Jared sighs. The 18 years old nerd boy doesn't mind waking up early to go to school. But the issue is what he knows will happen to him when he arrives. He's always been a target of bullying by other boys. They seem to really relish in causing him as much pain and humiliation as they can. It's a favorite hobby of theirs to insult him and shove him around, and ruin his social life so that he'd have nothing to look back at fondly once he has left the high school. They do this everyday because he is too weak to fight back. He did try once and it ended up with his head being stuck in a garbage can.
There is some good in his life, although the good bits are unrelated to school. Jared has had a brief romance with his parents' boss, Richelle. Richelle gave him the money that he would need to pay for college, in exchange for Jared eating her pussy whenever she wanted. In a way, he was kind of a prostitute. He didn't really mind the function that much since Richelle was very beautiful, especially for a 46 years old woman. He still couldn't believe someone as hot as her paid him for sexual services, even if it was only oral and not full on sex.
Thinking about her got his dick hard again. His arrangement with her ended last month when she was convicted for some financial crimes and then sent to prison, and now he is on his own, back to using his own hand to get off, just as he did before meeting her. The geeky teen grabs a bottle of lube on his table and squirted a fair amount of it out on his palm. He then starts jerking off and finishes pretty quickly, cumming into a piece of tissue. Then Jared washes his hands and brushes his teeth, before he takes a quick shower in the bathroom. He has always been fast when taking a shower and today's no different.
When he gets downstairs, he finds his mom already waiting for him. His dad is already at work and she is waiting for Jared with their breakfast. As he eats a piece of toast, she asks "Are those guys still giving you a hard time?" He sighs. The boy knows his mom is just worried for him and that's why he feels so bad. He doesn't want his mom to have to be concerned. All he wants is to be able to deal with the problem himself, but he just can not. No matter how much he tried, he couldn't get those other guys to leave him alone. "Anything I can do to help you, honey?"
"Thanks, mom, but I'm really okay," he lies to her, hoping she will believe him or at least leave it for now. He doesn't need to start worrying a lot when he is just about to head to school. She sighs and nods, and he feels greatly relieved. They finish their breakfast together and he washes the dishes for her while she packs her bag for work. She doesn't have to leave as early as her husband does but she still has to get there before most of the other people in her office. She then unlocks the car and gets into the driver's seat, with Jared following her inside.
The middle aged woman drives well and soon they arrive at the school. She drops him off and leaves right away as he enters campus. Almost as soon as he starts walking through the hallway, he is stared at and labeled a nerd by many other students. Most of they don't even bother trying to hide their disdain. The other students openly sneer at him and call him a loser. They have all done that daily ever since his main bully Carter had stuffed his head into a garbage can. That was the most humiliating day of his entire life, and he's had some very horrible, very embarrassing days in his 18 years of existence.
Speaking of Carter, he is approached by the jerk almost immediately. Carter is a large, imposing quarterback. He is also dating Jessica, the head cheerleader. He gives Jared a menacing smile and says "Morning, dork. Now where is my homework?" Carter has been making Jared do his homework for two years now. He also asked out and fucked all the girls Jared has had crushes on, and then taunted Jared with pictures and videos of it. "Come on, we haven't got all day, you freak," Carter sneers at the smaller boy with a lot of contempt before snatching his glasses and throwing it on the floor, stepping on it, breaking the lenses.
Jared meekly hands him the homework with a scared expression on his face. It greatly amuses Jessica to see this. The tall, busty blonde says "Carter, I think I want to make him watch you fuck me, knowing he'll never get a girl as hot as I am to go out with him. After that we can force him to eat your hot cum from my pussy. What do you think, baby?" She will never admit this but she finds Jared cute and wants to have some fun with him. Carter agrees, seeing a way to humiliate Jared greatly. Jessica says to Jared "You hear that nerd? You'll be coming to Carter's house this afternoon or we'll beat your face to a pulp."
Jared nods fearfully as they leave. He is trembling in fear and disgust at what the two of them plan to do to him. But a moment later, the fear is replaced by anger. He really shouldn't have to cater to their whims. No, by doing that, he is only setting himself up to get bullied more in the future. What he should do is stand up for himself and not let the assholes push him around anymore. If they really do try beat him up like they said they would, then he'll fight back. Carter might be stronger than him but he can fight dirty. He is smart, much smarter than Carter and his goons.
During the first period, he browses on his laptop. He isn't going to spend any more time cowering before those jerks. The boy quickly finds some good ideas for homemade weapons. He isn't nearly as strong as Carter but he can even the odds by making a weapon he can carry around. No guns. That would be taking it too far. As much as he hates the ass, he doesn't want to kill him. He doesn't want to go to prison too. Jared would use something that isn't too dangerous. Something he can carry around while at school. That much he already knows.
During a free period, he leaves campus briefly to buy a golf ball, along with a new pair of socks. He gets this from the nearby sports store. Then Jared takes the objects back to school. He finds an unoccupied corner of the sixth form center. He sits down and stuffs the ball inside the sock. After that he ties a knot right above the ball, cinching it tightly. It is perfect. Jared puts it in his pocket as he leaves the sixth form center and heads for his next class of the day with a bright little smile on his cute face. He is in a much better mood now that he's got a solution to his problem. A good solution that will teach Carter a lesson.
He walks into Carter not long after that and surprises both himself and the jerk by being able to smile so cockily. "What the fuck are you smiling for dweeb? Do you want me to wipe that grin off your stupid face?" Carter asks, making Jared snort in derision. Carter's eyes narrow. He is preoccupied with the nerd's face and fails to observe Jared slipping his hand into a pocket. Jared has reached his homemade blackjack and is holding it firmly, gripping the weapon with his fingers. He's taking deep breaths, ready to draw it and use the thing on Carter at any moment now.
"You're calling me stupid with that abysmal score you got on Geography?" Jared sneers back. "No wonder your dad said you're a disappointment. He probably wishes he used a protection method. Or maybe he did and it failed." Everyone around them gasps as Carter turns red in the face. He cocks his right fist back and prepares to throw a very massive hook. Jared is a little faster than him though and draws out his blackjack, swinging it hard. The small weapon quickly smashes into Carter's elbow, making him scream in pain. Carter's friends stare in shock as their leader clutches his useless limb.
