Mr. Nice Guy vs. The Mall Rat

Literotic asexstories – Mr. Nice Guy vs. The Mall Rat by EsotericNiceGuy,EsotericNiceGuy
For some reason in high school Jason had never really been popular, and as such he always assumed people or “popular people” thought he was a looser.

He was a big guy after all, at 6’5″ he was tall for any age, and he worked out a fair amount, having played soccer his whole life, but that wasn’t exactly a “jock sport” like football or basket ball. He wasn’t even on the school team. His father was wealthy, and in his youth had been voted the most popular kid in his school, as had his step-mother. Likely, some day, his young step-sister would as well, since she had recently made the cheer team as a freshman.

Logistically, Jason should have been a pretty popular guy.

So why wasn’t Jason popular? He was unreasonably shy. People would invite him to parties, and he would freeze, and over-analyze the invitation, worry weather it was a trick, why would the person want him there, would he enjoy it? People took his silence as intentional, and before Jason would muster up the courage to respond who ever had invited him would have given up and walked away.

Another problem was that Jason was naturally intelligent. He never studied, and rarely did any homework. In class he would never take notes, instead preferring to zone out and fill his notepads with art. Regardless of how hard he would try to slack off, he almost always aced his tests. His teacher’s loved him, and would try to motivate him by bragging about him to the other students, or volunteer him to explain difficult concepts to the class. Jason hated feeling like a nerd, and he hated the attention.

He was also seen as too nice. Growing up, he had always stood up for the nerds against the jocks and bullies. This wasn’t actually anything to do with caring about who was in the right or wrong, the bigger kids were just more fun to fight. No one else really knew about his real motivations though.

So all through high school Jason felt like a socially awkward nerd, and as such believed everyone else did too. So one year the most popular girl in the school, Mary, said he was REALLY cute and that she had wanted him to ask her out all semester. Over her shoulder, he literally saw her popular friends laughing at them. He may have been socially awkward, but he was no bodies fool. “Good luck with that.” he told her sarcastically, shaking his head and walking away. Jason may not be cool, he reasoned to himself, but he was uncool on his own terms at least, no reason for him to fall for such embarrassing and obvious trickery.

So just before he turned 18, Jason went alone to watch this movie about becoming a spy. None of his friends had wanted to see it. The lead was challenged to get information from strangers, or get invited into their homes, while revealing nothing about himself. Jason was a self proclaimed student of psychology. While he had always been awkward about assuming what others thought of him, he had grown up watching others interact, and was pretty good at understanding how others thought or felt.

Jason reasoned that with enough planning and/or practice, he should be able to be like the guy in the movie, getting into peoples heads, saying the right things, earning trust, and all the while work himself passed his own mild agoraphobia. He would never have to fear what other people thought of him if he gained some control of that opinion.

Everyday that summer after seeing the movie Jason drove to the mall. He would sit against a wall and pick someone, a married man, an older woman, a family of three, a kid his own age, and watch them as they shopped or spoke to shopkeepers, maybe listen in on a phone conversation, and once he was ready he would “run into them” and just start up a conversation. For 90 days, 3 to 8 hours a day, Jason taught himself how to speak to people. He learned how to fake confidence at first, but as his successes mounted and his failures decreased, he grew to have legitimate confidence in himself. And he started making friends. A lot of them.

By his 18th birthday, Jason felt he was finally popular. At least at the mall.

He knew almost all of the mall-rats, and everything about them, who had dated who, who used what drug, who was a virgin, who was easy, who had a rough home life, and all they knew of him was his name, and Jason loved that they didnt seem to notice that they didn’t know anything about him.

When they asked why he spent so much time talking to strangers he said he was learning to be social, which they took as a joke. The mall-rats never asked more than that. He even went to several parties by the end of that summer. By that point, people he didn’t even know knew him by name.

****** The Mall Rat

One such party was held in an empty vacant apartment. Someone had jimmied the door and stayed a few nights, and decided it would be a great place for a party. There wasn’t any power, so there wasn’t any light either. He spent an hour talking to one guy, learning every detail about the guys life, when someone asked “Is that Jason I hear.” The guy Jason had been talking to said “Who the fuck is Jason?” Jason, he decided about himself, was as skilled at being social as the guy in the spy movie. He hadn’t even told this guy Kyle his name, and he knew more about him than most of Kyle’s personal friends.

