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Author’s note: This is a rewrite of sorts, I first wrote this story a couple years back but I wasn’t happy with the direction. I’m starting again with what I consider to be an improved story arc.
Note: All characters depicted are above the age of 18.
It was a Thursday night in late February and nothing was out of the ordinary for Charlie and his two best friends. The three young boys were playing video games in the basement of the large ranch style home. It was no secret, playing online shooter games late into the night was the preferred way to spend time together for Charlie, Benji, and Hayden or the “Three Amigos” as everyone at school called them. They would routinely lose track of time and end up hanging out together until the small hours of the morning.
This large ranch home belonged to Charlie and his family and it was the favorite destination for gaming with the three boys largely because of the lenient rules of the home and the blazing fast internet Charlie’s Mom had acquired earlier that year.
The boys had always stuck close together, ever since the 6th grade that is. They all ended up going to the same middle school together and then moved to the same high school were they remained best friends. They were true friends, they didn’t do anything without each other, whether it be video games, movies or activities at school, they loved to hang out. They had the same interests, none of them liked sports or going to loud parties, they were loners at heart but at least they had each other.
Benji is the real nerd of the group, if any of them would become a professional D&D DM it would be Benji. He was short and portly and didn’t always have the best of hygiene but he had a heart of gold and would do anything for his friends at the drop of a hat.
Hayden is the most “normal” of the group, he was tall, strong, and handsome. The cool kids at the school were always trying to get him to hang out and play sports but for some reason he always preferred to hang with Benji and Charlie, something that his two friends were very happy about. He was considered the leader of the group by default, because of his size and looks. He didn’t care about what people thought, he mostly just wanted things his way and this worked perfect with the passive nature of Benji and Charlie.
Charlie is the smart one of the group, he was always top of his class and ahead of his two friends when it came to feats of intelligence. Like Hayden, he was also attractive but didn’t have the strong, tall body along with the looks. He was a true introvert, real joy for Charlie was hanging with his friends and building things in his basement.
The common thread between all of these boys was that they were inexperienced with the opposite sex. All of them were virgins, although Hayden once got a blow job in the girls locker room but that’s a story for another time. They were all 18 and still scared to approach the girls at school, confidence was not their strong suit to say the least.
Charlie lives in the large house alone with his Mother. This was a recent arrangement as Charlie’s sister, Claire had recently moved to New York to attend University. The sheer size of the home and the fact that only two people lived inside meant the boys could feel as though they escaped all earthly rules when playing in the basement. At least until they made noise late enough to remind Charlie’s Mother to send Benji and Hayden back to their own homes.
It was past midnight on this Thursday night when the three boys heard the door to the basement slowly open and the sound of Charlie’s Mom start the descent down, they all knew what would happen next.
“Hey Boys! How are you three doing tonight?” Charlie’s Mom asked in her normal friendly tone of voice.
Benji and Hayden both stammered simultaneously “Good, Mrs. Dowell, How are you?”
“I’m doing just fine, thank you for asking, and you two know you can call me Sarah.” Reminding Benji and Hayden that they didn’t need to be some formal with her.
“Unfortunately you boys know what time it is, don’t you?” Sarah asked all the while knowing Charlie and his friends knew the answer.
“We’ll start packing up now, Mom” Charlie said with disappointment in his voice.
“I hate to be a buzzkill, but you boys have school in the morning and I don’t think your mothers would like the idea of me allowing you to stay up all hours of the night, sorry.” Sarah always felt bad sending them home.
“It’s okay Mrs. Dowell… I mean… Sarah, we understand. Thanks for letting us come over.” Hayden said with a smile on his face.
“I’ll see you boys soon. Charlie don’t stay up too late.” Sarah said with a smile as she turned to head back up the stairs.
Charlie noticed Benji and Hayden check out his mother’s ass as she walked out of the room, this was a common occurrence, his mother was by far the hottest Mom of the group and he was well aware his friends wanted to see her naked. Once Charlie’s Mom had made it up the stairs and out of earshot, Charlie let his friends know they avcılar elit escort could come over the next night and finish up where they left off.
“Sounds good, let’s plan on it! Alright Benji lets head out.” Hayden said.
