Headline
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All Characters in the story are 18 or older
5 Main Changes in this story from Summertime Saga game that will impact the rest of the story:
1. Debbie is Justin's mother
2. Jenny is Justin's sister
3. Diane is Justin's aunt
4. Justin has another big-dick friend named Michael that's similar to Justin in many aspects except Justin wants to go to college and Michael wants to join the Military.
5. Tammy is Erik's mother.
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Justin woke up on Monday, April 2nd, 2012. It was a beautiful day and it was also the day that Justin would have to go back to school after taking a month off to mourn his Father's recent passing. Justin's Dad died at at the age of 40, leaving Justin, his Sister Jenny, and his mother, Debbie to survive him. The day they came back from the Funeral on March 3rd, Justin had overheard his mom talking with his aunt, Diane.
Apparently, Justin's dad had left them with a massive amount of debt and there were some mysterious and shady people demanding their money back. Justin's mom never said anything to him, though, and so everything proceeded as if that didn't happen. However, Justin couldn't stop thinking about it. If these people were as mysterious and shady as his mom made them out to be, they could also quite possibly be extremely dangerous. Justin couldn't stop thinking about 3 things.
1. He needed money. Not only was College coming up soon and he needed to pick a college and have money to attend it, he also needed to find a way to cover his dad's debt. He felt that these people were dangerous and might do some unseemly things in order to collect their money.
2. He needed to uncover the truth about his Dad's death. The police had ruled his Dad's death as suspicious but they were not able to collect any more information other than that they really didn't think his Dad killed himself but couldn't find any proof that it wasn't self-termination.
3. He needed to find a date for the Sorority's Ball, he still didn't really have anyone concrete that he actually wanted to take to the Ball.
All of that aside, Justin knew he needed to get up and so he got dressed and ready for the day. Now, one habit that Justin always had was to use his telescope in the window of his room to be a secret perv. He first looked in the room of Erik just to see what his friend was up to. He saw that Erik was playing video games when he should've been getting ready for school. He moved his telescope ever so slightly and it zoomed over to Erik's mom's - Tammy - room.
Justin liked what he saw MUCH better there. Erik's mom was completely naked and was putting on a bra and panties. Sometimes on his routine peeping, he would catch magical moments like this. It was short-lived, though as Tammy closed the windows after she got dressed with her undergarments. Justin couldn't help but be slightly disappointed by this.
Undeterred, Justin pivoted his telescope over to his Classmate's Mia's window. She was sitting at her vanity in a white t-shirt and pink panties, getting ready for School. While he had been home from school, he loved peeping at Mia every night, the girl was insatiable and would masturbate almost every night. Justin couldn't count how many times he had masturbated to Mia masturbating. Justin was quickly developing a crush on Mia and wanted to know what it would be like to fuck her. Unfortunately, Mia is a very devout Christian and wanted to save herself for marriage. Justin didn't feel like he had the greatest shot in the world at getting to fuck her but he thought he should try anyway.
Out of curiosity and knowing, he'll probably not see anything, he panned over to Mia's super religious mom's window. To the surprise of absolutely no one, Mia's mom was doing her morning prayers. She always did this every morning. He thought Mia's mom was actually pretty hot but that's another woman he probably had little to no chance of ever getting to fuck, or so Justin thought.
Done with his telescope peeping, he walked out of his bedroom into the hallway. His sister met him in the hallway, wearing nothing but a T-shirt and some panties. Justin couldn't help but notice his sister was also not wearing a bra. That made sense, she always complained about how bras hurt her well above-average boobs. His sister Jenny had porn star tits. They were nearly perfect but Justin had to keep himself from checking out his sister like that. He knew it wasn't socially acceptable to find your sister to be attractive but Justin would argue that his sister was just objectively attractive. It would be hard to find someone with a more conventionally attractive and perfect body than his sister, a fact that she was very proud of and took extreme care to maintain. They had a very brief exchange in which they insulted each other in typical sibling fashion. Jenny got mad when Justin touched a sensitive point, that Jenny should be out looking for a job.
After seeing Jenny, Justin went downstairs to the kitchen where he smelled an absolutely sensational breakfast was being made. He knew his mom - Debbie - was making his favorite. His mom had always been a Stay-At-Home mom and so she was used to dressing quite casually. It wasn't uncommon for her to only be wearing her light purple silk robe and her panties. Justin wouldn't admit this to anyone but he thought his mom was insanely attractive. If it were socially acceptable for sons to love their mothers as their fathers do, Justin knew that he would have done it. He had something of a secret Oedipus complex. He really loved his mother but knew he would not be allowed to express it the way he might express it to another woman that wasn't related to him.
