"Alright guys, I am off, gotta clean house." Charlie said as his monitor displayed the end of match scorecard.
"Twenty years old and the man still has chores." Luke ribbed him through the PC headset.
"That's what happens when you live in your mom's basement!" Dale joined in.
"Yeah, yeah, yeah... at least my place doesn't look like a biohazard." He threw back at them. They tossed a few more jokes and he closed out the game and put the computer to sleep.
Charlie worked part time at a local nursery down the street and they had slowed down as fall came to a close. Which meant more time for gaming with his friends in college, but as his mom liked to point out, also more time to help around the house. There was plenty to do and with it just being him and his mother, extra free time meant more for him. It was one of the reasons he stayed living at home when he graduated. His father had left the summer after graduation. Their divorce was amicable but Charlie had decided to stay with his mother Lindsay rather than his father. She worked so much and he knew she would appreciate the help and company.
Charlie had no issue with his father. He was a good dad, but his parents had drifted apart years ago. He now lived a few hours away, but Charlie would call every couple weeks and make the trip to see him a couple times a year. His father was always supportive of him, always there when he needed. He even encouraged Charlie to take time after highschool to just relax and enjoy himself.
His mother, Lindsay, worked later hours, often home at 8 or later each night. His father had encouraged him to work on their relationship, and offered to pay his mother's half of the mortgage as long as Charlie still lived there.
With almost no bills, it was easy getting by on a part time job. And it let him get plenty of quality time with his mother. Since the divorce, they spent more and more evenings having a late dinner together. They would talk and watch movies on the couch together or if the weather was good enough, take a walk, hop in the hot tub. His mother loved every moment of it, and genuinely was happier than Charlie had ever seen her. He had become much closer to her in a short time than he had been all those years growing up with his father around.
As time went on, he saw how much his mother appreciated his help around the house. She would brighten up when she came home to dinner and some task or other she had been meaning to do suddenly handled. It became almost addictive for him. He built a rhythm to his days off. Cleaning the kitchen of the prior nights meal prep first thing as his coffee brewed. Then laundry, main rooms, every other day a bathroom. After lunch, was gaming for a couple hours. After, he'd run any house errands, or work the yard. By 7 he would be started on dinner. All just to make her happy. To see her smile and know it was because of him.
Today he had cleaned and balanced the hot tub. He would want it over the next couple nights. With all the yard work he had planned and his two split shifts this weekend, Charlie was definitely going to be using it to recover. Maybe his mother would get him another case of beer. He would just need to find something she wanted done.
He kept the hot tub well year round so he was finished early. Well what to do now? He asked himself. He checked the clock, it was only 4:30. He considered gaming again. But he had so much time still and the house to himself. He went down to his room in the basement. Waking the computer up, he put on the headset. Volume up. Browser to private.
Charlie had so much time. So he eased in to it, browsing slowly. Previewing, letting the desire slowly build. He preferred to draw it out, to take his time and work himself up as long as he could. He started slowly stroking through his jeans as his dick began to tense in to form. He was looking for something with story, a longer build up to a longer fuck. There were filters he could use, but the hunt was half the pleasure. Once he started getting truly hard he decided to try 'Milf maid takes master's giant cock'.
It was a long curly haired busty brunette in a French maid costume. For 15 minutes she teased and temped her employer. Flashes of skin, "accidentally" grazing him. Charlie was quite hard at this point. His strokes were slow, deliberate and tight. Trying to hold back and take his time.
When her master finally gave in and ripped her panties off Charlie had to pause it, his strokes had become too fast and his cock was throbbing wanting release. Not yet, he told himself. He continued this for another hour, the build up of one video, hunt for another. Repeat and repeat. 'Bust milf teacher' 'Brunette swallows bosses load' a few others.
Charlie was able to build his orgasm for over a hour and 15 minutes, he was in bliss. Finally he returned to maid and listened to her moan as he opened a new piece of erotica from his favorite author on literotica. It was a slow story about a young man seducing his mother's best friend. With little success seducing the friend himself, the main character convinces his mother to help him. By the fifth page his cock was raging red, streaming precum in to his fist.
Wonder if mom would mind if I fucked her friend? He thought. Maybe, Julie? Her tits were smaller than he normally liked but that ass is amazing. He loved a bubble butt and thick toned thighs. Both of which Julie was a fine example of.
He began to fantasize of seducing Julie. Charlie pictured he was fucking on the living room couch. What would mom think? Would she rage or maybe it would turn her on? Fuck! He was so close now, his dick pulsed and though he stroked rabidly he held off his orgasm just a bit more. The maid screamed with passion as she approached orgasm in the background. Charlie was in heaven and nearly ready to cum. Somewhere in there his phone buzzed but he didn't hear it.
