Co-Written by Jss2141

The city of Springfield was the home of many crazy people alongside its shenanigans that could start at any moment, but right now there was a certain woman by the name of Luann Van Houten who was going through some difficulties in her life, after so many years of being married, she had finally gotten a divorce from her husband Kirk.

Sure it's not like she didn't think about how this would affect her son or her life, even when she felt free from not being around that excuse of a man anymore, things didn't feel the same now for some reason. Now that she was there, alone in her room with nothing but her thoughts while her son was with The Simpsons as always following his best friend Bart, that left her with more free time on her hands, and honestly? It was so DANG boring!

"Uhhg it's been months already but im so bored, at least when he was around I could spend the time screaming at him"

Luann stands up from her bed and goes to look at herself in the mirror, noticing her big and ample breasts, the size of a pair of basketballs stretching her shirt for freedom, a flat stomach that did not show a day where it got useless fat on it, and wide hips thicker than a bowl of oatmeal that would accompany her curvaceous big booty hugged by her pants. Even after all this time, she looked this amazing?

"You know what? No time to mop around, I am a free woman with time on her hands and I am going to spend that to the best of my abilities!"

*Springfield-Mall*

With the newfound conviction to herself, Luann decided to go to the mall and have some fun by herself and try on some clothes, there was this one new store that opened recently that she heard had nice products for cheap prices since it was new and it wanted to attract people before things got expensive in the future, it was so new in fact that it didn't even have security cameras yet, looks like the owner went all out in trying to stand out from the rest of the competition.

"Hmmm…Let's see what we got here, oh! This tank top is really nice"

Even though it was quite crowded, somehow Luann managed to get herself an empty booth to change in, which made her feel quite lucky as if things were starting to be different already. Looking at herself in the mirror she proceeds to unbutton her shirt and let her big girls out to breathe. She surely needed a bigger shirt to use, this one was getting too tight for her liking.

"Hmm…" She looks at her backside while taking her pants off slowly "Dang I look so good" Luann said, while she moves her body, which in turn shakes her big butt "Not bad I should say myself"

But while the blue-haired woman giggled to herself in the joy to see that her body is still sexy, someone else was there to see that too, it was there ever since Luann got inside the booth, at first she didn't notice but when the sound of breathing started to get a bit louder, she started to be confused.

'What is this that I hear?'

That was the sound of someone breathing, but not the type where you're out of breath or out of boredom, it was the heavy breathing of which it wanted something, almost like excitement. When she looks around first to try and see the source of it all, she then looks at the mirror again, this time noticing an eyeball poking through the curtains.

'Oh my god!' She mentally gasps while keeping her cool.

Apparently, someone was spying on her, someone had the balls to try and spy on her in the changing booth like it was the most common practice around, with no fear of getting caught. This should make her furious, to go out there and show that person a piece of her mind…but then again was this really a bad thing? She had felt unattractive lately after so much stuff happened, but the fact that someone was spying on her made her feel flattered, the weirder you think, but it was true.

'Maybe this is what I need, now… let's see who you are' "Oh man, this bikini that I am about to put on is so small I can barely think about using it on my naked b-"

She stopped before suddenly turning around and shoving her hand through the curtains, grabbing the hand of whoever was spying on her and pulling him or her inside the booth. There was a little struggle but Luann was stronger, when it was finally revealed who it was, she then let out an audible gasp at who it was.

"You?"

It was a teen, he wore a purple beanie, a black short-sleeved T-shirt emblazoned with a menacing white skull, blue jeans, and black and white shoes. It was no other than Jimbo Jones, one of Springfield elementary school's notorious bullies and he seemed scared.

"O-oh shit, uhm…it's not what it looks like?" He said, trying to defend himself.

"Mmm hmmm...and what exactly DOES it look like to you?" Luanne asked, putting her other hand on her hip while keeping her grip on Jimbo's wrist.

"Um...Well...you see..." Jimbo said, tripping over his words as he pulled his collar.

"You were spying on my changing, weren't you? Little pervert, I should call the cops on you" Luann said starting to let her anger rise.

