Literotic asexstories – Inevitable Mistake by Sumtty_Dean,Sumtty_Dean Note: This is my first story. While some elements are 100% true, most are just terrible fantasies in weak moments. There is a bit of back story and the pace is pretty slow, but I think it works well overall. This is about one night of cheating, and the turmoil that both parties go through before, during, and after it happens. I hope you like it.
It had been coming for years. Hell, it had happened before. To be fair, it happened before she got together with his brother. Approximately two weeks before… but before. It had been coming for years then as well.
They had grown up together, been close, been flirty, but it had never been the right time. Either he was moving here and there or she was in a relationship. But they stayed close. Through the moves, after they graduated and he ran off to join the military, they kept in touch. They even tried to do (very) long distance once while he was away, but it was hard, they were young, and it fizzled out before they even kissed.
Still though, they stayed close. Every time he would come home they would hang out, but it was back to the old issues, he was in a relationship this time, it just never worked out. It finally happened when they were 22. They were both single, he was home for a week, they hung out constantly, as usual, and they finally fucked.
It was quick and rough. They were drunk, on the floor at his mother’s house, with his brother passed out on the couch a few feet away. He left a day or two later and they both knew it wasn’t something that was going to make it through long distance again. They had their fun, got it out of their systems, and got rid of the sexual tension that had been their companion for the last five or so years.
Needless to say, it was unexpected when she fell for his brother a couple of weeks later. She felt awkward about the whole situation but couldn’t deny the connection that she had with his older brother. It was even more unexpected when they stayed together. Indefinitely.
And there they were, 15 years later. She was happily married, with a kid, and they were family now. And yet, there was still something about him.
She’s always wanted what was best for him, but every time he dated it would grate on her because no one was ever good enough. She didn’t want to lose him or change their dynamic. They were still very good, if not best, friends. But that damn tension was always there.
She felt compelled to sit close when they’re together, to touch him even though she hated being touched, to hug him every time they parted ways, to cling a little too long before she could let him leave.
She thought he felt it too. He seemed to make an effort to touch her less than he did even a few years before. The way he looked at her sometimes broke her heart. When he would drink… he said things when he’d been drinking… Said he loved her, said they got along better than anyone else, said he would miss her if he was about to go back on the road, touched her more, watched her like a hawk.
It was all fairly subtle, nothing he hadn’t said or done a thousand times before, but it felt different, it felt like more after he’d had a few beers. And those beers – the alcohol – that’s how they both came to do something that they really should regret.
He was in for a while and her husband was working out of town. They decided to grab dinner and shoot some pool since she had a babysitter and needed a night out. It was nothing out of the ordinary, they had done the exact same thing more than once over the years. She was driving and he had a couple of beers at dinner, then a few more while they played.
He wasn’t hammered, just feeling good, feeling a little touchy, when they decided to head out. She had picked him up earlier so she drove them to his house to drop him off. He asked her if she wanted to come up and watch something and she agreed.
They went into the house and he grabbed another beer for himself and offered to make her a mixed drink before she went home. Since she hadn’t had anything all night she felt safe having one drink before driving back. He made it for her and they started watching a movie. They sat on opposite ends of the couch, but she curled up and had her feet more towards the middle.
She finished her drink, feeling a little more relaxed, and stretched out a bit. He offered her the couch for the night if she wanted to hang out and crash there. She didn’t really want to go home, and the couch was incredibly comfortable, so he made her another drink and grabbed another beer. They settled in and started the movie again. They watched, and talked, and drank. It was relaxing and familiar.
She was on her third drink when she stretched out fully, letting her feet dig in under his thigh to warm them up. His feet were propped on the coffee table, but were closer to the middle of the couch than his own cushion, so she had plenty of thigh to work with. This was nothing new, either. Her feet and hands were always cold and he was a furnace she used to thaw out.
What was new was when he reached down and grabbed her ankle. He didn’t try to move her feet like she expected, he just kept a loose grip around it and stroked the sensitive skin on the inside of her ankle. She watched his hand for a long second, then relaxed into his touch. They stayed like that until the end of the movie.
Then he did move her feet so he could get up and go to the kitchen. He got them each another drink, sat back down, moved her feet into his lap, and casually started scrolling for something else to watch. They agreed on a movie, then he put his hand on her leg. It was nothing crazy, just kind of draped over her shins, but his hand was on her.