Later that night, Kyle’s girlfriend, who was one of the mall-rats Jason kind of recognized walked off down the street from the party, and Jason soon caught up to her to ask what was wrong. Since Jason knew about their relationship problems from Kyle, it was easy to get her to open up. It didn’t take too much encouragement before she told him all about how her 24 year old boyfriend wanted her to give up her virginity, especially now that she was 18, and how she really loved him but was scared to do so.

So Jason told her all sorts of generic B.S., if he loves you, he will wait, don’t do it until it feels right, tell him to slow down or hit the road. That kind of thing. It was certainly the opposite of what his new friend Kyle would have wanted. He was ready to dump Kat if he didn’t get some ass. But that was not appropriate advise for Jason to tell the girl. Plus, she was not exactly ugly and had a great rack, so Jason as a guy was not strongly motivated to help Kyle get some ass. Jason had the ‘maybe if he dumps her I can hit it’ mentality.

Eventually they got back to the party, and she left with her boyfriend. Kyle seemed none to pleased that she had walked off with another guy. Jason had a “sucks for you” attitude about it. The chic had been short, had a decent rack, and a revealing top. Jason, being 6’5″ had had a great view walking beside her.

Then one day the following week, out of the blue, Kat brings in a batch of homemade brownies to the mall for Jason. Jason hadn’t expected that at all. To the best of his knowledge she still had a boyfriend. Still, moving on instinct, he accepted the brownies and offered her a ride home. He had learned on their walk the week before that she usually walked home, because Kyle had wrecked her car and her dad worked second shift until passed midnight.

She agreed, and they exchanged numbers. He then returned to the conversation at hand while enjoying his brownies, sharing with no one, but completely blowing Kat off at the same time. This wasn’t to be mean, but he had never “made a move before” and was worried that if he kept talking to her he would start being goofy about it and ruin his chances. Kat wasn’t hot, but she was cute. She had dirty blonde hair that maybe could be washed more often, and was one of those girls who tried to hard to hide behind he rack. In fact her T shirt said squeezable across said chest.

Eventually the mall closed, and after texting Kat he spotted her standing patiently by a wall where she could see him. He said his goodbyes, then walked up and took her hand wordlessly leading her through the mall and to his car. Once inside, the silence was palpable, broken only by his questions about directions and her warmly spoken answers. He pulled up to her house and parked on the street.

***** The Flirting

“Thanks for the ride, that was really sweet of you.” She said to him, looking at him with a blush.

Jason had never really had a girl look at him quite like that, but played it off as if he had been there a thousand times. “Thankful enough for a kiss?” She blushed deeply, and he turned his head and pointed towards his cheek patiently. Eventually, slowly, she leaned over and gave him a peck, followed by another thanks. He said “Wait here.” as he hopped out of the car and walked around to her side opening the door and helping her out. “I’m going to walk you to the door.”

She smiled and looked to the ground as he helped her out of the car, but didn’t release his hand once she was out. ‘Was it really this easy?’ he thought to himself, amused by how much she seemed to be into him. “You don’t have to do that.” she said.

“Its only fair. You kissed me on the cheek as thanks for the ride, and I haven’t gotten to thank you yet for the brownies. I think I will have to thank you the same way when I walk you to the door…” She seemed keen on that idea, and followed him willingly. He could tell by the way she smiled so broadly at the ground that she wanted Jason to kiss her.

Jason’s mind was calculating what to say next, wondering how far he could take this…

On the porch, he waited for her to unlock the door, then he opened it for her and let her take a step inside. There she turned and presented her cheek to him and asked him for her ‘thanks’. He smiled and shook his head. “You kissed my cheek for simply giving you a ride, and that was nothing. The brownies you made me were amazing! I think I can give you a better reward than that.” He took her hands in his and pulled her against him, they made eye contact briefly, before he let his eyes trail down to her lips and waited.

Her lips parted for him, and her breathing picked up. Enjoying the feeling of her chest pressed against him, he teased her, leaning in for the kiss but pulling back every time she went for it, until finally he confidently said “Those brownies really were spectacular. I think I should come inside to give you this kiss.” Her eyes went wide looking at him, and she looked over his shoulder as if checking to see if they were being watched. He didn’t wait for her consent, but gently pushed her back into the hall and shut the door behind him.

Spying the kitchen down the hall he pulled her by the hand to the island counter and leaned himself against it, then he took her hands again and wrapped her arms around his neck and pulled her to him. He started teasing her again, keeping his lips just an inch from hers. He was teasing himself as much as he was teasing her. He had never kissed a girl before, all though she clearly didn’t know that.

