3 comments/ 68717 views/ 32 favorites Mr. Nice Guy vs. High School Ch. 01 By: EsotericNiceGuy (For those of you who would like to read the first three Mr. Nice Guy installments, the first story is Mr. Nice Guy vs the Mall Rat, followed by the Mr. Nice Guy vs Concert Milf and the Mr. Nice Guy vs the First Interview. Those stories may give a little back story, but it will not be needed for this series revolving around Jason's senior year of high school.) * For an 18-year-old with no previous girlfriends, Jason was getting a decent lay quite often. Between fucking the busty, young mallrat Kat senseless anytime he felt like calling her up, and fucking his boss Mrs. Donna Rhea anytime she could get him alone, Jason wanted to seduce someone new. Like, maybe one of the many gorgeous girls from his school. The problem was that he wasn't sure how to start. High school is different than just picking someone up at the mall or at a concert. If you make a pass at someone openly, then everyone knows about it by the end of the day. If you are rejected by one girl, then the next will hear about it and feel like a consolation prize. If you get laid with one girl, then other girls may not want to sleep with you because of who you slept with. At least, that is how Jason saw it, and it was why he never stuck his neck out and asked someone from school out on a date. Well, one of the reasons. Jason also had no idea how girls at his school rated him. He had heard rumors going around that he and Mary were hooking up - Mary being one of the most popular girls in the school. He also heard that he and Shyla, a hot little pothead with an easy reputation, had fucked several times, but neither rumor was true. He was certain that if the girls knew, they would probably blame him for the rumor and kick his ass. Girls flirted with him sometimes, but he always felt deep down that he didn't fit in. The guys at school made that abundantly clear. He had been in far more fist fights growing up than he had been invited to parties. If he actually hit on someone who was flirting with him, and it turned out to be some weird gag, then he would be a laughing stock. Basically, he needed advice on where he stood with the fairer sex of Rock Bridge High. His mind wandered to Gretchen Greene. Gretchen was named after her grandmother by her mom, who could obviously care less that her daughter was doomed to be made fun of her entire life. Jason and Gretchen had been friends until the age of seven, when her mom decided that Jason and every other kid was a bad influence and started homeschooling the girl. By the time she was old enough to attend high school, Gretchen finally started coming back to Rock Bridge. Over the years, she had apparently stayed friends with Laura and Nicole Frost, two churchy sisters who were a year apart. Laura, Nicole, and therefore Gretchen by association had a reputation for being extremely religious. Jason had spoken to Gretchen a couple of times at Rock Bridge High. It was nothing deep, but enough to pass for polite banter between two old friends. She seemed the perfect girl to let him know where he stood in the high school hierarchy, since she was most likely to be unbiased herself. As it happened, Gretchen lived just up the street from Jason's grandmother. That Monday after school, Jason drove over to his grandmother's to do some recon. "Oh Gretchen? Yes, she still lives in the house at the end of the road with that mother of hers. You two always were cute together. You should go up and pay her a visit. That mother of hers never gets home til after six, working god knows where." Jason was surprised his grandmother spoke so disparagingly about Mrs Greene. He had never heard his grandmother say an ill word about anyone. Shrugging it off, he accepted her suggestion and strolled up the street on foot to the Greene residence. He knocked, but he did not get an answer. Gretchen did not own a car, and with no car in the lot Jason almost gave up until he realized he heard a shower running. Amused, he started belligerently ringing the door bell. Soon he could hear Gretchen running up to the door. "Okay okay okay okay I'm coming." Her head popped up in the window beside the door. Her hair was wet. "Jason Lakes? What are you doing at my house?" "I need some advice. I was hoping you could help. Can I come in?" Jason smirked, knowing she couldn't be wearing more than a towel. "Give me a minute?" Jason nodded, and Gretchen disappeared into her home. She really was gone only a minute before the door opened to reveal Gretchen in a loose sweater and sweats. Gretchen always wore loose, unflattering clothes, as well as outdated clothes, like shawls. Her favorite accessory looked like she stuck her head through an oversized doily. Jason could easily see how she was unpopular and saw ways to fix it. Maybe she could do the same with him? Jason stepped inside. Gretchen was also short, coming up just a little above Jason's waist. Gretchen waited for Jason to ask his question, and stalling for time Jason looked around the house. He had been a child when he had last been here, and he experienced a little bit of vertigo realizing how small everything looked now that he was 6' 5''. Not only that, but Gretchen was kind of short, and her mom, according to the pictures, was shorter still, so everything was sized for a small person, and none of the furniture came above Jason's waist. Feeling dizzy, Jason wondered down the hall to Gretchen's room, where they would sit and hang out as kids when her mom was not home. He took a seat on the bed, still feeling dizzy. Looking up at her, she looked freaked out at his assumption that entering her bedroom and sitting on her bed would be okay. *** "I uh... got really dizzy..." Jason said as he explained how weird it was being so big in a home sized so little. Gretchen burst out laughing and took a seat beside him, explaining it was his fault for being freakishly tall. Their friendship picked up as smoothly as if they had never put it down. She talked about home school and how awesome it was to be back in regular classes again with other people. She complained about how controlling her mother had been for the seven years that she had been homeschooled, and how much she was looking enjoyed trying to catch up on the normal experiences that she had missed while being stuck at home. Her only social interactions for seven years had been her two friends Laura and Nicole. She had only been allowed to maintain her friendship with them because their family went to the same church as she and her mom. While he tried to look interested Jason couldn't stay completely focused. While she talked, Jason's eyes slowly explored the bedroom, and eventually locked onto a bra that seemed out of place hanging from the back of the computer chair because of its size. Jason pointed it out, interrupting Gretchen's life story with a laugh. "Maybe you are not as small as I thought you were."*** Gretchen turned beet red and jumped up to hide the bra. Jason took a closer look at her sweater. Did she wear baggy clothes to hide a rack? "So what did you come here for?" Gretchen asked defensively, crossing her arms over her chest. Jason sighed and explained his insecurities. He told Gretchen about the women he had slept with this past summer, about his confusion over the rumors going around about him sleeping with girls he hadn't slept with, and his general discomfort with "the cool kids" at school. This time it was Gretchen's turn to laugh. For having been isolated from other people up until four years ago, Gretchen had a good deal of knowledge on the rumors surrounding Jason. ***"You are one of the most popular guys in school." "How can I be popular? I never hang out with anyone." "People just assume that is because you choose not to. People assume you have an active social life, and that no one else is cool enough to be a part of it. Maybe rumors follow you around because everyone wants to know what your life is really like. Your stepsister always answers any questions people ask with vague answers that never really reveal any details. She wouldn't be anywhere near as popular as she is if she wasn't good at implying to know your secrets but never quite revealing anything. Trust me I know, she was the person I went to when I started coming to Rock Bridge High. You were one of my only friends in elementary school and I wanted to see how you were doing. Do remember how you used to beat up the bullies to defend the smaller kids back then?" "That was not really what I was doing. I enjoyed fighting, and the tougher kids were always more fun to throw down with."*** "Well whatever." Gretchen shrugged. "The tough kids picked on the nerds to try and impress the girls. How do you think the girls felt about the guy who could beat up the tough kids?" "Mad that he beat up their men, if I remember right." Gretchen looked at Jason as though he were an idiot. "Maybe some did, but others saw you as both a tough guy and as a good guy, for beating up the bullies. From what I hear, that hasn't changed. Is it true you beat up six kids in middle school at the same time?" Jason shrugged. "Technically, but I am surprised you heard about it. I was in a mostly black school, and some girl told everyone I was racist, so six kids came up talking trash. I don't think they were really going to jump me, I think they were trying to intimidate me, but one kid pulled out a knife and I kind of spazzed out and went ape shit on them. I didn't exactly make friends there either. How the hell did you hear about that?" "I heard about it because it is part of your...your fame. You beat up six guys, Jason. You're smart, which is obvious to anyone who has a class with you. You're funny, you're hot, you're fit, you're tough as balls, and a good guy. When Cheerleader Bambi's heel broke last year by the coke machine and she fell backwards, I heard you spun from the machine and caught her head before she hit the ground! It is no wonder I.... er, every girl at school has kind of a crush on you." Jason did not see himself as a good guy, just big and fast, but he saw no need to correct her. "You have a crush on me?" Jason asked. "No, I said girls have crushes on you..." "That isn't what you were going to say." "But it's what I said! Leave it alone!" Gretchen turned red again. From embarrassment or anger Jason couldn't tell, but he figured it was a combination of both. "If you have such a crush on me, why are we not making out?" "Asshole!" Gretchen squealed, grabbing a pair of jeans off of the floor and throwing them at him. Jason caught them out of the air and tossed them into her laundry basket. "You do not want to make out with me!" she said incredulously. Jason met Gretchen's eyes and answered honestly. "I am more than willing to make out with you, Gretchen Greene." "Why?" "Because I am lying here alone with you in your bedroom, and I am more than a little turned on by you having a crush on me. Because this isn't the first time I have thought about kissing you," Technically true, though he had imagined making out with nearly anygirl he spent any time with. "Because we have been friends for years, so we are comfortable together. Because since we haven't spoken in forever there isn't some huge friendship to risk. Because I would like a chance at those bad girls hiding under that sweater. Because --" "You can't just make out with people because you want too." "Why not?" Jason returned. ***Gretchen had no answer. She didn't really look like she was trying to think of one either. Finally she spoke. "Okay, here is the deal. I want to, I really kind of do, but it is not that easy." Gretchen came and sat down on the bed. It took her a moment to gather her thoughts. "I used to hang out with this girl at school who had an older brother. He would squeeze my ass and stomach and tell me I was his girlfriend. I wasn't, but when I didn't argue it he started being...more free with his hands and stuff. He was really gross. I told my mom, and she freaked out and pulled me out of public schools. So without being aloud to see any guys I eventually started kind of seeing a girl. Do not ask me who and I am not a lesbian! At least I don't think. She really gets me and lately I have been wanting to try things with a guy again. So... understand?" Jason's mind was doing laps. That is why Gretchen dropped out of school? That at least made sense. Who was the other girl? It had to be Laura or Nicole Frost, one of the girls known as the churchy sisters. One was a lesbian? Since neither sister had been home schooled Jason had kind of known both of them all of his life. Which one was a lesbo? He tried to picture Gretchen in bed with one and then the other, and decided it had to be Laura. Laura was meek like Gretchen. Nicole was tall, blonde, and beautiful enough so that guys who had to know they couldn't round too many bases with her would still fumble over her trying to stay in her good graces. "Yeah, I understand. You want to make out with me, so long as I understand that I am mankind's last hope for keeping you on the straight and not so narrow." Jason smiled and winked at her. "Now get your ass over here and kiss me!"*** "No pressure." Gretchen laughed out loud but eventually slid over as Jason kept patting a spot beside him. She leaned into him. Jason kissed her lips gently at first, but with each kiss slowly introduced his tongue as his hands lifted up to her hips and then around her back to pull her into him. Once she was comfortably melted against him with her arms around his neck, Jason lifted her and laid her down on the bed, and then crawled up to lay beside her, again taking her lips with his. Jason's hand innocently drifted across her body and rested on her shoulder, positioned so that when he rubbed her arm, his arm happened to rub across her chest. She was not wearing a bra, and what she had was definitely more than Jason would have expected Gretchen writhed against his lips and against his casual touch, so it was not too much of a shock when his hand slipped from her shoulder and got a descent squeeze of her tits. She cooed when he pinched her nipple, hinting that she might like that kind of sharp pain, so Jason cupped one boob in his hand and bent down to bite it through the sweater, bringing about a gasp. All the while, Jason had been thinking ahead. He propped himself up on one arm and addressed Gretchen directly. "Okay," he said, "if I am mankind's last hope, then there are going to be rules." Even as he spoke, one of his hands had drifted down to the bottom of her sweater and slipped underneath, rubbing her stomach. She started to ask what he meant by that, but his fingers found a bare nipple and pinched down hard, causing her mouth to open in a very enticing way, which Jason just had to meet with a kiss. The way her hands pulled his head down onto hers meant she clearly liked the pinching, so Jason's hand switched back and forth between the nipples, pinching, pulling, and flicking each in turn. By the time Jason came up for air, Gretchen was out of breath and breathing heavily to compensate. Jason started in on his rules. "Rule one is, don't be embarrassed or ashamed by any question or anything you want to try. Since I may be the last guy you ever do anything with, I want you to do anything with me that you want, and I am more than willing to do it all with you and to you, believe me. Second, I don't like thinking that this is my only shot to show you that guys are not all gross, so anytime in the future you want to do anything with me, or to me, or have me do to you, just say the word and I will be right there." Gretchen laughed. "How selfless of you!" But she smiled in a way that said she would take him up on it. "It is also a good rule so that you do not feel rushed to try something new, because there is always something I can do to you next time." Jason didn't want to have to rush to take her virginity. There was no way she would let a guy near her if he rushed to take her before her mom came home, and Jason would never pass up an excuse to come back for more. He expected to slip back into the make out session they had been in, especially since he had removed the pressure to rush, but Gretchen surprised him by saying, "I want to see your cock." Jason smiled. She looked at him as if worried he would not agree! Had she heard him offer to give her full access, anytime and anywhere? "Okay," Jason said easily, and took her lips again with his. Dragging his free hand away from her surprisingly full tits, Jason undid his zipper and fished his cock out while they kissed. Reaching up and grabbing her hand in his, he pulled it down to his shaft. She was hesitant at first, but once the cock was firmly in her tiny hand, her other hand joined it and she started exploring its length and girth. She broke the kiss and smiled. "I said see your cock. See it." Jason smiled and laid back as Gretchen propped herself up on her arm to get a look at it. "It is a really big, pretty cock. Are you sure Mary and Shyla have not seen this?" She never looked at his face, her eyes on his cock as her hands pulled and tugged it this way and that. Jason said again that they had not. "Lucky guess then, both rumors said you had a big cock." Gretchen said absently. After a moment she asked "Can I suck it?" ***Jason wanted to laugh. What a question! "You can do anything you want with it." With no other hesitation Gretchen's pretty little head lowered itself onto his cock. Losing sight of Gretchen's face through her wet hair, Jason closed his eyes and enjoyed the feel of his cock sliding between her lips into her wet and oh-so-warm mouth. She was being hesitant, taking it in her mouth for a second and then just looking at it for a bit, then doing the cycle again. Jason lost track of time, lost in the feeling of his dick sliding in and out of Gretchen's mouth. Jason told her things to try, and answered any questions she had. Jason told her that she was a natural with her tongue, and told her he was looking forward to tutoring her anytime she wanted to experiment. She sat up with a big smile on her face. "Thanks! This is so hot, I love that there is no pressure at all, and I am really turned on..." Before Jason could coax her back to the task at hand, they could hear the front door open and Gretchen's mom call for help with the groceries. Jason swiftly shoved his cock back into his pants and buckled up. "I'm coming!" Gretchen yelled back. "She cannot find you here!" she said in a rushed whisper. "Wait till we are at the car and sneak out the back!"