagerly rolled on a condom, and smeared a generous helping of the cool gel on his cock. “How do you want to do this? Sitting upright or lying down, I mean. Might be easier on him if you lay down and have him straddling you, me behind him, or vice versa.”
“Don’t fucking care; somebody better fuck me soon or I’ll do it myself,” Jared panted, legs spread obscenely, chest pressed to the bed and ass up high in the air, offering himself.
"We can do it that way," Jensen replied as he watched Jared already coming apart. "Christ, thank God for that cock ring or we would have lost him already." He smirked. "I'm already back here so why don't you lie down and we'll try it that way." Besides, that way Jared was in control of how fast Terry's dick shoved its way inside him and there wouldn't be any misunderstandings. He reached for Jared and pulled him back to give Terry room to lie down and Jared to get on top.
Terry was no sooner lying down than he was dragging Jared over top of him, muttering apologies and biting his lip, hands shaking with eagerness. He applied more lube, just to be safe, and positioned it for Jared.
“I hope you’re more of a Prince Charming than this asshole,” Jared murmured over his shoulder at Jensen and reached back, pulling the dildo free to drop onto the bed. He positioned himself, glared for a moment at Terry, silently letting him know that he was driving, and slowly sank down.
Jensen smirked and moved between Terry's legs so he was right up behind Jared. "Of course I am; anything for my Princess," he whispered, only loud enough for Jared to hear as he watched Jared sink down onto Terry’s willing and painfully hard cock. He gripped Jared's sides and let him get used to Terry for a few moments before moving up behind him further until his own hard on was pressed against Jared's back. He was already slick and ready. He urged himself in gently enough, trying not to rip or hurt Jared any more than he could help. Biting his bottom lip hard, he muffled a groan in the back of his throat.
Jared leaned forward, one hand braced on the bed beside Terry’s head, the other gripping Jensen’s hip as he panted and tried to force his body to relax further, to take Jensen in, but it hurt, God, it hurt. Jared gasped rapidly, trying to breathe through it, wait it out so that they could all enjoy this. “Jesus,” he whined, grip tightening on Jensen’s hip.
“Oh my God,” Terry gasped, gripping Jared’s hips in both hands, trying to hold him steady while Jensen worked his way inside. “Fuck, this is intense. Gotta be more intense for you, huh, baby boy?” he cooed up at Jared, but gave up trying to bait him once he got a good look at the pain and determination stamped on Jared’s face.
Jensen stopped, unsure if he should keep going or if he should pull out. He just remained still, letting Jared lead this to tell him to either get away or to move. He pressed his lips together, shuddering against the tightness. He was pressed tight against the walls of Jared's hole and Terry's cock and he didn't even want to consider what Jared's ass felt like right now. Double stuffing was no freaking joke. He rubbed Jared's back, trying to relax the tension clear in his body and his breathing as he waited.
“Please,” Jared murmured, releasing his grip on Jensen’s hip and shifting it up over his shoulder to cup the back of Jensen’s neck, drawing him in to press against his back. “R-rock back and forth s-slowly, g-gotta let me get used to it. M-moving slow h-helps,” he said, tipping his head back against Jensen’s shoulder.
Jensen wrapped his arms around Jared's form, bringing him back to rest against his chest before he nodded. "Just tell me what to do," he said softly and began to let his hips rock back and forth very slowly, trying to give Jared enough time and room to breathe and hopefully relax. He rubbed a hand over Jared's chest, not so much as sexual but trying to be comforting if he could be.
Jared made soft, hurt noises in the back of his throat but carded his fingers through Jensen’s hair, encouraging him. “J-just a little more, a b-bit d-deeper,” he gasped, the burn slowly petering out into a sensation of uncomfortable fullness. “Fuck, so f-full.”
“Jesus,” Terry breathed, watching as Jensen slowly sank into Jared’s already stuffed full ass. It looked like it had been a really good idea to start with the dildo, because Jensen was packing more than Terry had thought, and as overeager as Terry was, he didn’t want to hurt Jared.
Nodding Jensen didn't say anything because his voice wasn't going to work at the moment. He licked his lips and sank in just a little deeper still going slow and easy. Jensen's eyes were closed and he kept them that way trying to make sure that his hips didn't suddenly start having a mind of their own as he kept himself in complete control as he stopped again, his breath hitched and shallow. Jensen kissed Jared's shoulder, placed small licks over the hot skin as he settled in again, tight and full.