Hayden was again allowing his strong personality to direct his friend around. Saying a command and assuming Hayden and Charlie would listen was the way the friendship worked since the three of them could remember.
“I’ll walk you guys out.” Charlie said as he led his two friends up the stairs to the front door.
“See you tomorrow, dude” both of Charlie’s friends yelled back at him as they headed out the door back to their respective homes.
It was bright and early the next morning and Charlie was woken by the welcoming smell of breakfast. This was not an unusual occurrence for Charlie to wake up this way, Sarah loved to cook, and breakfast was her favorite meal to prep for the house. Charlie hopped out of bed feeling good and rested, it was Friday after all and he had plans to hang out with his friends but first he needed to get ready for school.
Charlie threw on his favorite hoodie and jeans before he headed to the kitchen to greet his Mother.
“Hey Mom!” Charlie said with exuberance as he turned the corner to the kitchen.
“Good morning! It looks like someone is feeling bright eyed and bushy tailed this morning.” Sarah said as she flipped the bacon she was cooking.
Charlie smiled, “It’s the weekend, I’m excited to hang out with my friends.”
“I assume you boys are planning on hanging here tonight?” Sarah asked.
“Of course we are! We love hanging out here and you know you’re the coolest Mom.” Charlie said laughing.
“That’s right keep buttering me up, just like this toast.” she said with cheeky smile, pointing the spatula at the hot breakfast awaiting Charlie.
“Alright, alright, breakfast is ready you brown nosing boy.” Sarah said as she pushed the plate of eggs, bacon, toast and a freshly cut avocado to her hungry son.
“Thanks, Mom. This looks amazing.” Charlie said as he picked up his fork ready to devour his breakfast.
Sarah prepped her plate with breakfast and situated herself right next to her son at the kitchen table.
“Hey, Charlie. Can I ask you a question?” Sarah said nudging her son with her shoulder.
“Of course you can.” he promptly replied.
“I know you love playing video games with Benji and Hayden, but why don’t you three ever go out and spend time with girls your age, huh? You know, go on dates?” Sarah asked softly.
“Mom! Why do you always do this?” Charlie said with a big sigh.
“Do what? I’m just asking.” she rebutted.
“I don’t have time for girls Mom! Or they don’t have time for me, I don’t know?” Charlie said in a frustrated tone.
“What are you talking about? Of course girls have time for you! You are just too afraid to ask, but you shouldn’t be. I bet plenty of girls from school would love to go on a date with you.” Charlie’s Mother said as she placed her right hand on his shoulder.
“Maybe… I don’t know, whatever,” his voice sounded impatient.
“Can we please change the subject? I don’t want to talk about this right now, I have to go to school soon.” Charlie said abruptly.
“Yes, yes. I’m sorry. I just want to make sure my boy is happy that is all.” his mother said with a smile as she rubbed his shoulder before releasing him.
After that short conversation the table became quiet and a little awkward. Charlie quickly finished up breakfast and headed to the bathroom to finish getting ready for school. He finished up in the bathroom and collected everything he needed for the day and headed to the door.
“Alright, Mom. I’m off to school!” Charlie yelled as he walked out the front door. Before his Mother could even reply she heard the door close behind him.
Sarah just wanted her son to have more social skills. He was 18 now and all he wanted to do was play video games with his friends. Sarah didn’t have time to sit and think about this for too long she also had to get to work.
Sarah was a well respected lawyer of 12 years. She was known for being tough on her clients and always an extreme professional when the job called for it.
The morning for Sarah was filled with clients and planning for court early the following week. Time was flying by this Friday and it was now early afternoon and Sarah finally had a break in the day to eat her lunch. She quickly grabbed her salad from the staff kitchen and scurried back to her office in hopes of nobody seeing her so she could have some moments of peace. Just as she began to prepare her salad she heard a knock on her office door.
Sarah opened the door and realized it was a fellow lawyer named Jim Johnson.
“Hey Jim. What’s going on?” Sarah asked as professionally as she could.
Jim stood at the door awkwardly for a moment before speaking. “I was just curious if you had any plans tonight?” He asked.
