Sep 19, 2011 00:54
Anthony flipped them around on the bed, without breaking the kiss. He lay heavily on top of Ian, slowly grinding their hips together and kissing him with a passion he barely knew he had inside him. Anthony wasn’t sure why, but he felt an urge to protect Ian, to save him from his internal demons. The thought of Ian never being himself again was frightening, and it made Anthony throw every bit of lust and passion he could find within himself into this task. He needed to do this, for both of their sakes, and he was determined to make Ian enjoy it. His friend was still letting Anthony be fully in control, too unsure to initiate anything himself. Anthony understood that this had to be confusing and weird, so he gladly took the lead. The first time he’d been with a man, he was incredibly uncertain and a little scared himself. Anthony kissed a trail down Ian’s jaw and to his neck, and continued downwards. Anthony took a minute to suck at Ian’s collarbone, but quickly resumed his path down across Ian’s chest and abdomen. His hands followed the movements of his mouth, gliding down Ian’s sides as his fingers gently massaged the skin. He could feel his friend’s muscles ripple under his hands, as Ian turned to mush beneath him. As Anthony dipped his tongue into Ian’s bellybutton, his friend arched his back ever so slightly and a pleased sigh escaped him. The dark haired boy felt his own erection straining within the confines of his jeans, and had to take a moment to straighten up and get them off, discarding his boxers on the floor as well. He saw Ian tensing a little as he sat naked and aroused before him, but Anthony wasn’t the type to get shy in these kinds of situations. He just smiled at Ian, and continued kissing at his stomach. Swiftly, he hooked his fingers under the waistband of Ian’s boxers, tugging at them until they came off to join Anthony’s on the floor.
Ian could still hardly fathom what was happening. But something stirred in him when he realized he was completely naked. It hit him like a ton of bricks. His chest felt tight up until the point where it was almost hard to breathe, and the voice was suddenly screaming inside his head; telling him to cover up and hide in a dark corner. How could he let anyone see him naked like this? How could anyone stand the sight of him? Anthony was probably grossed out beyond belief now, and Ian wanted to vanish into thin air. How he had let things go this far was a mystery. Maybe it was the way Anthony had looked at him, and how Ian knew deep down inside that his friend only wanted to help him. But Anthony couldn’t possibly have known what he was getting himself into. Ian decided that, no matter how good Anthony’s intentions were, he couldn’t put his friend through this.
As the dark haired boy turned back to face his friend, Ian gave him an apologetic look and scooted back towards the headboard of the bed. Anthony looked at him in surprise, concern shadowing his chocolate brown eyes. “What’s wrong?”
“I can’t.. you don’t wanna.. I’m not worth it man, I can’t do this..” Ian was struggling with his words again, trying his best to tell Anthony to get out while he still could. Besides, his straight subconscious was protesting wildly, not wanting to delve into unfamiliar territory. And the voice in his head that told him he wasn’t worthy of anyones affection was etched into his mind like acid, burning it’s way inside his brain. It almost made him dizzy.
Anthony saw right through it. “Ian, please don’t do this to yourself. You’ve got to put those thoughts behind you. I don’t know how many times I’ve told you this now, but you’re not disgusting. Can’t you see what you’re doing to me?” He crawled after Ian, almost forcing his way between his legs and pressing his hardened manhood into his friend’s thigh. He kept speaking with a low, yet almost desperate tone in his voice. Ian gasped lightly as he felt Anthony’s prominent erection.
“You did that. You made me react like this. I told you I usually prefer girls, but you’re different. I can feel you Ian, feel that you want this too, even if you won’t admit it. You need this, and I’ll give it to you. And as much as I’m doing this for your sanity, I’m enjoying it too. I really am. Please, I need you to understand that.”
Ian didn’t move. He stared into the eyes of his best friend, trying to find any sort of sign that he was lying. He searched those dilated pupils, almost as he was trying to look into the soul that lay beneath. But he found no lies, and no doubt. Only straight up, unmasked honesty. He blinked, defences slowly starting to crumble.
