He resigned himself to be around the house for the weekend and thought about how he could make it bearable. His sister was having her bachelorette party that night, and he had planned on being away for it. Maybe he could just lay low and hang out his room? All the feminine energy mixed with alcohol seemed like it could lead to dangerous places, and he had already gone far enough into strange territory for the day.
“Shower’s all yours, little bro,” called Allison from outside his room. He leaned up on his bed, and realized that his sister was still outside.
“Thanks, sis,” he replied.
“Hey…do you mind doing me a favor later?” she asked. “I want to try on a couple of new outfits and I could really use a male opinion on some of them.”
“That sounds like it would be a bit of a chore,” said John.
“Just do it! I have a wedding coming up, have some empathy.”
John shrugged his shoulders, unable to think of any decent out.
“Alright, fine,” he said. “Just let me take a shower first.”
“Yay!” shouted Allison. She tapped triumphantly on his door and then walked down the hallway.
John took a quick shower, dried off, and got dressed in his room. He was managing to put what had happened before with his mom out of his mind. And then he walked into his sister’s room.
Allison was slowly pulling a pair of pink lace panties up her legs. She was completely naked from the waist up, and John got a fantastic view of her breasts. They looked just like his mom’s, maybe slightly smaller but with an extra bounce to them.
“Oh, hey,” she said. “Sorry, I wasn’t expecting you for another few minutes,”
John stood, gaping at her as she went about putting her clothes on as though it was no big deal. His cock was quickly springing back to its previous proportions. Allison just smiled at him, and gestured to her bed.
“So, I just bought a new skirt,” she said. “But I think it might be a little too short,”
She had her bra on now, and it matched her panties. She threw a very tight t-shirt on over it that said “PARTY GIRL” on the front, and then wiggled into a skirt that was even smaller than the one he had been picturing.
“See what I mean?” she asked him. “It’s so small!”
“I…don’t necessarily think that’s a bad thing,” said John.
His cock was essentially doing the talking. It was almost painfully hard, and as he watched his sister in her skirt, his hand began to meander over to his member, massaging it through his pants. Allison pruned and adjusted herself in the mirror, giving him ample eye candy to work with.
“It makes me feel almost like I’m a stripper,” she said, laughing. “What do you think, John? Would this skirt turn you on if you saw a stripper wearing it?”
His cock began to tingle and pushed against the fabric of his pants. His sister turned away from him and bent down low, slowly picking herself up and giving him an amazing view of her panty clad ass peeking out from underneath the skirt as she did.
“Well…typically a stripper would give a lap dance,” he said. “I’m betting that skirt would work pretty well for one of those…”
“Do you really think so?” she asked him, stepping towards him on the bed. “A lap dance, huh?”
Allison began to swing her hips in front of her brother provocatively. He was sitting with his legs hanging along the side of the bed, and she stepped her leg over him and began gyrating her hips in front of his face. She put her hands on her shoulders and leaned over him, pushing her tits into his face.
“I’m just going to test this thing out on you,” said Allison. “I hope you don’t mind.”
“Not at all,” said John. He began to run his hands up his sister’s back. She pushed her tits a little further forward, and he felt them press against his face, incredibly soft.
Allison continued, dropping her crotch down lower and letting it rest against her brother’s package. Having her on his cock felt amazing for John, and he began to move up slightly in time with her. She seemed to really be getting into it, and took one of his hands and set it on her breast.
“Like this, baby bro?” she whispered. “Is this what a stripper would do?”
He began to knead her tits with both hands, grinding his cock against her panty clad cunt as he did. Her skirt had slid up, and a small wet spot was visible on her crotch. John began to lose his inhibitions, feeling guilty for being so turned on by his own sister, but also totally unable to stop himself.
Eventually, the lap dance shifted even further. The two of them began rolling on the bed, still wearing their clothes but rubbing and thrusting together. It felt to John like they were fucking with clothes on, and he began to reach down the back of his sister’s panties with one hand.
They moved faster and faster, both lost in the fun of the taboo and their own horniness. Eventually, John began to push his hips faster against his sister, and felt his cock began to spasm and blast cum into his underwear, wishing that it had gone inside her instead.
They disengaged from each other and spent a moment just lying on Allison’s bed and breathing. Then, she rolled over and looked at him, smiling.
“Thanks John,” she said. “That was a big help.”
CHAPTER 3
John spent most of the day hanging out in his room, browsing the internet and playing video games. It was strange, but as the night approached, he found himself getting incredibly horny. At around 6 PM, women started arriving. He passed by a group of about ten of them, not including his sister and his mom, on the way to the kitchen.
“Hey Nina, your son is going to be here tonight?” asked one of them. “I thought this was ladies only?”
“Relax, Annie,” said his mom. “This only makes things more interesting. Trust me, when the night starts to heat up, I’ll think you’ll be glad that there is some masculine energy in the house.”
