A\N: Gonna be honest here, I almost gave up this story, but somehow I got myself up and running on it again so please accept this chapter.

Bart Simpson always was the kind of boy who would enjoy throwing pranks at others and getting into the craziest of situations since he rarely thought about the consequences of his actions, after all, he was a Simpson. However, the last stunt he pulled made his life a little bit more...complicated. The boy had sneaked into professor Fink's lab and stole some sort of pills they were supposed to make man more manly, and since the prankster was a curious one, once back home he took some of it with a glass of water.

Do you want to know what happened after that? Simple...the next day Bart felt something weird on his pajama pants when waking up, looking inside to see what the heck was going on, Bart notices that his balls have gone swollen to the size of softballs, so much that the bulge was visible to a degree anyone could see, and his wiener had enlarged itself to a huge throbbing cock.

"Ay Caramba," He said looking at it.

Normally Bart would try to hide the shit he did at all costs but this? No pair of pants, shorts or duct tape would hide what he was packing, sure there were a bunch of lies the guy could make up but in the end? He would get busted and people would start asking questions. Swallowing his stupid Pride Bart decides to go downstairs, his father somehow went early for work because of something related to fresh new flavored donuts. Seeing his mother preparing breakfast and her sister studying Bart sighs.

'This is gonna be so annoying'

Making his presence known by coughing really loud Marge and Lisa look up to Bart. The latter explains to them he can't go to school today, when asked by his mother why he just sort of points down to his crotch, needless to say, that both Mother and sister gasped in utter surprise at what he had between his legs. At first, Lisa said that Bart was only messing around with them with some dirty joke, but the boy was having none of that, waking up with such a major erection was a bit bothersome so to just shut up any other question he took down his pants to reveal his underwear, almost being ripped apart by his huge twitching penis and his round heavy balls right below showing their form.

"Oh My Goodness!" Marge said.

"Is...Is this for real?" Lisa asked.

Bart was a bit embarrassed that he had to do this to show the truth, but somehow being seen by them like that only made his dick harden in response. Marge asked her son to go to his room and wait. Meanwhile, she had to talk to Lisa about the situation, seeing no reason to complain that he did so after somehow getting his pants back. After a few minutes of waiting in his room, laying down on his bed while his boner refuses to go soft Bart was getting impatient. He started to imagine things though, realizing how sexy his mom and sister bodies were, Lisa had a big and round jiggly butt that was like it expanded out of nowhere, every time she used tight-fitting pants or a skirt he would beg for her to have a reason to bend over just to see that meat in its full glory.

Now his mom? It was all about her Bouncy tits, they were just so soft looking, like two soccer balls were put under her shirt but instead of air they were filled with jelly, the striped green dress made a fine addition, it's like it was begging to be pulled down.

"Bart?"

The boy turns around to see the door of his room open and sees both Lisa and his mom get inside.

"We decided to help you with this, I don't know what happened to you but as a mother is my obligation," Marge said.

"I am really curious so I am going to help too," Lisa said blushing.

"Help? By...doing what?"

"We are gonna drain your balls," Both of them said.

The yellow dude's eyes went wide, did he just listen right to what they said? Are they gonna drain his balls? How crazy is that? But there is no time to think about this, they seem to be impatient and a look of annoyance is starting to spread on their faces. The best thing to do now goes with the flow. Slowly removing his pants to let his rock-hard bat out, there are only his undies left, By easily removing it Bart shows his naked dick. It was a huge twitching piece of yellow meat, veins pulsing to augment the idea that this member is not a joke, Marge and Lisa are surprised at the sheer magnificence of it, somehow if you pay attention a bit of drool can be seen from their mouths.

"Don't be afraid Honey, we are gonna do this just right" Marge said.

It was like she changed into a different person, the blue-haired Milf quickly pulls down her green dress revealing her big naked boobies, showing that she was not using a bra. The boy seeing this is amazed at how sexy boobs were capable of being, words fail to come out of his mouth. Marge squeezes her breasts right in front of her son, moaning at the action and getting into it. With a perverted smirk, she leans closer to the bed edge where her Bart was sitting, he stared at her chest orbs the entire time.