"No Please! Im sorry, it's just that you were looking so smoking hot that I couldn't control myself, mam"

And that was it, that was EXACTLY what she was looking for, confirmation that she was still a stone-cold fox.

"You...you think im smoking?" She asked as if her ears had failed her.

"Uhm...yeah? I thought it was obvious, I would not be here right now if you weren't" Jimbo said, confused.

Luann's eyes then start trailing down before seeing an amazing sight, and that was the tent that the teenager was pitching onto his pants.

'Oh my! It's bigger than Kirk, way bigger in fact'

A new idea suddenly popped into her mind, making her slowly smile at Jimbo in a devious way and making him nervous yet also aroused.

'Oh god, why is she looking at me like that?!' Jimbo thought with a gulp.

"Ok boy, listen to me because I won't repeat myself," She said, letting go of him "Since you had the balls to come here and spy on me, your going to remain in here and be useful" She turn around showing some of her amazing curvy ass "I need to put a few clothes to choose which one is better and I need a judge"

"J-J-Judge? Me?" Jimbo asked, still nervous and staring at her ass.

"Yes, you are going to be my judge," Luanne said to him,.

She then grabs his face and turns his body around.

"When I say you can look then you give me your opinion, let's see if you understand fashion"

Luann laughed before she started to undress right there and now.

It was strange but very empowering, telling a young man what to do when he's done wrong. Almost dominating in a way and Luann liked this feeling.

"Hmmm...Ok turn around now and tell me what you think of this choice?" She said with a hidden smirk.

"Uuhm ok but im not sure I can hel-"

Jimbo then gasps in surprise, eyes widening as he sees the woman in front of him wearing a two-piece red bikini that was a size too small, hugging all the curves of her hips, thighs, and her amazing breasts tightly.

'S-SHE NEVER SAID SHE WAS TRYING ON BIKINIS!' He thought in shock.

"Well? What do you think, Jimbo? I'm waiting." Luann said as she put her hands on her hips, posing a bit with a slight lean to the side. "Judge me, big boy."

"Y-You look, fantastic mam, truly breathtaking," He said before pulling his collar as if to let out some steam "Honestly your husband must be really lucky to have you"

"Oh...yeah you must not know a lot about my family, first of all, thank you for the compliment, and second of all yes he was but no longer," She said with pride as if divorcing Kirk was her best accomplishment.

"What? He divorced someone as hot as you?!" Jimbo blurted out in shock.

Luann snorts as if to contain her laugh "Dont joke around kid, I was the one who dropped his ass"

"OH! OH! Yeah...that makes a lot more sense, I guess." Jimbo said, blushing a bit as he rubbed his head a bit as looked away.

"But it's sweet of you to say that, calling me "hot" didn't you?" Luann asked with a smile, leaning a bit closer to him.

He stares at her amazing cleavage, all that boobage so close making him gulp "Y-Yeah hehe he is that a crime? Surely you hear that all the time right?"

Luann chuckled at this, feeling more flattered by the second as her large breasts jiggled as well.

"Not as much as I would think but thank you," Luann said before she turned him around again. "Now, no peaking while I try on the next outfit for you to judge."

"Then they are blind," Jimbo said crossing his arms "I may not be smart as a nerd but anyone who doesn't see you and gets hard right away is just blind"

'Once again, he's earning points.' Luann thought with a hidden smile, grabbing her next outfit.

"A-Are you looking for anyone?" He asked her.

"Like what? Getting back in the dating game?" Luann said, looking at the mirror as if she wanted to secretly look at his expressions even when when he wasn't looking at her.

"Well...yeah. I mean, I'm not saying I could go for you, you're a very attractive lady and you're age doesn't matter but I just-" Jimbo said, fumbling over his words again.

'Fuck! What is wrong with me?!' Jimbo thought as his blush grew brighter.

"Well, aren't you a smooth talker? I bet all the girls are fanning for you huh?" Luann said, trying to hide the amused and sarcastic tone from her voice 'At least with a boner like that you got my attention'

Suddenly, Jimbo found himself frowning and losing his blush as he slouched a bit.

"Not really, my...girlfriend, Shauna, sort of dumped a couple weeks ago," Jimbo said, scratching his neck.