“Okay, okay,” Jared panted, thighs quivering with the strain of holding his legs so far apart, against the burn in his backside. It wasn’t as bad as when Jensen had first started pushing into him, so Jared swallowed hard, nodded, and took a deep breath. “O-okay, fuck me,” he demanded, tugging at Jensen’s neck, urging him to move.
Jensen moved forward as he began to thrust in and out of Jared. His pace was still slow. He felt the shudders racking through Jared's spine and his back and he dropped his hands to try and offer some support to Jared's legs so all the weight wasn't in such an uncomfortable position. He couldn't do that much good, but he was trying. As he sank back into place again, he finally groaned loudly; Jared's ass and Terry's cock already milking him as he held onto himself.
“F-fuck,” Terry gasped, eyes rolling at the incredible sensation of being shoved deep inside Jared’s ass, Jensen’s cock rubbing against his own, almost battling for room, and forced himself to start up a slow counter rhythm; pulling back when Jensen drove and pushing in when Jensen drew back. “N-no way I can last long. Jesus fucking Christ,” he panted.
Jared’s cock was drooling onto Terry’s belly, leaving thick smears of pre-come along his abs, allowing his cock to drag wetly over hot skin. He couldn’t come, not yet, not with the cock ring keeping him under control, but he could enjoy the friction. “Please, fuck, yeah, oh God, J-Jensen, yeah, please, moremoremore,” he begged brokenly, rocking his hips as much as he could between the two men.
"M-me either." Jensen moved forward, his thrust building in speed as he felt Jared's body opening up to him. He whimpered at the feel and he strained his spine a little trying to keep up but not go too far. "Christ, Jared." He bit down on Jared's right shoulder, leaving a dark mark by the time he pulled his teeth from Jared's skin and then buried his face in Jared's neck. "Should I let you come too, baby?" Jensen mumbled into Jared's ear, breathing against him. "Want me to let your dick free and see what you can do?"
“P-please, God, n-need to come. D-don’t even gotta t-touch me. Just-please, need to come, J-Jensen,” Jared whined, fingers tightening and loosening on Jensen’s nape rhythmically.
Jensen's hand snaked down and snapped the clip off the cock ring, springing Jared's cock free just before he felt Terry's come around his dick and heard his friend come with an insane cry. Terry’s thrusts grew ragged, uncontrolled, snapping hard and fast and then he froze, stiffened and came with a broken cry, flooding the condom with come. Jensen moaned and pushed deeper into Jared's ass, biting on his shoulder again and between his shoulder blades. Jensen cried out and came hard and strong, a mixture of cries and curses pouring from his mouth as he wrapped his arms around Jared tightly, milking his hole for all the pleasure it could give him.
Jared came with a hoarse cry mere seconds after Jensen, painting Terry’s chest with thick ropes of pearly white fluid, some landing as high as Terry’s collarbone. As exhausted as he was, Jared didn’t waste a moment in pulling off of Terry and Jensen’s cocks, too sore to even bask in the feeling of soft warmth filling him up. “Fuck, that was awesome.”
Jensen fell back, his body a little stiff from the position and nodded in agreement. "Christ, I haven't done something like that in a long time," he said as he stretched his arms a bit. At least, not something that intense. "Loved it," he confessed with a content smirk.
Terry was already snoring and Jared chuckled and slid carefully off of the bed. “I’m exhausted, but come on. The least I can offer is a shower after you had to deal with Terry being an asshat. You can share a shower with me and then you can either crash in Terry’s room or in mine or head on out.” He limped gingerly to the door and leaned against the frame for a second, knees visibly shaking as they struggled to hold his weight.
Jensen looked back at Terry and anger flashed in his eyes because, what the fuck! The douche bag promised to give him a lift back to his car, that's why he left it at the bar. He groaned and rolled his eyes, about ready to kick his friend awake. He sighed and looked back at Jared with a shrug; it wasn't so much staying there but being stuck there. Getting up, he smiled and headed over to Jared as he took in how hard it was for him to stand on his own. "Let me help?" he asked as he came up to Jared to let him lean some weight on him but didn't want to be pushy about it. "You do realize sitting for the next three days is going to a bitch, right? I'm speaking from personal experience."