“He is a bit of a hunk,” joked another woman. “Can I say that about your son?”
John’s mom nodded, and the woman looked at him and licked her lips. She was a little plump, but still had a beautiful face and tits that seemed they would be incredibly fun to play with.
“I am a bit of a cougar, you know,” she said to him. “Maybe we should talk alone, later tonight?”
Nina elbowed her friend, laughing. Allison crossed her arms and almost seemed to be a little jealous. John just smiled, not sure of what to say.
“That’s interesting,” he replied, finally. “I think I’ll hang out downstairs tonight after all,”
Several of the women in the group clapped, and they had a good laugh as they continued to make comments about him being a man. John just smiled, catching his mother’s eye and seeing a very strange look on her face. It almost looked competitive, as though she was at the starting line of a race.
“Alright, I think some wine would be helpful,” said Allison. She walked into the kitchen and brought out an icebox full of several bottles, along with some glasses. Nina and the other women each grabbed them. John reached for one, expecting his mom to object and being a little surprised when she said nothing.
The wine was poured, and John began sipping at his glass, listening to the women talk and become less restrained. It was strong stuff, and he felt himself begin to feel a little buzzed after just a few sips, though the fact that he hadn’t eaten much that day may have had something to do with it.
He found an open seat on the couch to sit down. It just happened to be next to the attractive plump woman that had been teasing him before. She smiled seductively and slid a little closer to him, taking a sip of her wine. At this point, most of the people in the room had slipped off into small groups and were having individual conversations.
“You are such a handsome young man,” said the woman. Her hand began to rub up John’s thigh, and he felt his member quickly springing to attention.
“Thank you, Ms...”
“Call me Karen,” said the woman, rubbing higher up. “How old are you
, John?”
“I just turned 18 at the start of the fall,” he replied. It was hard for him to focus on the words. His cock was quickly becoming the only part of his body that he cared about.
“You are around the same age as my son, he’s 17,” said Karen. Her hand was directly on his cock now, and she was massaging it and smiling deviously.
“Oh, wow, that’s…that’s,” John was trying to keep conversation, but he was just too horny. This woman was jerking him off in a room full of people, and it was all he could do to keep from throwing her down and fucking her right there.
“It’s time for dancing!” called Allison. She was standing next to the living room’s stereo, and began twisting volume knobs and tapping on her phone. Some electronic dance music began to play loudly. Allison dimmed the lights in the room, and everybody was up and moving.
It was too conspicuous now for just John and Karen to be sitting on the couch. They stood up, and started dancing. The room was full of women, and before the two of them could get anything going, several others had pushed their way over to him, pulling on his arms and rubbing his chest.
John felt bad admitting it, but he was loving every second of it. He knew that it was supposed to be his sister’s bachelorette party, and she was really the one who deserved a special night, but the attention he was getting by so many beautiful women just seemed to make his horniness even more intense and compelling.
Eventually, Karen made her way back up to him. He ended up sandwiched between her and his sister, his hard cock pushing against Karen’s ass.
“Yeah John!” said Allison. “It’s your turn to dance for me, show me what you got!”
She reached around and began to rub her hand on his erect cock. John was shocked, but only for a second. His sister was clearly drunk, and the easiest way he could see to placate her was to just go along with it. He began to rub up against her, taking off his shirt and shaking his crotch in a comically erotic fashion.
The women in the room were loving it, especially Karen and Allison. Karen sat down on the floor and pulled Allison down with her, and the two began pawing at his package almost like they were two female cats in heat. John just played along with it, not pushing it any further, at least not until Karen began to push her lips against his pants.
Before he knew what was going on, his sister and Karen had dropped his pants down and slid his member out of his boxers. He opened his mouth to object, but they began to lick his rod with their wet and soft tongues.
“Oh, god,” he said.
Karen smiled at him. She took off her shirt and bra, exposing her huge tits to him. Allison followed along, and both of them began giving John a sensual, illicit blowjob. The where kneeling on either side of his cock, and would push their lips together as if trying to kiss each other with his dick in the middle.
It felt amazing, and John became a possessed man. He grabbed Karen’s head and pushed his dick deep into her mouth, face fucking her for a few seconds before switching to his sister. She looked up at him, her eyes filled with a wild, slutty gleam.
Most of the women in the room were too drunk or too focused on dancing to notice, but a few of them were watching. It turned John on even more to know that he had an audience, and he found himself making eye contact with a few of them as they looked on.
The pleasure was too much for him, and his dick began to explode out cum all over Karen and Allison’s faces. They both licked up as much of it as they could, and John felt himself feeling a mixture of guilt and regret as the fact that he had just gotten head from his sister settled into his mind.
He looked up, and as he scanned his room, his eyes met his own mother’s. She had been watching from the corner the entire time, and had one hand over her mouth in shock. As he opened his mouth to say something, she glared at him, and then stomped over from across the room and grabbed him by the hand.