"Shauna? Oh yeah, I know her, isn't she that reckless and fickle teenage girl, the daughter of Principal Chalmers? I always saw her as being kind of a delinquent. Dont beat yourself up too much boy, girls like that are just trouble"

"I...guess you're right but I and she had been together for so long. It's not that easy to just...move on from someone you loved with so much of your heart." Jimbo said, sighing a bit.

"Well, as the saying goes. "There's more than one fish in the sea." If you let yourself, you'll be able to find love again someday." Luann said to him.

One moment later and the milf was ready with her new bikini before poking his shoulder to make him turn around and see her again. Jimbo couldn't say anything because the bathing suit was once again, barely covering her sexual body! Not because it wasn't too small but because it was a V-shaped style long thong!

"What do you think of this one?" Luann smirks while leaning downwards to make sure her cleavage is showing at full force while putting her hand behind her head.

"Uh….uh….." Jimbo let out, his blush going supernova as his pants turned into SKINNY jeans with how tight they felt!

'MOTHERFUCKER, WHY IS SHE SO HOT?!' Jimbo thought.

"Cat got your tongue huh? Well, How about you tell me this, how far did you and Shauna go?" She asked, curious to see what he would say.

"Uh-Uh-Uh-Uh-uh first base?" Jimbo managed to say, finding his voice in his dry throat.

"First base? Not even a second? My, Shauna sounds like such a tease." Luann said before giggling, her chest bouncing with every giggle.

Jimbo looks at that bounce with focus "Y-Yeah she was, sometimes she even promised to go further with me if I bought something for her, but between you and me she is not even that good of a kisser, maybe because she didn't really put that much effort with me"

"Yep, classic tease if I've ever heard one," Luann said with a nod, crossing her arms.

Jimbo starts covering his crotch while biting his lower lip "Mam I dont wanna sound rude but can I go now? It's getting difficult to stay here"

"Difficult? Why would it be difficult to stat in her with little old me?" Luann asked before looking "sad" at Jimbo. "Were you just lying about finding me attractive just so I wouldn't get you in trouble?"

'A little white lie will help grease the wheels.' Luann thought.

"No no no! It's not that! You are a very beautiful and very sexy woman, I would never deny that! It's just-" Jimbo said, fumbling over his words again.

"You're just too sexy for me to stay here without getting a major erection! Like geez, how can someone have such a dynamite body like that, anyone would be lucky to have you as a wife for at least a week" He said in a rush, as the blood flow went straight to his pants.

This was the exact answer Luann wanted, smiling at Jimbo before giggling once more.

"You're such a nice and honest gentleman, maybe I should give you something in return for all that flattery since you seem to have lost your girlfriend huh? What do you say?"

"U-Um, okay...but wh-what do you have in mind?" Jimbo asked, still nervous.

"Just this," Luann said, slowly walking towards Jimbo and gently grabbing his shoulders.

"WHOA! U-Um mam?" He said, feeling really nervous.

"How would you like to make my day a bit more interesting big boy?" Her boobs were pressing against his chest.

The feeling of her nearly bare boobs on his chest made Jimbo's heart race and his pants tighter, slightly sweating as he tried to keep his eyes on Luann's face.

"OooH god," Jimbo said, his voice a bit more high pitch but he still managed to speak "I...would love that?

"GREAT!" Luann said before moving closer and kissing his cheek. "MWAA!"

Jimbo gasps in astonishment before he stands there looking like a statue before his brain interprets the kiss on his cheek as a green light for him that the coast is clear ahead. He looks at the milf in front of him before he himself grabs her face and kisses her too but on the lips. Luann was surprised by this, greatly surprised by this, but she didn't pull away. Instead, the show moved closer to deepen the kiss with the young man.

'He is quite bold! I think I like this, a man who knows what he wants and takes it for himself' She said, enjoying this more than she thought she would with her boobs rubbed against his chest more.

She moved closer to her, wrapping her arms around his neck and one leg around her waist. While his hands went straight to her booty cheeks, wanting to grasp those hams firmly and closer to him.