*** Jason agreed, and in no time he was running across several back yards until he got back to his grandmother's house. Not wanting to talk to his grandmother with a girl's saliva all over his hard cock, Jason hopped in his jeep and headed home. ***** The next day at school Jason tried several times to get Gretchen alone, but she would not make eye contact with him. When he would approach her she would look away and rush off into the crowded halls. Was she embarrassed, or was she cutting things off? Worried that his escape had been noticed by Gretchen's mom, he was determined to find out what was wrong. Before the last period of the day, he finally took a chance and offered her a ride home in front of several people in the hall. She sighed and said "sure," before slipping past him and out of sight. Jason had a strong feeling that she was going to call things off. Waiting by his jeep, Jason imagined all of the different ways the conversation would go. Sometimes he pictured scoring one last blow job on the drive to her house, sometimes he pictured her refusing to get in his car, and simply telling him it was a mistake and then leaving. He regretted not getting to suck her bare tits, considering he likely would not get another chance. Finally, just as he was about to give up and go, and when most of the lot was empty, Gretchen came out of the building. Eyes downcast, she walked purposefully to his jeep, but she was not alone. Nicole held her hand, and was all but dragging Gretchen forward. Mr. Nice Guy vs. High School Ch. 01 Nicole was the lesbian? She was the pretty sister, and flirty with several guys when it suited her, including Jason. Jason never took it seriously considering her religious reputation. If she didn't like guys, maybe her flirting was all an act to hide her being gay? While Gretchen looked miserable, Nicole was smiling broadly, and she had one of those smiles that lit up a room. Where Gretchen wore super baggy clothing to hide her big boobs and had frizzy, unkempt black hair and thick glasses, Nicole looked like she just stepped out of a Christian fashion magazine. With her blonde hair trailing down to the small of her back, she looked stunning. While her outfit did not look inappropriate, it looked great on her. She was wearing a matching floral skirt and top combo which drew attention to her very long legs and, while her chest was small, the top still emphasized it in a way that made Jason want to look. "Hi." Was all that Nicole said. Waving to Jason as she approached and opening the passenger door, motioning for Gretchen to get in. After shutting Gretchen in, Nicole winked at Jason and smiled before hopping in the back of the jeep herself. What the hell? So much for a quiet goodbye or a blow job. Gretchen brought a babysitter! Kind of pissed, Jason climbed into the driver's side and started the car. As he reached the end of the parking lot he asked the girls where they were headed. "We told our parents that we were going to a movie and then hanging out at the mall till late, so do you have somewhere we can all talk?" Talk? Damn, was he going to have to apologize for the BJ? Or maybe score a threesome? Not likely, but he hoped for the best. Jason explained to the girls that while his dad always had money, his step-mom had more, so they owned this big house on the lake with a boathouse. The boathouse was really a fully-functioning guest house, with a kitchen and two bedrooms, a living room, a bathroom, and a den. While it was understood to be a party house, if the boathouse was not being used for his dad's football parties, his step-mom's girls' night parties, and his sister's sleep-overs, Jason pretty much was permitted to live there. "Perfect!" said Nicole. "Start towards your boathouse, and we can talk when we get there." This was said in a way that discouraged talking before they arrived. Nicole was used to people doing as she wanted. It was not a short drive, but no one said a word. Jason parked in the only driveway, which lead to the main house. Jason's dad and step-mom had spent a ridiculous amount of money on landscaping the back yard. What was once a steep decline to the lake house and dock was now much steeper, an almost vertical drop with a stone stair slanting across the face of what was now a series of tiered gardens. The ground leveled out into a flat surface before reaching the boathouse, where his step-mom had a pool and an enclosed jacuzzi installed. Jason thought a pool thirty feet from a body of water was absurd, but his step-mom, step-sister, and all of their friends loved it. Apparently so did Nicole and Gretchen. Both his step-mom and step-sister were home, and Jason had no way of knowing if either woman saw him sneaking two girls into the boathouse. ***** Once inside, the girls helped themselves to a tour of the downstairs, which had a den with a big screen TV and a fireplace, a kitchen, a bedroom, and a bathroom. It also had a big storage room that wasn't exactly worthy of praise, as it was filled with boat stuff. "You were not kidding about your parents being loaded. This boathouse is bigger than mine or Gretchen's houses! And they don't really use it? Can we see upstairs?" Nicole asked, as if there was nothing that could be perceived as awkward about the situation. She acted like she and Gretchen were just a couple of friends coming over to hang out. Jason motioned for Nicole to take the lead up the stairs. As they passed Jason tried to make eye contact with Gretchen, but she just stared at the floor. Annoyed, he resisted the urge to goose her as he followed behind. The upstairs of the boathouse was much more impressive but there was less to tour. There was a bedroom - Jason's bedroom, right at the top of the stairs -and the rest of the floor was an open room surrounded on three sides by glass floor-to-ceiling windows looking out onto the lake and the pool. One third of the room was just open carpet. Another third held work out equipment and a minibar complete with a mini-fridge that Jason kept stuffed with bottled waters for when he worked out. The third closest to the lake facing the wall held a big sectional couch, a small antique table, and a large flat screen TV which stood on the floor but almost touched the ceiling. "Better than perfect!" Nicole jumped up and down, clapping with excitement. "Jason, move that table and have a seat on the couch, then Gretchen and I have something that we need to say." Move the table? Could this lead to a threesome? He hoped and prayed it did, but he kept his guard up. This could easily be a "my lesbian girlfriend is not permitted to suck your cock, but let's all be friends and talk about Jesus" situation. Jason moved the little table and took his seat while Nicole and Gretchen took their place standing directly in front of him. "So, Gretchen calls me last night, super excited about having blown a guy. Not just any guy, not a band geek with bad skin or some nerd with glasses thicker than my arm, but Jason freaking Lakes, a guy she has had a crush on her entire life. At first I am pissed and I hang up on her. Gretchen is supposed to be my girlfriend after all, as you have probably figured out. Gretchen told me everything that was said last night, by the way. I know about your insecurities, and the stupid rules you laid out. I feel like she cheated on me. So we argued all last night on the phone and today at school. Gretchen said it wasn't cheating because you are a guy." Nicole listed off each point on her fingers. "Gretchen said it wasn't cheating because it was just physical. Gretchen said it wasn't cheating because it was completely casual. So let me make this clear, Gretchen is my girlfriend, not yours, agreed?" ***Jason nodded. He never said anything about wanting to date the girl. Besides, he was more than a little upset that Gretchen ran and told Nicole about everything Jason had said to her. He had assumed what he had said would remain private.*** "Okay good. Now at first I told Gretchen to forget blowing you again, but then I started thinking about it, and if some hot guy I had a crush on for eighteen years came knocking on my door after school asking me to suck his cock I probably would have done so as well. And you are a guy, so I can see how blowing you isn't that big of a threat to what she and I have, and it was allegedly was just physical. She promised me again and again that she wasn't into you as a serious boyfriend by the way, that she just wanted to lose her virginity to you, so I told her if she really meant it she would not get upset if you and I started going out. She agreed." *** What? Gretchen wanting to lose her virginity to him was good news, but that part about Nicole dating him didn't make sense at all! "What is the difference between me dating Gretchen and me dating you?" Jason tried to keep his opinion about the statement out of his voice, but failed.*** "Plenty!" Nicole smiled, not put off by his question at all, and started listing things off on her fingers again. "To start, I know I won't let myself just up and fall in love with you. No offense. Second, if I am dating you, Gretchen isn't, so I won't feel betrayed. Third, Gretchen is more than my girlfriend. I own her, she is my little sex slave." To this Gretchen colored brightly and became very focused on her own feet. "She knows it," Nicole continued, "and she really should have asked my permission before sucking your cock, by the way. And finally, for all the reasons Gretchen gave that I shouldn't be upset apply to her as well. If you and I dating bothers her, then hooking up with you was more than just physical and she is a liar, and watching you and I actually dating will be her punishment." ***It still sounded absurd, even if he could kind of see where Nicole was coming from. It was clear that the girl's religious reputation was... flawed. To Jason's knowledge, not many bible beaters had same-sex sex-slaves. Jason kind of had the feeling that he was negotiating with the devil. So Gretchen might be blowing him again in the future after all? Not to mention loosing her virginity to him... and dating a lesbian might be cool. Jason guessed it would be to hide her lesbian tendencies from other students. The situation sounded appealing, but he was not sold yet. "I see how this all benefits you in this weird fight you two are having. What exactly is my motivation? I don't want to sound mean, but why would I want to date a churchy lesbian, aside from possibly punishing a friend of mine for wanting to suck my cock?" Not to mention if what Gretchen told him about his bad boy rep were true, dating one of the churchy sisters might weaken his image. Gretchen looked shocked and mortified with Jason's boldness, but Nicole threw back her head and laughed. Counting things off on her fingers yet again she went into another list. "First, Gretchen promised not to hook up with you again without my consent. She is my submissive, so if you do not date me, her cock-sucking days are over. As my boyfriend I say you can have your cock in Gretchen's pretty mouth anytime you want. We can share custody of my girlfriend." This time it was Jason's turn to go wide eyed in shock. Gretchen just blushed again and kept looking at the floor, nodding slowly! "Second, I never said I was a lesbian, nor am I a virgin, and you can bet I am up for more than just sucking your cock." Jason's jaw almost dropped, and Gretchen looked startled. Nicole smiled broadly, letting what she said sink in a moment before continuing her list. Jason didn't think Gretchen knew Nicole was planning on getting laid. "Third, I don't care if you see other women. Gretchen told me about your mall rat whore. I don't even want people to know we are together. I have a reputation to protect too, and dating a man who is known for his sex appeal and prowess goes against that reputation, even if his rep is largely overstated. I am sure there will be rumors, but officially to the rest of the world, the three of us are just good friends." What was not to like about any of this? Still... "So if no one knows we are dating, why call it a boyfriend/girlfriend thing?" "Because it will be. I know from Gretchen you have never actually had a girlfriend, so I will talk slow." The teasing smile she gave took the sting out of her words, but Jason wasn't sure she meant for it to. "If you agree there will of course be sex involved, but you will also buy our dinners, pay for our movie tickets, talk to and text us whenever we want, buy me gifts. I will come over to your house at least once week; to fool around or maybe just to hang out. Sometimes I will come over alone, but sometimes I will bring Gretchen with me and we can all play together, and maybe sometimes you can have your way with her alone while I sun down at that really cool pool...." to this Gretchen's blush deepened, but she still did not say a word. "You will be my boyfriend. Not anyone else's. Gretchen would not be permitted to come over here without me present. You can see other girls, since I will be seeing other people, but you may not actually call any of them your girlfriend. Gretchen has already agreed to everything. What do you think?" Nicole flashed her most winning smile. Jason couldn't keep from smiling himself. Sex aside, he could do a lot worse for his first girlfriend. Nicole was really pretty, and plenty of guys tripped over themselves trying to stay in her good graces. She was obviously an alpha personality, intelligent, and someone you had to take seriously. Was he her first secret boyfriend? Jason wondered. Was he her only secret boyfriend at the moment? Not that he cared if he was or wasn't, he was just curious And since sex was a part of the bargain, all he had to do was agree to date a pretty leggy blonde in secret and not only would he certainly get into her pants, but get possibly frequent access to her submissive girlfriend who very likely hoped to lose her virginity to him? If he disagreed, they would likely want a ride home. Not a hard decision. "I agree to the above terms and conditions. Nicole, I am officially your boyfriend." Jason jested, but Nicole missed the satire and started jumping up and down and clapping. Gretchen finally made eye contact with him and beamed a very bright smile at him. Hopping onto the couch and leaning into him, Nicole pointed a commanding finger at Gretchen. "Gretchen, you told me my boyfriend did not get a good peek at your sexy boobs. Take the sweater off and show him what he has won." Jason was amused at the game show reference and liked the way Nicole wrapped her arms around him, but was still surprised to see Gretchen take off her glasses and pull her sweater over her head and drop it to the floor. Her boobs were not just big, but perky and gorgeous! She had a great rack. "Good girl. Now Gretchen is self-conscious about her glasses Jason, but I told her some men find them sexy. What do you think, on or off?" Jason said to keep them on, and Gretchen complied. Slowly sure, but she put them back on. "Now you left my poor boyfriend with blue balls last night. Crawl over here and pick back up where you left off." Jason shifted into the role of dominant boyfriend by opening his legs and beckoning Gretchen forward. He wrapped his free hand around Nicole, who snuggled more firmly into him. Instead of walking forward, Gretchen dropped to her knees and started crawling! Her oddly large boobs swayed back and forth as she crawled. Once between his legs Gretchen wasted no time in unbuttoning Jason's pants. Nicole reached out and started playing with one of Gretchen's boobs, so Jason took up the other. "Aren't they great?" Nicole asked. Jason agreed. "Gretchen is not permitted to wear a bra at school, so I can get easy access to these beauties between classes. Keep that in mind, 'kay? Feel free to slip your hands up those awful sweaters she wears anytime you like! Isn't my whore well trained? I told her you would like it if she crawled on the floor. I love it when