"You'll pay for that," one of the guys growls at Jared and charges at him in rage. He too tries to strike him but this time Jared reacts even more violently, swinging the weapon at the other guy's head and knocking him down. All the other guys back off, too scared of him to attack. Carter is shocked by the turn of events. Jared has never fought back like this before and he has no idea what to do. He tries attack Jared once more but is then struck on the head like his crony, and falls down just like him too. Jared then holds on to the blackjack, a menacing look on his face, daring them to try attacking him again.
At the end of the day, Jared sees his big bully talking to a 44 years old woman. Carter's mom, Lisa, is a very beautiful woman. She makes a lot of money from her job, working for a private military company after her time in the Air Force over the past decade. Lisa is in great shape for her age from all the working out. She happens to see Jared from the corner of her eye as he walks by. The boy doesn't want to confront her since he just hit her son. Yes, her son started the whole thing, but it'd still be quite awkward. He has no choice though as Lisa already saw and is approaching him.
"Hey," she says to the boy. Jared has no idea about this but she secretly thinks he is adorable. Lisa's been crushing on him for some time now and has asked her son to leave him alone but Carter wouldn't. "I heard what happened here today." Jared flinches slightly, worried that he might get into trouble. Lisa can see it on his face and hurries to assure him "Don't worry, cutie pie. I really do not blame you for what you did. My son has been tormenting you for so long. If anything I admire you for not hitting him earlier." The divorcee gives him a flirty smile and he gulps nervously as she gets closer and closer to him.
"Oh, I only did it because I had to," he tells her earnestly. "I didn't want to hit him but he gave me no other choice. If I didn't have to then I wouldn't have." It is making Jared nervous as Lisa gets so close to him, getting rid of the distance between their bodies. The tip of their noses are almost touching this moment and his nervousness is kicking into full play. "What are you doing, Ms Cater?" he asks her politely, his Adam's apple bobbing up and down with each and every word he speaks. He needs to get better control of himself. Can't freak out like this just from talking a woman.
"If I press charges though, even though you would win since you have a valid defense, I could still easily ruin your reputation. You wouldn't what that to happen, right?" she asks him, gripping his chin. He shakes his head slowly. "I have a solution. If you go on a date with me, I won't press any charges. What do you say, my sweet, adorable boy?"
....
Lisa eyes the boy hungrily. She knows that Jared has been the target of her own son's bullying for years now. The single mom has been secretly wanting him in her bed for the past two or three months now. Jared is just so sweet and cute. She is also impressed by how well he handled himself today, as he is now no longer letting her son get away with bullying him. At first she was furious when she saw her son bleeding. Then she realized it was from Jared, after her son has been bullying him for so long. Her anger vanished in that instant as she starts smiling to herself.
Right now she is sitting across from him at a table in the local cafe. She has picked this place since it's quite nice and easily affordable. The food is also reliably great. All in all, it is the perfect place to have a first date at. And that is exactly what she and Jared are having right now. It's Lisa's first date with her crush and she intends to make it count. The boy is still a virgin, as she found out when asking him earlier, while she has had a lot of sexual experiences in her youth. Lisa will take the lead and slowly ease him into a relationship with her, so that he isn't too overwhelmed.
"I didn't expect you to ask me out on a date," Jared says. He is still red, even though it has already been three hours since she first asked him out on a date. "You're really beautiful and also one of my classmates' mom. Plus today I hit him in the face. Even though he was the one who started it, I still hit your son. And here we are. It's just surreal." Lisa smiles lightly at Jared's very astute observation, pouring him some more water. "Thanks, Ms Cater," he says in a polite tone. She adores the way that his little cheeks can stay rose red for such a long time.
She leans over the table and strokes his face gently, making the boy blush even more. Lisa then leans in close enough to give him a kiss on the tip of his nose. Jared swoons, nearly passing out from his shyness. "I asked you out because I think you're adorable," she tells him in a flirtatious voice. "As for the hitting my son part, he had it coming. He is a thug like his dad. Always picking on the smaller kids. It's a good thing that you taught him a lesson. Hopefully it would stop Carter from doing something like that again." She looks into his eyes and he feels his heart beating wildly in his chest.
Jared takes a small bite of the almond croissant as his date looks at him from across the table intently. He squirms in a coquettish way, not being used to the way she is staring at him. The nerd is a very socially awkward person, after all. She is his first date, and also older than his mom. That makes things even more complicated than it would have been in other circumstances. "Wouldn't he be a bit upset with you though? Actually it would make him really mad, wouldn't it?" Jared might loath Carter with every fiber of his being but destroying the mother son relationship seems to be a going a step too far, even though Carter deserves to lose everything that he has.
But then again, he didn't agree to the date for revenge. He agreed so she'd not get him into any sort of trouble. Also, he finds Lisa to be an attractive woman too, one who is exactly his type. Lisa knows this too and tells her young date "It doesn't matter what he thinks of this. He never cared how I felt about the way he and his nasty friends bully people." She then cups his cheeks again and makes him turn redder as she uses her thumbs to caress his skin. "I am an adult. I'm my own person. I'm his mom and he should listen to me, and not the other way around. So don't waste time worrying about how he'd take this."
The two of them enjoy their appetizers together and she charms him with her excellent conversational skills, easily regaling the nerdy boy with tales from her time in the Air Force. Jared finds himself quickly carried away by how charismatic she is, and she notices this, smiling brightly at him as she realizes she still hasn't lost it. He is the cutest boy she has ever met and she is so glad she managed to get him to go on a date with her. Asking him out has not been a mistake at all. She only wishes she got the nerve to ask him out earlier but that doesn't matter now. What matters is that now he is right here with her.
The main courses arrive soon after. At the end of the meal, Lisa leaves a very generous tip. She walks him to her car then gets behind the steering wheel. In just a few moments, she has buckled in and started the engine. Then she begins to pull out of the parking lot. Lisa talks to him some more as she drives Jared straight home from their date. He is still feeling a bit awkward, but nowhere near as much as he felt before. "By the way, Carter doesn't know that we're on a date," she tells Jared. "He thinks that I'm at work and also that I was only talking to you about the bruise on his head back when we were at school. So don't mention it, okay?"