'Oh yes! Knead my ass like it's a ball of dough!' Luann thought, moaning as she jumped and wrapped her legs around his waist.

In a feat of surprising strength, Jimbo managed to hold her up and moved to push her against the wall as their kiss turned into French kissing!

'I can't believe this! I am kissing this milf in a public store! I feel like a porn star!" Jimbo said as his boner was rubbing against Luann's inner thighs.

'AHN! H-How is he lifting me? He didn't look that strong before oohhhn god I can feel his boner rubbing on me, this is making me hornier than antecipated' She thought to herself, while still making out aggressively.

The two of them were completely ignored by the outside world or were so quiet nobody could hear them, but they didn't care. They just wanted to enjoy this hot, lustful moment and didn't want it to end anytime soon!

Jimbo broke the kiss before speaking "You're so hot Mrs. It's like my dick is going to tear a hole through my pants to get closer to your thighs.

Luann regains her breath saying "And you're surprisingly hung and strong for a teen, how about you show this lady what you're packing ?" She said, no longer caring about the age difference or where they were.

"Really? Here? That's kind of kinky." Jimbo said with a grin, waving his eyebrows.

"What's the problem? Afraid of a little bit of danger in the mix? Surely a bad boy like you is used to this" She said with a wide grin.

Luann had to assume Shauna was at least risqué in her relationship with Jimbo when they made out in certain places. If not, Luann would be more than happy to fix that right now.

"No, no. I just wanted to know if it was alright with you." Jimbo said, keeping face.

"Yes it is, a fact I think this is just what I need right now" She whispers in his ear "A bit of danger"

She kissed his ear before pulling away, grabbing the back of her bikini, and undoing it.

Revealing what the guy wanted to see since the moment he started spying on her, as Luann's big jiggly tits are now exposed.

"OH, my god," Jimbo said with a low voice and wide eyes, his jaw dropping at the sight of her sexy body in the nude.

"Like what you see?" Luann smirked while looking at his face full of arousal "Put me down and conserve that energy for something else"

"Yes, ma'am," Jimbo said, nodding to her as he slowly placed Luann back on her feet.

'Thank you god for whatever happens next.' he thought.

Luann smiles before getting on her knees as her arms latch themselves at his pants, slowly undoing his belt so she can easier remove his pants.

"Good, now let's see what you're hiding down here." She said, pulling his belt away and slowly pulling his zipper down.

*Whap!*

From his prison raised up the mighty meatstick at its throbbing and rugged form, ready to face the milf in front of it, showing its dominance. Luann leaned back and gasped at the sight of it, the size and girth being nothing compared to her ex-husband or even her ex-boyfriends.

'Dear god, what are teenagers eating these days and why couldn't Kirk have it?' Luann thought.

"Sorry isn't it big enough?" He asks, feeling embarrassed.

"Are you joking?! This thing is massive" Luann said, perplexed.

"Oh! Well I never really showed my dick to anyone before besides myself, and even though I have seen plenty of porn I never knew if I was big or not, it's kind of weird having to search for that stuff on the internet"

"I see but from my view, it looks pretty big. Almost an entire foot long." Luann said, looking over his rod.

"Aww shucks, you flatter me hehe. Would you mind uhm...jerking me off ?" He said, not wanting to order her around but trying a bit of it anyway.

"Jerking you off? I think the proper term you mean is "hand job."" Luann said with a smirk.

"Yeah, sorry. Would you mind, giving me a hand job?" Jimbo asked, correcting himself.

"You dont have to tell me thrice," She said before wrapping his manhood with all five fingers of her hand and slowly starting to rub it.

Jimbo was already blushing as he moaned softly, leaning back against the wall and shutting his eyes to fully enjoy his first-hand job from a smoking hot woman, something Shauna would never give him.

'Fuck, Shauna. I'm never getting back with that bitch' Jimbo thought, feeling great.

'Dang look at this thing, it's so tasty looking. I just want to shove it in my mouth already' Luann thought, licking her lips.

But Luann wanted to test him first, she wanted to see how long he can last with just a handjob before moving on to something steamier.

So she started not just speeding up the way she was rubbing his member, the milf also went and fondle his balls gently to see how he would react to her touch going further.