Lindsay worked for a small international investment firm. Because of where her clients were located, most nights she wasn't out of the office till 7:30. Today though, their servers had to be shut down suddenly for repair. It quickly became clear this would not be a quick fix. A little after 5:30, with nothing more to do, Lindsay texted her son Charlie and headed home.
It was a pleasant surprise for a Thursday evening. The traffic was worse than her normal commute, but less than terrible and only slowed her down a few minutes.
Charlie's phone buzzed when the video doorbell detected Lindsay walking to the door pulling her keys from her purse. He was in the final moments before cumming. His imagination had run rampant with this story. Quickly shifting from his mother secretly watching and getting turned on. She helped seduce Julie. 6:00 PM read the clock on his computer. She held Julie's hair while her friend swallowed his cock. She fucked his cock with Julie's mouth. 6:03. She told Julie how to fuck him, commanded her to worship his dick. 6:04 Now he imagined her touching herself as she watched and commanded. He was barely picturing Julie by this point. He could tell he was going to cum any second and it would be massive. He had held it at the edge for 15 minutes now.
6:06 the clock blinked, he had to cum now. That was when the second stair down to his room creaked. Fuck! In a panic he stuffed his cock back in to his jeans with one hand and closed the browser with his other, then fumbled to close up his fly. With a quick toss he threw his tissue in closet across the room. A soft knock came at his bedroom door.
"Don't know if you saw my text," his mother said as she entered the room, not waiting after the knock. "But I got off er.." she looked up and froze half a step in to the room. She saw Charlie sitting at his computer, 6'2", lean athletic, headphones on and face flushed. Nothing on the computer screen but his desktop. The leg closest to her bent up to block the view of his lap. Oh my, she thought. It has been years since she had surprised him in this way.
"Sorry, I should have waited..." she stuttered and froze for a moment as he turned slightly toward her. Was that bulge all him? No, it couldn't be. She looked up after a breath and collected her thoughts. "Anyhow I was just going to say, um, I got off work early and ... umm..." peak "how about I take care of dinner tonight."
"Uh, uhm yeah." Charlie cleared his throat and said "that sounds great mom." A little quietly, but he was trying to appear normal and not like he was just about to get off to her pleasing herself as he pounded her best friend. "I pulled out some steaks, if you fire up the grill I'll cook those and you can do the rest." He thought he sounded mostly normal. He looked at his mother, she was stunning.
Lindsay wasn't yet 40, but she worked out and took great care of herself. She was 5'6" with tits Charlie guessed were DDD. Long brunette hair, a light tan left from summer, and full lips. She was in shape, toned from the regular exercise, but thick. Her ass was probably the only firm ass bigger than Julie's that Charlie knew of. Tonight she was wearing a dark grey pant suit with red blouse buttoned high.
"Sounds good son. I am going to get out of these close and I'll start it up." Lindsay made the excuse to give him some time to finish, then again she probably could have come up with a less suggestive excuse. Whenever she came home and he was gaming at his computer she would walk up and kiss the top of his head. Even though he was facing her and not the monitor; even in this situation, knowing how embarrassed he probably was, she decided to use it as an excuse to get a closer look. She walked to his desk and leaned over. She kissed him gently atop his head. And as she drew away, she didn't notice him blushing, she was too busy sneaking another look at the tent in his lap.
It seemed large. Not massive but long, longer than his father's maybe. What surprised her was the thickness of the tent. No it couldn't be that thick. That's just how he pulled at his pants to hide it. She thought. That thing would split a girl in half.
With a gentle head shake she turned round and exited the room. Charlie let out a massive sigh when he heard her reach the top of the stairs. Did that just happen? How could he be so dumb? He should not have stretched it out for so long, now he hasn't cum and is going to help cook. He was kicking himself in his thoughts, especially for offering to grill the steaks when he could so easily have finished while his mom cooked.
The embarrassment helped calm down his cock enough he could reasonably hide it in his jeans. When more blood flow left his crotch and he could think a bit more clearly again, he replayed what had just happened over in his head. Had she checked out his crotch? Twice? It couldn't be. He was just caught up in the fantasy.
Charlie had thought of his mother like that before, when he was younger but had gotten over it. Online he had seen the typical "stepmom" videos, but it had been years since he made the jump to thinking of his own mother like that. His heart was pounding still and he wanted to cum but he took a few breaths, adjusted himself once more. Then went upstairs.