Jared nods before getting out of the car when she's arrived at his house. She is a very tall woman and has to lean down to peck him on the lips. "Good night," he whispers to her before she leaves. It has been the perfect evening to him. He has never been on a date before. This is the first one of his life and he loves how wonderful she made him feel when she was looking into his eyes and talking to him. How she filled him up with all the warmth. It's way too soon to say that he loves her, but he knows he's definitely heading in that direction right now. It's only a matter of time.
Once he gets inside his house, he is a little surprised to see his mom waiting for him. Jared thought she would be in the shower right now. "Hi mom, what's up?" Jared asks her as she heads to the fridge to pour himself some milk. She is looking at him intently as he does this, not taking her eyes off her son for one second. It's starting to make him feel a bit uncomfortable but of course he does not say this. He just looks back at her as he is gulping down his milk, still in a daze after being enchanted over the nice dinner out. God he hope he does not look lovestruck right now.
His mom asks "So how was your date?" Jared sighs. He didn't want to talk to his mom about this. The boy has a very good idea about how she would react to the news that he is dating someone a year older than her and two years older than his dad. Yes, they did have him at a very young age, but the fact remains the same. He is dating someone who is older than his parents. "Is she that girl from your history class? The one I met at Parents-Teacher Conference? She has a crush on you. Or at least she did back then. I am pretty sure of it," she continues.
Jared shakes his head then mentally beats himself up over it. He should've lied that it's her. That way, it'd stop his mom from asking more questions. He couldn't tell her that he is dating one of his classmates' moms since that would only make her freak out, and that is the last thing he wants. He doesn't need to have his mom start panicking about his relationship. He doesn't want his mom to call his girlfriend a predator because of the age gap, which isn't that great to Jared. Yes, Lisa is older than him by 26 years, but so? When it comes to love, age is just a number right?
"So who is it then?" Jared's mom now presses on. He tries to think of what to tell her that wouldn't arouse his mom's suspicions. It's really a simple thing to do and he is a smart boy too, but right now he is panicking and freaking out. It is the first time he has to deal with this sort of questioning since he never went out with anyone before and his heart is racing 100 miles an hour. That's what it feels like for him right now. How he wish he just told her it's the same girl that she was talking about earlier. That way he'd be in his bedroom already.
Finally he decides to say "She's in my Chemistry class. Believe it or not she's the one who asked me out. Probably because she could tell that I like her but was too shy to make the first move. You know how I am around people. Always so tense and nervous, and fidgeting and stuff." He knows that the fact that some of it is true will help him be a lot more convincing in his lies, since he would be feeling less guilty. That's why he told the truth about his date being the one who asked him out and how he always get nervous around girls and women who are not part of his family or one of the teachers.
His mom nods and tells him to go take a shower. The boy complies, with a nice little smile on his face after he's walked past her. He is glad that she isn't asking him any more questions since he does not want to tell her any more lies. Jared feels no guilt lying to most other people but with his parents it's different. Much different. He hates going behind their backs. But this is something he has to do, since he knows his mom would just get livid if she finds out the truth about his relationship. She would be majorly pissed off that her son is actually dating someone who is older than her.
Jared closes the door to his bathroom. He strips, tossing the clothing into the corner. Then he enters the shower stall. The boy turns the faucet, waiting for a few seconds before stepping up under the stream of cold water. He really likes to shower with cold water because it is refreshing and helps keep him up on his feet. After that he brushes his teeth right away. Jared doesn't want to have any more snacks after the meal he has just had. The dessert was already more than enough. He then goes to his bed and lies down, switching on his phone.
He texts Lisa, asking her when she will be taking him out again. Even though he was threatened with trouble, Jared wouldn't have needed much persuasion had she simply asked him out in a more normal way. He does already like her a lot, just after one meal. Even before the date, she could have told him she wants to go out with him and after just a few seconds, he would have said yes to her anyway. He might have been just the tiniest bit reluctant because of the age gap. Not that he is ageist or anything. It just makes him raise his eyebrows a little.
She promises him she'll take him to a wonderful place for their next date and wishes him goodnight, before he wishes her the very same thing and switches his phone off.
.....
It's now been one week since Lisa and her son's victim first went out. She is a much happier woman now after Jared agreed to date her. At first she was a bit concerned that he only said yes just to avoid getting into trouble. Then Lisa is able to see how much he blushes when she teases him. She now knows how he is enamored with her. As for her, she is now falling in love with Jared. He is the perfect boy for her. She never thought that it would be possible for her to fall in love again after her husband cheated on and left her, but here she is.
Right now she is sitting next to Jared on her couch. Her son is away right now and she prefers it that way. Lisa has grown increasingly tired of seeing him. He spends all his time chasing tail and wreaking havoc, scaring smaller guys and threatening them into giving him their lunch money. No matter how much she tried, she couldn't rein Carter in, so she's now completely given up on him. She used to love him a lot, but he became such a jerk that she can't. Not after some of the things she did. Lisa is unable to bring herself to love her son after all that shit he did to other people.
She turns to Jared and then cups his cheeks gently, kissing him on the lips. He moans, opening his mouth, letting her probe inside with her hot tongue. It is the way they always kiss, with Jared being the submissive partner. Both of them knew it would be so right from the start of their relationship, because she is much older and experienced. He is also naturally submissive. Lisa then breaks away. "I want you to fuck me," Lisa tells her much younger boyfriend as she lies back down on the couch and prepares to take her spandex shorts and panties off. "Fuck the shit out of me and fill my pussy with your spunk."
"Honey, I'm not sure I'm ready for that yet," Jared says to her. She quickly gets up and rips her shorts and thong off. The angry woman then slaps Jared on his face with her moist panties. He is very taken aback by her actions as she growls at him, pinning him down and smashing her lips against his. He tries to gently push Lisa off of him but his hands find her huge tits and his prick gets hard, rising up in his trousers and pressing onto her bare, muscular thigh. "Baby, wait a second," he tries as she assaults his lips and ravishes them. "I was just saying I am not sure if....."
