“Okay, guys, I’m leaving now!” yelled Aaron’s mom, Lauren, as he followed his dad into the kitchen.
“See you later, dear,” Lauren said, kissing Aaron’s father on the lips as she got ready to walk out the door. Before she left, she turned to Aaron: “And you, young man. You better stay out of trouble when we leave tonight. We probably won’t be back until late or tomorrow morning.”
“I know, I know, Mom.” Aaron said, “I’ll just share the sweets here. Anyway, my plans were cancelled last minute. By the way, where were you?” Curiosity. Out of boredom rather than actually caring.
“We will be at Nicole’s house. She is hosting a party. The attendees may be people you know, or people you may not know. I think you don’t have to worry.” “Goodbye now, dear. See you tomorrow.” With that she walked out the door.
Aaron’s parents were attending a Halloween party at a friend’s house, and his mom left early to help with the decorations. They were obviously off work and visiting his friend Nicole’s house, and Aaron’s mind immediately got the fantasy of visiting Nicole almost every week, who he knew very well. His mom’s friend is an absolute bombshell. She was in her thirties, but she was extremely fit and one of the sexiest women he had ever seen. She is of average height, but her boobs and ass are tempting. He had fantasized about fucking her many times during their acquaintance, and whenever he looked at her she would wink at him and act like she knew something he didn’t.
Aaron went upstairs to his room, thinking about what kind of slutty costume he would wear for Halloween, and dreaming of being able to wear it one day. But he’s married. “Too bad,” he thought to himself. He was getting ready to spend a boring day and had reserved himself for lounging around the room when a few hours later he heard the phone ring.
When he left the room to get the phone the ringing stopped. Aaron walked down the stairs and saw his father answering the phone. He heard what he said.
“Are you sure you need me?” The voice on the phone was my father’s, which could have been a call from a friend at work.
“Yes, you’re right. It’s a huge bill. We can’t afford any surprises. I’ll be there tonight. Let me pack my things. I can be there in a few hours.” The voice he couldn’t hear here. Apparently his father’s job required him to do something. The father hung up, turned around and looked at his son on the stairs.
“Alan! You’re here!” she said, walking towards him.
“What happened, Dad?” Alan asked, wondering what was going on.
“Oh, nothing. A customer got cold feet and wanted to get everything moving again. I have to get to my place in Copperopolis. It’s still a few hours away. I probably won’t be back until late tomorrow night.”
“Oh crap, really? This is horrible… How was your party with mom?” Alan asked, not sure what he was going to do.
“Yes, that’s about it. I wanted to ask you if you would come over and tell your mother that I can’t come. I know if she has to be there alone, she’ll want to go, but I can tell her,” he explained, “would you like me to help you get there?”
Aaron was unimpressed and thought he might get to see his mom’s friend Nicole in a sexy Halloween costume, so he figured why not? “Of course, Dad. I’m not doing anything tonight and I don’t want Mom to miss out on whatever she’s been waiting for. But do I need a costume?”
“Uh, yeah. Just wear what I bought. I haven’t worn it yet, and we’re similar body types, so it doesn’t matter. Thanks for doing this for me. Your mom will really appreciate it.”
“It doesn’t matter. When will I get there?”
“Try to arrive before six o’clock. I’ll be leaving soon, and the rest will be left to you. You know, have fun!”, Aaron’s father picked up his coat and briefcase and gave it to Aaron at the address he had given him and walked out.
Aaron went to check out the costume he was going to wear and discovered it was a stupid Batman thing with a mask on. “I guess no problem.” He was excited to go; he had been bored all day. Plus, he thought that since he did his father a favor, he could avoid drinking. He was only 18, but his parents never cared much about him.
Aaron got ready for the party, put on his costume and looked in the mirror. It barely fits him, he’s a little more muscular than his dad, and it’s pretty cheap. Overall, it’s a fun suit, but the mask covers most of his head except for his mouth and eyes. You could barely tell it was him.