To her, he was the experienced lead. Really, he still hadn’t really decided to kiss her at all. He liked knowing he could, and seeing how much he could make her want it, but he could still easily turn and walk away. She wasn’t the hottest mall-rat, after all. He wasn’t interested in her personality at all either, but she clearly dug him, and had such an appealingly large rack….

Inspired, he picked her up and spun in place sitting her ass on the island counter top. Her legs parted to either side of him simply because he was close enough to the counter that they had to. She was breathing heavily now. He brought his lips back towards hers, and rubbed the back of her head and neck before whispering “Can I kiss you?” That coy innocence broke her restraint, and she pulled him into her, wrapping and squeezing her legs around him and forcing her tongue down his throat. This was Jason’s first kiss, although Kat still would have sworn he was more than experienced.

Kyle had never teased her like that, nor could she ever remember her heart beating faster. Jason’s hands slid smoothly from her neck to her ass, ass to her jeans, and then slowly back up her shirt to squeeze her bra clad tits. Eventually Jason broke the kiss with a funny smile on his face, shaking his head.

“Whats so funny?” she asked breathlessly, hugging him to her.

“You didn’t let me finish.” He replied. “I wasn’t asking to kiss your lips.” His hands were still caressing her tits. He pinched them hard and held them firmly through her bra and she lost all the air in her lungs. Opening her mouth in shock, he began kissing her again, and as he released the grip on her tits, she got lost in the kiss once again, forgetting or forgiving the pain she had just felt.

She knew as soon as he unhooked her bra that she was in trouble, but she also wanted it off. Soon her shirt was on the floor next to it. His lips were very suddenly pulled from hers, only to latch onto her exposed nipples, sucking and licking them like there was no tomorrow.

Kyle had played with her tits before, but had never made her feel anything like what Jason was doing to her now. She leaned back on her arms, paralyzed with pleasure, and was overcome with a jolt of electricity when his hand suddenly pinched her pussy through her denim jeans. She sat upright to protest, but was met with his lips on hers again. Her hand grabbed his wrist with the intent of pulling it away from her pussy, but she could apply no pressure. The way his fingers rubbed her pussy through her shorts stole every ounce of strength she had.

‘I can’t let him take this further while I am still with Kyle. I want soooo badly to cum, and I think Jason could make me cum very easily, but I don’t want my first time to be an affair! I can break up with Kyle tomorrow and invite Jason back, but I cant let Jason take my pants off!’ Kat thought to herself.

As if reading her mind Jason whispered in her ear “I don’t want to fuck you, I know your still a virgin, but this is how I want to thank you for the brownies. I want to kiss you right here.” His hands continued to rub her crotch, and he could feel how hot and damp she was. “I want to lick this and kiss this and I want to taste you as you cum. Is it ok for me to take your pants off?”

Kat fell all the way back on the island. That wasn’t fair! She had told Jason that first night about how Kyle never returned the oral favor when she went down on him, and Jason went on and on about how pleasurable it was to go down on a girl for both him and his women! She was mad at herself as she lifted her hips and undid her jeans. Kyle had never offered to go down on her, and she wanted to cum sooo bad!

She knew Jason would know what he was doing, and she wanted to climax right then more than anything! Soon she was naked on the island counter top in the kitchen, staring at the ceiling waiting to see what Mr.Perfect was going to do to her. She closed her eyes as she felt his hot breath on her pussy. He was an inch away, teasing her as he had with his kiss. She wanted to cry she wanted it so bad!

She was almost to the point of doing so when out of nowhere his fingertips started flicking quickly across her nipples, sending tiny jolts of electricity all across her body. She moaned and stretched her arms and legs. She rested her legs on Jason’s back and as they pressed down on Jason’s shoulders he ran his tongue firmly across her cunt.

Kat cussed! Jason smiled to himself as his hands continued to play with her nipples. He had, after all, just tasted his first cunt. And sucked on his first set of tits. And made out for the first time. ‘How many firsts can I pull off tonight?’ he wondered, as he carefully stimulated the outside of her left labia with his tongue.

He may not have experience, but he had grown up reading stories in magazines and online, and he never forgot anything he read. Now it was simply a matter of testing every trick he learned, and figuring out which ones worked best on Kat. He knew she liked to be teased, so he wasn’t going to touch her clit until he knew it would make her cum. His tongue moved slowly in and around her slit while his fingers moved swiftly across her large nipples. Then at times, he would squeeze her tits firmly and work his tongue as swiftly as he could manage. It wasn’t until her hands were trying to squeeze blood from his scalp that he clamped his hands hard onto her tits and put all the speed and skill he could into working her clit. She cried out, very audibly, kicking Jason in the back with both legs and he could feel his chin become very moist, very fast.