His hands found their way into her fantasies more often than not. They were big, calloused, and strong. His fingers, long and thick, gave her ideas about what all they might be good at. And they were on her bare skin. Not for the first time, but with the drinks came the feeling of more, of different. Of dangerous.
As they watched the screen he began stroking her leg, giving a gentle massage to the shin and calf, then down to her foot. She tried to keep quiet, afraid of drawing attention and making him stop. He moved to her other leg and began giving it the same treatment. He hit a bruise and made her draw in a sharp breath, which made his eyes flick to hers. Their gazes caught and that caused her breath to hitch again.
He wasn’t mindlessly massaging her like she had halfway hoped. His eyes were burning with lust and she couldn’t look away. He kept eye contact and slowly slid his hand higher up her leg. Her head fell back and her eyes closed. He stopped well lower than the hem of her shorts, but solidly on her thigh, squeezing gently. They were both drunk, making terrible decisions, but neither wanted to stop.
His hand inched up at the same time she scooted down toward him. His fingers slid under the leg of her loose shorts and traced small circles up her inner thigh until he reached the point where her leg and body met. She squirmed and his fingertips brushed the edge of her panties.
There was a long pause, neither sure where to go from here, how to get back to a less dangerous place, whether they wanted to go backward or forward. She raised her head and looked at him again, silently begging him for something. She wasn’t sure what.
Not until he made the decision for them and pushed his fingers over her barely covered pussy, letting out a low groan when he felt how wet she was. Her panties were soaked through. He could almost feel her folds through the sticky fabric.
He pressed down on her clit and she let out a whimper. It felt so good, and she was so horny. She always was when they hung out. He circled the swollen nub, watching the movement under her shorts. She released another small sound and began rocking her hips into his touch.
He seemed to lose any hesitation then. He raised the leg she had closest to his body and pressed his lips to her calf, never letting his rhythm falter on her clit. She was writhing, getting close to orgasm, and he had barely touched her. He moved her leg behind his head and slouched lower, pressing wet kisses from ankle to knee as he maneuvered himself between her now spread thighs.
He removed his hand from her shorts, leaving her on the edge of what was promising to be an intense orgasm, and began pulling them down her legs. She raised her hips and let him remove them, leaving only a drenched, black thong behind.
He fixed himself between her legs and ran both hands up her inner thighs, spreading her wider as we went. His eyes were glued to her cunt and he watched as his fingers ran over the lace covering it. He stroked up and down a couple of times, then pulled the thin fabric to the side so he could see what he had been wanting for twenty years.
Her legs were trembling and she felt a pulse of desire shoot through her at the heated look on his face. He ran his thumb delicately over her wetness, gathered some on the tip, and massaged her clit again. When he felt her getting close to climax again he pulled his thumb away, pressing it down through her folds until he abruptly sunk it into her tight hole.
His hands were big, but not big enough. She ground down on his hand, trying to force his thumb deeper so she could finally come, but came up short. He thrust into her a couple of times then removed his hand altogether. She whined in protest, clenching around nothing as he watched.
He let loose a growl and buried his face in her smooth pussy. He licked a long line from her glistening hole up to her swollen clit, swirled his tongue around it a few times, then sucked the sensitive bud roughly between his lips.
She cried out, still on the verge of coming, and her hands went to his head, pulling him closer, not letting him let go. He sucked hard and, without warning, drove two fingers into her needy cunt. She came apart immediately. She gasped and moaned as she soaked his face.
She didn’t squirt often, but when she did it was earth shattering. He hummed his approval as he continued to pump his fingers as deep as he could, causing vibrations to run across her still spasming pussy, prolonging her orgasm and making her writhe against his face. It seemed to go on forever, but eventually she had to push him away because she was so oversensitive.
She was wrecked. Her body was limp and she couldn’t catch her breath. He watched as she came back to earth, then leaned down and bit her inner thigh. She let out a moan and ran her fingers through his hair. He bit down harder and she bucked towards him again. He worked his fingers back into her pussy and she fucked herself on his hand until she came for the second time, as he bit, licked, and sucked her thighs.