Aaron himself is a strong young man. He joined the basketball team in high school; they were an all-state team that won several league championships. He became muscular as he continued to play and at 6 foot 2 inches, he was taller than many other players throughout high school. , He plays point guard at a D II college.
As he looked in the mirror, he briefly wondered what his mother would be wearing. His father forgot to tell him what costume she was going to wear, and he thought he might get in trouble if he wore a mask like her. Aaron tried to ignore it, but he still realized that his mother was very sexy for her age. His friends always teased him about her being a MILF, and even he had to admit that she looked pretty good.
Aaron’s mom, Lauren, was very skinny, barely 5ft 0in tall, but her bust was beautiful. A yoga instructor with incredibly wide, sexy hips, she has small, curvy B-cup breasts that go perfectly with her petite figure. She’s ashamed to admit it, but she has a perfectly round ass that bounces with every step she takes, taking full advantage of her curvy, wide hips. Find yourself staring at her tight ass, even being a mom in her 30s, Aaron’s mom is an attractive woman.
Realizing he had no way of knowing ahead of time, Aaron decided to find his mother at the party and find out what to expect there. He drove home, got out of the car, and could hear the deafening music even from outside. He walked out onto the porch, opened the door, and went inside.
As soon as he came in, Aaron looked around and realized that he probably didn’t know anyone at the entire party. The house was packed with people and he couldn’t recognize anyone without a mask on. The other half was wearing some sort of mask, and even though he recognized one, he couldn’t tell who they were.
He walks through the crowd and sees a very sexy woman wearing a Pocahontas costume coming towards him. He looked at the woman’s body from top to bottom and enjoyed this seductive feeling. The dress barely covered her, showing her shapely legs and perfectly holding her flexible body. It was a two-piece garment, the top of which showed her shapely but small breasts, emphasizing their tightness. The lower body is a loose skirt with a slit at the top, exposing most of the thigh and only covering the lower part of the buttocks. Finally, he looked at her face and saw that it was his mother!
Aaron was shocked by what she was wearing, and even more shocked by the fact that she kept staring at him until she got close to him when she stopped.
“Hey baby!” his mother said, wrapping her arms around his neck and pulling his head towards her. Aaron immediately smelled alcohol and had no idea what she was doing. His question was answered immediately. She pressed her soft, full lips against his, making him melt in her mouth. Before he could fully react to what was happening, she slipped her tongue into his mouth and met his. He’s making out with his mother!
His mother continued to press her lips to his before Aaron suddenly broke the kiss, leaving her confused. “What’s going on, Mom?” he asked, realizing that she had no way of knowing that his father wouldn’t come.
“What’s the matter, Aaron? Why didn’t you tell me it was you before you started kissing? Why are you still here, wearing your father’s clothes?” she asked, looking angry.
“Dad got a call from work and he told me to come here and make sure you don’t leave because of him. He wants to have fun. I’m going to tell you before you start attacking me with your tongue! What? What?” Is this about something? “What’s wrong?” Aaron was still a little surprised at this point and asked excitedly.
“Shit,” Lauren said, realizing what she had done. “Sorry, honey. I didn’t know it was you. To be honest, I was drunk.”
“I can see that.” Aaron said plainly.
“Anyway, Ellen, you really shouldn’t be here. This is more of an adult party-” Her mother was interrupted by her friend, Nicole.
“Lauren! I see your husband Rick is finally here. It’s a bit naughty to kiss him like that in front of everyone!” she teased.
“Damn” Alan thought to himself. He had just seen his mother kiss him and now he thought he was his father. He was just about to introduce himself. He hadn’t expected them to think he was his father.
“Uh, yeah. Sorry. I guess I was a little naughty,” Aaron’s mom lied, trying to avoid the embarrassment of revealing that she had just kissed her son.
“Okay, you two come and have a drink!” Nicole said and walked towards the bar. Aaron instinctively looked at his mom’s friend who, ironically, was wearing a Catwoman costume. It clung to the skin and really showed off her amazing ass and tits. He couldn’t see any panty lines so he assumed she wasn’t wearing any underwear. He could feel his cock start to stir in his pants, attracted by her beautiful body. She walked towards the bar and Aaron kept staring at her ass while moving his hips back and forth.