Anthony leaned in close to Ian’s ear, husky voice whispering in one last desperate attempt to break through the walls. “I want you.”
Ian’s eyes rolled to the back of his head as it tilted back against the headboard. The words flashed wide in his mind, pushing away everything else. They tore down the defences, erasing everything in their path. For once, there weren’t a myriad of confusing thoughts in his head. There was no condescending voice, no one telling him he was ugly and repulsing, no straight subconscious and no insecurity. Only those lethal words, simple yet so meaningful. Ian let go, giving into the sensations, giving into the warm body pressing into his and the thin lips that were back on his neck again. There was no wrong, as he surrendered himself to Anthony. His friend welcomed him with warm kisses, now on his lips. Anthony kissed him intensely, realizing what had just happened and astonished that he had managed to finally get through to Ian. The lighter brunette groaned weakly, and Anthony was unable to hold back a small whimper, holding Ian’s face in his hands and pressing their bodies even tighter together.
The two boys slid back down on the bed, melting together in each others arms, as nothing else mattered in that moment but expressing their appreciation for one another. Anthony snaked an arm in between them, sliding it downwards and closing his hand around Ian’s still semi-hard cock. The lighter brunette broke the kiss, panting slightly as his friend worked him with oh so much skill and confidence. Ian couldn’t help but buck into that wide palm, that was larger than his own and rougher than a woman’s hand had ever been. The touch was alien, yet it felt so incredibly amazing and Ian was fully hard in no time. Then Anthony suddenly let go of his dick, and reached for the bottle of hand lotion that Ian kept on his bedside table. He squirted a generous amount of the creamy texture onto his fingers, and sat back between Ian’s legs. He heard Ian swallow hard as he stroked the back of his hand down the inside of his friends thigh.
“Trust me on this. It’ll feel a little weird at first, but then it’ll be awesome.” Anthony soothed.
Ian braced himself, still uneasy, having absolutely no idea of what he was about to experience. He’d never tried this before, not even when he was pleasuring himself on lonely nights. The idea of something being inside him was a little unsettling, but he didn’t want to protest right now. Gay people did this all the time, so it couldn’t possibly be that bad, right?
Anthony finally reached the puckered hole he was searching for. He massaged the opening gently with two fingers, spreading the lotion in an attempt to relax the muscles before the first intrusion. Anthony took a moment to realize how special this was. No one had ever touched Ian like this, and Anthony was amazed at how his friend apparently trusted him enough to let him take his virginity. He let the tip of his index finger breach the puckered entrance slightly, before adding more pressure and pushing the finger in as far as it would go into the silken depths. Damn was Ian tight. He heard his friend suck in a breath and arch faintly, muscles tensing, unfamiliar with the sensation. Anthony knew Ian wasn’t in pain though, at least not yet. So he thrust is finger shallowly back and forth within the velvety walls, reveling in the warmth and the intimacy of the act. When he felt Ian loosening up slightly, he rubbed a second finger against his entrance. Pulling his index finger almost all the way out, he pushed back in with two digits. Anthony saw the twinge of pain on Ian’s face, and he knew the feeling all too well. The first time was going to hurt, for everyone, male or female. Anthony put his free hand on Ian’s left thigh, caressing the crease where it met the rest of Ian’s body. He pushed his fingers further in and curled them sharply upwards, searching for that spot that he knew would bring pleasure through the pain. And there it was, hidden in the untouched confines of Ian’s body. Anthony’s smile was relieved as he watched his friend’s reaction.
Ian let out a hoarse, surprised cry, as an intense jolt of electricity shot up through his spine and spread all the way out to the tips of his fingers. It was a sudden flash of white hot pleasure, and a very welcome distraction to the burn that Anthony’s fingers had caused earlier. He arched his back, muscles clenching uncontrollably as he wondered what the hell Anthony had just hit upon. He’d never known doing something like this could make him feel like that, and surely this was what the all the hype was about. Ian was thankful for the steadying hand on his thigh, holding him relatively still. And then he was genuinely moaning, as Anthony scissored his fingers once to get even deeper, then curled them upwards again and started a “come-hither” motion inside of him. Anthony rubbed Ian’s prostate mercilessly, making the white hot pleasure a constant, breathtaking fire that spread throughout his body, and Ian swore he had never felt so good in his entire life. He felt about ready to burst, right then and there, with those long fingers working him.