"Let me show you what these can do''

Bart then sees how his mom embraces his member right in between her breasts, the sensation of the soft mammaries enveloping it like a sandwich was like...it felt like heaven.

'OooooooOh...is this how heaven feels like?' Bart thought for a moment losing his mind for a moment

But that was just the start really, she just smothered her boob flesh on his penis, now the best part is where Marge starts by titfucking it up and down. She could feel it! It was warm, thick, twitch, thick, and pulsed like crazy. Lisa was watching the whole thing while biting her lower lip, getting excited watching this happen, it was wrong but it felt really good.

"Ooohhhn! m-mom this feels so great'' Bart said

"I know it does, please enjoy it as much as possible''

It was time for Marge to show her slutty side, even more, opening her mouth she starts to lick the tip of Bart dick making the latter feel shivers of pleasure and moan in a cute voice, having no mercy for his lack of experience she proceeds even further by shoving down her throat more of his dick reaching the point where her tits were. Making a combination of titfucking while sucking dick shows how skilled Marge is in the arts of sexual moves.

The feeling of something building upon his balls was clear for the boy, but even with all this pleasure he was unable to somehow let it all out, it was like a knot preventing it from just letting loose.

'Hmmm it tastes so good, better than a homer, so big and manly' Marge thought, totally lost in her act.

"Mom don't you think you had your fun already? is my time now'' Lisa said

The blue-haired sexy lady then stops for a moment listening to what her Daughter said, it was a bit annoying but she did want to let her have a turn. However, she did remove herself from his dick...very slowly leaving a trail of saliva.

"Hope you liked sweety," She said, licking her lips.

"Ahnn...Ahnn...oh god my balls...are twitching"

"Oh stop complaining you big baby I am going to help you out," Lisa said walking in front of her brother.

Bart started looking at his sister, first, the girl turn around and started to slowly remove her pants showing off her meaty booty that turned her panties into thongs every time, his eyes bulge seeing such sexiness, when bending over to take out the panties it was even more sexy than normal, more than his dreams.

"Do you know how big this ass is? It's pretty damn thicc that's how big it is hehe" Lisa said proudly while giving a small slap to it making it jiggle.

The big booty girl decides that there is no point in hitting around the bush, so she just goes and puts her big naked rump close to her brother's dick. The boy moans when that squishy flesh gets in contact with his manhood, hands going crazy, and then before he can say any caramba, Lisa's ass cheeks are being grabbed by the hungry hands of Bart.

She giggles in delight as her brother is having fun, shaking her rear left and right the girl puts that money maker to work and twerks sexily while feeling the twitching feeling of the dick. Bart is going nuts as his fingers sink deeper in her ass like dough and his member gets further in the depths of her buttcrack, it was a miracle he didn't faint because most of his blood was going somewhere else. Now Lisa was having a great time, who knew letting your brother squeeze your phat ass while you twerk on his huge dick waiting for a cum blast to come could be so fun? Bart never thought this would happen, but boy he was glad it was, it almost made him cry.

"AhhhhHNN! Oh god!" Bart moans feeling his dick get hot.

"This is not working Lisa, his dick is just getting more rugged and pulsing. We need to work together to make him cum or his dick might explode" Marge said with a serious face.

"Awnn and I were just having so much fun.

Lisa stops having fun and gets up from her brother's lap letting the poor guy's hands empty missing the bootylicious cheeks.

"W-What are you two gonna do?" Bart is breathing heavily.

"We are gonna end it," Marge said.

"Get ready brother'' Lisa said.

Both sexy ladies look at Bart with a perverted smirk on their faces, a few seconds the boy sees how Marge gets on his left side and Lisa to the other. He feels his manhood suddenly being grabbed in more ways than one, Lisa had grabbed Bart's left testicle while Marge grabbed the right one, with one of their hands busy with his jewels the other ones went to the length of his dick.