she crawls to me... isn't it hot?" No sooner did Jason's cock hit the open air than he felt Gretchen's hot little mouth swallow it whole. Jason nodded to Nicole's questions as he sat back with a sigh. Gretchen's head was bobbing rhythmically over Jason's cock, with much more confidence than she had the day before. Nicole didn't let up on the talking. "So are you sure you are up for being my boyfriend, and you are not just saying that to get your dick sucked?" Jason nodded again, watching his cock slip in and out of Gretchen's mouth. Maybe the glasses were kind of hot. "Good, I am so excited. Do a good job for him Gretchen, we want to keep him happy after all. Is she doing a good job? Here Jason, let me get your shirt unbuttoned. Mmmm now there, doesn't that feel better. You look pretty pleased with the situation, but I am feeling neglected. Wanna make out?" Jason had never stopped nodding, only half-listening to Nicole, so he was surprised when the pretty blonde's lips met his. Not that he hesitated anyway. Jason was a good kisser, and he wanted his new girlfriend to appreciate that, especially since she was used to kissing women. Nicole was very turned on if Jason were to hazard a guess by the way her hands moved all over his chest. His free hands explored her body just as freely, one hand gripping her ass and the other sliding down her top. To Jason's shock Nicole smacked his hand and called him fresh. She was kidding of course, because a few seconds later she wrapped a leg around him to straddle his chest and pulled her own top over her head. As soon as it was off her lips were back on his and she literally pulled his hands back onto her tits. Slipping one hand behind her back Jason fumbled with her bra, and all the while Gretchen was sucking and stroking Jason's cock. ***Gretchen had had a rough twenty four hours. Yesterday, it seemed she could have easily broken things off with Nicole and started something up with Jason. Gretchen never liked that she liked being Nicole's submissive, it just came naturally. Gretchen was truly straight, wasn't she? When she called Nicole to tell her about what happened, Gretchen had intentionally provoked a fight, planning on Nicole just dumping her. Somehow her own emotions got involved, a mixture of guilt and her actual love for Nicole. Nicole was absolutely an expert at confusing which way was up, and by the time she should have been walking out alone to Jason's jeep after school she had agreed to this whole stupid situation. Still hope was not lost. She was the one sucking Jason's cock, after all, and Nicole had implied Jason could be the one to take Gretchen's virginity, so long as that was what Gretchen wanted, and so long as Gretchen was a good girl for at least a month before hand. As long as she was Jason's play thing too, there was still room for him to fall in love with her. You just had to work with the hand you're given, and right now Gretchen was given the opportunity to suck Jason's cock. Not a bad place to start when trying to win a man's heart, and Gretchen was doing everything she could to keep Jason's mind on what she was doing and off of the blonde bitch straddling his chest. "Do you like my tits Jason? Even though they are kinda small?" Nicole asked while Jason fumbled with her bra. In answer Jason sent the bra flying and devoured Nicole's tits, making her squeal. "Oh Gretchen, Jason is so good with his tongue! He is sucking on my tits! Don't stop sucking his cock!" Nicole's hand landed on the back of Gretchen's head and pushed her further down on Jason's cock, like Gretchen needed the encouragement. Jason's hands had slid up Nicole's long legs and short skirt and were in constant motion between squeezing her tight ass and rubbing her wet pussy through her panties. "I am so wet for you Jason! I can't wait for you to get that big cock inside of me! Don't feel bad if Gretchen's whore mouth makes you cum baby, we have all night to get you hard again." Jason bit down on one of Nicole's nipples while three of Jason's fingers slipped passed her panties and into her soaking cunt. "Oh shit baby, feel how wet I am getting? I want to cum so bad! You can take me now if you're not too close to cumming to make me cum! Feel free to shove Gretchen off of you and take me baby, or try and fill her whore mouth with cum while you finger fuck me like this! Oh dear!" Jason was getting close to cumming, so instead of pushing Gretchen away he slipped his hands between Nicole's long legs and lifted her pussy up to his own lips. Nicole's gorgeous legs wrapped around his head and she dug her fingers into his hair while Jason's hands greedily gripped her tight ass and his tongue devoured her wet labia. Jason had not shoved her away. Did that mean he was close to cumming? Gretchen worked his shaft harder, trying to suck the whole thing down her troat. She wanted to swallow his cum, wanted to suck him dry, and wanted more than anything for him to be impressed with her. Gretchen had been experimenting with Jason's cock, watching his reactions to tell what he liked and didn't like, and she poured all of the knowledge she had gleamed into getting Jason off as soon as possible. With Nicole's legs wrapped around Jason's face as they were, Gretchen was surprised when his hand was suddenly gripping her hair and pushing her down onto his cock. He had to be cumming. "Whats wrong baby, where is your other hand? Oh! Are you cumming baby?" Nicole raced to climb down from straddling Jason's lips to dropping to her knees on the floor. Gretchen wanted to cry. No! I made him cum! His cum is mine! The first hot load shot straight down Gretchen's throat before Nicole was able to wrench Gretchen's head back off of Jason's cock. The second eruption caught Gretchen around the neck and tits before Jason's beautiful cock disappeared into Nicole's much smaller mouth. Nicole swallowed what looked to be two more powerful pumps before she pulled back and pumped his cock with her fist, smiling brightly as she shot Jason's cum all over Gretchen's chest as well as her own. Gretchen had wanted to swallow it all! Mr. Nice Guy vs. High School Ch. 01 Jason could not believe his luck as he watched his cock spray his load all over two of the pretty churchy girls. Thanks to Nicole's deft hands, he came all over both of them. Both girls had swallowed some of his cum. Once his orgasm subsided, Nicole physically pushed Gretchen's head back onto his still hard cock with instructions to "clean my boyfriend's cock for me like a good little whore." "You covered us with your cum you bad boy. Now I guess you will have to watch while Gretchen sucks all of this cum off of me and I suck up all of the cum off of her. Poor baby! In a minute I am thinking maybe you can make out with me while Gretchen gets me off? Or maybe you can go down on me while I make out with her? Whatever you want honey, I am open for anything! Gretchen wants to lose her virginity to you, did I mention that?" Gretchen squealed from embarrassment, but the sound was muffled by the fact that again her mouth was wrapped around Jason's cock. Nicole looked pissed at the noise and spanked Gretchen's ass. At least Gretchen still had her skirt on. For that matter, both girls still had on their skirts, and Jason's jeans were on while his cock was still simply fished out of his fly. Only everyone's shirts and bras were in piles on the floor. "I told Gretchen that she could lose her virginity to you, but only if you agreed to be my boyfriend, and only if she is a good girl for one month. A good girl, as she knows, only speaks when spoken to and does anything she can to get her masters off, and is only allowed to get off by her own fingers! This means you, honey, are not aloud to go down on or finger my whore for at least a month okay?" Jason nodded, and Gretchen pulled her mouth off of his cock, looking frustrated, and no wonder. "Holy crap!" Nicole continued. Jason's new girlfriend definitely talked a lot. "Are you still hard, or hard again? Forget more foreplay, you wanna shove that monster in me right now?" Nicole looked hopeful as she stood to remove her panties. More importantly, whether she meant to or not, by asking she had put the ball in Jason's court, and he intended to keep it. "No," Jason stated, "and I don't want you two to clean each other yet, you both look too hot covered as you are. In fact let me see you hug." The two girls smiled and kind of waddled on their knees to hug in front of him. Gretchen's larger boobs looked great smashed up against Nicole's smaller ones. "Good, now Nicole lay down on the ground. I have every intention of getting my mouth back onto that pretty little pussy of yours. Good, now Gretchen, you lay beside her on her right, right there, and keep her lips busy with yours. Mmmm, you are a good girl Gretchen." While Jason gave instructions he stood and removed his jeans and boxers, and once everyone was in their places he laid between Nicole's still gorgeous legs and took her clit between his teeth, causing her to squeal! Slipping three fingers back into her Jason started slowly building her back up to orgasm as he watched the two girls writhe against each other as they kissed. It was almost like they were competing over who put on the best show! "Now Gretchen, hold yourself up and let Nicole suck my cum off of your pretty tits. Good girl." Jason watched the show as he pushed his thick tongue as far as he could into Nicole's wet hole. He wanted to slip his free hand up Gretchen's skirt and feel her pussy while Nicole was distracted, but he kind of liked the idea of letting Gretchen's sexual frustration build up for the whole month, especially if he was to deflower her at the end of the tease. If she had all month to work herself up over it with no release, not only would it be easier on her to lose her virginity and she hopefully would be cumming the whole time Jason was in her. Focusing on Nicole, Jason reminded himself that Nicole was used to the lips of women on her little snatch, and focused on trying to give her the best oral that he could. Working his lips and tongue like he was giving her a massage, Jason started slow and worked his way towards her center. Jason could feel Nicole getting kind of close. Jason could see that Gretchen's chest was now clean and Nicole had for some time been sucking on Gretchen's nipples. Now, though, Nicole's back arched and while she still sucked and squeezed Gretchen's boobs, her eyes were closed and her knuckles on her free hand were white from the way she tried to grip the carpet. Slipping the same three fingers back into Nicole that he had used earlier, Jason told Gretchen to clean Nicole off, paying special attention to Nicole's tits. As Gretchen complied, Jason took Nicole's clit back into his mouth while his fingers curved in to her g-spot. Nicole screamed as she came. Jason kept his attention on her pussy, lapping up as much as he could until the last of her orgasm subsided. When he finally sat up, Gretchen sat up as well and for the first time made eye contact with him. At some point she had taken off her glasses, though Jason had missed when. Nicole lay between them, utterly motionless and content. "I am looking forward to getting you off too Gretchen, just not until this good girl month passes." Gretchen turned deep red, whether from the implication of Jason taking care of her or from him directly commenting on the "good girl" arrangement, Jason wasn't sure. "I do have something to add though. If you want me to be your first, then not only can you only masturbate with your own fingers, but you cannot use more than two fingers at a time, and you are not allowed to climax at all. I want you to masturbate every single day, thinking of my cock inside of you, but just before you cum you need to suck the juices off your fingers and stop. You are not allowed to cum until you cum for me, understood?" Jason was worried that he was over stepping his bounds, but Gretchen said she agreed and Nicole started clapping and laughing and saying she would make sure Gretchen obeyed! This brought his attention back to Nicole, who looked like a young model lying on the floor, with her golden hair spread out behind her on the ground, and wet trails of saliva and cum across her chest. "Gretchen, lean over his way and take care of my cock again for a second. It needs to be fully hard to fuck your mistress. That's it. Okay, now pleasure Nicole's clit for me while I get this dick into her little pussy please." Both girls' eyes lit up in shock at that request, but Nicole repositioned herself with a satisfactory smirk and Gretchen leaned over and did exactly as she was told. "I am still tender from when I came." Nicole explained when she flinched under Gretchen's attentions. "I don't care. Gretchen, lap at her clit like a kitten drinking milk. Good girl. Here, suck my cock for a second and get it good and wet for your mistress. Mmm, good girl again. Now hold her legs up like this, yes and work on her clit again, good girl. You ready honey?" Jason asked, finally looking up at Nicole. Her face was red from trying not to flinch under Gretchen's tongue, but she was squirming. She nodded. "Then here I come. No matter how your mistress kicks Gretchen, don't let up what you are doing." He pushed his fully engorged cock head against Nicole's pussy, enjoying the feel of Gretchen's tongue for a moment as it alternated between licking his cock head and licking Nicole's clit. He slid his cock slowly into Nicole's cunt. She was tight! Much tighter than she would have been if Gretchen wasn't abusing her clit, Jason was certain. Ignoring Gretchen, Jason leaned past her to pinch Nicole's tits as he worked his cock in and out of her tight snatch, much deeper than he thought she was used to. To support his weight, he had one hand firmly pressed against Gretchen's back between her shoulders. It wasn't too long until Nicole got close to cumming again. Jason started thrusting into Nicole harder than before, spanking Gretchen's ass and telling her to work his baby's clit like a good little girl. Nicole came hard. She was definitely a screamer, as it turned out. Jason wondered if he should be worried about his step-mom or sister coming down from the main house to check on the noise, but he figured if they heard anything the lazy bitches would just call. "Good girl, Gretchen," Jason complimented. "Now, stand up and strip all the way down. You heard me. Then I want you to go take a shower while the adults get to know each other." Nicole laughed again. "I want you to masturbate thinking about what I am doing to your mistress, but remember you are not permitted to cum. No, I want you to take the skirt and panties off right here where we can watch." Gretchen was every bit as 18 as Jason and Nicole, actually she was the oldest if Jason remembered correctly, but he was enjoying belittling the poor girl. Besides, he would have his chance to make it up to her and then some, apparently. Jason's cock had slid somewhat out of Nicole's cunt, but as soon as Gretchen was out of sight he shoved it deep into Nicole's snatch. She grunted. "You could have made her stay and watch you know. She could have masturbated on the couch." "I wanted to talk to you alone," Jason said, kissing Nicole deeply. Oddly, she did not seem to be into the kiss. The shower could be heard turning on in the background. "Do you actually want to date me?" Jason asked as he burried his cock into Nicole's pussy again, "or is this just a trick to punish Gretchen for upsetting you?" Nicole cooed from Jason's cock inside of her as she wrapped her arms around him. "My we are insecure aren't we? A little from column A, a little from column B, does that upset you big boy?" she asked in a teasing voice. Jason smiled, and answered by picking up the pace of his thrusting. **** Gretchen's fingers worked furiously in and out of her pussy as she worked herself towards orgasm. Hot water massaged her somewhat sore tits. Tits that were sore from where Nicole had bitten down on them as Jason went down on her. While Gretchen was soaking wet, most of that was not from the shower. Jason wanted to fuck her. Gretchen could see it in his eyes. He looked at her like some kind of sex-crazed animal. Watching Jason fuck Nicole from less than an inch away was so fucking hot. Gretchen wanted to cum so bad! How could she wait a whole month to cum? Was the whole month going to be like this? Suddenly Nicole could be heard screaming again from upstairs. Biting her lip, Gretchen pulled her fingers out of her cunt and sucked on the juices as she was told. She hadn't cum, of course. Gretchen was a good girl and did as she was told. Especially for Jason. She would wait her month, then Jason would take her and she would at least be on equal footing with Nicole. Gretchen would prove to Jason that she was the better lover, and eventually he would be hers. He had to be. By the time Gretchen stepped out of the shower the noises from upstairs had died down. Gretchen wrapped herself in a towel, and seeing there was no hair dryer she wrapped another around her head. When she opened the bathroom door, she was surprised to see Nicole waiting on the other side, standing stark naked with cum all over her chest again. Nicole grabbed Gretchen for a