"No, you listen to me," she hisses as she stuffs her dirty underwear into his open mouth, silencing him. He stares at her in shock. "I'll remove the gag once you heard what I have to say, so that you can give me your answer." Lisa cups his balls through his trousers, squeezing his genitals gently. He moans into her used panties and she smirks. "You are going to fuck me today. If you do not fuck me, I'll tell Carter that I no longer care if he bullies you. He will take it up a notch. Maybe I'll even lie to him that you tried to rape me, so he'd hate you even more than he already does."
He gulps as she unzips his pants. Jared finally nods, saying "I'll fuck you today Lisa." Lisa smirks in victory as she now slides his trousers and boxers down. He might have been able to defeat Carter once, but it was by luck. Carter has left him since then but he doesn't want to risk getting attacked again. Plus he has already started falling for Lisa. He was only reluctant since she didn't tell him she feels the same. Now she is cradling his stuff manhood. Her fingers grip him tightly. She slides her fist up and down his rod, pumping his hard penis. Lisa squeezes the boy's erection and he moans from her action.
"Good," she tells him, licking his ear with her long tongue, nibbling the lobe tenderly. He shivers, trembling, skin shiny with a light sheen of sweat. Lisa also licks the sweat up and says "You're a smart boy, knowing what's best for you. I'll lie on my bed and you'll drive your cock in and out of me. You'll fill me with your semen. I want to feel all your seed in my womb." Her words are achieving their desired effect as Jared trembles from her touch, his prick now much harder than it has ever been. It is throbbing in her fist as she slides her hand up and down, pumping him hard.
She then leans down and wraps her full lips around the spongy head of his cock before sliding her pouty lips down to the base of it. His entire shaft is now in her oral orifice. Jared tosses his head back and moans as she begins bobbing her head up and down. He still couldn't believe this. His bully's mom is sucking his cock! Lisa is extremely talented at giving blowjobs. The pretty blonde has sucked off several of her commanding officers during her time in the military. Even before going to the Academy, she was already a proficient cock sucker. An inexperienced virgin like Jared has no chance against her.
"Oh my god!" he cries out. Lisa smirks around his penis then hums. It creates vibrations that rocks him to his core. He feels every bone in his body rattle as his far older girlfriend inflicts greater pleasure on him than he ever thought is possible. He never imagined he would get to experience something like this. It is a very sloppy blowjob, with the much older woman deliberately slobbering all over his prick to make it feel dirtier for him. "I'm cumming!" the nerd warns her ahead of his orgasm. She does not stop and keeps on going, sucking him off even harder. He loses it and blows his massive load in her mouth. The boy floods her mouth and she gulps his thick cream down as he spurts.
She then takes his small cock out of her mouth and tells him "Drench my pretty face in your thick cum." Her smile sets off even more eruptions as Jared fires ropes after ropes of semen on her face. He cums like a volcano, spunking all over his older girlfriend's face as she is right in front of him. Jared feels like he could pass out from the bliss as his balls contract to release more jizz onto her, his dick painting her face white with his cum. He decorates her cheeks in a lot of seed and she is now covered in his filth. He still keeps on cumming all over Lisa's face though. Eventually his climax ends and he stops blasting her with his jizz, by which point Lisa's entire face is soaked in his semen.
Then she takes his hand and leads him to her bedroom. Once there, she lies on her bed with her muscular legs spread apart. She caresses the forest growing above her hole and tells Jared "Stick your cock inside me. Fuck me with your dick and cum in my womb. I want to feel your cock and cum inside me now." The bookworm takes a deep breath to steady himself. He was already nervous before she sucked his cock. Now that he is about to lose his virginity, he feels as if his legs are about to collapse under him. He stares at her glistening labia, so moist with her nectar, and walks to the bed. Approaching her, he gets in between her strong thighs and presses the tip of his cock at her entrance.
Jared pushes in slowly, feeling a great level of warmth enveloping him. Lisa's tunnel is so tight and he moans from the friction as he buries himself inside her. "You're mine now," she tells him as he pauses, with his whole dick now in her hairy pussy. Her powerful cunt is muscular from regular fucking over the years and she clenches her firm Kegel muscles, wanting to surprise him with what she's capable of doing. It doesn't disappoint. He gasps in shock as he feels her become even tighter. Then Lisa says "Start fucking me now or I'll make sure my son bullies you again." Out of both sexual arousal and fear for his health and safety, he starts thrusting in and out of her box.
Her hairy vagina constricts around him as he fucks her. She smiles up at Jared as he grabs her huge ass and spears her cunt. He impales her with his weapon and plunges into her before taking the tool out and slamming the whole thing in all the way in again. "That's it, baby. I want you to fuck me even harder. Slam your whole cock into me," she orders in a sultry tone, her six pack abs visibly contracting as she engages her core. He drives in and out of Lisa harder and faster with each and every passing second. His face is screwed up with his concentration as he struggles not to cum too soon.
It's proving to be very difficult for him to hold off his orgasm though. "You are so tight," he moans, feeling her burning crotch searing his dick. Her pussy has a vice like grip on his cock as he fucks her and she grins at him, using her Kegel muscles to make herself even tighter for him. He is helpless inside her as she lifts her hips and fucks him back. Her cunt squeezes him and he grunts in an increasing level of pleasure, trying as hard as he can to prolong this, as he doesn't want it to be over too soon. It's his first time and he wants to keep on going for a bit longer if he could.
But the she says "Cum in my pussy. Fill me up with your cum." He loses control and cries out loud as his balls rise and his dick explodes. His cock now sprays multiple ropes of semen in her needy cunt, filling up her pussy. His eyes roll into the back of his head as he jizzes inside her, painting her womb with his seed. Jared cums bucket loads in his bully's mom as she cries out in triumph after having conquered Jared. "Like I said before, you are mine now," she tells him as he withdraws his deflating cock from her, his warm cum leaking out of her pussy.
He passes out on the bed next to her in the aftermath of his orgasm. She holds his face and caresses it gently. Lisa has decided she will let him rest for a while and watches him sleep over the next half an hour. After that's over, she gets up and squats over her head. Then she starts urinating on his face to mark him with her scent so other women could smell her pee on him and know that he is her territory. This also wakes him up and as his mouth opens wide in shock, she seized the chance to piss into his mouth. The shocked boy lies there and swallows her piss until she is done with pissing.