Justin's mom offered breakfast and then informed Justin that he should go over to his aunt Diane's house after school. She needs some help with her growing garden and she was willing to pay Justin a generous amount of money that would help him to save up towards College. Justin protested slightly, claiming he knew nothing about gardening. His mother dismissed his complaints and told him that his aunt would teach him everything that he needs to know and that he was expected to be there after school. No complaints.
Justin decided to listen to his mom. He really wanted to make things easier on his mom so he had been on his absolute best behavior since his Father passed away. He had to skip breakfast because he was going to make sure that Erik was ready to go and to arrive to school on time.
Justin headed out and waited for Erik outside of his house. Erik came out pretty quickly and the pair made for the school, catching up a little bit. When they arrived at the school, Justin and Erik saw Mia and went inside the school together. When the group went inside, Justin was confronted by his bully, Dexter and his girlfriend, Roxxy. Dexter was the captain of the Basketball team. He hated Justin because Justin was the co-captain of the team and admittedly the better player of the two of them. Dexter wanted to intimidate Justin off the team so that he could be the one that got all the glory in the games.
After a brief verbal confrontation, Roxxy reminded Dexter that he needed to be on his best behavior, otherwise he would no longer be on the basketball team. Dexter seemed to be annoyed by this reminder and left Justin and Erik alone, only after threatening them once more.
The first few hours of the school went by uneventfully. Justin did discover that his grades were impacted by his absence and that he would have to figure out how to make up the work, according to the principal when he visited her office to get a key for his locker.
Ms. Bissette from French class was offering extra credit if anyone was going to the after-school tutoring session that she set up. Justin knew he needed to be a part of that and so he signed up, much to Ms. Bissette's delight. He figured the extra credit couldn't hurt. After French class was Physical Education with the Coach. She was happy to see Justin coming back but she did demand that Justin get back in shape immediately because she needed him for the Basketball team. She needed him to get ready and going in a few weeks for one of the biggest basketball tournaments of the year. She also needed Justin to train for some of his track and field events too. He had a lot of training that he needed to catch up on since he was admittedly lazing about while he was off for 1 month.
After physical education, Justin went to the locker rooms to shower. He saw that the boys locker room was closed. Only the girls locker rooms were open and there was a paper sign over the sign for the locker room that indicated that both boys and girls were to use this locker room while repairs were being done on the pipes in the boys locker room.
Justin saw Judith standing outside the locker room. She told Justin that she wanted to wait until everyone left before she went in to shower because she didn't want anyone to see her naked while she was showering, especially not the boys or the popular girls. Justin was puzzled because he thought Judith was beautiful. He would very much like to see Judith naked but didn't say as much to Judith since he didn't think she would be comfortable knowing that Justin wanted to make a cumdump of her.
When the girls locker room was empty, the two of them went in to the locker room together. Judith asked Justin to turn around and look away while she showered. Justin obliged but after a few minutes, the temptation was too much. He turned around and took a peek and loved what he saw. Judith is a pleasantly plump woman with big boobs, a little bit of a belly, and thick thighs. Seeing her naked and enjoying the shower made Justin rock hard.
Since Justin was well endowed with a 10' dick, his hard-on made quite the large tent in his shorts. Judith turned around and saw Justin looking at her with lust in his eyes and a huge erection yearning to be freed from Justin's shorts. Judith bit her lips and then shyly invited Justin to join her in the shower, saying the water feels nice. Justin didn't need to be told twice. He stripped right then and there and allowed his dick to spring free.
Judith gasped softly as she saw Justin's erect dick. She had a look of awe and fear as Justin walked slowly towards her. He made out with Judith, guiding her hands to stroking his dick while they made out. He wanted her to know how big he was and to feel the size discrepancy between her small hands and his enormous dick that was easily twice the size of her hands. Judith could put two hands on Justin's dick and still not cover the whole dick.
Justin gently pushed Judith down onto the floor and had his dick pointed right at Judith's face. He slowly and gingerly put his dick on Judith's lips, expecting her to open up and take his dick into her mouth. Judith complied and put Justin's dick inside of her mouth. Judith sucked Justin's dick and he moaned lightly as she did so. Justin was absolutely loving it. Judith seemed to be a professional at sucking dick because even with as experienced as Justin was, he couldn't hold on very long before he exploded in Judith's mouth. She swallowed every drop of Justin's cum, leaving nothing. Justin pulled Judith up to her feet and had her back to the wall. He was now fingerbanging Judith and was determined to make sure she orgasmed as well.
Right as Judith was getting in the groove of being fingerbanged, the two of them heard a Screech. "WHAT ARE YOU DOING!"