"OOOOH! OH fuck." Jimbo said, covering his mouth to not be too loud.

He had never had his balls fondled before and he liked it, he liked it very much.

'Heh, still got it' Luann thought to herself, pleased she still knew how to please a man and that being with the excuse of a lame one didn't hinder the skills.

"Oh man, Mrs. Van Houten your gonna make me lose my mind"

"Don't lose it, just yet. We're only getting started." Luann said, moving closer to the cock before giving a small like on the tip as Jimbo jumped from it. "Mmm, the taste is already good without the cum icing. I can't wait to have a nice mouthful when you're ready."

"I-Im ready," He said, breathing heavily, already wanting to stick his member deep in her throat and hump her.

"Good. But you better brace yourself, it might feel a little strange." Luann said, slowly opening her mouth and moving it to the tip.

"Oh im sure I can handle a bit of ohhhgm!" Jimbo stopped mid-sentence as he felt her getting her mouth on the tip of his manhood "OoH! OHOhhmm"

Jimbo couldn't' stop himself from singing like a young choir boy, covering his mouth at the sensation of his cock tip being sucked by Luann before she moved down to the rest of his cock. She reached the halfway point before she pulled out to suck at a slow speed.

'S-Such an unreal feeling, I never got close to something like this with any girl I have ever dated' Jimbo thought, biting his lower lip.

But Jimbo was wrong, this wasn't a girl. This was a WOMAN, a woman with experience in a large variety of sexual and pleasurable activities. She was going to teach him well. VERY well.

He started moving his hips back and forth out of reflex from what she was doing to him, Jimbo just felt like he had to fuck her mouth frenetically. Luann didn't fight it as she relaxed her throat, moving her hands to hold his hips and guiding him to thrust down her throat.

"Uh! Uh! Uh! Uh! Ah! Ah! Ahn!" Jimbo moaned in satisfaction from the sensation of facefucking such a milf right there and now 'Im gonna cum at any moment'

'Come on, I know you can last longer. Show me what you've got.' Luann thought, twisting her tongue around his shaft as she sucked harder.

He stops holding on to her head and clenches his fist hard until it turns while moving his hips, trying to contain himself, feeling it to be harder than ever.

'Fuck! Fuck! Fuck!'

Seeing him struggle, Luann felt herself giggle a little as she continued to move her head with his hips. Silently counting down to when she could tell he was going to blow his load.

"Im sorry b-but I dont think I can hold on any longer, I really want to shoot..."

Luann pulled off for a moment and winked up at him.

"Then aim and fire, right down my throat!" she said before gulping the massive cock back down her throat.

"Uuugh" Jimbo hold on to her head again and humped her as fast as he could for a few seconds before he grunted, finally cumming as hard as he could inside her mouth.

"UGH!" Jimbo groaned as he gushed down her throat, making Luann moan as she swallowed as much as she could.

Her cheeks even puffed from how much Jimbo let out but she still didn't spill a drop!

'Damn, this kid had this much in the tank? Does he even jerk of or what?' Luann thought before removing herself from his dick and swallowing all of the protein.

"Aaaaah." She let out, showing Jimbo her completely open mouth free of any cum inside.

"Whoooa, that was crazy. I never came this much before and it felt so amazing too" He said, looking like he just reached nirvana.

"You think that was great? Wait until I actually start trying" Luann said, loving this too and wanting more.

"T-Trying?" Jimbo asked in shock, looking down at Luann.

She smiled before turning around and then bending over before putting her hands on the wall while the mirror reflected them.

"Not now, of course, this place doesn't have enough space for me to run wild, so this position is good enough. Now, how about you show me what you're made of?"

"Oh yeah," Jimbo said in a deep voice, feeling his cock going straight and ready once again.

The teen proceeds to grab her by the waist and aim his member at her special flower one inch away from one hump, he then breathes in and out to calm down.

'Let's do this!' He said before moving his hips back and then forth with one big hump! Since she was a woman and not a virgin girl, he didn't have to worry about being a bit rough.

"Mmmm! That's it." Luann moaned, biting her lip as she rocked with his thrusts.