"I'll drive you home now," she tells him as he gets up from bed and puts his pants and boxers back on. She takes her boyfriend to the car where they get in. Then she starts the engine, driving to his place like she already did several times before. She drops him off not far from his place and he quickly walks home. He still feels butterflies in his stomach after having sex and getting pissed on. All in all, it was the perfect day for him and he loves it.
...
Three days after she deflowered Jared, Lisa is in her patio, thinking about how she can take their relationship to the next level. She is very close to being in love with him now but not quite there yet. He is such a sweet guy. It's just that they haven't been together that long. It is obvious that they need to spend time together. A lot more time than they did before. That will help to push it along a lot. So she checks her calendar to see when she'll be free and then call him to ask if he'd like to spend the whole day out with her at the mall. Jared says yes straight away.
She prepares herself, combing her long hair and applying makeup. Her face has a few wrinkles since she's now 44, but Lisa is still more beautiful than a lot of women in their 20s. Then Lisa also sprays her favorite Dior perfume all over her neck, wanting to smell good as well as look good. Once done, she ties a scarf around her neck and gets in her car. Then she drives over to a spot near Jared's place where she always wait before picking him up for one of their dates. It doesn't take long before he leaves the house and walks over to her vehicle, a bright smile on his face.
"Hey, darling," Lisa greets him with a kiss on his cheek. "Had a good day?" He pecks her back a second later and then sits in the seat. She then drives towards the mall while humming along to all the songs on the radio. Jared is pleased to see how good her mood is today. When she is happy, he is happy too. That's how the two of them have maintained a perfect relationship, with both of them knowing what the other party expect. All he expects is for her to be a strong, dominant person in his life, telling him what's best for him. All she wants is for Jared to be her own compliant, submissive partner.
"I had a great day," he tells her. "But it is so much better, now that I am with you." She smiles. He really is getting a lot better at sweet talking. It's probably because she taught him well. She's had a lot of experience in relationships and knows how to make one work. He just has to listen to her and do as she tells him to. She is much older and smarter than he is, after all. "So where are we having lunch today? Any ideas?" Jared asks. She shakes her head and tells him to choose "Come on, honey. I already chose the place on our last date. It is your turn now, right? Let's go to the place you want this time."
Lisa smiles back at him as she brakes at a red light intersection. Her grin makes his heart beat really fast. She tells him "The only place I want to be is with you baby boy." Jared turns bright red. He's blushing madly, looking like a tomato, his little cheeks even redder than they usually get when she teases him. Lisa is really full of surprises. She never fails to dazzle him with her coolness and the things she can come up with and say to him on the whim. "I love how easily I can make you blush," she muses as she reaches over to stroke his soft hair. Her action only turns the nerd boy redder.
When they arrive at the mall, she parks the car and gets out of her seat, moving around the car to open his door for him with a charming grin. Her smile is still dazzling for Jared, even though he has seen it a dozen times by now. She has a bad girl look about her, even though she is now in her 40s. Her energy is a lot greater than his and he is still a teen as well. But that's what makes the two of them so perfect for each other. He is just the kind of guy who would be more than happy to let her take the lead and follow her anywhere she wants to go. "Thank you, Lisa," Jared mutters shyly.
"You're welcome, baby," she replies in an earnest tone. The two lovers enter the mall hand in hand. She takes him to the bookstore first. After that, Lisa asks him "How about we eat at the new Italian restaurant on the fifth floor? I heard the food is great and reasonably priced too." He eagerly nods and they head to where the escalators are. Jared likes Italian food and so does she. It is now 11:00. They both prefer to have an early lunch most of the time and today is no exception. That way they can go to the cinema a few floors up and also see a movie before leaving too. All in all it is a pretty good day out for them.
Both of them order spaghettis. The two only have to wait for fifteen minutes. It is clear that the place earned its great reputation. Jared loves his very creamy carbonara. Lisa feels the same way on her seafood one. The nerdy boy is glad he listened to her when she suggested this restaurant. He has a lava cake for dessert while she orders crème brûlée. The desserts are just as good. After that the two of them pay the bill and head up to the cinema. While Lisa buys the movie tickets, Jared purchases some popcorn for the both of them. He takes the small boxes over to her and they go inside the theater together.
The two of them enjoy the movie very much. They cuddle under the blanket. It's a great film and both Lisa and her young boyfriend leave the theater very satisfied. After that they have ice cream and Jared accompanied her as she does an hour of shopping. Once done, they go to another restaurant for dinner. At the place, they talk about what they are going to do with their relationship next. Both of them are taking what they have very seriously and don't want to mess it up. But they also want to move forward with it too, instead of just staying in one place. They want what they have to last.
"I'm sorry if this seems too early to you and freaks you out," Lisa begins in an awkward tone, looking unlike herself in how uncomfortable she is coming off as right now. "But I love you. I really do. I don't expect to hear it back today but I love you so much, Jared. I know that you might still be unsure about having a relationship with an old lady like me, but could you think about what I just said and give some time to see if you might one day feel the same way about me as I feel about you? Please, baby?" she looks at him imploringly.
Jared grasps her hands in his and leans over the table to kiss her on her lips. "I don't need time to think about this Lisa because I'm already there with you," he tells her in a gentle tone. "I love you too and I want to be with you. I will never leave you. I did have some doubts at the start because of the age gap but that doesn't matter to me anymore. I love you and you love me, and that's really all that matters, right? Nothing else." Jared is glad to see his words bring a huge smile to her perfect lips as Lisa arches her elegant eyebrows and gives him a grin. Now back to looking like her usual mischievous self, he is very pleased to see.
"That's great!" she says. Then she has a pensive look on her face, frowning. "I have a question though. When are you going to tell your parents about us? I'd really like to know that. I love you and I want to meet your parents so we can get to know each other well. They will be my in laws one day, after all." Now he is the one looking slightly nervous as she sits there looking at him. Oh how he had avoided thinking about this! He knows his parents would be pissed off if they know he is dating someone who is older than them. The discussion isn't going to be a very pleasant one at all, and they both know that very well.