heated kiss, and Gretchen could taste fresh cum in Nicole's pretty mouth. Nicole looked so happy Gretchen wanted to punch her, but instead she smiled, showing happiness for her friend. "I couldn't swallow all of my boyfriend's cum, so he has quite a bit still on his chest. I told him I would send you up to clean it off of him while I hop in the shower. You can thank me later!" Nicole kissed Gretchen again, expecting Gretchen to be thankful for getting the opportunity to be alone with him, even if it was to clean up what Nicole couldn't swallow. Gretchen turned red from equal parts embarrassment and anger realizing she was thankful for the chance. "We will probably need to head home after I am out. We can tell our mom's we went to Marci's pool instead of a movie to explain the wet hair, they shouldn't be too mad. No funny business now, and clean him with a rag or something. He is my boyfriend, not yours, and I don't want your mouth on him yet without me being there." Nicole skipped into the bathroom, tossing out a wet wash rag before shutting the bathroom door. Frustrated, Gretchen stalked up the stairs and there was Jason. Stark naked. Covered in sweat. Covered in his own cum. His cock covered in Nicole's cum. Biting her lip, Gretchen moved forward to wipe Jason down. Jason felt pretty pleased with himself as he watched his childhood friend, his girlfriend's busty submissive, clean off the sex and sweat from his chest. She wouldn't even look at him. "Did you masturbate like I asked?" Gretchen nodded, eyes glued to the rag in her hands. "Stick two fingers in your cunt and show me how wet you are." Gretchen froze for several seconds trying to decide if this violated the letter of Nicole's orders before releasing the washrag and slipping two fingers under her towel. When she held them up, they were soaked! Jason felt a twitch in his worn out cock. Could he get hard again? It seemed unlikely. Gretchen went to wipe her fingers off on her towel, but Jason grabbed them and sucked the cum off of them himself. Gretchen started breathing quite heavily, and Jason tugged the towel from around her body and let it fall to the floor. Pulling Gretchen into his lap, Jason finally got to suck on her surprisingly pretty boobs. Her whole body seemed to blush as Jason took his time playing with her tits. As she picked up the wash rag again, Jason stopped her before she wrapped it around his hardening cock. "Why don't you use your mouth to clean that off?" "Nicole told me not to." This made Jason kind of mad. Wasn't part of the agreement that he could use Gretchen as he wanted? Jason pulled Gretchen in for a kiss, and it was every bit as passionate as it had been the night before. "I really enjoyed your blow job earlier, and I have been waiting to cum down your throat for 24 hours now. Besides, what Nicole doesn't know won't hurt you." Jason said as he shifted Gretchen into a position which let him push her head forcefully down onto his cock. Gretchen did not resist, and even smiled before taking his cock back down her throat. Jason smiled as he watched Gretchen suck Nicole's cum off of his hardening cock. Jason doubted he could cum again, but that didn't mean he didn't want any attention either. If Gretchen had any problem sucking her mistress' cum off of him, she showed no sign of it, and Jason used the opportunity to explore Gretchen's naked body with his hands. So Gretchen was up for fooling around against Nicole's orders after all? Maybe Jason could get her to sneak over on her own on occasion. It wouldn't really be fun until this month ended and Jason could pleasure her in return, but the idea of breaking Nicole's rules turned him on Before Jason was anywhere close to his third orgasm the shower downstairs stopped running. Gretchen tried to get up, but Jason held her head down where it was. "Let me handle Nicole. You don't stop until I take my hand off of your head." What? Gretchen was nervous. She needed to get up, but she really didn't want to. Nicole strolled up the stairs with a warm smile on her face and a towel wrapped around her body. The smile dropped when she saw Gretchen and Jason were both lying naked on the floor, with Jason's dick buried down Gretchen's throat sucking Jason off. "Gretchen, I told you to keep your mouth off of him!" Nicole said hotly, stomping forward to as if to pull Gretchen off of her boyfriend's cock. Jason responded with just as much heat in his voice. "She told me you said that, so as punishment I forced her to suck your cum off of me!" Gretchen again tried to get up, but Jason held her down on his cock. Nicole noticed the struggle. "We agreed that I could fuck her mouth anytime I wanted, remember?" Pulling Gretchen's mouth off of him forcefully by her hair, Jason stood and started walking towards Nicole. He put on his best angry face. "What makes you think you can change the rules now?" With his back to Gretchen Jason winked at Nicole. She smiled for a moment but went back to looking angry. "I can change any rule I want. I am in charge." Nicole said, poking Jason in the chest. "No, you can not change the rules," Jason poked Nicole in the chest. "No you are not the one in charge." Jason poked her harder and she staggered back. "And now you're going to be punished for trying!" Jason said as he ripped Nicole's towel off of her and whisked her naked body off of her feet. Nicole started kicking and struggling against him demanding that Gretchen help her! Jason ignored Nicole's protests and carried her into his bedroom! What was Gretchen supposed to do? "Come in here Gretchen and hold Nicole down for me," Jason said in a very demanding and pissed off voice. Gretchen had to follow. Nicole said Jason was to share the sub, and now Jason seemed like he was the one in control, so why shouldn't she do what he asked? Jason threw Nicole face down on his bed and instructed Gretchen to straddle her back to hold her down. Gretchen complied, pinning Nicole's willowy arms between her legs with Jason's help. Gretchen assumed that Nicole was going to get spanked the way her ass was hanging off the bed, but was surprised by Nicole's sudden grunt which told Gretchen Jason had just shoved his hard cock into Nicole from behind! Nicole struggled, but Gretchen held her down while Jason raped her doggy style. Jason fucked Nicole hard and fast, and it wasn't long before Nicole's cries of "Don't fuck me" changed to "Fuck me harder!" The whole time Gretchen held her down, wishing she were anywhere else but in that room. Nicole was going to kill her! Even after Nicole came, Jason kept up the pace, and Nicole begged Jason not to cum inside of her. "Why would I even want to cum inside your cunt when Gretchen here has a perfectly eager mouth waiting for me?" Gretchen's mouth was eager. Three times now Gretchen had wanted to see if she would enjoy swallowing Jason's cum, and three times she lost access to his cock before he came! Eagerly, Gretchen spun around on Nicole's back and all but dove onto Jason's cock as he pulled himself out of Nicole. He started cumming immediately, grabbing Gretchen by the hair and shoving himself as deep down her throat as he could. Gretchen started gagging and choking immediately, and even though her eyes watered she did nothing to pull or push Jason away until his cock went soft again and he slipped it out of her mouth. Lying as she was on Nicole's back, Gretchen was surprised when Jason flopped down so that he was lying right beside Nicole, and even more surprised when Nicole told him that what had just happened was amazing! "You're the one who said you had a rough rape fantasy," Jason replied. "And I do aim to please." Gretchen rolled off of Nicole to the side opposite Jason, staring at the ceiling and letting what had just happened sink in. It had all been a game? Did Nicole know that Gretchen did not know it was a game and still held her down? Was Gretchen a bad person for holding Nicole down, even though she was not really raped? "I just wasn't expecting it to be so soon! I thought it would be like, a week or two before role play was explored." "Why waste time? It was something you wanted and you handed me the excuse. Anything you want sexually from me while we are together, just say the word and I will see what I can do." Jason said silkily. Gretchen tried to keep her mind on the ceiling and not on the sound of Nicole and Jason making out. Wasn't that what Jason had offered Gretchen just the day before? And now the offer was taken from her and given to Nicole! Damn it! After a minute or two the two started whispering about their plans for the week, so Gretchen left the room to get dressed. Mr. Nice Guy vs. High School Ch. 01 Nicole was such a bitch! Was all of this to make Gretchen admit that her thing for Jason was not just physical? Was Jason trying to hurt her too? The sun had set while the three were in the bedroom, and it was not long before Nicole must have realized that it was past time to go home. She came running out of the bedroom with nothing on but a smile. Still naked, Nicole wrapped her arms around the fully dressed Gretchen and thanked her for being such a good sport about the whole thing rape thing, and that Jason had told Nicole that the whole thing had been prearranged. Nicole kissed Gretchen full on the lips. Everything was so fucked up in Gretchen's life. It would be easier if she didn't love Nicole and Jason. "Maybe you and I can spend some alone time tomorrow?" Gretchen asked tentatively. "I can't. Jason is off again tomorrow and we are going to kind of do a one-on-one thing here. You know, like a date? He works Thursday and Friday though. You want me to come over then?" Gretchen nodded, trying not to look depressed. "Saturday he said he would love for both of us to come over and hang out by the pool for the day, maybe go out on his dad's speed boat. Does that sound fun?" Again, Gretchen nodded. Nicole smiled and kissed her again before skipping over to where her cloths lay and started getting dressed. "Don't even think about dressing modestly either. Jason put me in charge of what you're going to wear. I think he really likes your figure, by the way. Probably your perfect tits. God knows mine are nothing to turn heads! Ha ha! Anyway, he wants us both dressed quite scandalously, and if either of us fail to surprise him he will send both of us home! As if anyone could turn down another chance at a day like today!" Nicole never stopped talking while she got dressed, so Gretchen didn't have to say anything. Gretchen was going to have to be stronger than this if she was going to win Jason over! ***Jason came out of his bedroom fully dressed in a different outfit, a blue button down over a white t-shirt and blue jeans. Nicole never stopped talking as they walked down to Jason's jeep and she hopped into the passenger side, leaving Jason to open the rear door for Gretchen. She never stopped talking until they pulled up to Gretchen's house Gretchen got out. Jason rolled down his window and called Gretchen over, and when she stepped close enough Jason grabbed Gretchen by her hair and pulled her in for a heated goodbye kiss. Whispering in her ear, Jason said "I am going to pick you up at the bus stop tomorrow morning for a little one on one time. If you tell Nicole I will make sure you regret it." "What are you telling her?" Nicole asked irritably. "Just what a good job she did today, and that I expect the same on Saturday." Jason said as he rolled up the window. Gretchen was glowing as she walked up to her front door and slipped inside. As Nicole turned from watching Gretchen disappear inside, she clearly looked pissed. "What was the kiss about?" She snapped. Jason laughed as he pulled away from the sidewalk. "You really are an incredibly jealous woman by nature aren't you? Gretchen is my pet too isn't she? And what is the fun of having a pet if you are only going to neglect it? Don't worry Nicole, you are my girlfriend, you are way hotter than Gretchen, and I am very much looking forward to tomorrow. Are you wondering at all how many times I can get you off while only touching you with my lips and tongue? That is what I am wondering, and it seems like a decent way to start things off when we get back to my place after school. Sound good? Still mad? No? Good. Now why was it so important to drop Gretchen off first?" Jason smiled cockily. Nicole had implied the entire way to Gretchen's why she wanted him to drop Gretchen off first. Without another word Nicole pulled Jason's ever hardening cock out of his jeans and took it between her lips. Nicole had swallowed his cum twice, some of it anyway, but this was the first time she started out with the intention of sucking his cock. Jason didn't have any chance of cumming again, and his cock was too tender to really enjoy the blowjob like he should. The drive to Nicole and Laura's house was pretty short, and Jason had already cum three times after all, so as he pulled in to Nicole's driveway and pulled her head off of his overworked cock, he couldn't help but smile at Nicole's frustrated pout. "There will be plenty of time for that tomorrow, beautiful. Meet me in the parking lot after school?" Nicole agreed and kissed him sweetly on the lips before hopping out of the car. Jason couldn't take his eyes off of her ass until she disappeared behind her own front door. ***** The Lakes, as Jason had explained to his guests, had money, and with money came security systems designed to protect that money. The security system installed on the Lakes property included a closed circuit camera system which broadcast its images to an independent IP address. Jason knew about this system, and it occurred to him some hours ago to go back later and record the footage of the night's ridiculous threesome to his hard drive. What he didn't consider was that someone else might see the footage before he did. After all, you had to type in the time and date unless you were watching it live, and you had to type in the specific camera of the footage you wanted to watch, and as far as Jason knew no one really used the system out of hand, it was just there in case of a break in. What Jason didn't know was that his stepsister, Amy Fitz, had spotted the odd group heading into the boathouse. Curious to see what two of the three churchy girls of her high school were doing with her stepbrother, she signed onto the security services website to see what they could be doing. As Amy watched the live footage, it seemed as if the three were just talking. Had her brother found religion? She couldn't wait to tell her closest friends! She was not one to gossip about her brother, but her friends Becky and Stacy were exceptions to the rule. How funny! She almost ran to the phone to tell her friend Becky. "Becky, you are never going to believe who Jason is with in the boathouse!" As Amy's eyes lifted back to the monitor in front of her, she dropped the phone. Amy watched Gretchen Greene crawl topless to where Jason and Nicole sat on the couch and fish out his cock. After watching Jason cum all over the two most uptight girls at her school, she started to call Becky back to describe the hole thing but it became apparent that the three were not done, so she hung up before Becky answered. When it finally ended and Jason's jeep could be heard driving away, she watched it all again. The footage cut out when the three went into Jason's bedroom, but what happened in the living room was definitely worth watching. She was not sure how she felt about what she watched, but she hadn't been related to Jason for more than two years, and she knew she was incredibly turned on. Amy was a gossip by nature, and it was always a struggle to be mysterious and vague about her brother's love life. Now not only had she stumbled on what might have been the hottest secret of her high school, she had it on tape! She downloaded the footage to her computer of course, then downloaded it again onto her laptop and forwarded the file to her phone. Then she went up to her room to masturbate furiously. Not thinking of her stepbrother specifically, of course, but thinking of any well hung man taking her the way Jason took those two girls. How smooth did her brother have to be to seduce two of the most religious girls in the school? Were the rumors all true? He definitely looked hung in the video. Had Nicole been a virgin before tonight? Did he fuck Gretchen in his bedroom before she came out to get dressed? Okay, maybe she was thinking about Jason a bit, but only a little. As she came, she couldn't stop herself from imagining she and her friend Becky having the wild threesome with her stepbrother instead of the girls on the tape! Should she spread this gossip as soon as possible? She wanted to email the video to everyone at school! She couldn't do that without getting suspended, but maybe a few select people? Her own friends of course, and maybe Mary? Rumor had it that Mary and Jason were hooking up, even though Amy had never seen any evidence of it. Maybe she could use it to blackmail one of them? She wasn't any good at that kind of thing, and she couldn't imagine having the audacity of trying to blackmail her stepbrother into something sexual. Maybe Becky could? Becky had always had a crush on Jason, even before Amy's mom married Jason's