“We need to talk, right now mister!” she yelled, pulling him into the kitchen.
CHAPTER 4
John had barely managed to get his pants up by the time his mom pulled him into the kitchen. She had her arms crossed, and gave him a look that managed to be both disapproving and motherly at the same time.
The dress that his mom was wearing was tight fitting and low cut, and he couldn’t help but stare as she leaned back on the counter. He felt embarrassed, and ashamed, and guilty, but also as though he had stepped into a new world, full of possibilities. And somehow, his mom fit into that.
“What the fuck is wrong with you?” she asked him. Her voice wavered with anger, and something else.
John said nothing, and just looked at his mom apologetically.
“You can’t answer me, can you?” she screamed. “All you can do is stand there…with a bulge in your pants no less?”
It was true. John had come all over his sister and another woman, and yet somehow, his cock was still hard. His mother was looking at it now, and that seemed to only excite it even more.
“How…how can you still be hard, after all that?” she asked.
“I don’t know mom,” he said. “What do you think I’d have to be thinking about to be hard? To be looking at, to still be horny?”
“You are a pervert!” she said. Her voice had less force this time, and an almost sensual tone to it.
“Oh, come on mom,” he said. “You had so much fun teasing me in the bathroom before,”
“That, that was-“
“And I know that you saw me watching you,” he said. “I know you saw when I watched you touch yourself.”
“I, I was just,”
“Come on mom, come clean,” said John. He took a step towards her, feeling his cock begin to ache with even more sexual desire.
His mom glared at him, and then seemed to relent. She leaned back on the counter, spreading her legs slightly and shooting a look at him that almost seemed challenging.
“Fine, I admit it,” she said. “But do you know why I did it?”
John waited for her to continue.
“To torture you, honey,” she said. “I know you love you love to jerk off. You probably think about me, your own mother, when you do it. But are you man enough…to actually fuck me?”
John stepped closer to her, all the way until his face was just inches from hers.
“Come on sweetie,” she said. “Show mommy what you can do,”
John snapped forward and kissed his mom passionately. Their tongues flicked around in each other’s mouths, and she wrapped her arms around him. He felt his crotch move as though it had a mind of its own, rubbing against her, rock hard and ready.
He brought his lips down and began kissing her upper chest. He pulled her dress down, not caring if it ripped in his rush to expose his mom’s naked flesh. The pink nipples on her breasts seemed to call to him and he ran his tongue over one of them, causing his mom to arch up and gasp in shock.
“Oh, baby,” she said. “Oh baby, this is so wrong,”
John unzipped her dress in back and pulled her out of it. His mom wasn’t wearing a bra, and after he pulled her panties down, he lifted her onto the counter and dropped his own pants and boxers. He looked his mom intensely in the eyes, and aimed his cock for her cunt.
“It is wrong, mom,” he said. “But I have to fuck you,”
Nina moaned as her son stood up against her and pushed his cock inside her. John felt her juices leak onto his cock. She was surprisingly tight, and seemed to welcome his intrusion like a mother welcoming her son home after a trip. It was like his cock belonged inside her.
“Oh god!” screamed Nina in between moans. “Oh god what have I done!”
“It’s okay mom,” he said. “It’s okay, it’s just me.”
He began thrusting into her. It felt unlike any sex he had ever experienced before. Whether it was the taboo or just that his mother was suck a beautiful woman to begin with, he felt as though the sex was taking control of him.
It was true, what she had said before. He had jerked off imagining her
before. He had jerked off imagining fucking her, even, and some of his friends had admitted to jerking off to Nina in some of their more open moments to him before. She was the neighborhood MILF, and she was his mom. And she was an amazing fuck.
“Don’t stop, John,” cried Nina. “It feels so good,”
“I won’t, mom,” he said. “I’m going to fuck you all the time from now on,”
“Ohhhh god…”
“You’re going to be my little play thing, mom,” he said. “My secret slut mommy. Maybe Allison can even join in on the fun.”
This was too much for Nina. She began to buck her hips against him wildly, tensing her entire body up in orgasm. John could feel his own building, and he began to slam his hips into his mom as fast as he could in anticipation.
His hips were on autopilot, and the sound of flesh slapping against flesh echoed throughout the room. John realized that Allison had walked into the kitchen and was watching him. Somehow, it only spurred him on.
John pushed through for a few final hard thrusts, and then let his load shoot deep inside his mother’s cunt. It felt so good to be letting loose in her, and she hugged him tightly as the pleasure began to spread through his body. When he pulled out, his white cream seemed to drip slightly out of his mother’s perfect pink pussy.
“I…I can’t believe that just happened,” said John.
Allison walked over to the two of them and smiled.
“I sent the guests home,” she said. “How about we all go climb into bed and talk a little more about some of the stuff that happened tonight?”
John smiled and looked over at his mom. She appeared to think for a second, and then finally nodded. He looked back towards his sister, wondering just what the morning would hold for the three of them.
END
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