Boys in Trouble

Boys in Trouble - Simon

By Nevergrowup
nevergrowup2015@hotmail.com

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This story is intended for adults only. It contains depictions of forced nudity, spanking, and sexual activity of preteen and young teen children for the purpose of punishment. None of the behaviors in this story should be attempted in real life, as that would be harmful and/or illegal. If you are not of legal age in your community to read or view such material, please leave now. * * * * *

Boys in Trouble

A series of unrelated one-post stories about boys in a variety of different predicaments.

Simon

It was Friday evening and Simon was relaxing in the bath; usually he had a shower, but for his English homework he had to read the first four chapters of the book they were going to be studying, Huckleberry Finn. This was only about 30 pages, but he thought he would run himself a nice hot bath and as he was soaking in it, he could do his reading at the same time.

Simon was 16-years-old and lived with his 12-year-old sister Kelly, and his mother Rhiannon. His father had walked out on them not long after Kelly was born and so his mother had brought him and his sister up on her own. Rhiannon had been a teenage mum, having given birth to Simon when she herself was only 16-years of age. She had coped very well, and had been supported by her parents; both her children had been brought up properly, were well-behaved, did well at school and helped their mother around the house doing jobs whenever they could. She was very proud of them both and loved them dearly.

Rhiannon had juggled bringing them up with working in a restaurant; initially as a waitress when she left school, before becoming head waitress, then assistant manageress, and then manageress. The owner of the restaurant had been very impressed with her tenacity and determination to be successful, and also her ability to interact with the customers and other members of staff. Over the years she quickly became a huge asset which the owner recognised and was prepared to grant her great flexibility in her working hours as he appreciated the excellent job that she did. The only downside to it was that she didn’t have much of a social life; she had friends of course, but no close male friend, boyfriend or partner. At 32 years of age she was slim, attractive, with shoulder length blonde hair and blue eyes. She had also passed her genes onto her children; Kelly was almost a smaller scale model of her mother and she and Simon both had blonde hair, blue eyes and were both very good looking.

As Simon lay there in the bath, soaking under the bubbles in the hot water, he heard a knock on the door and his sister’s voice; “Simon, what’s happened to the laundry basket? I need to put the washing in.”

“Damn,” he exclaimed. He was supposed to have left the laundry basket outside the bathroom door before he got into the bath, but had forgotten all about it. “Sorry Kelly,” he called out, “hold on a minute.” He hauled himself up and climbed out of the bath wrapping a towel around his waist; he then unlocked the bathroom door, and opened it, as Kelly waited outside, and dragged the wicker Alibaba basket across to the doorway so that Kelly could reach it. As he did so, he somehow got his towel caught on the basket and as he stepped back from it, so it pulled away from where it was wrapped around him, leaving him standing naked and fully exposed in front of Kelly. She stared at her brother, her eyes widening as they instantly looked downwards towards his groin and his willy that was hanging down between his legs and the blonde pubic hair that sat above it. “Oh shit!” Simon muttered, before hurriedly closing the bathroom door, leaving Kelly with the laundry basket.

Around an hour later Simon had finished his bath, done his homework reading, and had got dressed, putting on a pair of shorts and a tee-shirt, before heading barefooted downstairs and into the lounge. Kelly was in the kitchen sorting out their tea as being a Friday evening it was one of the busiest times of the week in the restaurant and their mother was working, so wouldn’t be home until gone midnight. She had also got the washing machine going and the kitchen table set ready for them to eat, and was doing a really great job for a 12-year-old co-ordinating everything. Hearing his sister busy in the kitchen Simon went through to ask if there was anything he could do to help. Kelly turned around from where she had been draining some peas at the sink; “well you could take the laundry basket back upstairs to the bathroom if you think you can manage it?” she said as she gazed at her brother, a smile appearing on her face. Simon blushed as he realised Kelly was alluding to his towel malfunction earlier; he picked up the basket, and returned it to its usual location. When he came back downstairs again Kelly was just dishing up their meal; fish fingers, chips and peas. She put the plates down on the table and they both sat down to eat.

As they ate so they talked together about what sort of day they had had, what they had done at school, and any plans that they had for the weekend. Their mother was working both Saturday and Sunday at the restaurant; normally she only did one of the weekend days so that she could spend time with Simon and Kelly, but a couple of the staff were off sick and so she needed to provide cover for them. That meant that there were a few jobs that they would need to do to help their mother out. Whilst they were eating, Simon noticed Kelly looking thoughtfully at him on two or three occasions and asked her if there was anything wrong, but she said there wasn’t. After they had finished eating, they did the washing up, cleared the table and tidied everything away, before making their way through to the lounge where they each took a seat on opposite sofas and started watching television. They discovered that there wasn’t really much on to watch and so Simon was idly flicking through the channels trying to find something that would interest them both. As he did so he became aware of Kelly glancing across at him quite regularly; she had done that when they had eaten their meal earlier and he was beginning to wonder whether he should say anything to her when she spoke;

“U-um, Simon,” she stated, a little unsurely, “Um, I was err wondering, can I ask you something?”