Anthony watched Ian moving and rolling his hips against his hand, arousal clouding his mind more and more. He’d never seen Ian like this, never seen him react to sexual stimulation before, and never seen him thrash like he was doing now. The sight was mouth-watering, to say the least; Ian’s beautiful body twisting and arching towards him. Anthony stopped the come-hither motion, moving his fingers slowly again, letting Ian have some time to calm down a little.
“Fuck, you’re so tight.. I can’t imagine what it’ll feel like to be inside of you,” Anthony spoke huskily, leaning forward to kiss Ian’s chest.
“Holy shit, that feels good. I never knew ..” Ian spoke breathlessly, letting a hand rest on the back of Anthony’s neck.
The darker brunette smiled happily, then settled back between Ian’s legs.
“You ready for a little more?”
Ian braced himself again, as Anthony rubbed yet another third, slick finger against him. The finger worked it’s way in, and Anthony started pushing back into the silky soft space. Ian gasped. The difference between two and three fingers was huge, and the pain was back with a vengeance this time as his friend had the digits in to the second knuckle. Ian unwillingly let out a muffled whimper, and his eyes screwed shut as the burn spread throughout his lower body. Ian felt like the muscles around his entrance were a tight rubber band, and it could snap at any moment. It was an odd kind of pain in a way, as he’d never thought anything could hurt quite like that. Anthony only had his fingers half way in, and Ian couldn’t imagine what it would feel like to have his friend’s even larger cock pushing through his entrance.
Anthony’s eyes widened as he watched his friend, hating to cause any kind of suffering. For the first time, he started to wonder if this really was a good idea. Ian was gritting his teeth, brows furrowed together as he tried to deal with the pain. Anthony could feel how he was stretching Ian, how his fingers barely fit and how he really had to put some pressure behind them to even be able to move inside his friend. Ian was gripping the white sheets hard, trying his best to relax and breathe calmly.
“Ian .. does it hurt too much? Do you want me to stop?” To be honest, Anthony really didn’t want to stop. His arousal was still painfully obvious, and he wanted so badly to be inside that incredibly tight and warm body. He longed to have that heat wrapped around him, taking him in all the way, and he wanted to feel Ian shudder and arch against him.
“N-no, I’m fine, just .. please go slow,” Ian spoke quietly, pain still evident in his voice. Maybe it would get better after a while, like it had with two fingers. He wanted to feel that blinding white electricity again, he really did. If only it was a way he could relax more so that Anthony could find the right spot...
“mmmh, ah, oh god!”
Ian was taken aback by sudden, intense pleasure, as Anthony swiftly took his cock into his mouth and sucked harshly. It made Ian completely forget about the pain, and eventually the darker brunette felt his friend’s entrance finally start to loosen a little around his fingers. He continued using his tongue and lips for all they were worth, working Ian as best as he could. Anthony hadn’t done this too many times in his life, but he counted on that what little he knew was enough to keep the show going. He dared to add even more pressure behind his three fingers. Ian’s legs trembled slightly, as Anthony yet again was able to reach his prostate and his fingers finally sunk all the way in. He hummed around Ian’s cock, as his friend unconsciously stopped breathing for a few seconds, head tilted back and mouth slightly open.
Anthony couldn’t possibly wait any longer. He withdrew his fingers, released Ian from his mouth and reached out for the hand lotion again. His aching erection was quickly covered with the cool cream, and Anthony sucked in a harsh breath.
“Fuck Ian, I wanna be in you so bad. You think you can take it? Will you let me?”