dad. Well Becky getting Jason hardly seemed like the most appealing scenario. Maybe Amy could just blackmail him into scoring beer or pot for her. At least that might lead to them hanging out more. If Amy were to hook up with him he would need to be trashed or she would need to be in a Halloween outfit so he wouldn't recognize her. Oh my God did I really just consider that? Amy watched the footage again from the beginning on her phone. She needed advice. She called Becky back and begged her to come over as soon as possible. Becky Martin was always interested in gossip about Amy's stepbrother. She was going to flip when she saw the tape! Mr. Nice Guy vs. High School Ch. 02 The next morning Jason parked in the most secluded parking spot he could find when he arrived at Rock Bridge High that next day. He pulled his passenger across to him for one last kiss, slipping his tongue between her lips. Gretchen is a nerdy girl with baggy cloths, a thick pair of glasses, with a reputation for being innocent and religious. Jason had known Gretchen his entire life. To Jason's good fortune she was also sexually repressed, and very interested in experimentation. Slipping his hand under her baggy sweater, Jason copped another morning feel of the surprisingly large and braless breasts that Gretchen kept hidden under her loose fitting clothes. After the kiss, Gretchen slipped out of the vehicle grabbing her backpack on the way. Jason didn't park in the shadows due to any shame in giving the girl a ride into school, or nor did he feel any embarrassment stemming from the blowjob she had given him on the drive over, but because neither of them wanted to risk Jason's new girlfriend learning about their one-on-one time. Pulling out his phone, Jason texted Gretchen some words of thanks and encouragement as she walked inside. Today was the first day Jason had driven the girl to school, and they agreed before getting here that this would be a once a week occurrence. Gretchen was kind of his polyamorous girlfriend. His real girlfriend, Nicole, was the jealous and controlling type and would have freaked if she knew the two were meeting without her. Both relationships were a secret from the rest of the school. Neither girl wanted Jason's bad boy reputation to soil their good girl images. Jason didn't know it, but only sixteen hours into his secret tryst with Nicole and Gretchen, three other girls were already very aware of what was going on and were planning on ways of using this secret to their advantage. Amy Fitz, Jason's step-sister, had watched Jason, Gretchen, and Nicole's threesome over the family's closed circuit security system, and had immediately called her friend Becky Martin over to see the footage. This morning, they let their friend Stacy Rhea watch the footage on Amy's smart phone. The three girls were clustered just inside the door closest to where Jason parked, and all three had seen Gretchen Greene slip out of Jason's passenger side door. Jason had parked further out this morning than he usually did, in the shade of a line of trees, and it was obvious people were not supposed to notice Gretchen getting out of his car. "The lucky bitch." Stacy said. Amy was surprised that Stacy had said that. She was always casual about any attraction she showed towards Amy's stepbrother. "Your telling me." Becky, on the other hand, had a very vocal crush on Jason Lakes. Amy herself was conflicted on her feelings towards her legal brother. Seeing the video made her feel pretty turned on, but she would never admit that to anyone. The three girls ignored Gretchen as she came in and disappeared into the mass of people in the hall. The bell rang signalling for everyone to get to class, but Jason still sat in his jeep. "Clearly he doesn't want anyone to connect his entrance with the church slut's entrance. If he was my man, he wouldn't have to be ashamed of a little oral in the morning." Amy jabbed her top-heavy brunette friend with her elbow. "Shut it Becky. That is my step-brother after all." "Hey! You're the one who came up with the idea of blackmailing him with that footage." Becky replied defensively. Stacy nodded in agreement "For alcohol, you sluts, not sex!" "It seems like a waste." This from Stacy. "Obviously he is giving those two religious freaks sex lessons or something. I think we should be using this to sign up for his class. We are all hot for crying out loud, what do the bible thumping nerds have that we don't?" Amy did her best to look mortified at the suggestion of taking sex ed from her own step-brother, and in a way she was. She wasn't happy with another fantasy being added to the semi-incestual list forming in her head. Jason finally got out of his jeep and started towards the entrance that Amy and her friends were standing in. The plan was simple, show Jason the footage, wait for him to ask them to keep the footage secret, and then ask Jason to get them whatever they wanted whenever they wanted it. In exchange they would guarantee not sending the recording to a few other people, implying that it would go viral and spread around the school. It was an empty threat, Amy, Becky, and Stacey would get expelled if a video like that went viral. It was obviously traceable back to the three of them. But Amy couldn't just sit and do nothing with blackmail material that good. "Besides, how can Jason buy us alcohol if he is the same age we are?" Becky answered with essentially the same answer that Amy had been about to give. "He looks over twenty one so I can assume he can manage not to get carded. Especially under the threat of blackmail. If not maybe he has friends that can buy it for us. It is worth a try." When Jason stepped inside he immediately saw his sister and her two best friends. Under the influence of alcohol Jason had flirted pretty heavily with Becky's hot single mom and Stacy's happily married mother Donna as well as Hylan, the mother of one of Amy's other friends. Jason and the three moms were all chaperones for a concert Amy and her friends had wanted to go to. Becky's mom had turned down his advances, but Donna was another story. Jason had been sleeping with Stacy's mother Donna regularly since the concert. The girls approached Jason as if they wanted to confront him about something and assuming the worse, that they suspected that he was shagging Stacy's mom, Jason cut them off with his own topic of discussion. "Amy, I wanted to talk to you. You know how Dad and your mom are going out of town next weekend? Not this one but next one?" Amy nodded, looking annoyed at having been routed from what was clearly supposed to be a confrontation. "Good. I am going to throw a party. You have thrown enough parties with the two of them out of town so don't look too shocked. You three are invited, and any of your other friends that you want to bring. There will be drinking and smoking, so I want you to promise to be cool about it, agreed?" The three girls nodded and expressed their assurances. "Now what do you three want me to get you? Anything is cool, liquor, cheer-beer?" Jason listened to their requests and hurried off to his class with the excuse of needing to write the information down. If Stacy were up for coming to a party, then maybe she hadn't figured out that Jason had been fucking her mother. For a moment he wondered what the big confrontation was about, but decided he had more important things to worry over. He had decided to have the party the night before after dropping Gretchen and Nicole off after their wild threesome. He hadn't planned on inviting his stepsister and her friends since they never invited him to their sleepovers, but it seemed unavoidable now that he thought about it. They would likely come if he invited them or not, it was Amy's house after all. He needed the party to be a big hit in order to start taking advantage of his surprisingly good reputation. If it flopped it would surely change the way people looked at him. He needed to use his reputation to make it a big hit, but it seemed his popularity was largely based on rumors, misunderstandings and stereotyping. People assumed the big, tough, rich, white kid who won his fights growing up was a party boy, even though he had never been invited to a party. People assumed he just partied elsewhere and chose not to invite people from this school. That detail he came from Gretchen just this morning. So how could Jason apply this house of lies to appear being successful in the real world? ***** Confronting Mary The rumors about Jason's bad boy image started when a pretty and perky pothead named Shyla spread some rumors around that Jason was well hung and great in bed. At the time, Jason had been a virgin and assumed the rumors were just random high school gossip. While he was decently equipped, Shyla had never really spoken to him, much less seen his cock. Gretchen assured Jason that the size of his cock had likely never been a secret. Girls notice that kind of thing, even if he had never pulled it out for anyone. There had been rumors that Jason stuffed socks down his jeans until Shyla's lie confirmed Jason's size for everyone. The rumor had indeed come from Shyla herself, Gretchen said she had heard the rumor directly from Shyla's mouth. At some point, additional rumors started circling about Jason and Mary, one of the most popular girls in his school. Gretchen hadn't heard the story directly from Mary, but had heard it confirmed from people who knew the girl well enough that she was certain that Mary knew about the rumor and had never denied it. After second period class ended, Jason sought out Mary in the hallway. He had only spoken to her once, years ago, when Mary had asked him out on a date out of nowhere. She hadn't just asked him out either, she asked him out in front of just under fifty of her close personal friends who were snickering and pretending not to watch. Assuming that he was the butt-end of some stupid preppy prank, Jason shut her down cold. Jason assumed Mary hated him since not only did he not play along with her tease, he shut her down publicly in a way that implied he was not interested at all. Maybe the rumors were a way for Mary to recover from being publicly shut down, or maybe they were just something she had heard and thought they were funny and not worth denying. Either way, since she apparently was not denying the rumors Jason was betting that she was at least unoffended by the gossip, and hoped that she was behind it as he approached her in the hall between first and second period. "Can I talk to you for a minute?" he asked her, interrupting Mary's conversation with Bambie and Julia. Jason did his best to look confident that his request would be met. He had dressed well today, taking special care of how he would be perceived by Mary and more popular friends. "Uh..." Mary looked shocked. Jason hadn't spoken a word to her in three years, though according to the rumors going around the two hooked up quite frequently. "Don't be silly Mary, Julia and I can meet up with you after second period. Talk to your boy-toy in public for once. Don't be too rough with her Tiger." Bambi said as she started to pull Julia away. Her words were a fair enough confirmation that Mary had at least let these two girls think that she and Jason were sleeping together. Mary looked mortified. Now that Jason knew Mary's friends believed the rumor, Jason was able to assume that Mary had at least never denied the tale and that he had a green light to move forward with the party. "Actually this is for you two too. I am throwing a party weekend after next, on the third. You all can come, and invite anyone you want. My parents are going to be out of town. I don't know if Mary has told you all about my place, but their is a pool, a hot tub, a two story guest house and a dock leading out onto the lake we can put to good use. I will provide plenty of alcohol and whatnot, but since I do not usually hang out with people from this school I was hoping you three could help me fill up the guest list?" A look of excitement spread over Bambi's face. She looked exactly like her name implied, wealthy, blonde, big boobed, blue eyed and easy. She had tripped at some point in a hall at school and Jason had caught her before she hit the ground. She had always been friendly to Jason since then. He had never spoken to Julia, and the way the blonde looked at him had always been neutral at best. Now she smiled brightly at the idea of coming to Jason's party. She was tall for a girl, and probably weighed less than one of Jason's arms, and she always went out of her way to look very fashionable. "That is awesome! We were just talking about how we had not been to a party in a long time. How big can it be?" Julia asked. "How big can you handle?" Jason winked. "Not so big that I can't clean up after the party, but big is fine with me." A moment of inspiration washed over Jason. "Tell any guys coming it is BYOB, and no guys can come without a date. Let any girls coming without a date know that I will buy any drinks or whatever it is they want. That way it won't be a sausage-fest." "Wow... that is pretty generous." Bambi said. Both Julia and Bambi looked surprised at his offer. Mary just looked confused. Jason hadn't put a whole lot of thought into making the offer, it just seemed like it would be the best way to make sure their were more girls than guys. What had he just gotten himself into? Jason's parents may have had money, but Jason did not have free access to it. Still, he figured he had made enough working for Mrs. Donna Rhea to cover a single party. She had hired him on a fluffed up pay rate in appreciation for Jason's ability and willingness to get her off. "Very generous. Um, Jason, can I talk to you about something for a minute alone?" Mary asked. "Actually, I have to run to class. Call me later?" Jason winked and smiled as he slipped away into the crowd with a wave. He knew good and well that Mary didn't have his number, she just probably couldn't admit it in front of her friends. Not that she would have to wait long. Gretchen was in Mary's second period class, and Mary would find a piece of paper waiting for her on her desk with Jason's name and number on it as soon as she took her seat. Jason did not have to wait too long for her to send him a message. He got a text from an unknown number almost as soon as his second period class started. "Jason who?" It read. Apparently Gretchen had only left his first name on the paper, and Mary was being cautious. "Who is this?" Jason responded, smugly. "You know good and well who this is, asshole!" Mary texted back. "Then you know who I am too. We need to talk, but not where everyone can hear us. Don't worry, your secrets are safe with me. I am serious about throwing a party though. How important is your last period class? Care to skip with me? I can buy you lunch and we can talk." Time passed and no response came. Multitasking, Jason texted his stepsister about his decision that guys had to bring dates and he would buy the girls without dates whatever they wanted. Unlike Mary, Bambi, and Julia, his sister saw immediately that this was meant to influence the guy/girl ratio and called him on it. "How many girls can you handle at one time big brother?" she texted mockingly. As far as Jason knew Amy couldn't have known about the night before of course, but Jason said quite confidently "You would be surprised ;)" Maybe the wink face was much, considering his and Amy's parents had married, but it seemed like the best response. Amy texted back, "Would you be able to buy alcohol for my friends and I sometime?" It was an interesting question. How was he going to buy so much alcohol for the party? He could probably convince Donna to buy for him at least once, but if not he would need to think of something else. He didn't want to commit to getting it for Amy anytime she wanted if he was not yet sure how to get it himself, so instead he through said, "You can drink with me anytime you like, and I will get you anything you want. If you all will be drinking without me, I am going to want something out of it." "And what would you want from us big brother." It seemed like an odd question. Jason had assumed the answer to that went without saying. "Cash dork." He texted back. That ended his conversation with his stepsister. A solid forty minutes passed before Mary responded with "I can miss fourth if I have to, but missing third would be better today." The bell rang before Jason could text back, so he stayed in his seat an extra moment to think. He had his schedule planned out today and he was making adjustments in his head. "Now is fine with me then. Meet me at my jeep. It is parked under the tree near the football field, and the door is unlocked. I have an errand to run between classes so it will take me a minute." "K" Mary texted back. ***** Meeting Shyla Getting up from his desk, Jason took off towards the gym at a jog. The Rock Bridge High gym was a separate building from the rest of the school, and the stoners all hung out behind it between classes. It was common knowledge that the security guard looked the other way since the kids always let her have a cigarette when she came by, and since they did not smoke weed on campus no one really cared. He spotted the group