Once it was over, and he had lapped up his fill of her soaking wet pussy, he stood and pulled her up to a sitting position. He wiped the cum from his lips and chin, and pulled her in for a tender kiss. She melted into him. “Thank you.” She whispered to him shyly, turning beat read. Jason felt very powerful just then, being completely clothed in a strangers home, while she blushed naked in front of him.

“You mean your welcome.” Jason corrected. “That was my way of thanking you for the brownies after all, they were incredible.”

She smiled at the idea of continuing the ruse. “No, what you just did to me was much more than incredible.”

Jason looked off to the side as if deep in thought “If only there was some incredible way you could thank me then….” She smiled broadly as she began to unbutton his shirt.

“I am sure I can think of something.” She smiled at him, and he kissed her passionately. But when he broke the kiss she stayed silent and looked to the floor…

“I just got you off with my lips and tongue and now you are shy? You told me you have gone down on guys before….” She had mentioned oral was the compromise for sex with Kyle. A frequent one, and all ways one way. Why was she shy now? She blushed. He said “No pressure, but I would REALLY appreciate the favor.” He gently leaned her back with his hands and took her tits into his mouth again. It wasn’t long before her breathing had picked back up and he could tell she was ready to do what he asked.

Jason picked her up off the table, and she wrapped her naked legs around his abs. He had her lifted high enough to keep his lips on her sensitive and overgrown tits, and his hands supported her ass as he carried her to the living room. She had to watch her head to keep it from hitting the ceiling. He sat down on the couch, and slid her down his chest to sit in his lap.

She was uncomfortable with straddling him since she was so turned on, so she quickly shifted down to the floor. He placed her hands on his lap, and they obediently started unsnapping his jeans and sliding down his zipper. She was extremely nervous, and even though she put her hands into his jeans and rubbed his cock, they stayed on the outside of his boxers. This was the second cock she had ever touched.

Jason didn’t wait long before moving his hands from her chest to his own cock, pulling it free. She pulled her hands back from it on reflex, but he placed them back on his cock and held them there before she built up the courage to grip it on her own.

‘Why am I so nervous?’ she wondered to herself. It was because he had made her cum like she had never imagined, and she was worried she would do a bad job and that he would loose interest. Plus there was no question that this was more than innocent kissing, something that “just happened”, with her hands stroking his cock and his hands needing her naked tits, she was officially cheating on her boyfriend. Not to mention he was soooo much bigger!

Once again, he seemed to read her mind and said “There is nothing to be nervous about. Have confidence, because I am looking forward to this, so I will enjoy it. If you are worried about it I can teach you what I like.”

“What should i do?” she asked. She looked so insecure pumping his massive cock, almost like she feared it. Somehow, this only turned Jason on even more.

“Kiss it.” he told her. His cock throbbed in her hands. Slowly, she lowered her lips and kissed the tip of his cock. It throbbed happily in response. “No, kiss it like this.” He lifted her head to his and he kissed her passionately, yet teasingly. He sucked her lips into his mouth, one by one, and nibbled each. He swirled his tongue around hers before pulling back and pressing her head back down to his cock. She obeyed beautifully.

‘This is my first blow job!’ Jason thought as he watched this stranger’s girlfriend make out with his wicked tool. Soon enough, she was bobbing up and down on it like a good little slut!

After eight minutes or so, Jason realized that he wasn’t going to cum. Sometimes he thought maybe the difficulty he had always had with climaxing had to do with the size of his cock, since it was larger than average. Other times he blamed his narrow urethra, after all sometimes he had trouble peeing. Other times, he blamed his lack of feeling in general.

It had always taken a lot for Jason to feel pain. He could feel this little slut in trainings lips on his cock, but he was certain it didn’t feel as good as it should.

Growing frustrated, he dug his fingers into her hair and pulled her further down onto his shaft, sinking his cock further and further down her throat. Jason thought as he slowly fucked this stranger’s face. Her eyes got large as she started to gag, and she pushed off of him coughing.

“Sorry.” She said.

“Its ok,” Jason lied, “just try again.”

She did what was asked. He again started forcing himself down her throat, and once again, after a few deep thrusts, she gagged again. Jason looked very displeased on purpose. “I’m sorry.” She said. He made no move to respond. ‘Oh no!’ she thought. “Can we stick to not going so deep?”