Simon sensed that whatever she wanted to say, she was quite nervous about, and so switched off the television to avoid any unnecessary distractions. “Yes, go ahead,” he replied smiling, “what do you want to know?”

Kelly looked rather edgy and appeared pretty anxious as she stared at her brother, but didn’t say anything.

“Come on Kelly,” he said, “I know there is something you really want to ask me, so just go ahead and ask. Whatever it is I’m sure I can give you an answer, so tell me, what’s on your mind?”

Kelly swallowed hard, stared directly at her brother and then blurted out; “When we were upstairs earlier I saw your willy; It’s the first time I have ever seen one, and it looked quite strange, but at the same time it looked quite nice; I’ve been thinking about it ever since I saw it and wondered if you would show it to me again.” As soon as she had finished speaking her face went bright red. Simon gazed at his sister in astonishment, he certainly hadn’t expected her to come out with a question like that.

“Err, well, um, I’m not sure about that.” he uttered, his face also going red, and looking and sounding quite perplexed at her request.

“Please,” pleaded Kelly, “I haven’t thought about anything else since I saw it. I’ll do anything if you’ll let me see it again; I’ll even do all your household chores for the next week” she declared. Simon sat looking at his sister in amazement, he had never seen her as worked up as this before; he mulled over in his mind what she had said; he had been quite embarrassed earlier when his towel had slipped down and he had accidentally ended up naked in front of her, but now she was asking him to deliberately show her his cock. He wasn’t at all sure about it, but then Kelly had just offered to do all of his chores for the whole week; he didn’t like doing housework at the best of times, and now he was being offered an opportunity not to have to do it just for showing his younger sister his cock. The more he thought about it, the more it made sound sense; he glanced across at Kelly once more, before making up his mind;

“Oh, okay, I’ll do it, I’ll show you my willy,” he announced, “but you have got to do all of my jobs for the whole week, promise?” he asked sounding almost as agitated as his sister had been.

“Yes, I promise,” responded Kelly, her nervousness having completely evaporated, and her eyes shining with excitement as she gazed eagerly at her older brother.

There was a long pause as Simon again thought through what he was about to do, before he finally convinced himself that it wasn’t going to cause any harm and was just a bit of fun. He looked across at Kelly’s smiling face which gave him the confidence to do it. “Okay here goes,” he said as he stood up from the sofa; he grabbed hold of his tee-shirt and lifted it over his head before dropping it onto the carpet, revealing his slim smooth upper body. He then tugged down his shorts and stepped out of them, leaving him standing in just his boxer shorts. He gazed at Kelly again who was staring back at him, he tucked his thumbs inside his boxers, as he did so he was suddenly struck with a sense of exhilaration and excitement and at the same time he felt a stirring in his groin; “are you ready for this?” he asked Kelly, who nodded excitedly. He then pulled his boxers down and stepped out of them leaving him completely naked in front of his sister, his cock had become semi-hard and as he stood there the thrill of the situation caused it to harden fully so that he was now sporting a full-blown 6-inch boner. Kelly let out a gasp of amazement as she watched it grow;

“Wow! That’s awesome!” she exclaimed, getting up from the sofa and moving towards Simon to get a closer look; “why is it sticking up like that?” she asked curiously, “it didn’t do that when I saw it earlier.” Simon blushed for a moment, but then grinned as he explained that when a boy gets excited his willy gets hard. “Um, can I touch it?” Kelly asked, surprising Simon with her request, however he was beginning to find the whole situation quite arousing and told her that she could touch it if she wanted to. She stood right in front of him, reached out with her right hand and wrapped it around his shaft. As soon as her fingers made contact with his cock, he let out a groan; no-one apart from himself had ever touched his cock before and it had sent a bolt of electricity surging through his body. “It feels really nice,” she remarked, as she began to slide her hand up and down, stroking Simon’s cock. He let out a series of gasps and groans and little moans of contentment; he couldn’t believe it; two hours ago as he stepped into the bath he could never have imagined that he would be naked in the lounge with his 12-year-old sister wanking him, which was exactly what she was doing, although she herself had no idea how much pleasure she was actually giving to him.