He thrust through her aftershocks, pulled out, then guided his fingers to her mouth. She sucked them clean, took them deep, and gave him a preview of what was to come. He dragged them over her tongue, out of her mouth, down her throat, and continued down until he was gripping one of her breasts through her shirt.
She cursed quietly and reached down to take it off, as well as her bra. He gripped it again then thumbed her nipple until it was hard and aching. He switched sides, giving her other tit the same manipulations; gripping, squeezing, and thumbing. She was gasping, primed and ready for more.
He raised up onto his hands and knees and leaned into her, bending to take a pebbled nipple into his mouth. He flicked his tongue over it, then pulled it into his mouth hard. He sucked until it was perfectly painful, released it with a pop, and moved to the other. When he let the second nipple go with a pop he continued up her nearly naked body. He dipped down to suck her neck, then he did something they hadn’t done in 15 years. He lowered his mouth to hers and they shared a scorching kiss.
He pressed their bodies together and licked into her mouth. She wrapped her legs around his waist and pulled him deeper into the kiss. Their tongues danced together as her hands reached down his back and raked his shirt up, trying to pull it over his head while they were still kissing. They broke apart just long enough to tug it off.
Then they were skin to skin, her tits pressed against his chest, their mouths fused once again, hands touching as much of each other as possible. His hand grasped her ass and they rocked into each other. She could feel his cock through his shorts. She ground against him, using her legs to pull him as close as they could possibly get.
He broke their kiss but kept his mouth on her, trailing his lips and tongue down her jaw and neck. He sucked the skin under her ear and murmured urgent, dirty things into it. His voice was rough with need and deep enough to make her shiver.
She brought her hands to his chest and urged him to raise his upper body enough that she could wedge her hands between them. She trailed down his belly until she found the button to his shorts. She stalled there for just a moment, hoping he would stop her, talk some sense into her, keep them from fucking up everything.
He didn’t. He started licking at her tits again instead. She pushed her hand lower and cupped his rock hard dick. She rubbed him over the fabric, noting the wet spot that was growing near his tip.
She undid his button, then the zipper, then pushed his shorts down enough to get her hand on him properly. He surged into her hand, pulling a nipple into his mouth as he rutted against her. She stroked him until he freed her nipple, then she pushed at his chest until he sat up.
He sat back, leaning against the arm of the couch. He watched her quietly, not knowing what she was going to do. He was worried that she might come to her senses and call this off. He wanted her, he always had, and this looked to be his only chance of having her again.
He breathed out a sigh of relief when she stripped her panties off and went to her knees in front of him. She arranged herself on the cushion between his legs and tugged his shorts down off of his hips. They worked together to get them off entirely and she promptly went to work.
She laid her palms on his thighs and bent to taste the precome at his tip. She dragged her tongue over the swollen head, then licked him from tip to root. She licked upwards and heat surrounded his crown as she took it into her mouth. She sucked and licked the head of his cock, tonguing his slit and the underside where he was most sensitive. After giving his tip a few minutes of attention she took him deep.
She took his entire length in one drop of her head. She could feel him at the back of her throat and swallowed around him. His hand threaded through her hair and held her down for a second. He was soon pulling her back up his shaft, telling her he would come down her throat if she kept doing that.
He used her hair to control the pace and depth, keeping her strokes slow and shallow. He pulled her off completely after a while, still using the hand in her hair to draw her forward, over his body, until they were kissing again.
She straddled him then, kissing him deeply. His hands explored her soft skin, lingering on her big, full tits and ample ass, caressing her thighs, arms, hips, and back. Their tongues tangled as she positioned her eager cunt over his cock. He reached down to grip the base and notched them together.
She pulled back from his lips to watch his face as she steadily sank down onto him. His eyes were dark and hooded as she took him in, inch by inch. When she settled against his hips, taking him to the hilt, they both let out groans of satisfaction.
She stilled, letting herself get acclimated to having him inside of her, kissing him passionately as she sat astride him. He gripped her hips and drove into her impatiently. She moaned into his mouth then started moving. She lifted her hips and started riding him.
She broke their kiss and sat up straighter so she could push her tits into his face. He licked and bit at her nipples as she slid up and down his cock. She rode harder, trying to find her release, as she cursed in a husky voice. She called his name as she came.