Bart Simpson had his mom and sister both grabbing his balls and dick at the same time, squeezing gently, stroking up and down, his wiener was practically their toy now to mess around. The only thing he remembers before he goes wild to pleasure is how perverted their faces look like, how their tongues come out to lick him. Balls being squeezed, dick being stroked and to the top, it off, being licked like a lollipop by his mom and sister hands and tongues, slow and then fast, then they would change sides just to be able to touch it again.

"Let's Finish him!" Marge said.

"YEAH!" Lisa screamed.

Marge attacks Bart Dick with her Big bouncy tits and Lisa with her big booty, each side of his member was attacked by the mounds of flesh that imprisoned him...that did the job. Gasping for air, moaning louder than any possible humans ever did, Bart member twitched like someone having a convulsion

"AHHHHHHHNNNNNNNNNHHHHHHHHHHNHNHHNN!"

It came like a wild firehose with no one to take control over it, the amount of sperm was so thick and so white! It was like the cream baker's use on wedding cakes, but that is not the most impressive thing, the amount was so much it reached the ceiling of his room with a *SPLAT!* But did that end? Nope! Bart kept on coming more and more and more! The two females would look up in awe before the rain of baby batter came down to their faces like rain.

Arms, Legs, Face, belly, tits, and ass. Everything was just utterly covered in sperm all over the bed and floor as well, it was like Bart was trying to fill his room with his essence, but after a few pleasurable and painful seconds of cumming buckets….he finally stopped.

"...Damnnnn," Marge said before trying to clean her face from sperm but since her whole body is covered….that is still a challenge.

Lisa spits some sperm from her mouth "Mom...I think we managed somehow"

"Is your brother ok?" She asked.

Lisa looked at Bart who was laying down on the bed also covered in his own fluids which were...to be frank, unable to dodge, he had lost consciousness and was grunting in his sleep, the hard member now flaccid and back to normal.

"He will be fine, just really tired" She finished.

"That's good to hear 'Such a shame I didn't get a little bit more, but getting all this shoot inside me would be too much' How about we got to take a long shower?" Marge said.

"Yeah I think we need this more than ever"

With that said and done the two sexy ladies moved out of Bart's room and decided to take a shower to remove all the sperm from their bodies. Later on, when the lad woke up he was forced to reveal what he had done for his dick to stay like that, lets's just say not only was he forced to clean the mess his room had become, he was also prohibited from seeing any sexual stuff on the internet for two months and for that to work they would always stay on the look for him.

But one thing was certain...he would never forget what they had done for him that day.

"I wonder if the effect is really gone," He thought with a smirk.

*Revenge of a Teacher*

Bart Simpson has done many pranks in his life, hardly even learning something from the times he was caught, detention was just an annoyance of his every day. But now? He may have gone a little bit far, how so? Well, he may have to take a peek at his teacher's ad in the newspaper about her being interested in a companion and since she had put him in detention for breaking a water tank with a yo-yo he decided to have revenge on her by faking a lover alter ego.

One suggestive pic of her later plus the feeling of guilty following right up from playing with her feelings. Bart was about to go to his family and reveal the truth about what he had done, however! At the last second, he received a phone call from his teacher Edna, gulping down some of the awkwardness he answered. Edna told him that she wanted him to come to her place because apparently there was something wrong with his grades that she needed his opinion about it, it would not take long.

So after quickly telling his family, he had to go to take care of something Bart went out on his skateboard with a weird feeling about this but still went anyway. After some time he managed to arrive at her apartment, this was very weird for him since she would probably be devastated for the supposed Woodrow not showing up to the restaurant.

'Oh boy, here goes nothing' He thought, knocking on the door.

A few seconds later Bart can't hear anything, but then what seemed to step is getting louder and coming towards him. Then with a quick pull the door is opening revealing Edna Krabappel with a...oddly happy face.

"Oh, Bart! Good thing you came so fast, please come in''

'That's weird...she doesn't seem to be depressed at all, did she already get over it?'