“Aaron!” his mother said suddenly, snapping him out of his hypnosis.
“Damn it, Mom!” he said, remembering what had just happened. “What are we going to do? They’re going to think I’m the father.”
“Well, I don’t really want to explain why I kissed my own son like that, so I guess you’ll just have to stick with it,” she explained.
“What do you mean?” said Aaron suspiciously.
“You have to play the role of your father tonight. I don’t want them to think I’m a weirdo because I accidentally made out with my son. Don’t worry, we won’t have anything to do with each other.” More like that.
“Okay,” Aaron said, realizing it was probably for the best. “But I’m going to have a drink.”
“I’m letting you drink tonight because this happened, but you better not drink too much!” Her mother kept nagging her like a normal mother.
“I should say the same thing to you!” said Aaron as he walked toward the bar.
Aaron had a few drinks and enjoyed the party, spending most of the time with his mother. They kept it clean and simple, dancing innocently and making sure to keep up appearances. As they drank more and more, perhaps too much, Aaron began to notice his mother again.
Her outfit didn’t really leave much to the imagination. It showed off her wide hips and essentially half of her ass, especially when she moved around too much. He tried not to stare, but as the night went on he became more and more drawn to his mom’s hot body. At times, when she turned around or bent over, he found himself staring at her breasts and admiring her ass. His mom could feel it too, as they could both feel a hint of tension building between them. It’s sexual tension, and it starts with kissing.
They danced all night long, the more they drank, the closer they got to each other. Eventually, Aaron inadvertently got a little too brave towards his mother. When she turned away from him, he put his hands on either side of her hips and began dancing to the uptempo music. She swayed her hips with the rhythm, and got even closer to her son. As the room grew more crowded, she realized that her ass was pressed against her son’s waist and she was grinding against him.
When his mom accidentally pressed her round ass down on Aaron’s cock he started to get extremely aroused. As he stroked the sides of her ass his cock got hard. Both were lost in a fog and hit the edge.
“Lauren, let’s go upstairs! I want to show you something!” They saw it was Nicole again and she motioned them to follow her. They stopped dancing and walked through the crowd toward the stairs. Nicole led them forward and they all wanted to know what she wanted. She led them into a room with three other couples, who were all friends of Aaron’s mom.
Three other couples sat in a circle on the floor; all of them were wearing some sort of masked costume (he wouldn’t have recognized them if they weren’t wearing them, anyway). Women sat next to them, each wearing their own Halloween costumes, all three of them wearing very little clothing. Aaron couldn’t help but notice that all of the women were very sexy, even the ones in their 30s.
“Sorry to bother you,” Nicole began, sitting on the bed in the room and winking at us. “But I want to play a private game with the eight of us!”
“What was that?” Lauren asked, and Aron hoped it wasn’t too serious.
“Okay, it’s truth or dare for couples! One couple chooses a truth or dare, and the other three groups choose one for them. They can either tell the truth, do the dare, or say no and fail. Oh, you can only choose one must tell the truth twice!” explains Nicole.
“Okay, but what’s the point? If we don’t want to do it, we refuse and fail, and who cares?” Aaron’s mom asked, wondering why they wanted to play.
“Oh, I almost forgot!” “The winner gets this!” she said, pulling out a Prada bag from behind her back. Aaron isn’t sure if it’s anything special, but it looks well made and very stylish. The women, however, immediately got excited.
“Where did you get this from?” he asked.
“Well, as you all know, I work for a fashion magazine and a designer gave me this as a gift. It’s a collector’s item, so it’s almost priceless. I thought I’d make it one of my prizes. One.
From the way she looked at it, Aaron could tell that his mom wanted that bag, and she wanted it badly. As far back as he can remember, she has had a passion for accessories and loved shopping. Apparently this is her favorite designer too.
“So, what do you think?” Nicole asked everyone.