As she continued to stimulate his cock, so Simon’s moans and groans got louder and more intensive; “Oh Kelly that feels so good,” he uttered, his eyes closed as he savoured the wonderful feelings that he was experiencing; “please just keep doing that.” Kelly grinned, she didn’t know why her brother was doing so much moaning and groaning, but he was clearly enjoying having his willy stroked by her, and she was having just as much fun doing it to him. It wasn’t long before Simon could feel the familiar sensation building up in his groin, as he began to approach the point of no return; he suddenly cried out; “Oh God! Oh Yeeesss Kelly! Fuck! Aaaaaagh! Aaaaaagh! Aaaaaagh!” as he shot spurt after spurt of cum; the first reaching his chest, then his stomach, groin and over Kelly’s fingers. A stunned look appeared on her face as she watched completely gobsmacked at all the white stuff that had come from Simon’s willy. She carried on stroking it, until nothing more came out, and Simon asked her to stop, before he sat back on the sofa breathing deeply with a huge smile on his face; “that was incredible,” he gasped. Kelly grabbed some tissues from the box under the coffee table as she waited for him to get his breath back, giving some to Simon and using some herself, wiping the white goo from her fingers, before asking him what had just happened and what the white stuff was. When she discovered it was sperm and that she had caused him to produce it by stroking his willy she was quite ecstatic and so thrilled to bits, the grin on her face became almost a permanent feature.

Once he was fully recovered from his exertions, Simon went back upstairs and took a quick shower before putting his clothes back on and returning to the lounge where he and Kelly watched television until around 10.30pm, before going to bed.

The next day after their mother had gone to work Kelly asked if they could do it again. After the amazing experience of the previous evening Simon wasn’t about to refuse and was soon standing naked in the middle of the lounge as Kelly stroked his cock and wanked him to another very enjoyable and satisfying conclusion.

After this a regular pattern emerged that whenever Rhiannon was at work and they were at home alone together Simon would strip naked and Kelly would wank him off. He absolutely loved having Kelly’s small fingers caressing, manipulating and stroking his cock, and once she had got her rhythm going, he would always close his eyes and allow the pleasurable sensations to build, until he reached his orgasm.

Then one afternoon during the school half-term week, Simon was naked in the lounge and Kelly was wanking his cock as usual when the front door quietly opened and Rhiannon entered. She had arranged to finish work early, so that she could surprise them both and take them out to the cinema. As she closed the door softly behind her, she could hear strange groaning noises coming from the lounge. She cautiously walked along the hallway and peered around the door, managing to stifle a gasp at what she saw; she stood and stared in stunned silence as she witnessed Kelly, who was fully clothed masturbating Simon’s penis, and who was totally naked. She watched, making no noise until Kelly brought Simon to a conclusion, before she silently slipped away from the lounge door and quietly let herself out of the house again. She went and had a coffee before returning to the house about three-quarters of an hour later; this time however she made quite a bit of noise as she opened the front door. Kelly and Simon were both sitting in the lounge in front of the television, with Simon now fully dressed again. They were both surprised to see her, and neither of them were aware that their mother had seen what they were up to; and she didn’t mention anything about it. They were both delighted when Rhiannon told them about the trip to the cinema, and all three of them had a very enjoyable afternoon, followed by a meal out afterwards.

The next morning Simon had arranged to meet a couple of friends from school in town; Rhiannon wasn’t working until the evening, and so she and Kelly set about doing the housework together. At about half past eleven, she made some coffee and they went into the lounge and sat down; as they were chatting Rhiannon revealed to Kelly that she had returned home even earlier the previous day and had seen her in the lounge with Simon naked and wanted to know what was going on. Kelly was shocked and horrified to discover that their mother had found out and went bright red with embarrassment. She immediately apologised and said how sorry she was. Rhiannon asked how long it had been going on and whether they were doing anything else together that she didn’t know about. Kelly explained how it had all started, and admitted that she had asked Simon to show her his willy; she also assured her mother that this was all that they were doing and that she hadn’t got naked at any point. They discussed the matter for some time and by the end of the conversation Kelly was laughing and giggling, and Rhiannon had a huge smile on her face.

The following day was Thursday, and Simon and Kelly were sat waiting in the lounge for their mother to leave for work. As soon as the front door opened and closed Simon stripped off his clothes and took up his position in the middle of the lounge as Kelly wrapped her fingers around his cock and started to wank him. What Simon didn’t know however was that Rhiannon had changed her shift from lunchtime to the evening, and had only pretended to leave the house. She was in actual fact watching from the hallway as her daughter worked her son’s penis up and down. She waited for the moment when Simon closed his eyes, as he always did and then swiftly and silently entered the lounge, went over to them and swapped places with Kelly with a precision movement that was virtually unnoticeable. As Kelly sat down quietly on the sofa, a huge smile appeared on her face as she watched her mother wanking her brother’s willy, bringing him to another very memorable conclusion; “Oh God! Aaaaaaagh! Oh Fuck! Aaaaaaagh! Aaaaaaagh!” he yelled out, as he shot his cum over his body and unbeknown to him, his mother’s fingers. “Thanks Kelly, that was awesome,” he gasped.

“I’m glad you enjoyed it,” his mother replied.

Hearing his mother’s voice Simon instantly opened his eyes, his face went bright red and he stared in total horror at his mother. “What a big boy you have grown into,” she stated as she gazed at the stunned look on her son’s face. “I think we are going to have a lot of fun with this,” she announced, squeezing Simon’s cock and smiling.

(End of File)