Taking that as a half-good sign the boy gets inside the teacher's apartment, the inside was clean and well tidy up.

"So...what were you talking about my grades again?" Bart tried to start a conversation not looking at her.

She closes the door "Oh you know how it is Bart, sometimes looking at your grades can make me a bit...Dizzy"

Once the woman finished saying that Bart felt someone pushing a white piece of cloth to his face, the first thing that happened was reacted to that and try to take it off, but his small body was being kept in place by an arm around his neck, poor dude could only struggle before the strong smell that was filling his nostrils made his world go dark.

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"Uhgnn...What...Happened?" Bart said starting to wake up.

At first, he tried to move but...he was stuck, to what? a chair, pieces of rope were keeping his arms and legs stuck in one place so there would be no way to escape.

"Oh I am glad you are waking up, it's about time really, was starting to get bored"

The Simpson boy looks up to see where the voice was coming from, then he sees Edna coming out of the bathroom with a towel that was covering most of her body but you could still see her figures, for a moment the boy was mesmerized by the possibility of her being naked without the towel but reality quickly sunk in.

"Edna? What the...what happened?" He asked.

"That's to you boy, and to answer your question, that's simple! Punishment" She said with a smile.

"Punishment!" Bart said shocked.

"I gotta admit Bart, you fooled me really well these days, but I am not some retarded bitch. After a few analyses, I managed to find the truth...is nice to finally meet you...Woodrow"

Bart soon gulps down in fear the moment he realized that he was the one responsible for all that.

"Using the name of a former president and a pic of a star hockey player gotta admit...that was smart. But besides those two clues plus your grammar error in the cards I later deducted that...what if I am being tricked right now? Who would actually go as far as to make something of this bad taste? Ohhh, wait a moment…" She said with an evil smirk looking at Bart.

"N-Now I can explain" Bart tried to talk.

"You got mad that I put you in detention for breaking the water tank, you entered the class and somehow saw my ad, thought it would be funny to get back at me by creating an alter ego that would be my companion right? devilishly to make up some smart excuse right now, she was right on top of everything.

"Oh Bart...you just never learn, do you? No matter how many different ways people try to make you a better kid you're just bound in being an asshole" Edna said bluntly to Bart.

The latter got taken aback by that, he was just called an asshole by the teacher at his school, not even Skinner would say something like that and he pranked him a lot!

"Ok...what are you gonna do to me? Call me mom?" He said still with a bit of defiance in his voice.

"Actually Bart, your alter ego was really well done, you won't believe how hot it made me feel when I read those letters while thinking of a deep-voiced man who I would meet. It's humiliating that a kid was responsible for all that, then again your gonna take responsibility"

The sexy teacher then slowly begins to remove the towel from her body by just letting it loose, revealing to Bart how an adult woman's body that makes a man crazy should be. Her body was well endowed with a red laced bra that covered her medium-sized breasts and sexy red lace panties that were tightly hugged to her Big butt. Bart never stopped to think about it, but her teacher's ass was really something else.

"You like what you see Bart" She slaps her butt with an audible sound "Forty-two inches of booty right here"

"Wow! T-That makes me feel weird" Bart started to sweat.

"Is that so? Let me see"

The horny woman walked towards Bart and without warning just pulled down his shorts to his feet and then his undies. Bart screamed because of how shameless the teacher acted and how he was naked from the bottom now in mere seconds.

"Oh my!" Edna said.

Looking at Bart wiener it seemed to be just your average pre-puberty boy penis, but then when she started to stare at it so interested, with a body like that also so close to him Bart was now going to reveal his true colors.

"Hmmnngng n-no''

Groaning like that his member begins to harden and grow, that kid was making sure the teacher saw him as a grower. Almost in slow motion, Edna saw how his member was growing and growing until it hit the Mark of an eleven-inch cock that had amazing length and width.

"Holy shit...Well will I be damn, you actually have a big cock Bart hahaha! I wonder how it will look once you become an adult" Edna laughed.

"That's not funny! Do you know how hard it is for me to get it down?" Bart said.