"I'll tell her today," he promises Lisa in a firm tone, letting her know he means it. "When you drop me off at my place, I will walk in there. I'll walk up to my parents and tell them about us. They'd get upset but I'm 18 now. They can not stop us from seeing each other. Even if they try, I won't let them. I'll move out of the house if I have to." Lisa looks so touched by his words, with some tears of joy actually spilling from her eyes as she sits across from him. She has never been so happy before in her entire life. The older woman loves her younger boyfriend so much and to have him say he loves her too and will stand up to his parents for her means a lot.
On the drive to his place, she asks him if he's really sure he's ready to tell his parents about the two of them being in a relationship. He tells her that yes, he is more than sure this is the right thing to do, and yea, he's ready to do it today. He isn't going to spend any more time in fear of how they are going to react to the news. Jared hopes they will react to it well, but even if they don't, he'll still carry on the relationship, with the hope that they will be able to adjust to it. It is all he can do since he is too madly in love with Lisa to even consider the idea of breaking up with her now.
When he enters his house, he could feel his legs tremble. He starts to feel what he never thought he would have to feel in his own home. Fear. Jared is ready to argue with his parents if he must but the prospect is still daunting. He is able to master it though, as his dad asks "Is everything alright, son? You look pale." Jared's mom also makes the very same observation. He takes a deep breath to calm himself down and look them both in the eyes, facing them one at a time, drawing forth all the courage lying in his veins. He never thought he would need to summon all his strength just to face his mom and dad, but here he is.
"I want to tell you who I'm dating," he says, much to their surprise. Jared has been very secretive about this, after all. They've started calling her the mystery woman, for crying out loud. "You two remember Carter, right? The guy who's been bullying me. Wait, mom. You do not have to worry. I'm not dating him. I am dating his mom." Both his parents are now gaping at him, stunned. "Don't worry about that either. I love her a lot and she loves me too. It's an important relationship to me and it would mean a lot if you approve. So please, tell me. Is this something you two can approve of? What do you say?" The boy deliberately omits how she is older than them, as their reaction is already alarming. He has no reason to shock them more.
Eventually, after half an hour of them shouting at him and him explaining himself to them, he's able to convince them to accept it, albeit reluctantly. Very reluctantly, on his mother's part. His dad is mostly cool with it now.
....
Carter is feeling a little angry. His sexy girlfriend only gave him one blowjob today. Usually she gives him three each day but today she said she'll only give one, because she is in a bad mood. He's now heading home with a grumpy look on his face. Oh how he wishes he could grab her hair and face fuck her roughly the way she should be fucked. How she always strut around in all of her tight, form-fitting dresses, thrusting out her boobs and ass, flaunting that meaty booty. And then she gets all coy and so no to anal, even after all the expensive gifts he bought her over the months.
As he enters the house, he could hear the sound of kissing coming from his mom's bedroom. He frowns. Carter's mom might be more than attractive enough to get guys but she hasn't done that before. He knows it. So why did she suddenly get a guy and who is he? Now that he thinks about it, she's been acting suspicious lately. Has she been seeing someone in secret? It is quite a possibility. The boy is curious and he decides to head to his mom's room to investigate, not knowing that he'll hate what he is soon to discover when he gets there. Oh, he'll definitely hate what he is about to see in her bedroom.
When he enters, he gasps in shock. His mom is French kissing that little dork Jared, her, thick long hair matted with some sweat. "Mom!" he yells, making Lisa look at him over her shoulder in surprise. "What the hell are you doing, making out with that loser?" She is now frowning at him before scowling as he refuses to leave the room. Carter then refocuses his fury on Jared. "And you! You little twerp. You get the hell out of my house right now and never come back, or else I'll tear you from limb to limb," he threatens venomously, baring his teeth.
"Listen to me, you dipshit," Lisa says to her son. Carter looks at her in shock. It has never happened before. His mom's never spoken to him this harshly. "I've put up with enough of your very shitty behaviour already. You're a cruel, selfish person like your dad." That stings him. He hates being compared to his father, more than anything in the world. And his mother knows that, yet she is still doing it. "Get out of my bedroom now. I don't want to have to deal with you. I would rather make out with my sweet boyfriend. Go on then. Go away or I'll drag you out myself if I really have to."
"Mom, you can't do this!" Carter is now protesting petulantly. "I am your son! Are you choosing him over me?" To his insurmountable horror, his mom nods. Jared looks equally shocked too but he then sends Carter a smug smirk. Carter feels like the whole world is dropping out from under his feet. He feels tears pricking his eyes as he balls his fists in rage. Then he lets loose a guttural roar and launches himself at them. Lisa is a lot faster though and as her son throws a clumps punch, she strikes his belly in a perfectly executed side kick, knocking him backwards, making him bend over, clutching his stomach in pain.
Carter stumbles out of the room, both physically and emotionally hurt. He knows he was a massive prick to Jared. The boy did it since he thought his victim would always be too weak to do anything about it. He stopped after Jared struck him with that blackjack. Carter had no idea Jared would then proceed to make out with his mom like this. It hurts so bad. It's the single most humiliating moment in his life. He could still hear giggling coming from his mother's room as that dork makes out with his mother. He couldn't believe his mom would betray him this way. Oh god, he couldn't believe it at all.
He collapses on the couch and waits there for another half an hour before his mom and Jared leave her room. "Oh, you're still here," Jared remarks casually, giving him a smirk. He is a lot more confident now that he knows Lisa loves him as much as he loves her. No more reason for him to skirt around the pompous jerk who made the last two years hell for him. He then turns back to Lisa and stands up on his tip toes to kiss her gently. She grabs his ass and squeezes, and he blushes. "Hmmm, I love it when you do that," he says. Carter almost throws up from the nauseating sight in front of him.
"This won't last," Carter says, getting up from the couch. He squares up to Jared. "I won't put up with it." Then he turns to his mom. "Mom, you can't do this to me. You can't date my classmate. This is messed up. I'm your son. Are you really going to embarrass me like this? Do you know how much my friends would tease and make fun of me for this?" He is even more shocked than he was earlier when he sees how his mom doesn't seem to care about what he is saying to her. She looks really nonchalant about her concerns, even shrugging like those don't really matter to her at all. This sucks so fucking much!