Her thrusts slowed as she caught her breath and he used the opportunity to switch positions. He swung his legs over the side of the couch and stood, effectively removing her from his lap. He kissed her savagely then turned her around to face the couch. He pushed her upper body down and told her to keep her ass up and hold on.
He entered her from behind in one hard shove and bottomed out. He held her by the hips and fucked her hard. He plunged in at a punishing pace, going as deep as he could before pulling almost all the way out and doing it again.
She cried out sharply as she came again and her legs started trembling. She was going to squirt again if he kept that up. She begged him not to stop, to fuck her harder, right there.
He pushed her forward instead, so she was on her knees at the edge of the couch, legs spread wide, then brought his hand around to grind against her clit. He was hitting the perfect spot inside of her, over and over, hard and fast, and she just needed a little more to come again.
He used his free hand to reach for her throat. He added a bit of pressure and suddenly she was keening. She came again with a gush. Her thighs were soaked, not to mention his cock, and she just kept coming.
She clamped around him so tightly that it caused his own orgasm to erupt deep into her cunt. He fucked her through his last spurts and her quivering aftershocks, finally pulling out when they both were unable to stay upright anymore.
She collapsed onto the couch and he fell beside her. He gathered her up and stretched them both out, with her laying on top of his chest. She was shaking slightly, still wrung out from the intensity of her last orgasm, and he rubbed her back and arms to help her through it.
When she finally came down she tipped her head up to look at him drowsily. He gave her a soft kiss and told her to get some rest. She fell asleep almost immediately. He was warm and soft, but not too soft, and had always been a safe place for her.
She was jostled awake sometime later when he worked his way out from under her, only to then pick her up and carry her to his bed. He laid her down and pulled the covers over her before he climbed in beside her. Her back was to him but he quickly wrapped her up in his arms. Pressing his chest tight against her back, he made sure her ass was nestled against him as well.
She wasn’t asleep, and he knew it. He spoke quietly into her ear, asking if she was ok. She shook her head no but told him that worries were for tomorrow, that they were going to have tonight to themselves and the consequences could wait.
He hummed his agreement and took her at her word. Since she had given them the night, he decided that they should make the most of the time they had left.
He held her firmly, with his fingers pressing into her stomach. She rested her hand on his and rubbed small circles into the back of his hand. He tightened his hold and began quietly telling her everything he couldn’t say over the years.
He said it started when they were young and it never seemed to work out. He remembered trying to date for a while and if he had been closer to home he believed they would have made it work. He remembered the first time they fucked and that he never thought it would be the last.
He remembered finding out that she was dating his brother and wondered if she was using him as a stand in, but by the time he came back and saw them together he knew that wasn’t right. He saw that they truly loved each other and had a solid relationship and he was happy for them.
He figured seeing her happy and with someone he knew would treat her well would curb his nagging sense of regret. He moved on, several times over, but since they stayed close she was always there.
She always got him, always seemed to be there when he needed her, always cared. He said it got better for a while, mostly when they were apart. Separated by life and states.
When they lived together it was always a struggle. He always wanted her more when they were sharing a house or apartment. Sharing the couch for movies, going out just the two of them when his brother was away, it all seemed so easy. Easier than it should.
He tried everything over the years; pushing her away, touching her less, trying to keep any distance he could. It never really worked though. They were friends, they were family, there was only so much distance he could keep while still having a relationship with his favorite brother and nephew. So this was his life. Always wanting something that was out of reach.
She listened intently but didn’t interrupt. When he sighed heavily and quieted she told her side. It was much the same.
There was always a pull even though she knew there shouldn’t be. She hated all his girlfriends because he could always do better. She told herself it wasn’t anything to worry about, that nothing would ever happen between them again, so the errant thought or desire wasn’t a huge deal.
She wouldn’t leave her husband, she loved him, loved their life together, and they were happy. She had zero intention of letting the intrusive thoughts take over because she was missing nothing from her marriage. And yet, it never completely went away.
Their relationship was different from any normal brother/sister in law relationship she had ever seen. They had known each other almost twice as long as she and her husband. There was history, and a lot of it, and she would always love him as a friend, as well as a brother in law, as well as something a little more. She hated it and felt like shit every time it took hold, but it was always there.