"No...But I will love to see how you're not going to get it down so easily''

Confused about what he just heard he sees Edna getting up and going to her drawer, then coming back with what seemed to be a rick? A weird type of ring.

"Good thing I have this size adjustable Dick ring, it will allow me to make it big enough to fit it just right then get it tight to really get the plumbing stuck" Edna smirked devilishly.

"A dick ring?"

"In other words?"

The next seconds involved Edna trying to put the ring on Bart's penis while the latter struggled a lot but somehow, she managed to.

"You can't cum if I don't say so" She laughed again.

"WHAT? T-That's evil!"

"Evil? Oh, Bart... you're just getting what you deserved" She said now with a serious face.

'Oh shit!'

"Now...I am going to show you a lesson. You don't! Fuck with Older woman feelings"

The sexy teacher then quickly walked towards Bart until she was a few inches close, then got on her knees staring at his huge dick, with a giggle suddenly there was a hand strongly holding onto his wiener. Of course, the boy moaned out, feeling the soft skin of her hand touch him.

"Do you like this Bart? Do you like how I stroke your big cock up and down with my hands? Yeah show me that face you little perv"

"Ahnn! C-cut it out"

"Hahaha! You have seen nothing"

The vengeful teacher would now open her mouth wide and then put the tip of his member inside her mouth, with no mercy she begins to swirl her tongue around over it and suck it like a lollipop making the boy arched his body and moan louder, feeling on the skin the pleasure of a blowjob.

"AHGNN! W-what is this feeling? Oohhgnn shit" He moaned.

Edna saw how she was making him feel, there she was sucking off Bart Simpson who seemingly had a huge cock, making him unable to cum as vengeance for what he did, to tease him until he breaks, God! It felt so pleasant to her, she could just!

"HMMHMGM"

Getting more and more into this frenzy Edna started using her master blowjob skills that she learned over the years and stuffed her throat with almost all of that wiener, making Bart lose his breath by the sticky and warm feeling around it.

'Let's kick it up a notch'

Going into overdrive, Edna started bobbing her head up and down deepthroating the cock that was in front of her, Bart legs squirmed around, his voice was only moaning and grunting from the amazing pleasure of getting the entirety of his dick sucked off by the teacher, getting covered in her saliva and the red lipstick that she was using as well.

'So thick, warm, twitching, hmmm yeah this is a nice cock, is mine to tease and no one else' Edna thought.

Bart could feel something building up in his balls, the pleasure he felt just a few moments ago was more than his hands could ever give to him, yet it was painful...why? Something wanted to get out but it was like a padlock was not letting him do it.

'T-That thing! Is it really preventing my release?' He thought.

Bart was just another cock she was sucking over the years, sure it was big but she got plowed by bigger before coming to Springfield. Slowly sucking him off a little bit more before stopping she giggles.

"Hope you enjoyed that Bart because is just the start"

"This is not funny! Take this thing off me, it's annoying'' Bart complained.

"Yeah I know, that is the whole point''

The big booty teacher laughs a bit more before turning around showing her big rump to the young boy, he stares at it in amazement, just hor round and squishy it looked on that sexy underwear made his dick twitch even harder.

"You want to touch it, don't you? Spank it and watch it ripple? Maybe sink your face or have me sit on you? Too bad your hands are a bit tied up at the moment'' Edna smirked.

Getting the amount of sexy flesh ready the teacher begins by getting in an almost sitting position staying a few inches from hitting Bart's penis, the next moment starts with her getting him a lap dance. Mostly her big butt grinding and rubbing against his erected member over and over again, later she would get his member stuck on her panties like a belt, and every time she moved her ass cheeks it would be like a buttjob.

The moaning of pleasure and pain filled her with joy, and after five minutes of Booty torture, she finally stopped and got his penis free...from her panties and booty of course.

"This was a fun workout Bart," She said.

"Ooohh God...I think I surpassed the limit of how hard a penis should be" He said looking like he just ran a marathon, body sweating like crazy.