"You're my son, but you're also 18 years old now. I no longer have to let you live here," she tells him. His eyes go wide. She continues "At first I was going to keep letting you stay here until you get a job and can afford your own place, but now I've changed my mind. I'm giving you some time to pack your stuff up and move out of here. I don't ever want to see you again." Carter pales rapidly as he realises what's happening to him. For the first time ever, he is turning to Jared, not to bully him but to beg him for mercy with her eyes. But of course, Jared still remembers all Carter did to him.
He has no mercy whatsoever. The boy turns to kiss Lisa's cheek as she stares down her son. Her son no longer looks like his usual cocky self. "Please mom," he beseeches. "You aren't going to make your only child homeless now, are you? I'm begging you. I promise I'll stop being a bully. I'll even help pay for the water and the electricity. I'll get a job. Just please let me stay here." Then he turns to Jared. "I'm so sorry for bullying you, man. Please tell her you forgive and would be okay with me living here. Tell her that for me. I apologise for all the pain I've caused you in the past. Just give me another chance please."
Before Jared could say anything, Lisa says "Don't bother begging for mercy, Carter. Did you ever show any of your victims mercy? No? I thought so. Get packing now, will you? I don't want to spend any more time with you now than I really have to. Move your ass out of here as quickly as you can. You can go live with your dad if you want to." Carter breaks down into tears for the first time in nine years and Jared actually almost feels sorry for him. Almost. The thought of all the stuff this bastard did to him comes rushing back in an instant and he is back to feeling pleased with the way things are turning out now. Very, very pleased, in fact. It's worth celebrating.
Lisa watches as her asshole of a son goes into his room to fetch some clothes. The boy stuffs it into his bag, along with his laptop and iPad. She has always provided for him, buying him whatever he wanted. Her parenting was by all means very good. She did her best to teach him to be a decent human being, but he possesses a malevolent nature that lusts for other people's pain and suffering, and can only be satisfied by bullying weaker students. No matter how hard she tried, Lisa couldn't get her son to ditch the toxic behaviour and become a good person. Now she is going to have to let him go and start his own life, hoping the hardships will be sufficient to teach him humility. Hopefully it could make him a better person, although that's unlikely.
He leaves the house for the final time with a morose look on his face. It's now dawning on him that he should've been a lot nicer to people. This is just karma coming back to bite him in the ass. He's had it coming for a long time now. This is all his own fault and he has no one to blame but himself. No one at all. Carter sniffles and tries to hold back his tears as he walks away. He must remain his strong self and not let the pain get the better of him. It hurts so bad. The only person he really cares about, other than himself, has just casted him aside, and she did it for someone he looks down on too.
Meanwhile, Jared is talking to Lisa in the living room about what she just did a couple of minutes ago. "Are you sure about kicking him out?" he asks, much to her surprise. "As much as I hate him, he is your son. You don't have to kick him out just for me. I would be asking way too much of you." He looks at her earnestly. Even though he enjoyed the way Carter panicked, Jared thought his girlfriend was only saying what she said to scare him straight and make her son behave in a better way. As it turns out, she was completely serious about it and is now carrying through with what she said.
"It's okay, Jared," Lisa replies. "He had it coming for him with how he's been acting lately." She strokes her younger boyfriend's hair affectionately, giving a little kiss to his lips. He is so adorable in her eyes and she never wants to let him go. She never will, no matter what. "I love you so much. I don't want you to feel bad because you are not the only reason I kicked Carter out. I would've kicked him out sooner or later, even if we are not dating. I couldn't stand to have him around much longer. He's too much of an obnoxious prick like his ass of a father. I'm glad to be rid of him."
The two of them go back to her room. She proceeds to fuck the shit out of him and then cuddle up to his passed out body. Lisa loves him so much. The fact that he is concerned about her feelings after she kicked Carter out is touching, oh so touching. It makes her love him even more and she can't imagine a life without him. She is heads over heels in love with the boy now and she knows it. She will never, ever break up with him. As soon as Jared graduates, he and Lisa will get married. Lisa will make sure of it. She knows what she wants and she wouldn't stop until it happens.
She feels the need to pee and grabs his shoulders, gently shaking her boyfriend awake. When she tells him what she is about to do, he only smiles up at her as he opens his mouth. Lisa smirks and starts pissing into her cute boyfriend's mouth as he lies beneath her hairy twat and gulps down her warm urine. She is releasing a powerful jet of piss into his waiting mouth and he eagerly swallows all of it down. Once she is done, Jared flicks his tongue out for her to use as her toilet paper, showing her he knows his place well.
...
It's now been two days since Carter has been forced to leave home. He has now had enough time to think about how he messed things up. The boy now knows he was in the wrong, and that it is his own fault he is now a homeless person. Still, he couldn't get over the feelings of resentment bottled up inside. Yes, he's been a jerk, but does that warrant his mom kicking him out? Then he again sees the flashes of memories of how he treated other people, ignoring the way his mom asked him to stop. Yes, I do deserve this, he realizes as he sits down in an alleyway.
But then Carter realizes something else as well. If he could change, maybe his dad could too. That jerk might be a lot better now than he used to be. The boy could feel his heart racing. He can still remember his dad's address, assuming the man didn't move. Carter's heart is nearly popping out of his chest with how fast it's beating right now. He is so anxious, nervous about what he's going to do. It could be the dumbest decision of his life, or it might end up being the smartest one he ever makes. It could go either way, really. He just has to see if it would work or not.
He checks his wallet and finds that he has enough cash to take a bus over to the part of town where his dad is now living. It's enough for a trip there. He gets on a bus and sits on a window side seat. The boy looks out the window and thinks about all the terrible life choices he made. Carter can't take any of them back, but he knows he can avoid doing the same things again in the future and that's what he's going to do. He will pay his dues and become a much better guy than he was before, because he can now see the error of his ways. He's repented of his misdeeds and will try to atone for them however he could.
After 45 minutes, Carter arrives at the street. He gets off the bus and starts to walk in the direction of the house with a look of grim determination set on his face. The boy finds the house he's never thought he'd see again. He knocks on the door for a moment. Carter waits for a couple of minutes before he could hear the sounds of footsteps. The door swings open. He gapes in shock at who he sees. "Dad?" he says, looking at the man wearing a priest's robes. His dad was most definitely not a priest the last time they met, but it's clearly Carter's dad's face. "Why are you wearing this?"