She was crying softly by the end, and his hand traced a path from her hip to her belly to her sternum and back down. It was soothing and arousing at the same time. She turned over in his arms and pressed her lips to his chest. He tilted her head up and brushed his lips over hers. He kissed her tears away and told her he understood. He kissed her again and she readily opened for him.
She was the one to deepen this kiss. She drew his tongue into her mouth and sucked on the tip, then sucked his bottom lip between hers as well. She threw her leg over his and pulled him into the juncture of her thighs.
He was rapidly hardening against her and she gasped at the steady pressure his tip was providing her clit. She rolled to her back and pulled him with her so he could nestle into the cradle of her hips. She touched his face, apologized, then asked him quietly to make love to her.
He lined up and gently pushed into her hot, wet pussy. He entered her tenderly, watching her face the whole time. As he slid deep he saw the heartbreak in her eyes. He pushed into her slowly, letting his actions show her how he felt. His fingertips grazed her skin and he made love to her.
They moved together for a long time, taking their time and enjoying every bittersweet second they had left. Their mouths connected and parted. His long fingers took care to pluck her nipples and he palmed her tits with a gentle grip.
Their moans and gasps and whimpers were swallowed by the other. They fit together perfectly and it wasn’t long before she was teetering on the edge of a mind numbing orgasm again.
His pubic bone ground into her clit as he slowly pushed in and drew out. She felt it coming and whispered his name and a tortured I love you as she fell over into the abyss. He came with her, then stilled for a moment before he pulled out. He pulled back to look her in the eye as he said he loved her too.
Then he shot her a crooked smile and asked if he could make her squirt again before their night was over. She was skeptical if she could even physically do it again but nodded, agreeing to let him try.
He kissed her again then began moving down her body. He licked a path down her throat, neck, tits, and stomach, and she couldn’t believe what he was about to do. There was no way, she would never be lucky enough to have this actually happen.
But it did. And it was one of the hottest things to ever happen to her.
He continued licking his way down her body, finally coming to rest before her pussy. His come was still inside her, but he showed no sign of slowing. He brushed a quick kiss to her clit then pushed her thighs over his shoulders and moved lower.
She let out a strangled sound as he pushed his tongue inside her still sloppy cunt. He worked it as deep into her as it would go, thrusting gently as her hands went to his hair. He fucked her like that until she was riding the sharp edge of orgasm again.
He stopped before she could come, moving to lick her pussy lips clean, then worked his way lower still. He swept his tongue over her asshole and she moaned long and low. He took the hint and began rimming her properly.
He swirled his tongue over her puckered hole, sucked at it gently, then gently prodded with the tip. He breached her ass with the stiffened end of his tongue and it was like nothing she had ever felt before.
She was no stranger to anal but this was something her husband wouldn’t do. She was trembling again as he spread her cheeks and fucked her ass with the wet heat of his tongue. She was moaning and begging incoherently, completely lost to the sensation.
He pulled out to lick her with broad strokes, then replaced his mouth with a finger. He drew circles around her hole with a fingertip then dipped it into her wet cunt to gather lubrication.
When his finger was covered with the remnants of their collective come and her newest arousal he eased it into her tight ass. He drove his finger into her repeatedly, stretching her, then added another. His mouth closed around her aching clit as he filled her ass with two thick fingers. She was so close to coming again but she wanted more.
She pulled his mouth from her pussy to look him in the eye. She told him to stop, that she wanted to come with his cock inside her again. She asked him to fuck her ass, please. He didn’t need to be asked twice.
He gave her pussy a long lick, ending with a kiss to her clit, as he slowly withdrew his fingers. He leaned across the bed and opened his night stand, coming back with a bottle of lube. He flicked it open and spread some on his fingers, then rubbed it around her slightly stretched hole. He added more to his hand and slathered his cock liberally.
He grabbed a shirt and cleaned his hands, then gripped her thighs and pulled her up until her knees rested on his shoulders. He leaned down to kiss her, then grabbed the base of his cock and started working his way into her.
He went slowly, but not gently. He kept constant pressure until she finally let him past the first tight ring of muscle. He groaned as his head was strangled by her narrow channel, but continued to push deeper.
She moaned as his hips met her ass, having taken him completely. He pulled out slowly, stopping with just the tip still in, and drove into her again. He repeated those slow, brutal strokes until her cunt was dripping down to mix with the lube, letting him know exactly how much she loved this. She groped her tits as he fucked her roughly.