At the same time, three other women, including Aaron’s mother, said at the same time: “We’re in!”
Aaron looked at his mother, wondering what she was doing. What trouble had he gotten them into?
“What are you doing, Mom?” Aaron whispered to his mother.
“I really want that bag, and it could be fun! Just relax and play with me. I’m sure it won’t be anything bad.”
“Okay, who wants to go first? How about you two?” Nicole said, gesturing to Aaron and his mom.
“Well, I guess,” Aaron’s mother said cautiously. “I guess we’ll admit the truth, just to start with.”
“Okay!” Nicole said excitedly. “Now ask a question!” The three couples gathered together, the women giggling, the men clearly less interested. They broke their huddle and Nicole spoke again.
“That’s your question. What’s the weirdest thing about sex between you two?” he said with a smile on his face.
Aaron was in complete shock, he hadn’t realized that the game would be sexual. He immediately felt uncomfortable talking about such things in front of his mother. He looked at her and saw that her face was flushed.
“Why are you asking me that? I won’t answer! It’s personal!” she said, turning red.
“Come on, Lauren! It’s a game! You chose the truth, now do you have to answer or not?”
Aaron’s mother swallowed and looked at the bag again. Apparently she still wanted it.
“We used to have sex in front of an open window in the front of the house. And, we also had sex on the kitchen counter, of course when our son wasn’t around,” she said, much to the surprise of her son.
Aaron was shocked. First of all, he was surprised that she answered the question. Secondly, he was surprised that his parents would do such a blatant act. He started to get aroused, thinking of her fucking him over the kitchen counter out of his mind. He shook his head, trying to get that image out of his mind, cursing himself for even thinking about something so taboo.
“Wow, that’s a prank!” another woman said. “I bet you two had a great time!” she said, winking at Aaron.
The rest of the round ended and his mother now joined the mini session where each couple chose truth and were asked some same-sex questions. The four couples kept drinking while playing and got drunker as the round progressed. Finally, it was their turn again, and Aaron and his mother chatted for a while before deciding which to choose: truth or dare.
“I really don’t want to hear you talk about this, Mom,” Aaron said bluntly. He was so excited about the topic of sex that he didn’t think it would do him any good.
“I agree,” her mother began, “besides, we’ve been left with the truth throughout this whole game. We should see what the challenge is. If it’s just something like a peck, we can handle it.”
“This time we chose to be brave!” Lauren said decisively.
“Oh” said Nicole with a mischievous smile. The other couples get together again, this time only three women bother to actually get close, and then break up again.
“Okay. Lauren, we encourage you to remove the top and bottom of your dress.”
Aaron is shocked again. It’s clear they’re not trying to make anything easy; they’re working to win.
“What!?” his mother quipped, blushing at the discarded idea. “I can’t do that! I’m not wearing a bra under my top!” This immediately caught Aaron’s attention and his eyes fell on his mother’s shapely breasts. He could clearly see her nipples peeking through the fabric.
“Oh, don’t be so pompous, Lauren! You want this bag, don’t you? Do it or it’ll be confiscated.”
Lauren bit her lip, looking back and forth between the bag and her son, deciding what to do. Eventually, she blushed and made a decision and slowly unbuttoned her top, causing her perky breasts to press against her chest. Aaron gasped as her breasts were revealed. She stood up and slid her skirt down to her waist, leaving her nude except for a small pair of lace panties and face paint on her cheeks.
The men noticed Lauren’s breasts immediately, and clearly enjoyed the view. Aaron openly stared at his mother’s breasts, which were now fully erect under her suit. They were the perfect size, big enough to pick up but not too big for his frame. She had cute, perky nipples that begged to be sucked. Aaron was drooling at the thought of groping his mother’s breasts while fucking his mother’s tight ass from behind. He could only stare at her lustfully now.
Lauren sat down and blushed when she realized everyone was staring at her. Her panties barely covered her rounded buttocks, and her legs and buttocks looked incredible as her scantily clad ass pressed against the cold floor. Undressed, her nipples began to harden from the cold of the air.