immediately. How sad do you have to be to run all the way down here to smoke a cigarette for two minutes before running back to class? Jason never understood the appeal. Luckily, Shyla was here today. The girl was tiny. Blonde hair and an over-sized 'C' cup bra that made her breasts look bigger than they were, if unconvincingly, and a shirt torn high enough to show off the black thong that stuck up over the top of her hiphuggers. Shyla spotted Jason storming up to her social clique in a hurry and just like Mary had, she froze up. Neither girl had known how to react. It made Jason want to laugh. From Shyla's perspective, she had been having a really bad week. Her boyfriend had cheated on her again, and this time she broke up with him. She regretted it immediately, and now he wouldn't take her calls. Her dad came home drunk last night, and furious that Shyla had been too stoned to answer her cell when he called to ask her to pick him up from the bar it was all Shyla could do to keep from getting a black eye. Then her boyfriend, ex-boyfriend now, along with the girl he had been cheating on Shyla with had both skipped school today, which was hardly a good sign for he and Shyla working things out. And now here comes Jason "The Adonis" Lakes who looked fully prepared to add gas to the fire. All she needed was for Jason to call her out on her old stupid lie in front of everyone today to make her week absolutely frickin' perfect. "Hey gorgeous." he said when he walked up, "Can I talk to you alone for a minute?" Jason asked her in front of all of her friends. This was not what Shyla thought he was going to say. Jason had assumed he would need to pull her aside to talk to her, but all seven of the potheads outside quickly put out their cigarettes and made their way towards the main building, leaving Jason alone with Shyla in short order. "Okay, I guess you finally heard that stupid rumor about you and I." Shyla started rambling as soon as they were alone. "I told two, just two people that you and I hooked up. It was a dumb lie but they were bragging about people they hooked up with and I couldn't tell them honestly who took my virginity, and you were the first guy I could think of. They didn't believe me, and the next day fifty people came up asking if I lied, so I kind of had to keep lying or admit why I made the whole thing up. I am really sorry that it got out of hand. None of my close friend's ever believed me anyway. I guess after calling me beautiful in front of everyone they do now. I can go tell them the truth if you want. I promise I was complimentary with every lie. When I heard about you and Mary getting together I told people you and I stopped hooking up because I didn't want you or Mary to get in my face about it." Jason stood there in silence after Shyla ran out of things to say. So that is how everything started? Jason guessed Mary had heard from the Shyla rumor that Jason was well equipped and a decent lay, and molded her own lie about how good Jason was in bed based off of Shyla's lie, and thus Jason's reputation was born. "Listen," Jason told the petite blonde, "I have always known about the rumor and I have never told anyone it was not true. I could do worse for myself than banging a pretty little pothead, the only thing that bugged me about rumors was that I wasn't actually getting to experience all the amazing sex I kept hearing about. I am in a hurry now and that isn't what I wanted to talk to you about. I am throwing a party weekend after next and I need to score some weed. Can you help me out?" Mr. Nice Guy vs. High School Ch. 02 "Um.... okay." Shyla said slowly. Had she just heard him right? Did he just say he wouldn't mind hooking up with her for real? She immediately thought that she had to have misheard. He had said that far to casually for him to have said what she thought he had said. She focused on the part that made sense, the part where he had needed something from her. She assured him she could get anything he wanted and asked how much she needed to get for him. "Good. Now I don't know how much I will need, because I do not know how many are coming or how many of the people coming will want to smoke. I would rather error on the side of caution though and buy more than I need. You can always come over the next week and help me smoke off what is left." Jason winked at her. He had not planned on flirting with the girl. He had planned on giving her attitude and demanding she make up for her deciept by hooking him up with smokes for the party, but she seemed so guarded and timid that dominating her seemed to easy, and her reasoning for her lies seemed harmless enough. Besides, it was always more beneficial and fun to flirt with pretty girls than to yell at them. 'WTF?' Shyla thought, 'is he actually flirting with me? Did he just invite me to his place next week?' Nodding, Shyla assured him that she could get him whatever he needed. "Great. Give me your number and I will keep in touch on how much I am going to need. Here, take mine in case you need to reach me. Now I have to go, I am taking Mary to lunch." No reason not to feed that rumor about he and Mary on his own now. Obviously Mary wanted people to believe that she and Jason were an item. Plus, if Shyla believed the rumors Mary said were true, then that reinforced her impression of him being well equipped sexually. Jason was well equipped, but so far rumors about him were all based off of gossip. Impulsively, Jason kissed Shyla on the cheek before heading out to the school parking lot. As he walked away he was glad that he had kissed her, because the look on her face made it obvious how badly he had confused the troubled pothead. He didn't go back into the school, so he did not notice all of the stoners huddled just inside the entrance staring at he and Shyla. ***** The Lunch with Mary Mary was waiting for him when he got to his jeep. She was sitting on the passenger side with a completely blank expression. "I am not used to people making demands on my time, or keeping me waiting." She said as he hopped in. She didn't look annoyed, she looked defensive. "Sorry hot stuff. Let me make it up to you. Where would you like to eat? My treat and anywhere is fine with me." She picked a little Mexican place called Cancun without hesitation. Jason had never been there, since it was pricey, but he heard the food was good. Jason's phone kept buzzing on the drive, but Jason ignored it until he got out of the car. They were all texts from Shyla. "So what was that remark about regretting that we haven't hooked up? Were you being serious about that?" "Forget I asked, just let me know how much stuff you need." "Hey, did you mean it when you said I could come smoke with you?" "Would Mary be okay with that?" Jason texted Shyla back before walking Mary to the door, holding it open for her. "Of course I meant it, and Mary would kill you." Jason hedged. "I am pretty busy right now and I have plans after school. How late will you be up tonight?" Jason didn't mind flirting with Shyla through texts, but now was not the time, and after school he had a date with the ever possessive Nicole. He wouldn't really be free to text until around eight or nine. At the restaurant, Jason and Mary were seated immediately, and Jason had just started looking over the menu when his phone buzzed again. Mary looked pointedly at the phone, apparently she thought it was rude of him to be getting texts while they ate. So did she think of this as a date? Jason picked up the phone and was fairly surprised by the text. Shyla said "I don't have to be home tonight at all really as long as I show up to school tomorrow. How late do you need me to stay out?" That wasn't what he had meant when he asked how late she would be up, but Jason didn't see any reason not to take advantage of her response. He apologized to Mary, telling her the texts were about the party. Texting Shyla back, he said "You don't have to be home at all? Can you find something to do till around nine thirty to ten then? I can pick you up when I and done with my errands. We can smoke in the hot tub and talk more tonight if you want. Bring something to smoke and a change of cloths for tomorrow and I will just drive you into school in the morning. I have to go right now. Talk to you later." Jason made a show of turning off his phone for Mary's benefit. The waiter came and took their orders before the two started talking. "So... thanks for not calling me out back at school." She admitted hesitantly. She clearly had not wanted to apologize, since it put the ball openly in Jason's court. Not that it really mattered, Jason had the advantage already. "You are absolutely gorgeous Mary. If you want people to think we are sleeping together, who am I to disagree?" Mary really was gorgeous. You kind of had to be to be popular. Mary had raven dark hair that fell down past her shoulders, and the body of a model. Literally....the body of a model! It was common knowledge that Mary and a few of the other popular girls did some modeling. Mary was tall and slim, with long legs and curves in all the right places and a very pretty face. If Jason pulled off sleeping with Mary, she would easily be the hottest girl he had slept with to date, and probably for quite some time. "If you think I am gorgeous, why did you turn me down when I asked you out?" Jason looked at her apologetically for a moment. "Their were like fifty people watching and giggling. At the time I thought it was some weird gag at my expense." Mary looked down at the table. "It was." Jason was actually surprised. With everything that had happened this year and everything he had learned he had started to think her asking him out may have been legitimate. "Bridgette and Bambi were making fun of me for breaking up with this guy for having a tiny pecker. At the time, everyone kind of made fun of you for sleeping with some skanky pothead. Everyone knew you had a decent... you know, so they said I should go and save you from the skank and make your day by asking you out, since size was apparently a big deal for me. I really was up for going out with you, kinda, but the situation was kind of at your expense. It was at my expense, too, I guess, although I didn't get that until later. 'The size queen gets shut down.' That is what they said when you turned me down." "Ouch." Jason said sincerely. "Okay, so why the rumor about the two of us hooking up?" Mary looked surprised. "I always thought you made that up." she said. "At least I didn't make it up, I just heard about the rumor about you and I and decided to run with it. You turned me down pretty harshly. I am not used to getting made fun of as the girl who isn't good enough for someone. So I told a few people that we were sleeping together, that I had seduced you after you and I were alone. I meant to imply that it was a one time hook up, but the rumor got out of hand and..." Mary trailed off. The food arrived, but before they ate Jason wanted to finish up what he saw as important. He was about to ask out one of the most popular girls in the school, after all. "That is what rumors do, they get out of hand. Listen, I was flattered when you asked me out, but it felt like a gag to me so I got kind of defensive and overreacted. I am sorry. Any guy would be lucky to go out with you. Your secret really is safe with me. I would love for you to come to my party, as long as it isn't too awkward for you. If you come though, you are not allowed to bring a date. You are more than welcome to be my date, but that is up to you. You can sleep in my room with me if you want to keep the rumor going but you do not have to have sex with me of course." Jason added hastily when Mary looked affronted. "I can sleep on the floor. I would rather not..." Jason winked, "but that will be your call that night. Sound good?" Mary looked at him for a moment. Thinking to herself, she started eating, clearly lost in thought. Jason waited and watched her eat. Finally she smiled and said "I look forward to our second date, Jason Lakes." "Second date?" Jason asked. Mary motioned around the restaurant they were in and Jason couldn't help but laugh. Apparently asking Mary out had actually been so easy they were already out. Jason realized that he had never been on a real date before, and he tried not to let it show on his face. "Maybe the party could be a third date," Mary continued, "if you wanna go to dinner and a movie sometime next week?" Mary asked, "I mean, if you and I are going to act like we have been screwing for years, we should probably know a little about each other first." Jason smiled. "Sounds good, what day?" The two enjoyed their meal as they made their plans and chatted. Mary told him all about what her life was like. Jason was vague about his, since his mostly involved having sex with as many women as possible he did not think it was appropriate to talk too much about the details. Some things should generally go unsaid. Jason not only got the restaurant door for Mary as well as the door to his jeep, but also put the seat belt on her as an excuse to lean across her flirtatiously. They held hands as he drove them back to school and once there they sat in the jeep and talked until third period ended. When he got out she waited for him to open her door. He kissed her on the cheek, slipping an arm around her waist before walking her inside. Taking a chance, he made a show of smacking her ass as she left him to go to class. People noticed, and they also noticed Mary's smile as she turned to flip him off flirtatiously. Jason turned on his phone as he walked to his final class and the texts Shyla had been sending him while he was out with Mary came pouring in. "You have a hot tub?" "Should I bring a swimsuit?" "Sorry that was a really dumb question." "You have no idea how good this sounds, I have had a horrible week." "The mall closes at nine, but I don't mind waiting around the parking garage, just text me if you change your mind and I will head home". "It gets cold, so don't forget about me!" "Hello?" "I won't forget! Calm down, be cool. Bring a swimsuit and clothes for tomorrow and some weed. I will see you later tonight okay?" "Yeah" she texted back. "Whatever. See you later." Whatever? Had he offended her? Well he couldn't really ask if he had without starting another tirade of texts, so Jason put his phone back in his pocket as he slipped into fourth period. Bambi was in his fourth period class. Part of the reason he had wanted to skip fourth was so that Bambi would see he was missing and later piece together that Mary had skipped her class as well, but it worked out better for Jason that he made it to fourth. As soon as he sat down Bambi bounced over to sit by him, which she had never done before, and started talking to him about the party. In under four hours her guest list was already thirty-four people long and still growing. She hadn't invited everyone she planned on inviting yet, but several girls had either already confirmed plus ones or given Bambi and Julia a list of what they wanted Jason to buy. Jason didn't recognize all of the names, but the ones he did recognize were all some of the most attractive guys and girls at the school. Better yet, the guys offered to chip in, offering to bring a keg, steaks and hot dogs, chips... Jason told Bambi that if she wanted to organize what people brought that would be fine but he wanted to stay in the loop. It seemed like it was exactly what she wanted to hear, and she didn't mind at all when Jason's hand found its way to the small of her back as he leaned over to review the list peek down at her impressive rack. Bambi was certainly another one of the hottest girls in his school. ***** Jason and Nicole's First Solo Date School ended with the fourth period bell, and after exchanging numbers with Bambi (for party preparation purposes of course) Jason waited in his jeep until most of the other students had gone before Nicole came out of the building. Smiling brightly and looking incredibly innocent in her Sunday best. Both she and Jason knew perfectly well that they would be spending the rest of the day trying to see how many times they could make each other cum. Nicole hopped in and, looking over her shoulder at the school, said "I don't think anybody saw me, but maybe I should keep my head down until we get to your place?" Looking out the window as she was, she did not acknowledge the fact that her hand was rubbing Jason's cock through his jeans. Looking at him innocently, she added "My oral fixation is really bugging me today, do you have anything I can suck on while you drive?" Jason smirked as he pulled his cock out through his fly, and his smile broadened when his cock disappeared slowly between the pretty blonde's lips. Starting the car, Jason made no illusions towards being in a hurry to get home. After all of the flirting with Shyla, Mary, and finally Bambi, Jason was grateful to have his hard-on taken care of. Running his hand through her waist-length blonde hair, Jason forced himself to drive slowly, if not so slow that he actually might cum. What was the point in cumming quickly? They had hours before either of them had to be anywhere. Parking down by the boathouse, Jason tucked himself in before circling the car to open