"Awww poor little boy, you are feeling a bit sick? Maybe I should make you feel even better"

Bart sees her smirking again with devilish glee which is really freaking him out right now, that woman was giving him the pleasure of the century for a boy like him, and yet it was all turned into torture for the lack of release.

The sexy teacher would make him rule the day for tricking her like what he did, and the first step for that was to remove her panties as slowly as possible right in front of him showing off what an adult woman's pussy like hers looks like.

"Whoooa" Bart said, surprised and a bit blushing.

"Now pipe down for a moment Bart. I am about to give you a ride" Edna said.

"W-what?" He asked.

The teacher had done a lot of crazy things over the years, this one was by far one of the craziest but there was no point in stopping now after going this far. Walking in front of him she positioned herself in a sitting position, her tits on top of Bart's head and her pussy just a few inches away from the boy's cockhead.

"Now... let's see if I got a bit rusty"

Without another warning of even a speck of mercy Edna just plumps her away and inserts the entirety of Bart Simpson's big erected penis onto her pussy.

"AHHNN!" She moaned

"OH SHIIIITTT!" Bart gasped before grunting.

Edna was doing the cowgirl position but this time with someone sitting on a chair, the next moment all she does is move herself to ride that cock. Humping fast and hard! The thicc woman had that dick hammered on her again! again! again and again! Maybe she humped a hundred times, maybe more. Bart could only feel how heavy she was, how her tits were on his head, how the pleasure was consuming him and the world was spinning.

Truly...the sounds of a little boy losing his virginity were being heard, how much time has it passed? Nobody cared, but the moment Edna stopped was only when she first had her orgasm.

"Ahhhnngngh yes! Ohh, fuck!" She moaned in delight as her fluids covered his cock.

Getting her breath back after a minute the lady slowly gets out from the boy in the chair who was basically almost fainting, he even cried for a few seconds begging her to stop, that only made her go harder though.

"Good job Bart, you made me have a good time" She smirked.

"J-Just end me," He said really done with it.

"Don't be like that Bart, I know the ride was amazing and rough, but now since I have other things to do I will let you go" She said smiling.

Hearing that the boy's eyes brighten up "Really? Does that mean you're going to take this ring out too?" he said hopefully.

"Yes, I just gotta grab a bit of water first"

Edna told Bart before going to the kitchen, the boy was smiling because now he would finally be free of the torturous thing that prevented him from nutting as hard as he wanted, but what he didn't know….was that Edna was not done with him just yet.

When the latter returned she had a jar filled with water, three ice cubes floating could be seen, but why would she bring a jar and not a glass of water for herself?

"Are you thirsty Bart?" She asked with a neutral expression.

"Ahn...yes?" He said

"Oh Goody then take this"

What happened next was something Bart would never forget. It happened in slow motion, how the movement from her hand start to change and the water start to fall, first a few droplets, and then? A larger amount of COLD water came falling down on his crotch, making him feel like the ice age decided to move to his nether regions.

"NOOOOOOOOOOOOOOOOOOOOOOOOOO!" He screamed like the boy just lost a friend that was going down.

"hahahaHAHAHAHAHA! This is really funny, did you really think I would just take off the ring and let you shoot off a blast of cum over my floor? You can cum as much as you want Bart...but it won't be at my house or by anything done by me. You're gonna take your blue balls out of here and go home, and the next time you ever! Think about playing with a woman's emotions like that because you are too childish to accept the consequences of your actions? Ohhh you better hope I don't come to your house, kidnap you and then do all this over again but a HUNDRED TIMES WORST! Now...Did you learn your lesson?" She said changing from a face of anger to a smile.

"Y-YES!" He was crying.

"Good Boy"

After that Edna unties Bart from the chair and removes the dick ring, all the boy did after that was quickly put his pants back on and run away from her apartment as fast as lightning, be it fear of her still wanting something from him or just wanting to get home and yank to take his frustrations out.

"Hmph...not a bad dick I gotta say though. Wonder how much he would let out" Giving off her signature laugh Edna just closes the door and goes on with her day.