Anthony looked up to search Ian’s ocean blue eyes. His friend looked a bit overwhelmed at all these new things that were happening to him, but it didn’t seem like he wanted to back out.
“Alright, go for it. If you really want to.”
Fuck, there was a God. Anthony lined himself up with the pink entrance, and leant forward over Ian’s body. He slowly started to push the head of his cock in, at first wondering if he was even going to fit in the tight space. But he kept going a little more, stopping only when he had fully breached the ring of muscle. Ian’s jaw was clenching hard again, as he fought to not cry out in undeniable pain. The burning was back tenfold, seething through his lower body, and making him want to scoot back and away from what was hurting him. It was a raw, stinging pain, and it almost felt like there was no lube at all to ease the way. Ian was panting a little, arguing with himself about whether he wanted to continue this or if he should back out. He knew that it would probably get better after a while, but it was hard to believe at this point.
“Shh, it’s okay, Ian. I know it hurts now, but it’ll be so much better, I promise.” Anthony was lying across his friend’s body, supporting himself on his forearms on either side of Ian’s head. It was so hard to keep still, and not just lose it and thrust in all the way into that fucking incredibly tight heat. Anthony struggled, but somehow managed to find a way to distract both himself and Ian. He let his fingers slide into Ian’s messy brown hair, leaning down and kissing him with all the love he held in his very soul for his best friend. He used every trick he knew, letting his tongue explore Ian’s mouth, and trying his best to take his friend’s mind off the pain. He stroked Ian’s temples, kissing intently, and then slowly but surely started to move his hips. He pushed them forward, like a man fighting through a storm, not quite sure if he should go as slow as possible or do it fast, just like you would rip off a band-aid. He settled for something in between, fighting to control his own eagerness to be buried inside that tight ass. The kissing seemed to help though, as Ian laid still, muscles relaxing ever so slightly. His hands stroked over Anthony’s sides, concentrating on the feel of the smooth skin and the soft lips moving against his own. He concentrated on Anthony’s scent, masculine, sweet and soothingly familiar. Anything to distract himself from the aching burn. And then, suddenly, Ian felt Anthony’s hips connect with his own.
“Fuck Ian, I’m in you. I’m all the way in you..”
Ian could hear the strain in Anthony’s voice, hear how the words trembled as he himself felt almost light-headed. He was stretched and filled to the limit, and never had he felt so connected to Anthony before. The pain became insignificant, as Ian felt almost proud that he was the reason Anthony’s voice quavered with pleasure. His friend looked at him, and there was sort of an awe reflected in the dark, chocolate eyes. It made him feel almost cherished by the way Anthony looked at him, and for some reason, it made the pain more bearable. It was worth it, because it made Anthony gaze into his eyes like he was something special, someone he really wanted to be with in that moment. The pain subsided to a dull ache, and Ian felt like perhaps he would be able to continue.
As if reading his mind, Anthony started slowly moving his hips again. He pulled back, only half-way out, and thrust back in as carefully as he could. Fuck, did he want to just let go and pound into that body until he passed out, but he knew he had to restrain himself. If not, he would ruin everything. Anthony shuddered at the intense friction he was experiencing. Never had he been inside someone this tight before, and the feeling was indescribable. He resisted the urge to throw his head back and moan loudly, and instead he settled on burying his face in Ian’s neck and breathing harshly as he continued his thrusting. Ian felt so firetrucking good around him.
The lighter brunette was squirming a little, still not entirely comfortable with the feeling of something huge inside of him. But watching how Anthony reacted was distracting him from the aching. Ian never knew he was capable of bringing his friend that much pleasure, and he was still a little surprised his body was taking it. Ian watched Anthony’s form tremble, and felt the labored breaths against his neck. He recalled the look on his friend’s face once their hips had connected; awestruck, needy and filled with lust in a way Ian had never seen it before. And maybe, if Ian really wanted to believe it, the pain was fading more and more, to be replaced by something that could possibly start to feel really good. His cock was caught between their bodies, and Ian couldn’t help but arch up and roll his hips to find friction against Anthony’s stomach. As he was squirming, Anthony picked up the pace just a little, and Ian was suddenly caught off guard when his friend hit that spot inside him. He let out a loud moan, eyes opening wide and hands gripping Anthony’s sides hard. The darker brunette lifted his head, a slightly worried look on his face until he realized that Ian had cried out in pleasure and not pain. His brown eyes darkened, purpose and desire filling them, as he kept the angle and thrust steadily, rhythmically, making sure to hit Ian’s sweet spot every time.
