Chapter 8: Sunday Drought

Bart woke up to someone nudging him gently. He opened his eyes and saw Marge sitting on the side of his bed. She looked very conflicted about something.

"Ready for round two already?" Bart smirked while stretching. "I knew that once you got to experience the taste and feel of my cock you'd come begging for more. So, which hole do you want me to stuff first?"

"No, Bart…" Marge said quietly. "What happened last night… it was a mistake. I was drunk and I don't remember much, but I know we… crossed a line. As your mother I acted very inappropriately. I don't blame you for what happened. You're a healthy young man, so it's natural that you would be interested in that kind of stuff… It was all my fault, but I promise it won't happen again."

"That wasn't a mistake," Bart denied. He stood up and kissed Marge on the lips. She was a little surprised, but allowed it to happen, since Bart wasn't using his tongue. "It felt really good, didn't it? You came multiple times, remember? How can something that feels so good be a bad thing?"

"Bart, just because something feels good doesn't make it a good thing," the woman sighed. "You should just forget about last night. It's better if we try and go back to being a mother and son. Nothing more. And nobody must ever find out what happened between us, okay?"

Marge stood up and walked toward the door.

"Wait, mom!" Bart yelled after her. "You can't do this to me. You can't just let me fuck you once and then tell me to forget about it. You're my woman now and if anyone has a problem with it, they'll have to take it up with me!"

Marge smiled sadly. "Breakfast is ready. After that you should go study in the library like you promised your sister. I think we should avoid being together alone as much as possible."

With that she walked away. There was a slight unsteadiness to her steps. She was clearly feeling the aftereffects of her son's monster-cock churning her asshole ten hours ago. It was a sexy sight to behold, but Bart was cursing his fate. He had thought that he had finally managed to permanently upgrade his relationship with his mother last night, but it looked like it had only pushed them further apart.

The frustrated boy ate his breakfast in silence. Homer arrived in the kitchen wearing a fancy tuxedo.

"Looking good, Homer," the boy said to his father half-heartedly. "What's the occasion?"

"Traveling to Shelbyville for a month," the bald man replied with his usual blank expression and emotionless delivery. "Having speech at energy conference. Presentation on nuclear power."

"Good for you," Bart said, poking his friend eggs with no appetite. Normally Homer being gone would be a good thing, but with the current situation it didn't make any difference. Marge wasn't going to let him touch her regardless of whether or not her husband was home.

After breakfast, he headed for the library with zero motivation.

Just like yesterday, the young man managed to force himself to study a total of four hours. He was at the point where he felt like if he read one more word, smoke would begin to pour of his ears. But it hadn't all been for nothing. He was confident that he could at the very least score a B on tomorrow's test.

Bart packed away his textbooks and leaned back on his chair, looking at the ceiling. He felt his cellphone vibrating in his pocket. Lisa had sent him a text with an attached image. On the picture the girl was putting a banana in her mouth suggestively. The caption read: "I miss you. Save up lots for me. I'm gonna need a big breakfast tomorrow."

Bart looked around himself to make sure no one was looking. The library was reasonably empty and he was sitting in a far corner, so he felt safe to pull out his dick and start masturbating. That being said, he had no idea where he would jizz. There were no tissues and he was wearing flipflops, so he couldn't use a sock either.

"And if I leave a mess on the floor, the staff will know it was me and ban me from this place…"

Just then Bart heard a sound from diagonally behind him. He looked in the direction of the sound and saw Maude Flanders browsing the children's book section. She was probably looking for some lame kiddy books for Rodd and Todd.

Bart had never thought of Maude as anything but a religious weirdo who was an even bigger moral guardian than Marge or Lisa. But right now, looking at her from behind, the boy realized what a nice body she had. Compared to Marge and Edna, she definitely had the smallest chest. But being a mother of two, she had a slightly bigger butt than Edna. You could tell from the shape of her motherly hips that she had pushed out a couple babies.

In that moment Bart decided that he would use Maude's clothed buttocks as his cumrag. He was so horny having been denied access to his mother and sister for the day that just jacking off to pictures wasn't going to cut it. He had fucked Marge's ass and mouth last night, so he needed to do something almost equally depraved to get off. And cumming on an unsuspecting MILF in a public library was exactly the sort of deviancy that would satisfy his lust.

But he had to be careful. If at any point he got caught by Maude or the library staff, he would be in big trouble. Bart sneaked quietly behind Mrs. Flanders as she continued looking at books. Every now and then she pulled one out and flipped through the pages before putting it back on the shelf. As a deeply religious woman she was obviously very picky about what kind of books she would get for her two sons.

Bart hid his erect penis inside his shirt. That way it wouldn't be exposed even if Maude turned around. He had managed to get directly behind the woman's erotic behind and was stroking furiously. She was blissfully unaware of the filthy act taking place directly behind her.

For a religious woman her ass is sinfully huge! Rodd and Todd are lucky bastards to get to enjoy this view every day. The bible condemns sodomy, so unlike my mom, I doubt she's ever done anal. That means her butthole must be really tight!