They moved together, each getting closer to release, until she clutched one of his hands and moved it towards her throbbing cunt. She begged him to finger her pussy while he was deep in her ass.
He slid one finger in first but she immediately asked for more. He added another and she gasped at the fullness. He thrust into both of her holes as she bucked against him, but she still wanted more.
She begged him to add another finger, to fill her completely, but he had to work the third one in. She was so tight that it was a struggle but he got one more finger into her hungry cunt, stretching her. She was cursing, gasping, begging him to fuck her harder, fuck her everywhere.
His cock plunged in deep and he kept pace with his fingers. They were moving in tandem, driving her closer. He knew he couldn’t hold off much longer so he began rubbing her clit with his thumb, working with the strokes deep in her pussy and ass.
She let out a sound somewhere between a whimper and a whine and came again. Wetness rushed over his fingers and trickled down to her ass. She was clenched so tightly that he could barely move.
She milked his cock with each wracking spasm and he spilled deep in her ass. He kept working her clit as she came, drawing out her intense pleasure until it became exquisite pain. She shuddered against and around him. He finally let up on her clit and removed his fingers as he collapsed on top of her, which forced his dick even deeper. His body covered hers as they caught their breaths.
When they could both function again he raised up enough to kiss her earnestly. He kept their mouths fused as he slowly pulled out of her ass. He rolled to the side and pulled her with him, keeping as much bodily contact as possible.
He whispered against her lips, telling her he loved her. She whispered that she loved him too. Then they were quiet, trying not to think too hard. They both passed out soon after. They slept soundly, pressed together, lips close enough to brush occasionally. They would deal with the fallout later. For tonight they were the only people to exist in their little world.
Optional Ending: (Not the happiest ending for them, but the best they could do in the end.)
He woke first the next morning. They were still wrapped up in each other and he took a moment to enjoy the way they felt together. He skimmed his lips over hers one last time then extricated himself from her and the bed. He got up and showered, letting her rest as long as she wanted. They would talk when she woke up.
She woke alone, which was good and bad. She was glad she wouldn’t start a new day in his arms but was devastated that it was over. She took the liberty of using his shower and putting on one of his shirts before she went to the living room to face him. She knew they had to talk about last night and how to move on from it.
She found him drinking coffee on the couch, in the same position he had been in when it all started. He pointed to the kitchen and told her to grab a cup if she wanted one. She made her coffee slowly and made her way back to her end of the couch.
She curled up again, facing him this time, with her back to the arm of the couch. Her feet were on the middle cushion and his shirt was barely long enough to cover her in that position. They looked at each other for several long moments, each at a loss for what to say. Eventually she spoke up.
She said she was sorry, that she didn’t want to do anything to hurt him, that last night should have never happened, but that she couldn’t find it in herself to regret it. She said she was going to go back to the way things had always been if he could. They could be close, they could be friends, she would always love him, but they could never fall into each other like that again.
He agreed that it was a mistake, but one he was glad they made. It would hurt to see her with his brother from here on out, but he knew going in that it would just be the once. He told her that she was amazing, that he shouldn’t have blown the many chances he had so many years ago, but that she was where she was supposed to be.
He asked if they should tell his brother, and said that he would likely understand. Or if they should keep their night to themselves and try not to let it change anyone’s relationships.
They agreed on the latter. They would each cherish their night but no one else could know. He joked that maybe this was something that they needed to do every 15 years to get them through their attraction and the pull between them. She laughed and agreed. She told him if he still wanted her in 15 years they could steal another night away together.
She finished her coffee and gathered her clothes. She dressed in his bedroom and came out to say goodbye. They hugged, like they had thousands of times before, clinging just a little too long, and she walked out. She sent him a text letting him know she had gotten home safe and then they went back to how they had always been.
It still hurt, there was a little more fragility to their relationship now, but they covered it well enough that no one had reason to question it. They still laughed, still hugged, still hung out, but they didn’t go to dinner and pool anymore, didn’t watch movies together, didn’t get caught up in documentaries late at night while they were alone. They stayed close, but always kept a bit of distance to protect themselves. It helped, that distance, but there was still history, more of it now, and they still loved each other. And always would.
Leave a Reply