Jason sighed disapprovingly and nodded. He let her continue for a while, and she really picked up the pace. His cock felt great, and he was indeed enjoying the blow job, but still he knew he wouldn’t cum this way.

After a while her jaw clearly got sore and she started jerking him more than sucking him, so he tried one more time to press himself down her throat. this time as she gagged, he let her until she actually kind of spit on him. Frustrated, J ason just pulled her off of him. “Its ok, I guess I better head out anyway.” Although his words were nice, he let his voice clearly show his frustration. Kat looked devastated as Jason stood to leave.

“No! I’m sorry! I will try harder!” He laughed at her and sat back down. He kissed her gently on the forehead.

“Really, its ok, it takes a lot to get me to cum from a blow job.” Which Jason was guessing was true. “I am frustrated, but it isn’t the first time I have left a girls house empty handed.” Which was very true, since this is the furthest he had ever been.

She was quiet for a while, but when Jason went to stand again she held him down on the couch with her hands. She was still naked and crouched between his legs. Jason knew exactly what she was considering. “Would you be able to cum if you fucked me?” She asked.

Jason laughed at her. “Of course I would. You are gorgeous!” he hedged. He took her head again in his hands and said earnestly. “Are you sure you are willing to let me take you?”

Her heart was beating a million miles per hour. YES! She wanted to scream, I want you to be my first Jason! But could she really sleep with another man while dating Kyle? She swore to herself she would dump him the first chance she got and would never, ever cheat on Jason. Jason, the hot, totally nice, selfless man who was willing to stay even though her blow job clearly sucked. She nodded to him, looking down at his massive, intimidating cock. Jason smiled and moved much faster than she had expected. In an instant they had switched positions.

She was sitting naked on the couch with her legs spread with Jason kneeling on the floor between them. His tongue drove into her pussy with vigor this time, and she writhed around in surprise. ‘He is making sure I am wet before he takes me. He is soooo sweet! Is this happening? Am I about to loose my virginity? Should I reconsider? Oh God!’ Her thoughts were interrupted as Jason took her clit between his teeth and sunk three fingers deep inside of her. It stretched her, and it hurt, but God it felt good! He hooked his fingers up to a surprisingly sensitive area inside of her, and before she knew what was happening she was already cumming. She was that turned on by what was about to happen.

********* The Climax

Jason pulled his fingers out and leaned in to kiss her. With his hand he rubbed his hard cock head against her slit and with the other he wiped his cum covered fingers off on her tits. She was breathing heavily. He asked if she was ready, and all she could do was nod. Then she felt the sudden pinch as he slowly pushed his massive cock into her.

Jason slowly inched his way into Kat’s pussy, and he was filled with a since of pride. He moved his hands from her shoulders to her big ol’ titties and rubbed her nipples as he slid his cock head back and forth at her entrance. She was hurting, he could tell, but she also was feeling the pleasure from it too. He was only an inch inside, she probably still has her hymen, he thought to himself. He had no idea. He considered surprising her by taking her roughly, just fucking the crap out of her until he came inside of her before leaving. He had always heard that girls hold out because guys don’t respect girls that put out, and he had always thought that was dumb before, but right then, he kind of got it.

Jason, after all, had not once lied to her. He had no intention of dating her, and had never said he was after anything but some ass. She allegedly loved her boyfriend, but was cheating on him because she ‘thought’ Jason was a better guy? Or a better lay? This could have easily been his girlfriend, sleeping with some other random tool who could care less about her. The thought made Jason WANT to be rough with her, but the nice, empathetic side of him insisted on making sure she enjoyed it.

The bad side of him reasoned that if he hurt her and left, it could probably lead to him not getting laid in the future. So Jason decided to continue to play the nice guy.

His thumbs worked their distracting magic on her tits, while his cock inched forward at an agonizingly slow pace. Back and forth, back and forth, then in just a little deeper…

He was two inches deep when he broke her hymen. She writhed and shoved at him and he stopped moving, refusing to pull out but not going any deeper. She started to cry, and he began to worry that he was accidentally too rough with her. Maybe just too thick? He rubbed away her tears and caressed her sweetly, trying to calm her down.

“I am sorry.” she said.

“Its natural.” He guessed. “We will go slower ok?” He asked.