The boy could feel that he was about to ejaculate. He moved closer to Maude and pulled his dick from under the shirt to finish. His penis was practically touching the fabric of Maude's skirt when he erupted. About three tablespoons worth of semen landed on the redhead's clothed buttocks, staining the pink dress. She did not appear to notice and simply continued flipping through books casually while humming.

Bart left the library in a hurry to make sure he wasn't a suspect when Maude eventually noticed what had happened. It was a shame. He really wanted to see the woman's reaction when she realized that her backside had been defiled with some stranger's thick semen. Would she notice it herself and scream in terror? Or would someone else walk behind her and point out that there was something on her skirt? Either way Bart was aroused by the idea that the wholesome mother was walking around in public wearing his cum.

When the spiky-haired boy was back home, Marge came up to him and told that he was in charge of the house for the next three hours. Her hands were full, holding Maggie in one arm and a large bag in the other.

"Where are you going?"

"I need to go return some library books and pick up Lisa from the Buddhist retreat. Your father's in Shelbyville for the energy conference, so it'll be just you. Dinner's in the fridge."

"Wait… mom." Bart said when the blue-haired woman was about to walk through the door. "I see you've been walking funny since last night… I feel bad about that, so I bought some medicine to relieve the pain."

He took out a Pheromone Pill.

"Bart, I told you not to bring up last night…" the woman said, looking at the pill with a slight frown. "But… it's sweet of you to be so considerate, I suppose. I have been feeling a little sore on account of your… uhh, anyway! I just swallow it with water, right?"

"No, mom. It's a suppository. It goes… up there…"

"Oh, I see…" the woman said awkwardly.

"Trust me, mom. The doctor said it's the best medicine to relieve soreness around that region."

Marge thought for a moment. She then turned her back on the boy. "Bart… don't take this the wrong way, but could you put it in for me? My hands are full at the moment and I'm in a hurry…"

"Sure thing, mom!"

The boy was behind his mother in a second. "Excuse me," he said playfully as he pulled her panties half-way down.

"This isn't anything like last night," Marge said as Bart was spreading her ass cheeks. "It's just a medical matter. Don't think that this changes what we talked about in the morning."

"Yeah, yeah," Bart said and pushed the Pheromone Pill up the mature woman's malleable ass.

"…Hnngh…" Marge was clearly trying to suppress a moan, but it escaped her lips anyway. "Thanks, Bart… I need to get going now."

But the boy wasn't listening. He casually fingered the woman's asshole as if it was a normal part of the process. "I need to push it all the way, so it doesn't fall out."

"Ahh, Bart, stop." The woman said weakly. She grabbed his hand. "Pull up my underwear. I really need to go now."

"Okay then," Bart relented. He had at least managed to give his mom her third Pheromone Pill. If he kept this pace up she would soon drop all pretense and become a completely shameless slut. Maybe the effects of the third dose would already be apparent later on that night. It wouldn't hurt to check.

Bart was watching taped episodes of Itchy and Scratchy when his mother and sister came home.

"Welcome back, sis. How was the retreat?"

"It was fine," the girl replied. "But the food wasn't as good as back home."

She winked, causing Bart to gulp.

"You kids want to have a family movie night?" Marge asked. She was holding the sleeping Maggie in her arms.

"Yeah!" the siblings yelled simultaneously.

"I'll just tuck in Maggie first. Bart, could you come with me? Lisa, make some popcorn in the meantime."

"Okay, mom."

Bart followed his mother up the stairs. He enjoyed the upward view of her huge ass inches from his face.

"Bart, stop staring," the woman whispered as if that would convince her lewd son. They walked into Maggie's room where the woman put the sleeping infant in her crib.

"Why did you ask me to come with you, mom?" the boy asked.

"That medicine you gave me earlier? It kind of made me feel better, but I'm still a little sore back there," Marge said. "Can you give me another one?"

Bart's mouth dropped. Obviously the suppositories weren't actual pain relievers, so any amount of relief that Marge was feeling was purely placebo. If anything, she was mistaking the sexual pleasure of the Pheromone Pill's aphrodisiac effects for pain relief.

"Here you go, mom," the boy said, holding out one of the pills.

"Thanks, honey. Could you leave the room now while I put it in? I'll join you downstairs very soon."

"Okay."

The young boy left the room. He stopped right outside the door and made some footsteps in place to make his mom think that he had walked down the stairs. He then peeked carefully behind the door. Marge was already in the process of inserting the Pheromone Pill up her anus. After she had pushed it all the way, she reached inside her handbag and pulled out something big and floppy. It was a purple dildo. Bart almost gasped out of amazement. Was she going to use that huge thing as an aid to shove the suppository deeper inside her ass?

Pain relief, my ass. You just needed an excuse to put things up your butt, you whore. I bet you know I'm watching this too!