It was Annie, the school enforcer. She went around trying to make sure everyone was following the rules of the school. As far as she was concerned, having sex in the locker room was absolutely prohibited by the school and she immediately took Justin and Judith up to the principal's office to face consequences after the two of them got dressed.
When the three of them got to the principal's office, Annie told Principal Smith what had happened. Principal Smith said that it was absolutely unacceptable and she was going to firmly punish the two of them unless Justin would do one thing for Principal Smith.
Sex between adults 18 and over, explained Principal Smith, was only allowed in her office on campus and Smith must be the one supervising the activity. As a consequence for having sex without Smith's permission, Justin was expected to allow Annie to suck his dick next.
Justin was shocked with what he was hearing the principal say. His punishment was to get his dick sucked some more? He was more than happy to oblige. His dick was already getting rock hard when he imagined Annie's lips around his dick. When he pulled it out, it was already at full size.
Principal Smith and Annie's eyes both widened. Smith ordered Annie to get on her knees and suck Justin's dick. Annie obeyed absolutely. Annie gave Justin an even better and more enthusiastic blowjob than the one that Judith had given him. Justin was now suddenly glad he already came in Judith's mouth because it made him last even longer with Annie. 15 minutes of pure pleasure went by before he finally came in Annie's mouth. Justin only understood who the punishment was for too late.
He didn't realize that Smith intended to humiliate Judith. After Justin came in Annie's mouth, Smith said that Judith could learn a lot from Annie and that she needed to become like Annie. Smith wanted Judith to visit her in her office everyday now to improve her dick-sucking skills. Smith didn't ask Justin who could suck dick better but she seemed to have absolute confidence that Annie was the superior dick-sucker to Judith. Justin hated that Smith was correct.
He knew he wanted more dicksucking by Annie but Annie didn't really want to have anything to do with Justin. She only sucked his dick because her role model, mentor, and adoptive mother (even though she's not an orphan, Annie saw Smith as more her mother than her actual mother, who she is embarrassed by) had ordered her to and Annie prided herself on being a good and obedient girl for Principal Smith.
Judith and Justin were dismissed. School was over and Justin knew he would have to go over to his aunt Diane's house after school. He couldn't believe the amazing day he had just had. His first day back and he already got his dick sucked by not one, but TWO beautiful classmates of his. Justin thought life was pretty sweet right now.
When he got to his aunt Diane's house, she was working in the garden. Justin was amazed by how much she had expanded her garden. She had been a busy woman recently, no wonder she needs the help now. He loved that Diane always called him handsome. It worked wonders for his self-esteem. Before Justin could start work, he had to go back home and grab the shovel he would need for work. When he got in the garage and grabbed the shovel. He was confronted by his sister, Jenny.
Jenny demanded to know what he was doing with the shovel. Justin told her and she made a face. She detested having to do physical labor and did not envy Justin whatsoever. She then demanded to know where the batteries were kept and refused to elaborate on why she needed them. Justin told her where they were. They were on the bottom shelf of the workshop table they had in the garage.
Jenny immediately turned around and bent over to grab the batteries. Justin couldn't help but admire his own sister's beauty. She was basically almost the picture of physical perfection. Her panties went up her ass a little bit, revealing more of her perfect bubble butt. Justin couldn't believe how nice his older sister's body was. He was trying to think of anything and everything that would prevent a boner from forming in his pants because that was the last thing he needed for Jenny to mock him relentlessly about. He was successful and Jenny went back into the house.
After parting with Jenny, Justin headed back to his Aunt Diane's and got to work. He worked long and hard, picking out all the undesirable stuff from Diane's garden. While he was working, Justin had noticed his aunt staring at his shirtless self quite intently, as if she was trying to memorize everything about Justin without his shirt. Justin, however, dismissed the looks and rationalized it as Diane just making sure he did the work correctly.
Justin went home after working for Diane. When he arrived home, he heard his mom on the phone. Someone was threatening her and demanding money from her AGAIN. Justin heard his mom yell at the other person on the phone and then hang up.
Justin then walked in to the kitchen and talked to his mom. He offered to help her pay down Dad's debts. She said absolutely not, she would much prefer that Justin focus on his school work and focus on getting into a good college rather than worry about the things that his Dad had left his family to deal with.
Justin reluctantly agreed that he'll focus on his studies but internally he wanted to help out his mom. It seemed like his Dad got involved with people that he shouldn't have and now those people were threatening to hurt his mom and his family. Justin couldn't allow that to happen. He went to sleep full of anxiety about the things to come. Despite the good day at school, Justin didn't really want to go back to school because he felt like his mom needed him at home.
Justin fell asleep and the next day came.
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