She nodded. Again with the sliding. Back and forth, back and forth. She nodded again when she was ready for more. This time he slid in a couple of inches at once and she breathed in sharply. God that felt good, he thought. But he started his slow slide back and forth at that point, not going any deeper until she nodded again, and this time he tried inching in just a little with each thrust. She was hurting, he could tell, but she also felt good. “With practice,” he assured her, “you wont feel any of the pain anymore. Only the pleasure.” She nodded.

He wasn’t all the way in, he had an inch or two left, but he was more than in enough to enjoy having sex now. ‘I am no longer a virgin!’ he thought. He picked her up while still inside of her and she freaked, squeezing him with her legs and gripping his shoulders. He carefully made sure not to go any deeper as he moved her from the couch to the floor. He laid her down and looked into her eyes for several seconds without moving before he whispered to her. “You are not a virgin anymore.” He continued to look confidently at her while his words slowly sunk in, and her eyes lowered down to his lips, which curved into his best reassuring smile. Soon, she was beaming, and he kissed her deeply.

As they kissed his cock started sliding in and out of her wet whole. With her tension gone, she seemed wetter, and he slid much more easily in and out of her. She pulled her legs up slowly and wrapped them around his back. Jason realized she was enjoying herself, and she completely trusted him with her body now. He scooted forward and with her legs wrapped as they were it caused her ass to lift off the ground. His hand came around and smacked her ass as he pressed into her. He could see how it shocked her, but she was smiling broadly and still seeking his lips. ‘This is great!’ He thought to himself, as he teased her lips with his and let them wonder down to suck on her perky 18 year old tits. All the while his cock slide in and out of her. He even realized that he was sliding all the way in now, to the hilt. He hadn’t even noticed when that happened!

He put both hands on her ass now. He gripped he ass as low and close to her pussy as he could and started pushing and pulling her skin, so that different parts of her pussy rubbed his cock as he slid into her. With only a few seconds of this Kat was digging into his back, approaching another climax. Kat could not believe she was about to cum again! Kyle had never made her cum! How many times had Jason made her cum? She lost count, and couldn’t think to count now as her toes curled and every muscle tensed. Kyle was picking up the pace as she got closer. She was so close she could scream. And as she came, she did cry out. It wasn’t so loud as a scream, but god it felt like one.

Jason stopped fucking her and just held her as her breathing returned to normal. Eventually he asked her “Did you enjoy that?” and she started laughing, she couldn’t help it. She knew he knew the answer, and was embarrassed she had made it so clear as she came. She wondered how many girls Jason had done that to in the past. She didn’t like the thought, so she pushed it aside.

“Much more than you did.” She answered. “You never came.” He looked at her in his mocking way.

“Who said we were done. I am going to fuck you until you make me cum. Ok?” It was worded kind of like a question, but it was more like an order. Kat found that she liked it. It was like he didn’t question that she could make him cum, or if she was willing. It felt like he really knew her. She nodded.

‘Good,’ Jason thought. ‘Now for the rougher stuff.’ He pulled out and lifted her by her ankles as he scooted in under her. He lifted her waist until it was equal with his while he stood on his knees, then he rested her legs on his shoulders as he slid his cock back into her cunt. This caused her tailbone to push his cock up and out which caused it to rub firmly against her upper inner wall. Her eyes were huge as he tried to fuck her for a few seconds from this new position. It stimulated her the way he wanted, she clearly loved it, and he liked the way her tits looked hanging upside down, blocking out her face, but he was having trouble finding any rhythm. So he reached down and grabbed her by her upper arms and lifted her off the ground.

Her instinct was to pull her legs in as if trying to become a ball, so she was kind of in the fetal position on her back in the air about two feet off the ground. He pinned her legs with his arms and adjusted her arms so that he could support her weight without hurting her, then he started thrusting into her again, fucking her in the air. The rhythm was better but her weight was awkward with him on his knees, so he stood with her like that. Her nails dug into him in fear. He told her it was ok, and once he stood with her he leaned back some and started really fucking her. His thrusts would lift her from him and his arms pulled her right back against him. “Oh Fuck!” She yelled. She never even heard of someone fucking someone this way. Then she realized he was slowly walking while he fucked her!

Jason reached his goal, the bathroom. Without pulling out he spun her small frame on his cock until her legs pointed down and he let her stand. Thrusting her forward, she caught herself by bracing her hands on the sink, and Kat realized his goal was to fuck her doggy-style in front of the bathroom mirror. “You can do whatever you want with me.” She thought she had thought that to herself, but realized she had said it out loud. Even realizing that she felt no shame. Jason was clearly the fuck of a lifetime, and he was all hers. She was ridiculously sore, but he could do what he wanted with her as long as he promised to come back for more. She had forgotten all about Kyle now. Jason, in her mind, was already her boyfriend.