Nicole's door for her and held her hand as he walked her inside. As soon as the door was shut, Jason pressed Nicole against the interior wall and slowly kissed his way down her neck with his hands pressed firmly against the wall on either side of her. He didn't stop kissing his way down her body until he was on his knees in front of her. "My goal today is to see how many times I can get you to cum while only using my lips, remember? Care to take off that dress for me?" Nicole shivered as she pulled the dress over her head and hung it on the front door. Jason stood and waited as she took off her bra and panties for him as well. Resuming his oral attention, Jason kissed his way back down her body, starting once again with her neck, but this time proceeded more slowly. Jason paid special attention to her nipples, knowing from experience that Nicole's were specifically sensitive. He took his time kissing his way down to her pussy, going slower the lower his lips traveled. He licked the outside of her pussy with two sensuously slow licks before dragging the tip of his tongue along her outer labia. Nicole was tall and thin, and Jason easily lifted her pretty legs up onto his shoulders as he explored her sweet little pussy. He stayed on his knees until she came. Nicole was full of sweet and encouraging comments, which were a stark contrast to her normally controlling demeanor. "Oh thats it baby, of yes right there! Oh shit how do you know how to do that? Good boy good boy right there for mama yes!" After her climax subsided Jason carried her over to the kitchen, lying her back on the elevated counter before starting in on her pussy again. Nicole had been having lesbian sex with Gretchen for sometime, and Jason did not want to be outdone, even if it was by a woman. Jason kept her on the counter until she came twice more, and even then kept her there while he went to grab some ice from the freezer. He rubbed a piece of ice slowly and sensuously across his naked girlfriend's body, lapping the water trails up with his much warmer mouth. Once the ice was mostly melted, Jason trailed the shrinking piece down to Nicole's pussy, circling her clit several times before slipping it inside. Nicole's body writhed from the intense cold, and Jason obliged her protests by warming her clit with his lips and slipping two fingers inside of her until she came again. Picking her up and carrying her to the couch, Jason positioned her so that she was standing up, bending over the couch at the waist. Standing behind her, Jason started to remove his pants and was surprised when Nicole quickly spun around into a sitting position. "You were way to rough with me with that giant cock yesterday, so it is going to be a few days before you can fuck me with it again. We are just going to have to stick to oral today." As always, Nicole spoke in a way that left no room for argument. Jason had been looking forward to fucking Nicole again almost as soon as she slipped off of his cock the night before, and he had been looking forward to this all day. Frustrated, Jason grabbed his girlfriend's head and almost as soon as his cock slipped between her lips and forced his cock as deep as he could manage. Nicole gagged, and Jason instinctively pulled back out so that she could breathe, but Nicole held his ass from sliding away with her hands. Accepting her willingness to let Jason forcefully deep-throat her as an apology for the lack of sex Jason would be getting, Jason took full advantage of the situation and fucked her mouth as roughly as he felt she could handle, pulling out only when her gagging forced him to do so, then picking right back up where he left off. As frustrated as he was with her, he let himself imagine it was Mary's face he was fucking, then Shyla's, Gretchen's, and finally as he came he pictured himself shoving his cock down Bambi's throat. The little christian girl who was actually sucking Jason's cock managed to swallow his entire load, which had been building up for hours. Nicole fell back against the couch with a smile on her face and Jason couldn't help but smile over her beautiful body. It was amazing to think of how different his life was now compared to a few months ago. This time last year he would have spent the afternoon working out or playing video games, probably both. To show his appreciation to the beautiful blond, Jason retrieved a bottled water for his secret girlfriend and offered to cook her a Spaghetti dinner. She agreed whole-heartedly, expressing her surprise that Jason could cook. They ate in the in their underwear, and after the meal Jason could not resist going down on the pretty blonde right in front of the hidden security camera, planning on coming back later to watch the footage. Jason still had no idea that he was not the only one to watch the recordings. ***** The Stepmother's Day Jason's stepmother, formally Mrs Susan Fitz-Lakes, had had a very crazy and upsetting day. Do to her newest husband's financial expertise, she did not even have to pretend to pursue a career, and so she was free to spend the early portion of the day doing what she always did best, nosing into her daughters private life. Booting up her daughters computer, Susan spent some time nosing through emails and web history before noticing that Amy had accessed the IP address of the home security camera system the night before. Thinking nothing of it, Susan moved on in her prying which eventually lead her to check on her daughter's recent downloads, one of which was a large video file from the security website. Curiosity peaked, it only took the click of a button to open up the file. What she saw shocked her, and she liked to think of herself as experienced in the ways of the world. Apparently her stepson was not only sexually active, but quite the lady's man. The video showed him having sex with not one, but two of his fellow classmates, neither of which looked unattractive in the video. Her stepson had always been an attractive and well built young man, and he never seemed uncomfortable with the innocent flirting she had done with him, always seeming to be unsure as to whether or not her teasing was intentional. Was the naive innocence an act? He certainly looked like he knew what he was doing with these two girls. Was his playing naive part of his game, and if so, did that mean he was actually running game on Susan? She had only been teasing for fun. Mr. Nice Guy vs. High School Ch. 02 Susan had had an idle fantasy about her stepson, if only because her husband was overweight and Jason was one of the most attractive men that Susan interacted with on a regular basis. She never considered making an actual pass at her husbands only son, but seeing the size of the cock in the video... maybe she should? Then it dawned on her that her daughter had downloaded this footage and might be having the exact same thoughts. Lust quickly turned into anger as her maternal instincts kicked in, and she became furious that Jason would have sex in front of the cameras without thinking about who could be watching. Impulsively, Susan deleted the footage from the hard drive and making sure no other similar files had been downloaded, then turned off the computer. Storming up to the computer room where she and her husbands computers sat, Susan booted hers up and signed onto the security system's website. Since this was her house originally, Susan was the master user on the server, while Amy, Jason, and her husband were all guests. Susan revoked everyone's access but her own. After she had a moment to calm down, she accessed the video's login/logout reports that only she could see. Amy had accessed the video four times and downloaded it twice! This meant there would probably be a copy on her laptop. More interestingly, Jason had logged in and watched the footage and downloaded it once as well. So that is why he had sex in front of the cameras. Not wanting Jason to know Susan had seen what was going on, she reinstated Jason's access to the website. This way Jason might feel comfortable enough to make a few more home movies... what a wicked stepmother I am, Susan chided herself with a smile. Susan pulled up the footage again and started watching from the beginning. She still hadn't watched the whole thing, after all. The more she thought about it, the more she felt she did need to find a way to tell Jason that Amy had seen the footage. She was not about to risk her marriage and her standing amongst everyone they both knew on making a pass at her husband's son, but maybe she could at least use this as an opportunity to bridge the gap between the two of them. Maybe open up their comfort zone a little, maybe open the way for a little more direct flirting, and with time... well... the cock in the video did look pretty big. Jason frequently used the hot tub down by the boathouse at night, or went swimming in the pool. Next time Susan saw an opportunity, she would join him and try to work what she found on Amy's computer into the conversation. Susan slipped a hand between her thighs as she imagined how that conversation might go. She told him that she knew how men his age were, and that they had needs, but threaten him to keep his needs away from her baby girl. She would offer to help relieve him whenever his libido got the better of him if it helped him from taking advantage of her daughter. He would confess being a sex addict, and say that he would need Susan's assistance quite regularly. Then he would pull down his trunks and walk up to her slowly.... Removing her fingers from herself. She was going to far. She would be flirtatious at most, not a desperate whore. Even if Jason made a pass at her, she would have to say no. She couldn't risk her marriage on sex, no matter how hot the taboo. After Jason and the two girls left on the video, Susan walked over to where she kept her swimwear. She had swimsuits that would be more than adequate to draw the young man's eye, but this was to be a turning point one way or another, and that was as good an excuse as any to go shopping. Susan logged off of the website and hopped in her SUV, and spent a good portion of the day buying clothes. She argued with the devil on her shoulder on how sexy bikini she should buy, and the scandalous little imp won out. Just because she was not going to make the first move, did not mean she could not be absurdly attractive bait. She would probably turn the kid down if he made a pass at her, but she would still welcome the attempt. Probably? Susan smiled at her complete lack of shame. Susan went to the gym after her little shopping spree, and did what she could to work her frustrations out on the work out equipment at the gym. She really wished she was one of the lucky women who could bring themselves to climax when masturbating. It wasn't fair that she only got off while in bed with a man, and even then only a small percentage of the time. Once she got home she took a long shower and tried to get herself off by her own hand, but she didn't have any luck. Only after her shower water went cold did Susan step out to dry off. Peaking out the window, she saw her stepson was down at the boathouse, home from school. This meant Amy was home, and Susan had some parenting to do. She slipped on a thick woolen robe and sought out her daughter. To her surprise, Amy was not alone when she opened her daughters bedroom door. Stacy and Becky were both present, huddled around the computer. Luckily, the theatre website was what they had pulled up. "Hi mom. We are only here for a minute, we are going to go watch a movie. Is that cool?" "Of course dear. Have fun. I need to talk to you later, but it can wait. Nothing important." "Okay mom. Love you!" Well if Amy was going to be gone, maybe she could confront Jason then? Stepping back into the computer room, she pulled up the security cam to see if her son was alone. She would wait until Amy was gone, then go for a swim in her knew two piece and see if she could lure her stepson out of the boathouse. Only when the page loaded and she linked into the direct feed, Jason was not alone. The blonde from the day before laid on her back on the kitchen counter and Jason had his lips buried between her legs. Okay, she knew eighteen year old boys liked a lot of sex but this was ridiculous. People ate off of that counter for crying out loud!. Still, there wasn't much else to do but watch. After she heard her daughter and her friends leave the house, Susan couldn't help but open her robe and explore her body with her hands. Today was different than the day before, Jason didn't seem to have sex with the slim blonde once. The two merely went down on each other repeatedly and made out for a bit. Eventually Jason made the girl what looked like spaghetti, and they ate dinner while watching a movie. After the meal her stepson and the blonde made out some more, then they got up and left. Susan heard the jeep pull away and she knew Jason was driving the girl home. She watched Jason get the little stick off at least four times with his tongue, and Susan hadn't been able to cum once all month! ***** A Date with the Pothead After dropping Nicole off, Jason had to turn on the speed as he took off towards the mall. It was almost ten, and Shyla had been waiting for almost an hour for him since the mall closed. Turning his phone back on, Jason was shocked that Shyla had only sent him three text messages. The first one from eight o'clock read "I am at the mall, are we still on?" The next read "I am freezing." This came through at nine thirty. The second came at nine forty and read "Are you still coming?" It was now nine fifty five. Not wanting to get stuck in a long texting conversation, Jason called her. "I am on the way gorgeous. Are you still at the mall?" "Y-y-yes. I am fr-fr-fr-fr-freezing." Shyla said. "I am like five minutes away. We can hop in the hot tub first thing." "Okay. I br-br-brought a change of clothes, a bowl, and a swim suit l-l-l-like you asked." Jason couldn't help but smile at how pitiful the petite girl sounded. Hanging up on her, he sped up a little more. Realistically he was fifteen minutes out, but he would try to shave some time off of that. When he pulled up to the mall parking garage he did not see Shyla at first, but when she came out of the stairwell Jason couldn't help but laugh out loud. She was wearing the clothes she had worn at school as well as what he guessed was the outfit for tomorrow. Suddenly her skimpy tops didn't look like such a bright idea. Before Jason let her into the jeep he made her take off the extra shirt and untie the jeans from around her waist, telling her that she looked kind of ridiculous. Feeling kind of like an asshole for making her strip in the cold (which was exactly why he had done it), Jason pulled her over to him and wrapped his arm around her to keep her warm, turning up the heat in his jeep to a comfortably high level. Jason didn't feel the girl up, but he did leave his hand on her bare stomach. Her skin was ice cold! The eighteen year old girl did have a little six pack going on, which Jason had noticed once or twice before at school. Shyla told Jason just how bad her day had been, which lead to her telling him how bad her week had been, which lead to her telling him how much she was looking forward to hanging out with a descent guy. Like Nicole, Shyla talked a lot. Jason thought about taking his cock out and giving her mouth something better to do, but he liked the idea of Shyla not knowing that he wanted to sleep with her. It was obvious she wanted to sleep with him or she wouldn't have hung out in an empty parking garage for an hour. Once they got to Jason's neighborhood, Shyla was blown away by the houses. Apparently she had not ever been to this side of town before. It had already been dark and had been for a good four hours by the time Jason pulled up to the boathouse, so their was not really a lot to see as Jason walked Shyla up to the door and lead her inside. She smelled the left over spaghetti immediately and asked what it was. Jason told her she could feel free to heat up a bowl if she was hungry. He told her he would be waiting in the hot tub, and reminded her to bring the weed. Jason was patient while he waited in the hot tub. The second floor of the boathouse was largely floor to ceiling windows, so he saw the upstairs lights come on while Shyla explored the building. Plenty of time passed for Shyla to reheat and eat a bowl of spaghetti, explore the house, and change. She must be taking some extra time to get warm before coming out side, that or seeing if she can get away with stealing anything, Jason reasoned. Eventually he heard the door open and Shyla came running around the corner with the bowl wearing a skimpy little yellow bikini. She all but fell into the hot water, settling down across from Jason. Jason turned on the jets and Shyla sat the bowl down and submerged herself in the water to get warm. The two started chatting about nothing; the approaching winter, school, Jason's cool boathouse, how good the spaghetti was. Once they started smoking Shyla came closer at Jason's insistence if only to make passing the bowl back and forth more convenient. Jason was surprised and alarmed when the back door to the main house opened and someone