“Awesome; that means Terry can go to work for me and I can sit on an ice pack for a few days.” Jared slid an arm around Jensen’s neck and leaned against him as they hobbled out of the room. “It’ll totally make up for him springing that idea on me at the last minute.” He grinned sheepishly at Jensen and pointed to the door at the end of the hall. “If he’d told me that he was going to try this, I’d have at least spent an hour getting myself ready. Terry’s an impatient fuck with the attention span of a gnat.”
Jensen slipped an arm around Jared's waist and moved with him slowly. He smiled and shrugged a bit. "Yeah, I noticed that." He laughed softly. He had been with his share of pain in the asses, literally and figuratively. "He just sprung the threesome idea on you?" he asked as they moved into the bathroom and he pushed the curtain back a little as he let go of Jared so he could bend down and adjust the water. He assumed kneeling wasn't going to be too comfortable for Jared at the moment.
“Yeah, sprang it on me as I was running out the door to cook dinner for the Cars. I’d been home maybe an hour when you guys showed up.” Jared leaned against the wall, his backside seriously unhappy with him at the moment. “And the DP? That he threw at me while we were in there.” He sighed and tentatively reached around to lightly touch the swollen and stretched ring of his asshole, wincing. “If I’d known you both were so well hung, I would’ve done some prep before you guys got here. If I’d known anything other than that he was bringing some guy home.”
Jensen let the water run a minute as Jared talked. He made sure it was warm but not hot, not wanting it to be uncomfortable. He turned back to Jared and shook his head. Jared didn't really seem like the type who enjoyed surprises but maybe he was wrong. He didn't know Terry that well either but Jensen loved being put in a position where he didn't know what would happen. "Guess he didn't want to give you a chance to change your mind." He shrugged; it seemed like something Terry would do.
“I wouldn’t have changed my mind, but getting my ass ready to be reamed like that would’ve been more fun.” Jared grimaced and waddled over to the tub and stepped carefully inside.
"Yeah well, if Terry wasn't trying to fist you it might have been more fun." Jensen smirked, shaking his head as he moved aside to give Jared room to get in.
“You want to get in with me or wait until after?”
Jensen bit his bottom lip and looked at Jared a second and shook his head. "Nah I'll wait, I think you might need as much room as you can get in there." He shrugged. Sex he could do; sharing a shower was a little more than he was used to.
Jared nodded. “Oh, uh, I’d offer to drive you home, but I don’t drive so… I could kick Terry in the head if you’re eager to leave?”
"Nah, I don't mind staying, I guess." Jensen shrugged, even though that wasn't really true.
“Well, like I said,” Jared continued as he pulled the shower curtain closed, “you can have Terry’s bed or the couch or share mine, though I’m not too keen on sharing my bed and Terry might wake up in the middle of the night and crawl in with you.”
"Why do I have the feeling I would end up waking up tied to the bed and something sticking out of me somewhere?" Jensen shuddered a little at the thought. Not that he would mind but he had the feeling that Terry would forget to ask for permission first and that wasn't cool.
Jared started washing up; lathering his hands with shampoo to wash his hair. “I’ll kick him out of the guest room and change the sheets while you’re showering, okay? Help yourself to what you want in the kitchen, but leave the pie alone. I’ve got to take that somewhere tomorrow.”
Jensen leaned back and shook his head. "Nah, you don't have to go to any trouble. I'll just sleep on the couch. I'm still full from dinner, so your pie is safe.”
“Okay, whatever. You know you don’t have to babysit me, right?” Jared asked, peeking around the shower curtain, covered neck to navel in soap suds. “I appreciate you sticking around and all, but… well, just saying that you don’t have to if you don’t want. I promise not to fall and break the tub.”
"I was just waiting for you to get out so I can shower," Jensen answered as he moved back to the door to leave. "Don't worry; I'll give you some peace." He left with a smirk to go find his clothes.
Once the door closed behind Jensen, Jared hurried through the rest of his shower, eager to get some clothes on. It was entirely too ironic that the two times he’d seen Jensen, he’d ended up naked, and Jared wanted to be dressed, especially since he was feeling a bit embarrassed about how he’d reacted to Terry’s little surprise double penetration idea.