Dating was the furthest thing from Jason’s mind. He just wanted to see what her perky hangers looked like in a mirror while he fucked her from behind. He smacked her ass hard, by way of reminding her that he was going to be rough. Then he started fucking her in earnest. His long arms reaching forward so he could grip her shoulders for leverage. He soon found a rhythm that made her tits swing the hardest, and that was the pace he had at her with. He could tell by her face in the reflection how sore she was, which only turned him on to take her more roughly.

She tried to stop her tits from swinging with one hand, ‘the selfish bitch!’ he joked to himself. He reached forward and grabbed both of her wrists and brought them behind her to the small of her back. She struggled, trying to at least get a hand on the sink to support herself once he started thrusting into her again, but she soon realized he wasn’t letting go, and she wasn’t falling. His cock would slam into her thrusting her forward towards the mirror, then his hands would jerk back against her arms slamming her hard back against his returning cock thrust. It was killing her shoulders, but her mind was only on the beating her cunt was taking. She could swear he was hitting her uterus with each thrust. The total lack of control she felt made her want to cum again.

Jason himself was close to cumming. He was mesmerized by her tits as he slammed his cock into her repeatedly, and as roughly as he could. He was trying not to cum yet, but he could hardly think of baseball when those big beauties bounced so roughly in front of him. He grabbed both wrists with just one hand and with the other smacked her tit hard from the side. She tried to jerk free and he almost dropped her before he got both of his hands onto her wrists again, and he started fucking her harder because of her attempted escape.

Her cunt was getting so tight! Weren’t they supposed to get looser as you fucked?

Only seconds from cumming, he looked up and saw in her eyes that she was already cumming again. Her eyes were rolled back in her head. He wanted to cum in her, more than anything in the world, but he had heard way to many stories of people loosing their virginity, getting pregnant and getting stuck with the wrong person. He contemplated a surprise fucking of her ass as he came. It would be funny to take her ass without asking, and he knew at this point she would let him, and forgive him. In the end, he decided he had taken enough from her today, and any more might make him feel bad later.

Maybe.

Only one option left. Just before he filled her cunt with his cum he pulled out. He heard her gasp from the sudden movement. He spun her and pushed her to sit on the toilet and shoved his dick as far as he could down her throat.

She tried to protest and as she started to gag her throat tightened around his cock. “Swallow it!” he yelled as he started to cum. Hearing that he was cumming, she did everything she could to comply.

He worked his cock in and out of her mouth as he came, and she did swallow most of it. When he pulled out though she coughed up a little cum that dripped from her lips. She was to worn to clean herself, he realized, as she flopped back against the toilet. He looked down at his mostly cleaned off cock and saw traces of her virgin blood still around the base of his cock. “Hold on,” he told her as he wiped her face clean with some toilet paper. He didn’t mean to make her swallow any of her own blood, he thought. ‘Oops’. He stood her up and flushed the offending paper.

Unsupported she slid to the floor of the rest room. Her big tits were covered in sweat, and one had a big hand print along the side. How hard had he smacked her tit? He couldn’t recall.

******* The Resolution

He left her on the floor as he went to clean the house. It was close to eleven, which meant just over an hour until the father got home. Plenty of time to pick up, technically, but Jason was ready to leave. He had just lost his virginity! Like a bad ass! He wanted to go celebrate. Or lie in bed and re-live the memory at home.

Still, he needed to get several things in order before he left.

So he grabbed all of Kat’s cloths from around the house and took them up to her room. He found a laundry basket there and threw the cloths inside. He cleaned the blood and cum from his cock on one of her dark furred stuffed animals. Looking in her drawers, he had no idea what she normally wore around the house so he picked out a white T shirt, a short one, and took it down to her.

She was still in the floor, but as expected she had grown self conscious and was trying to cover her tits. To Jason, she looked like a crumpled pile of pure sex, and he felt so much more like a man for having worn her out. He gave her the T-shirt and told her to put it on. Once she had it over her head she was surprised to find Jason on his knees in front of her, one hand on his again hard cock and the other now gripping the back of her head.

Obediently, she took him into her mouth and let him fuck her throat. She wasn’t gagging anymore, having had time to adjust to his size. That or she was to exhausted to gag. After a minute or two Jason pulled out and zipped his pants back up. “Once you are more use to fucking me maybe I can fuck you more than once.”