Ian’s world consisted only of Anthony’s strong scent, the warmth of his body and the intense, blinding pleasure he was now feeling. All other thoughts were eradicated from his mind, as he lost himself in the sensations and the powerful emotions that overflowed him. Even though he’d had sex before, he had never felt so close to someone, so connected to his partner in every way. Anthony filled his body and his soul, and Ian felt safe, protected, but above all loved. It was something he hadn’t experienced before, except for with his family. And surely, it was a feeling he’d never in his life expected to receive from his best friend. But now, in this moment, that was exactly what was happening. Ian wrapped his arms around Anthony’s back and shoulders, pressing their bodies even closer together, wanting to share this new realization with his friend. Anthony was grunting softly, he too lost in the sensations, as his thrusts became faster, sharper and it brought them both to the edge.
Anthony turned his head to press his nose into Ian’s hair, inhaling his scent and moaning again, still taken aback by the unbelievable tightness of Ian’s virgin ass. But at the same time, he could feel the emotions radiating from his friend, feel how Ian gave himself to him. Anthony never thought he would get this kind emotional reaction from his friend, but it made him feel like what he was doing actually worked like he wanted it to. He sure as hell wasn’t complaining, he was on quite the ride as well. Anthony sped up just a little more, hoping Ian could take it, and feeling the beginnings of an absolutely amazing orgasm start to form in his stomach. He wondered if Ian was chasing the same high, and by the looks of it, he definitely was.
“God, you feel so good Ian. I’m so close ..”
The words were whispered against Ian’s jaw, and the barely younger boy felt a shudder ripple through his body as he listened to Anthony’s contented grunting and moaning. His friend wasn’t holding back much now, letting Ian know just how much he was enjoying himself. Minutes melted together as one as if time was of no matter, as the moonlight continued to shine upon the two writhing bodies.
Ian didn’t even know how much time had passed. It could have been ten minutes, or thirty. All he knew was that he didn’t want this to end just yet, but despite himself he could feel that he was close. A high-pitched, quavering whimper ripped itself from his throat as Anthony hit is prostate dead on with a particularly hard thrust, and Ian knew he wasn’t going to last much longer. He was now meeting Anthony’s thrusts, rolling his hips and his thighs shook, muscles constricting with the intense pleasure. The dark haired boy was nearing the end as well, feeling how Ian squirmed under him, and how his body responded to the amazing feelings.
Ian spread his legs a little wider, making Anthony slide even deeper into him. Hot breaths melded together as Ian captured Anthony’s lips in a quick kiss, the first he had initiated himself that night. The dark haired boy was slightly caught off guard, but the kiss made a wonderful, tingling feeling spread throughout his entire body. A sense of accomplishment formed a big smile on his face, for reasons unknown just then. Suddenly, an warm sensation spread in the pit of his stomach, and his cock was pulsating as his orgasm was so close now. Anthony was shivering, burying himself as deep as he could go in that tight heat, losing the rhythm he had kept up so far in favor of quick, desperate thrusts. He rammed the head of his dick against Ian’s prostate, wanting to take his friend with him over the edge.