Jared stepped out, toweled himself dry, patting carefully at painful bits, and then wrapped the towel around his waist. “Shower’s free,” he called and hobbled into his room for sleep pants-boxers weren’t even an option-and a tee shirt.
Jensen folded his clothes and grabbed them to head into the bathroom. He was quick enough; a shower was what he needed after the long day. The sex was great and all that but still. He sighed a little, let the water run over him for a few minutes. Once he was done he got a towel and dried off before getting dressed. He was a little out of his element here but he would worry about what to sleep in and shit later. He bit his bottom lip as he stretched a little and headed back out. He knew where the living room was at least so now it was just a matter of finding the couch and passing out on it, which, oddly enough, sounded appealing at that moment.
“Motherfucking asshole!” Terry snarled as he stomped out of the guest room with a pile of balled up sheets, which he tossed on the floor in the hallway, and then slammed his bedroom door behind him, bitching the entire time.
“Bed’s ready, Jensen,” Jared called from the guest room, pulling the top sheet up and folding it neatly. The comforter was clean-since Terry had been drooling on the other-and smelled fresh as Jared tossed it on and smoothed it down, folding down one side so that Jensen could just climb right in.
Jensen turned as Terry freaked out and Jensen just rolled his eyes. He peeked around the hallway as Terry's door slammed. "Did you actually kick him or something?" he asked as he joined Jared in the room. "Um, thanks, I appreciate it," he said with a smile. He really would have been fine with the couch but a bed was always better.
“You’re damn right I kicked him, and you’re welcome to the bed. The couch actually doubles as a medieval torture device at night, so it’s best to take the bed. That’s why I bought it.” Jared grinned and hobbled around, picking up discarded clothes and lube and toys. “Good night, Jensen. Kick Terry awake when you need to go in the morning, okay? He deserves it for passing out like a selfish prick.”
Jensen laughed, he couldn't help it. Terry was really not on his good side at the moment even if the night had been fun. He waited until Jared was ready to leave and pulled his shirt off to leave it on the chair before looking at Jared again. "Oh, I meant to ask you; did you take my boxers when you woke up this morning?" It was weird question but so was waking up to your underwear missing.
Jared flushed bright red and looked down at his feet, grinning sheepishly, shoulder leaned against the doorframe. “Yeah, they’re in the wash. Um, I think my clothes went out with the tide, because they were gone when I woke up, and I’m not enough of an exhibitionist to do the walk of shame naked.”
Jensen smiled and pulled his jeans off as he watched Jared turn red. He was fairly sure that Jared was naked when he had found him on the beach the night before. "Please, with all the naked men walking around South Beach you would have fit in perfectly," he teased. "Nah, I'm kidding, I don't blame you." He folded his jeans up and placed them with his shirt. "Goodnight, Jared," he said as he moved to get into bed, tired from the insane night and the one he'd had the night before on top of it.
“Night,” Jared repeated and closed the door quietly behind him. He leaned back against the wall and closed his eyes, sighing softly. He didn’t really know what to make of Jensen, but then again he didn’t know what to make of his own actions in the last few days. Waking up on the beach, naked, with a stranger only to end up having a threesome with that same stranger the next night wasn’t exactly how Jared worked.
With a grimace, Jared pushed off the wall and waddled into his own room, still thinking about the mistakes he’d made. He hissed as he crawled up onto the bed and flopped onto his side, frowning at his thoughts. Agreeing to sex with Terry and anyone else wasn’t something Jared usually did, it wasn’t even something that Jared particularly agreed with, but he’d agreed to it and ended up meeting up with the guy from the beach again. He was all kinds of weirded out about that still, but it wasn’t likely that they’d ever meet up again.
Jensen couldn't help but see the oddness in the last two days either. He hooked up all the time and that wasn't new but he never actually spent two nights in a row with the same guy. Adding Terry into it or not it was just a little off but it didn't really matter; what was done was done. Wasn't like it was the first time sex ever got awkward but he just let the thoughts ease out of his mind. No use spending time on it and driving himself crazy over something that wouldn't turn out to be much either way. He turned over and buried his head under the blankets, falling asleep quickly.
Chapter Two