Jason had technically remained fully clothed the whole time. His shirt was still unbuttoned, and his pants had only ever been pulled down. After fixing those all he really had to do was put on his shoes and go.

He left the room again, and by the time Kat found her feet his shoes were already on. He was sitting on the couch waiting on her, deep in thought.

“You don’t have to leave. We have more than an hour before my dad gets back.” He looked at her appraisingly as he made decisions in his head. She did look good wearing the plain white t shirt, even though it came down past her waist Jason knew she was naked under it, and knew he had just fucked her. Their was something rewording about just looking at a woman he had just dominated, he decided.

“I have to go. I stayed much later than I was planning.” He winked at her to let her know he didn’t exactly mind the delay, and she smiled. She came over and sat on the couch with him, wrapping both her arms around his closest arm. He rested a hand on her bare thigh. The silence spread on. He knew she was enjoying the closeness, but he really wanted to leave.

Finally she said “I have a confession. I am still dating Kyle, but I promise I will break up with him right after you leave.”

“No, you won’t.” Jason countered. Kat looked at him confused, but Jason wasn’t looking at her, he was looking across the room. “I didn’t know you were still dating him,” not that he had cared either way, “and I don’t want to be the reason you break up with Kyle.” Jason’s voice sounded angry with her. Honestly, Jason just didn’t want to get stuck dating her. Aside from sex he didn’t think their was much they would have in common.

“But…” she began to protest.

“No, listen, Kyle loves you,” Jason said “and had I known you were still with him I would not have let things go this far.” A lie. He didnt feel bad about lying now though. He didn’t want to lie to get into her pants earlier, but he didn’t mind lying now. It was better than telling her she was a booty call. “I don’t want you to break up with Kyle.” His words still hurt her, and she got up to run away feeling rejected. He grabbed her and pulled her into his lap and held her until she stopped struggling.

“Listen, I wasn’t expecting things to go that far. I like you Kat, I really do, and I LOVED having sex with you just now,” he paused and made sure she believed what he said. She smiled, so he continued “but I am really not able to date ANYONE right now. With everything I have had go on in my private life I am sure you understand.” He really had nothing going on in his life, but it was a clever way of pointing out that she knew nothing about him. She would probably even feel selfish for not knowing anything about him. She nodded, pretending to remember something about a life he had never told her about.

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“I am not rejecting you in anyway. Hell, I would love nothing more than to have my way with you again very soon.” He slid his hand up her shirt to her ass. She squirmed against him, shaking her head no as she buried her head in his chest. He left his hand on her ass, but he didn’t send it wondering any further. He wanted her to be his whore, but he didn’t want her to feel like a whore. “I know I am a bad person for saying this, but I am more than willing to come over anytime you call me, I am just not able to date anyone right now.” and after a pause he added firmly “And I definitely do not want you breaking up with Kyle over me. Understand?”

Slowly, she nodded, and he kissed her gently on the lips. It took another 15 minutes for him to get out of there, but no more action occurred that night, nor was their anymore talking really. Kat had a lot on her mind, and Jason kept trying to decide if he could get away with another fuck before he left.

A few weeks later Kat sent Jason a text about how she was going to let Kyle fuck her, and was Jason sure he wanted her to stay with him.

Jason assured her he was. He even wished her luck.

A few days later he sent a text asking how it went. She said she backed out of having sex with him. He told her he hadn’t had sex since they had been together either. She invited him over.

Jason came over once or twice week after that, until Kyle dumped her for not putting out.

Then one day, covered in sweat in her own father’s bed, Kat told Jason that she loved him. Jason had already felt kind of bad for stringing her along. He didn’t feel the same way at all. He had never even considered it.

So he broke up with her too, telling her that with his history (which she never successfully learned about) he couldn’t handle a real relationship. He had begun to get some ass from other sources by that point, a hook up with a MILF at a concert, a girl he met at a club (Yay being 18!) so cutting her loose wasn’t too big of a deal.

He still fucked Kat infrequently over the course of several years. He would send her texts about missing the best sex he had ever had (a white lie). She never cheated on a boyfriend with Jason again, but if she was single and he came calling, she was often persuadable. And if she was ever down on herself after being dumped, Jason was always willing to make her feel really good, regardless of his relationship status.

But he never implied an interest in dating, and she learned through experience that it just was not going to happen.

So this was the story of how Mr. Nice Guy lost his virginity. I hope you enjoyed it. There will be more to come.