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 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.