"Carter! I didn't expect to see you again?" his dad Jones mutters in surprise. He then invites Carter inside his house, closing and locking the door behind him. "After me and your mother divorced, I did a lot of thinking. It made me realise how wrong I was in the way I treated you two. I was horrible. I was a terrible example to you. In the end I ended up turning to God, and here I am now." Carter couldn't believe this. He didn't think his dad would ever be capable of changing his ways, and yet here he is. An actual priest! This is just unbelievable! He pinches his own palm to see if he's dreaming and it turns out that he isn't!
"Well, that's good to hear," Carter says as he finds the kitchen and probes inside the fridge, looking for anything he could eat or drink. His father is staring at him curiously, wondering what brought him here today. Carter feels unsettled by being in the same room as his dad again. He did think about helping his father overcome his past alcoholism and terrible behaviour but can now see that his dad already did that on his own. It makes him feel, for perhaps the first time ever, proud of his dad. "Sorry for showing up here unannounced, by the way. I would have given you a call first, but I guess I was too nervous to do that," he tells his old man.
"No problem," Jones replies as he makes himself some salad. His son is very glad to see that he doesn't have empty beer cans strewn around the place anymore. "So what are you doing here?" he asks the boy. "Not that I'm not glad to see you. I'm really happy you're here, kid. It's just that I was a massive jerk to you. I couldn't see why you would want to meet with me again, after all the stuff I did." He sits down on the couch next to his teenage son, looking at Carter expectantly, waiting for him to say something, anything. "You can tell me. I'm here for you this time. Just tell me what it is, alright? I know I was horrible to you back then but I won't be that way anymore."
"Mom just kicked me out," Jones' son tells him. Jones gasps in shock. "But I deserved it. After you left, I became an insensitive asshole. I regularly bullied other people and ignored mom when she told me to stop. She did the right thing, really, sending me away only after she could not put up with me anymore." Carter then turns to look at his father carefully, trying not to appear too weak. He feels very fragile right now, something he once swore he would never, ever feel in his dad's presence. "I know what I'm asking for might be a lot, but could you please let me stay here with you? Could I live with you, dad? Please?"
"Of course," Jones says. "You can live with me, son. I'm sorry that I was a horrible father to you before, but I promise you I'm different now. You can live here." He embraces his son for the first time in a decade and Carter now knows everything is going to be alright. He will be fine. He has his dad now. Later that day Carter deletes all pictures of his mom from his phone. He will always have a place for her in his heart but now it's the time for a new life. Carter has to move on from the past and learn to let go. Forgive himself and start over, because that's the best thing to do now. It's the only thing he can do at this moment.
........
Meanwhile, Jared is cooking in Lisa's kitchen. He is humming happily to himself as he thinks of what the future entails for him and his older girlfriend. Lisa is all he ever wanted and she loves him just as much as Jared loves her. Unbeknownst to him, she is out there buying a gold wedding ring for him right now. She has made plans to propose to him a few weeks ago and is going to do it today. He doesn't know it yet and is still preparing the food for her when she returns home an hour later. She gives him a peck on his lips as she takes the bags into her room and set them on her mahogany desk.
"Hi, baby," he says to her once she is back in the living room. She's wearing a gorgeous blouse today, one which looks even better on her. Lisa says it back to him and gently sniffs his hair, making him blush. "So how was your day today Lisa?" Jared asks as he continues to work on the stew. He is quite a talented cook, having worked very hard to hone his abilities in the kitchen. Everybody who's ever tasted his food says that he is excellent. Not that he ever brags, of course. He is a very humble boy. He's always been humble about his skill, as great as it is. "Did you get the handbag you told me you really wanted, baby?"
"I got something else," she says to him. She makes him sit down and then gets on her knees in front of him, as Jared raises his eyebrows curiously. "I know we have a massive age gap and you're still really young. Some people would even call me a cradle robber for dating you. But none of that matters to me. I love you and I will never let anyone or anything take us away from each other. You know that, right?" Jared nods and Lisa smiles before popping the ring box out of her pocket. He stares in shock as she asks "Jared, will you marry me?" looking at him with full confidence.
The boy nods with happy tears in his eyes. He gets down on his knees next to her and wraps his thin arms around her neck, kissing her passionately. "Yes!" he cries out. "A thousand times yes! I'll marry you, Lisa. Oh I love you so much and I can't wait to get married to you." Lisa smiles upon hearing this. She has already known for some time that he is in love with her but was still afraid that he might think they are moving too fast and want to slow down. Thankfully, it's clearly not the case, as he is as excited about the two of them tying the knot as she is right now.
"Great!" she says and sits down at her chair. She watches him finish cooking. Watching her boyfriend cook is a hobby that she really enjoys. Lisa loves how he looks as he focuses on it with a very intent expression on his usually docile face. "I've already got great ideas about where we can hold the wedding. It'd be a huge ceremony. We'll invite all of my friends and colleagues. It's going to be perfect." She goes on and on, telling her fiancé how she would make it totally wonderful for them as he listens to her with a subservient smile on his face. He knows he made the right choice saying yes.
The two of them make love on her bed after the meal. Afterwards, he lies in her arms as she kisses his cheeks. Jared looks at her with love in his eyes as she caresses the ring he is wearing, the ring that she gave to him as a symbol of her love. "I will never take this ring off," he promises Lisa sincerely, bringing up his hand and kissing the golden band. She smiles and strokes his hair. They lie there together, enjoying the feeling of each other's soft skin, with hers also hiding the ever present layer of muscle underneath. Lisa, ever so powerful Lisa. God, he loves her so much and he will spend the rest of his life with her.
Over the next four months, they work on preparing their wedding tirelessly. Lisa has a lot of money and is able to book the hotel she wants in advance. She is also highly organized and got a lot done in short time, with Jared also supporting her through this. All in all, it isn't too difficult for her to arrange a beautiful wedding for them. Her fiancé is happy to go along with all her ideas as she proposes them, knowing that her taste is much better than his. She puts a lot more time into this than she ever put into anything else before. She really wants it to be perfect and knows it will be with enough work.