“Well, nothing major. Just excited avcılar escort to get some relaxation after this busy week.” Sarah replied with a smile.
“Yeah, it has been a busy week. Any chance you would want to get some dinner with me after work before you head home for the night?” Jim was doing his best to ask Sarah out on post work date.
“Oh, Jim. That is so nice of you to ask but tonight is not a good night for me. I’m sorry.” Sarah rejected his advance in the nicest way possible.
Jim smiled and took the hint. “Okay, maybe some other time then?” Jim said with a smile on his face.
“Sure, Jim. I’d like that.” Sarah said in hopes he wouldn’t actually ask again at a later time.
This type of situation was not uncommon for Sarah. Co-workers asking her out was something that occurred regularly. Sarah was 39 and still extremely youthful for her age. She took very good care of her body and it was nothing shy of stunning, especially in a work environment where many people around here did not take such good care of themselves.
People would often tell Sarah she looked like Sandra Bullock. She had long brunette hair, legs that just kept going with an ass that anyone with eyes could tell she spent plenty of time sculpting in the gym. However, her best feature was her breasts, she had nearly perfect tits. They were large and perky for her age, men and women alike had a hard time not sneaking glances in the office when she would wear tight blouses.
All this to say, Sarah was quite beautiful and men vying for her attention was nothing new for her. Even though men would often ask her out Sarah had still not been on date since the death of her husband 4 years ago.
Being a single mother was something Sarah never planned on having to do, her marriage was a great one but unfortunately sickness had different plans and cut her husband’s life short. Not long after the death of her husband she went into a deep depression, she felt so sad and alone but her kids were there everyday helping her through it.
It took a very long time but she began to feel lighter and more like herself. She clearly understood that her kids brought her through that terrible time in her life. At that moment she vowed to be strong and caring for her children as long as she lived. She believed to the bottom of her heart that it was the least she could do for her children. Ever since that time in her life she’s worked incredibly hard and built an amazing life for her family filled with opportunity and love.
Sarah’s work ethic lead her to many late night’s at the office taking great care of her clients, not unlike the current night for Sarah.
“Oh my God! It’s already past 10!” she thought to herself. Sarah was so engrossed in her work that she didn’t even notice she was the only one left in the office. She knew she had so much more work to finish before next week but she could complete much of it from home, so she decided to call it a night from the office and head back to the house.
Sarah finally made it home, she pulled her Audi Q8 in the garage and headed inside. It didn’t take long before she heard some very muffled noise coming from the basement. The noise jarred her memory of this morning when Charlie told her that the boys would be over tonight to play video games. She didn’t think much of it as she walked to her bedroom to get undressed and showered up for the night.
After she had taken off her blouse and skirt she caught a glimpse of herself in the full length mirror placed in the corner of the bedroom. She walked over and began to admire her own body in the mirror. She was playfully sticking her ass out while placing her hands tightly on her hips. “You still have it, Mom,” she thought to herself before a strange noise coming from the basement broke her self-loving thoughts.
The noise was coming from the air duct on the other side of the room. Years ago Sarah would use that duct to listen in on her kids playing downstairs to make sure they were safe. Her children never found out about this built in spy equipment she used so frequently. Now that her kids were grown it had been a long time since she eavesdropped through the vent but the noise sounded like screaming and she wanted to make sure everything was okay in the basement.
She got down on her knees and placed her ear as closely to the vent as she could. It didn’t take long before she knew what was happening, it was a woman moaning from sexual pleasure. Sarah could tell it wasn’t an actual person in the basement, but it was coming from the TV, the three boys were watching porn! Sarah couldn’t believe it, she quickly pulled her ear away from the vent and placed her hand over her mouth. “Those boys!” she thought to herself, “I can’t believe they watch porn together in my house.”
Her natural instinct was to get upset but she quickly calmed herself down. “They are all 18 years old, they are allowed to do this type of thing… I guess?” Sarah rationalized inside her own brain. She took a couple deep breaths and sat herself down on her avcılar eve gelen escort bed. She was trying her best to be the “coolest mom” like her son called her earlier.