Ian arched against Anthony, rubbing his cock against the other boy’s stomach as his muscles locked up on him for a second. Mouth open in a silent moan, as he felt his entrance start pulsating around the big cock that felt so god damn amazing right now. A keening whine ripped itself from his throat as his orgasm racked through his thrashing body, heightened by the feel of Anthony simultaneously spilling his essence deep inside of him, and by how every single one of his muscles tensed. Both boys were panting loudly, breathlessly in time with the spasms rippling through their bodies. Anthony was reeling from the feeling of that incredibly tight space that was somehow getting tighter, as he rode through both his and Ian’s orgasm with slow grinds of his hips, still as deep inside as he possibly could be. He felt Ian’s warm, sticky cum coat his stomach, and the muscles around him were rhythmically clenching and unclenching, milking him for everything he had to give. He collapsed on top of Ian, completely spent, and more satisfied than he had been in a long time. Harsh, labored breaths filled the room, as Ian was lying helplessly underneath the broader frame. After a short while, Anthony gathered his wits about him enough to pull out of his friend and roll over on his back, closing his eyes and feeling his heartbeat slow down to a more human pace. Ian winced a little as he shifted his hips, realizing that he’d probably have a hard time walking normally tomorrow.
Anthony turned his gaze to look at his friend, and all he could say was a simple “Wow..”
Ian groaned. “Fuck.. I never thought getting it in the ass from my best friend could feel good, but I swear to God that was the best orgasm I’ve ever had in my fucking life..”
The lighter brunette smiled genuinely, all sadness, self-loathing and pain completely gone from his face. The old Ian was back, glowing with content and happiness. Anthony felt the need to burst out in excited laughter, understanding that maybe, just maybe, Ian was back for real. His crazy, spontaneous plan had worked, making Ian truly happy and satisfied, if only just for the rest of the night. Come morning, he didn’t know if his friend would go into some sort of shock, because of the whole “I just got fucked by a dude”-thing, but he dared not think about that now. Not when Ian was finally smiling at Anthony again, post-orgasm bliss clouding his features.
A light chuckle escaped the darker brunette, still slightly out of breath. “I’m so glad you didn’t run away. I almost thought for a second I was acting like some sort of freaky creep who couldn't keep his hands off the nearest hot thing he saw!”
“Yeah, I think I’m glad I didn’t miss out on this. It was still a little creepy, though, having you suddenly all over me like that.” Ian gave a cheeky smile, an old, humorous glint in the eye made his ocean blues shine like they hadn’t done in months. “But I’m gonna let it go, just this once.” He blinked slowly, simply taking in the moment. The look on his face told Anthony how Ian deep down really was completely amazed at what had just happened.
Brown eyes took on a more serious, genuine look, as Anthony raised up on his side so he could see the other boy better. “I want you to know though, that I still mean everything I’ve said to you tonight. Every single word.”
He emphasized the statement by pulling Ian into a half-hug, and pressing a small kiss to his shoulder. He then leaned over Ian, searching his friend’s eyes, unable to stop himself from wondering about what would become of them next. Ian studied Anthony’s face, letting his gaze roam over the flushed cheeks, square jaw and expressive eyes. He figured, that if someone this handsome had nearly begged to sleep with him, maybe he himself wasn’t as bad as he had always thought he was. Ian let himself enjoy Anthony’s attention, feeling his heart warming as he thought about all the memories they shared together. Faithful, reliable, loyal Anthony, who had been with him through thick and thin, always there to support Ian in whatever he was up to. Always there to throw himself into a project with just as much enthusiasm and hard work as himself.
“Thank you.”
Ian couldn’t resist. He gently took his best friend’s face in his hands, and pressed their lips together in a sweet kiss, tongues barely grazing each other. The kiss held a promise of something better; a brighter tomorrow. Ian felt the warmth and affection radiating from Anthony’s tired body, and knew that he was giving Anthony the same appreciation back. His friend had made him feel cherished and loved that night, and Ian promised himself that he would return the favor anytime Anthony needed it. The boys fell asleep next to each other on the bed, not caring the slightest about the mess they had made. Only one thought was on Ian’s mind before he drifted off, as he lay pressed against Anthony’s side.
You made me feel whole again.
believe me,
monthly challenge: first kiss,
slash,
nc-17,
smosh