"I-Its so warm and tight, this feeling can't be replicated by anything"

"Damn right it can't. This pussy is one of a kind and it's all yours." Luann said, moaning as Jimbo began moving faster.

"Uh! uh! uh! Oh yeah" Jimbo moved faster, holding on to her waist "I can easily get addicted to this"

Luann didn't want to show but she was feeling a lot of pleasure by having such a huge dick finally meet her cave, she was out of shape since her husband's pathetic dick could never stretch her up as this kid did.

'I have to make him cum before I do!' Luann thought, needing Jimbo to give out before she did to show she was the more experienced sexual partner.

So she tried moving her hips against his instead, taking out a bit of his groove to try and dominate the pace.

She was even able to push him against the changing room wall to keep him from moving as much as she.

"Ooh!" Jimbo moaned from that.

"Hope you dont mind me taking the lead for a few seconds," She said, licking her lips.

"N-No mam"

'Oh god, I don't think I can last much longer!' Jimbo thought, enduring the dominating pleasure he was feeling.

Was he even supposed to cum inside her? She sure seemed eager for him to do so. Either way, pulling out at the last minute or just letting it out inside, Jimbo only had about two minutes left before he came.

"How about you try smacking me a little bit? This ass aint this big just for show you know" She said, stopping her motions and doing more of a jiggle move to emphasize what she meant.

"What?" Jimbo asked in surprise.

"You didn't hear me? I said I want you to smack my ass. Give me a little smack." Luann said, repeating herself so he could properly hear him.

'Whoa...Shauna would never let me spank her ass, she said it was childish and demeaning, this milf just gets better and better. Maybe I should not bully her son too much anymore' "Oh I give you a little smack alright"

Jimbo raised his hand before landing a big ol slap to her left phat ass cheek, which jiggled nicely like jelly, soft and nice.

"OH! Yeah, that's it! Spank me, daddy." Luann said, moaning in glee.

Kurt never spanked her like that, his hit was too weak!

Jimbo gasped 'D-Daddy? Whoa...I kind of like the sound of that' He thought, getting even hornier if that was possible "You slutty bitch, look at you" He said smacking her again "Acting like you're in heat in a place like this"

"Hmmm, I don't care! I need this! I need you and I love it!" Luann said to him, pushing him more against the back of the changing room!

"oOH Fuck! Then allow me to fill you up to the brim with my seed you bitch" He said, moving faster and harder ready to blow inside her at any second.

'Yes! Yes! Fill me up!' Luann thought.

Jimbo grunted while biting his lower lip, trying to prevent himself from moaning too loudly, shooting rope after rope of thick semen deep within her womb. Luann nearly screamed in pleasure as she covered her mouth, muffling her screams as she felt herself releasing on his cock.

'Dang! It's so much, it's like im being filled to the brim, Kirk was never able to cum even a quarter of this'

By the time Jimbo had finished his grand BURST that had been unleashed, he pulled out and slid down to the floor with his back still against the wall as he let out a sigh of relief.

"Ooh...Ohh man...ahn that felt...Out of this world"

"Mmmm. Yeah, it was." Luann said, her legs wobbling before she slowly lowered down to lie in front of Jimbo.

"Im surprised no one heard us, we were quite loud in a few moments," Jimbo said, smiling profusely.

"I guess they were kind enough to mind their business, I don't think we're the first ones to ever do this here," Luann said, slowly pushing herself up and laying against the wall next to Jimbo.

*Meanwhile out of the Booth*

''Sir, I think someone is getting frisky on the booth" A familiar blonde-haired woman with big boobs said.

"Oh that's normal, every store needs at least one of those, besides we used too much money on propaganda for the store so we dont have cameras, just give the cleaning duty to the intern and focus on the clients for now," The manager said.

"Are you sure, sir?" The woman asked, tilting her head.

"Positive." The manager said.

That day Luann learned that she was still really damn attractive and not just that she had sex with a hung young man in a clothes store, that was a wild day to tell someone one day who knows, but one thing was sure. She still had it! With a heavy sigh, he then lands it on the floor like a loud metal *THUD* before rubbing the sweat off his forehead.