Marge pushed the dildo inside her asshole while biting her bottom lip. Although Bart had penetrated her twice before, from an outside perspective it was incredible how easily the big-butted woman was able to take such a big object. It was as if she had perfectly trained her hole to stretch and dilate to accommodate whatever shape was requesting access to her anal entrance. Marge pushed the dildo as deep as it would go before pulling it out and then repeating the motion.

Did she seriously forget what she was doing? She was just supposed to take her medicine. We were supposed to watch a movie, but she straight-up started masturbating.

"Mom! Bart! Popcorn's ready! What's taking you so long?" Lisa's impatient voice came from downstairs. The blue-haired woman was pulled back into reality and quickly made herself look presentable, hiding the dildo back inside her handbag. Bart quietly sneaked downstairs and went into the living room. His mother arrived about twenty seconds later.

Bart sat on the middle of the sofa so that he could simultaneously be next to both Lisa and Marge. They started watching a family-friendly spy comedy that Marge had rented at the video store. It wasn't particularly engaging or funny, so Bart found himself spacing out. His mind was preoccupied with more important matters. Like Lisa getting to finally eat his cum again after the siblings had been apart for two whole days. Or Marge becoming progressively sluttier thanks to the steady doses of Pheromone Pills that she was now willingly accepting. The boy was also thinking about tomorrow's test and what kind of nasty things he could make Mrs. Krabappel do for him if he scored an A.

Halfway through the movie, Lisa spilled the bowl of popcorn on the floor.

"Woops! My bad!"

She had clearly done it on purpose. She got on all fours and started picking up the popcorn one by one. Her t-back panties were visible for the whole world to see.

"Don't worry about me. You can keep watching."

Bart was sure that she was talking about watching her ass instead of the movie. His dick was pushing painfully against his shorts. Marge looked over and frowned. The boy quickly covered his crotch with a pillow.

"Hrmm… Let me help you, honey," Marge said and joined her daughter on the floor. Although her green skirt was too long to reveal her underwear, it was so tight that she might as well have been naked.

What is she doing? Does she actually want to help clean up or does she want me to look at her ass instead of Lisa's? What are these two sluts up to? Are they seriously competing over me?

Either way it was a magnificent view. The young man's eyes kept darting back and forth between his sister's and his mother's asses as they were so kindly presenting themselves to him. Both of their butts were so perfect in their own ways and seeing them side by side was even hotter than seeing them individually. Although Lisa's immature and developing ass was so plump that it could drive any man to illegal action, Marge's enormous globes looked even bigger than usual in comparison. If the MILF housewife's posterior was like a planet, then her daughter's more modest rear end was like the moon orbiting it.

When the two hotties finished cleaning, they sat back on the sofa. Bart hadn't even touched his penis yet he was just seconds away from cumming in his pants.

Seriously, what was that?!

Later during the movie Lisa spilled her water bottle.

"Woops! I'm so clumsy today, huh Bart?" she said cheekily. She went to get a towel to dry up her corner spot. "Well, I can't sit there while it's drying. Guess I'll have to sit on your lap, bro."

She gently lowered her rear end on her brother's lap. The gentle pressure was incredible as Bart's dick squished against her ass under his shorts.

"Lisa…" the boy whispered. This situation was dire. They were right next to their mother and he was close to cumming. "I'm gonna…"

"No, you won't," the girl whispered with an aura of authority. "Not until morning. I told you I want a big breakfast tomorrow. You're gonna have to wait until then."

"Shh, I want to hear what the characters are saying," Marge hushed the two.

Watching the rest of the movie was a cruel punishment. Bart had to suffer thirty-something minutes of gently grinding against his little sister without being allowed to cum. Even if she wanted him to save up for tomorrow, this seemed a bit excessive. Maybe she was mad about something?

In any case, Bart couldn't just go to sleep after being teased like that. He was lying in bed, waiting for Lisa to stop brushing her teeth and go to bed. She let him kiss her goodnight, but things didn't escalate beyond that. She really wanted him to wait until morning. But the boy had edged so much that if he didn't release his seed he thought he might die.

After midnight, the young man sneaked to Marge's bedroom. Only there was a problem. The door was locked.

What the hell? Mom locked the door? I know she said we shouldn't fuck anymore, but I didn't think she would go this far. She really thinks I would rape her ass in her sleep? What would make her think that?

The spiky-haired horndog wouldn't give up. There was another way to his parent' bedroom. He just had to climb through the window.

The boy went to the backyard and climbed up a tree that was near the correct window. Sitting on the branch, he verified that his mother was asleep.

Hmm, too bad. I kind of hoped she would be masturbating. That dildo she used was huge! I wonder how often she uses it…

Suddenly something flew at him in the darkness. It was a bat, and the blind bastard hit him right on the forehead.

"Aaaaaah!" the boy screamed as he lost his balance and fell backward. He landed painfully on his back. He could see the night sky, but was too weak to move. The last thing he remembered seeing before losing consciousness was the bright full moon in the sky. And his last fading thought was how it reminded him of his little sister's amazing butt.