As she sat there on her bed she began to get a little curious. Sarah didn’t understand what was happening but she was starting to feel a little horny at the idea of teen boys jerking off just below her in the basement. Her sudden confusing interest in the situation lead her to get back down on her knees and continue to eavesdrop on the boys “fun” night.
Once she get in position to hear the party below it became even more clear as the sound of moaning and fucking from the TV was playing quite loudly. Sarah’s thoughts were running wild, “How are they doing this? Are they all sitting on the couch? Are they taking turns?” she couldn’t come to terms with what was happening.
She then heard the voice of one of the boys, “Oh my God, Riley Khalifa is so hot!” exclaimed one of the boys.
“Shut up dude! I’m trying to watch here.” retorted another boy.
She assumed that was Hayden considering the command. She observed over the years that he was always yelling at her son and Benji. There was no more noise from the boys over the next minute or two. She was listening so intently that she could now hear the sound of masturbation. It had been awhile since she had seen a man pleasure himself but she could certainly remember the sound. It didn’t take long before she could hear one of the boys moaning, it became louder and louder until it was clear one of them had just climaxed.
All of the sudden the TV shut off. “Are you kidding me, Charlie! You came already!” yelled Hayden.
“You are such a pussy! You’re just a little premature bitch!” he said with a loud laugh at the end. Benji was laughing too.
“What are you laughing at Benji? You’re just as bad as fuckface right here.” Hayden said forcefully at Benji.
“Whatever man! I couldn’t help it, Riley is so hot.” Charlie said as an attempt to defend himself.
“How many times do I have to tell you two, girls don’t like premature ejaculators! You two are never going to have a girlfriend.” Hayden continued the assault of his friends.
“Whatever Hayden,” both Charlie and Benji said at the same time.
That was as much as Charlie’s mother could take, she backed away from the vent and sat back down at the foot of her bed. She couldn’t believe that Hayden was bullying her son like that. She was so upset that she had forgotten that she was just listening to her son and his friends watching porn. Sarah was no longer horny, she was just concerned about the well being of her only son.
“No wonder he doesn’t have confidence!” Sarah thought. “How could he if he’s being bullied by his own friend?”
Sarah paced around the room for a few minutes in anger, she finally decided to cool down by taking a shower. She considered this to be none of her business but now that she had heard that conversation her motherly instincts were not going to let it go.
Sarah couldn’t shake the upset feeling all night, she just laid in bed fuming. She was so mad at Hayden, she could have strangled him for what it’s worth. The reasons for her anger were not unfounded, she was so upset because her late husband fought against the same issue and she hated the idea of her son going through that, but with a bully to boot.
Sarah laid her head back against her pillow and thought about her late husband, Peter. It always brought her peace to do so. She remembered how loving he was, how kind and talented. He was a great Father to Claire and Charlie and she missed him so much.
Peter was not without problems here on this earth, he also lacked confidence in himself for a long time. Sarah devoted so much of her time helping him believe in himself. Just like his son, Peter suffered from premature ejaculation and it was quite the problem early in their marriage. Sarah recalled how upset Peter would get about the situation, many times he would leave Sarah unsatisfied in bed, this was causing issues in life and at work for Peter.
Sarah remembered all the nights of helping him. Sarah would research “techniques” to help men with premature ejaculation and then try them on her husband. It took many months and lots of training but slowly Peter’s stamina grew. Eventually Peter could last longer than his wife in bed delivering her multiple orgasms nightly. Not only was she having better sex but the man she loved was gaining confidence that was palpable. Peter was getting raises at work, he was making more friends, but most of all he was happier. That made all of the work worth it for Sarah.
While Sarah was reminiscing on the past she came up with an idea that scared her to the core. “Should I give my son the same training?” she thought. She wanted nothing more than for Charlie’s confidence to grow but could she really use sexual tactics to help him?
Sarah quickly pushed down the thought, there was no way she could approach Charlie about such a thing let alone follow through with it. She was stirring with emotion, “What if he needs this?” Sarah thought. He was being bullied and his self confidence was not good at all. The more she thought about it the more it mirrored her late husband. Her mind was going too fast and she needed rest, Sarah closed her eyes tightly and let it all out of her mind for the night in order to get some rest.
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