started making their way down to the hot tub. While the hot tub was mostly enclosed, it was easy to see out do to the spacing of the slats that made up the walls. The person coming down the walk was too tall to be his sister, which only left his dad or step-mom. Jason had Shyla hide the bowl and they both made an effort to waive the smoke away, but there was no hiding the smell or the fact that they were both stoned. To his relief, it was his stepmother who stepped up to the tub's entrance. His dad would have been furious at the smell. His stepmother was twice a trophy wife, which was ironic since she had more money than Jason's dad. Her first husband had been elderly and left her with a fortune, as well as a pretty little daughter. Jason's dad had earned his own riches, and was considered kind of some financial genius. From what Jason understood the widow Mrs. Fitz had been concerned that she would blow through her dead husbands fortune, so she agreed to marry Jason's dad so long as he kept care of their finances and insured that she never wanted for anything. Thus the young widow Fitz became Mrs Fitz-Lakes, Jason's stepmother. She was not so much younger than Jason's dad that there was anything odd about the relationship; Jason's dad was 48 and his stepmother turned thirty seven in a few months. Their major difference was that where she spent her free days jogging, dancing, and working out at the gym, going to beauty salons, etc, Jason's dad spent his days sitting in an office and eating expensive meals. Jason's dad was getting kind of fat since the two had tied the knot, at least he looked fat compared to his stunning wife and his athletic son. One of the first things Susan Fitz-Lakes did when her first husband had passed away was she bought herself a new pair of boobs, and Jason did not think the woman owned an outfit that did not show her new boobs off. She had caught Jason looking at them more than once, and if she ever acknowledged it at all it was just with a smile or a wink. Not that Jason would ever try to sleep with his father's new wife, but with some women you can not help but to look, no matter who they are married to. Jason kind of wanted a peak at what she was wearing under the white robe. Clearly she had planned on making some use of the often neglected hot tub. Jason's stepmom looked surprised to see that Jason had company. "Oh I am sorry, I really didn't mean to intrude. I saw my stepson down in the hot tub for once and I thought I should come down and have a word with him." "Oh I can wait inside..." Shyla started. Jason's stepmother looked surprised by the offer, but not as surprised and irritated as Jason felt It was an odd response. Clearly Shyla had self esteem issues. Jason was also surprised that his stepmother had come down to join him at all, but was annoyed with the interruption. If she chose to join them, it might keep Jason from getting laid, at least for another hour or so. "Don't be silly!" Both Jason and his Susan said on top of each other. Jason made introductions. "Shyla, this is my Dad's wife Susan, Susan this is Shyla, a friend from school." "Nice to meet you." Susan said. "You know you can introduce me as your stepmother don't you. I wouldn't be offended." "I feel uncomfortable calling someone who looks twenty five my mom." Jason said with a wink. He was clearly thinking with the wrong head, and needed to get it together. Still if he made her uncomfortable, maybe she would leave. It took Susan a moment to recover. "Would this be one of the two young girls you have had over these passed two nights?" she asked. How awkward a question was that? Jason smiled in spite of himself. In for a penny, in for a pound. "No actually, I just picked Shyla up an hour ago, and I have never really spoken to her before today. She offered to smoke me up if I let her spend the night. Wanna join us?" Jason reached behind him and grabbed the bowl from where it was hidden and offered it to his stepmother. He knew for a fact that she and her club friends smoked on occasion. On some of the nights when they would take over the boathouse the entire place would smell like weed. Susan declined, clearly offended. "No thanks lover boy. Listen, if you two are planning on doing more than smoke, just make sure you use protection." Susan snapped. Without saying any goodbyes she turned and walked back up to the house. Maybe Jason had pushed her to hard. "Awkward much?" Jason asked. Shyla nodded. "Look Shyla, about what Susan said, I don't want you to get the wrong idea. I don't want you to think that I rushed out and bought a bunch of condoms or anything." Jason said, as if to imply he had no intention of having sex with the little pothead beside him. "Oh, okay then. I mean it is cool if you did, but I am cool just hanging out too." "Don't get me wrong, I have every intention of fucking you tonight, I was just planning on fucking you bareback if that's cool?" Jason smiled at Shyla and she smiled just as brightly nodding. "My dad makes sure that I am on the pill, so we can do whatever." She shrugged, struggling to seem nonchalant. Earlier, Jason had his cock in and out of a very different blonde's pretty little mouth, and not once had he been able to get into her tight little cunt. Pumping the little pothead full of his seed seemed like a great way to end a pretty descent day. 'You can do whatever' did not sound as enthusiastic as Jason could have hoped, but consent is consent after all. Besides, both new good and well that Shyla wanted Jason's cock inside of her. "Take off your bottoms and come sit on my lap. We can finish off this weed and make out for a bit. Just hang them over the side there." Shyla slid the bottoms down her legs and hung the bottoms over the edge as she had been told. Doing so brought her bare ass out of the water and Jason reached over and gave it a squeeze. Shyla had an undeniably great ass. Once back under the water Shyla crawled over onto Jason's lap without once lifting her waist above the water line. She sat straddling Jason and he slid his hand behind her and squeezed her bare ass again, enjoying how it felt in his hand. She had an amazingly tight little ass, and it felt firm in his hands. She declined the bowl when he tried to hand it to her, so Jason sat it back down and pulled the girl in for their first kiss. Shyla was an eager kisser, and very enthusiastic. What she lacked in skill she made up for with her obvious willingness to do anything Jason asked her to do, and then some. As they kissed Jason guided Shyla's hands to his rigid cock over top of his trunks and she eagerly started a gentle and teasing massage. Jason slid one of his hands down to free his cock and started rubbing her bare pussy with the back of one of his knuckles. Shyla's little hands wrapped around Jason's now bare cock under the heated water and started working his shaft up and down, squeezing it tightly. Shyla was having trouble multitasking between masturbating Jason, kissing him, and enjoying his finger against her clit, so Jason pressed her by sliding two fingers into her and devouring her lips with his, forcing her to surrender completely to the moment, and to Jason. Shyla was incredibly tight, even to Jason's fingers. His cock grew even harder in anticipation of sliding into such a tight little pussy. With his free hand, Jason pulled Shyla's bikini top free and pulled her tits up to his lips. She was small chested, though maybe a little bigger than Nicole, and as with Nicole her tits seemed all the more sensitive because of their smaller size. "Fuck fuck fuck fuck fuck fuck." Shyla whispered as she wrapped her arms around Jason and her hole body went tense. Jason was relatively new to bringing girls to orgasm, but it was always interesting to see how different girls would climax differently. Jason stood up in the hot tub and stepped out of his trunks. This put his cock above the water line, and Shyla's eyes were definitely glued to it. Sitting back on the rim of the hot tub, Jason motioned Shyla forward for a closer look. Shyla didn't need any other direction to know what Jason was after. Gripping his big cock in her two little hands, Shyla took the head of his cock into her mouth for a french kiss. Where she seemed inexperienced with kissing, she certainly seemed to know how to give a good blowjob. Unlike most of the other blowjobs Jason had had, Shyla seemed to focus more on what she could do with her tongue. Jason picked up the bowl from where it sat beside the hot tub and took another long hit, and then another. Shyla looked up at him as she made out with his cock, never breaking eye contact as she alternated between giving his cock long licks or taking his head between her lips and massaging it with her tongue. "The way I see it," Jason said, "for every single time you lied about whether or not we had sex, you owe me one night of doing letting me fuck you anyway I want." Jason bullshitted flirtatiously. Shyla nodded her consent, unable to talk do to the massive cock that slid in and out of her mouth. Pulling out of her mouth and slipping under the water, Jason pulled Shyla forward onto his lap, poised to take his cock into her tight little cunt. Learning from his mistake of taking Nicole roughly, Jason instructed Shyla to take him slowly. "Now I am bigger than most, and you seem tighter than most, so I want you to take your time. You have all night and all year to impress me, so feel free to go slow. Keep in mind you are going to have to fuck me again before school tomorrow, so don't get to sore." Mr. Nice Guy vs. High School Ch. 03 *****The Recap***** Jason didn't really consider himself a good person, but he still tried to be a nice guy. He was friendly after all, and seldom rude. He would often go out of his way for others, even going so far as to getting into fist fights to defend people he barely knew. The truth of the matter was that he had done those things because helping people out seemed like a reasonable path to being liked and fighting was always fun for Jason, win or lose. In truth, as long as he was happy, Jason usually couldn't care less about anything at all. Having been uncomfortably shy around girls growing up, Jason had largely abstained from the rest of the world, focusing entirely on his grades and staying in shape, and even that was do to pressure from his father. Being a young, eighteen year old male, Jason had a strong fixation on the fairer sex, and a strong desire to have sex as often as possible. Now that fortune seemed to be smiling on him and he had suddenly learned how many women were willing to find their way into his bed, he saw no reason not to take full advantage of each opportunity. To recap, the opportunity to sleep with Kat had pretty much fallen into his lap, a side affect of casual flirtation that the girl seemed to take to heart, and, like any single, young male, he took advantage of the willing virgin. Over the next few months he was essentially picked up by a cougar named Connie at a concert, and later seduced Donna, the married mother of one of his stepsister's friends. For quite some time he had maintained sexual relationships with Donna and Kat, but this week his luck seemed to be really picking up. He had sought out his long neglected friend Gretchen for advice about some rumors he had heard and to try and find out what girls at school really thought of him. Gretchen expressed a certain attraction for Jason, and over the following twenty four hours Jason somehow ended up in a polyamorous relationship with Gretchen and her amoral and bisexual friend Nicole. His relationship with the two girls was meant to be secret, the girls not wanting his bad boy reputation to sully their good Christian reps. The following day Jason made a pass at Mary, one of the prettiest and most popular girls at his school, and in passing flirted with Shyla, a skinny little pothead. By the end of the day he had a date scheduled with Mary and had ended up luring Shyla back to his place. Shyla had gotten the chance to find out how well hung Jason truly was just last night, and was in the middle of finding out again this morning. Shyla has been a surprisingly heavy sleeper. Jason's alarm hadn't woken her up, nor had the oral attentions he had given to her smallish tits and tiny trimmed cunt. She had moaned, signed and cursed, but that Jason could tell she had stayed asleep through his patient ministrations. She hadn't even woken up when Jason lifted her legs in the air and held them in place above her head while he lined his cock up with her extremely wet little cunt, but she sure as hell woke up when he pressed himself deep inside of her already overworked pussy. "Fuck!" she cried, "Give a girl a little warning will you?" Jason apologized with a shrug before taking his morning hard-on out on the tiny blond. For the first time in his limited sexual career, he truly did not try to do anything fancy, he didn't try to overwhelm the girl with over-stimulation or impress her with his sexual ability. He just fucked her as hard and as fast as he could manage. Pride forced him to wait until she came before filling her pussy with his cum. With a smile he kissed her deeply as their heart rates settled down. Shyla wanted to go back to sleep, but he kicked her out of bed and told her to take a shower, all with the same self-satisfied smile on his face. The girl had an unfortunate habit of not showering before school, and it was in her best interest to get cleaned up after the sex she'd had this morning and the night before. Jason had showered sometime after dropping Shyla's half-conscious little body into his room last night, and while he wouldn't mind one again this morning there just wouldn't be time. As such, he had been careful this morning not to break a sweat. As Jason got dressed, his mind wondered about his recent success with women. Part of it was surely due to the stories Shyla and then Mary had invented about how great he was in the sack, and part of it would be due to his physical attractiveness, maybe another decent percentage based off of his recently developed people skills, but he supposed part of it was his willingness to jump at the opportunities that presented themselves. Would anyone have invited Shyla, the skinny little pot head, back to their place for a shag the second they realized that she was interested? She was pretty enough that he was certain plenty of guys would have thought about it, and realistically several probably had, but he wondered how many people differentiated between can and should. Jason didn't really have a specific type of girl that he was attracted to. He took just as much pleasure from fucking a sexy cougar as he did fucking a needy pot head, an outwardly uptight Christian, or an average looking housewife; some girls just required more work to get naked than others. In just the few short months since Jason had lost his virginity, he had fucked tall women and short women, thick women and thin women, girls with large boobs and small ones, blonds and brunettes.... It suddenly occurred to Jason that he had never had sex with a red head. Once Shyla was dressed, Jason walked her out to his jeep and the two set out for school. On the way, he prattled on to Shyla about the importance of keeping their new found sexual relationship a secret. He didn't mind legitimizing the rumor that the two had had sex at one point, but he said he didn't want their current affair to ruin what he had going on with Mary. Shyla believed that Jason and Mary had been an physical item for years, thanks to a rumor that Mary had started, but the reality was Jason had only built up the nerve to ask her out the day before. Their second date was planned for the upcoming Saturday night. A date that would follow up a day spent with his other girlfriends Nicole and Gretchen. Today was Thursday, and in all likelihood was destined to be an uneventful day. ***** Thursday at School ***** Before getting out of the car, Shyla offered Jason the rest of her weed, for him to smoke while she made arrangements to get enough for Jason's big party. Jason rewarded the generosity with a kiss, a deep one that took her by surprise. She got out of his car with a warm blush coloring her face, and Jason wondered at how beautiful the blonde suddenly looked to him. Writing it off as post-coital afterglow, Jason hopped out of his jeep and headed inside. This time at least, his sister and company were not hiding in wait by his preferred door. Jason's classes were, for the most part, predictably uneventful, and he spent a good part of the day trying to think of a way to get any of the redheads in his life into bed. Jason spent his time between his first and second period class talking to Mary, Julia, and Bambi about the upcoming party, parties they had been to, and what he should expect to occur at his place. During the break between second and third Jason was able to get Mary alone, and he held her hand as they stood and chatted about when and where Jason would be picking her up Saturday night. Between third and fourth periods, Jason left Mary alone for fear of seeming clingy and, with nothing better to do, he ducked in to his fourth period class early. He was surprised when Bambi came in early as well and even more so when she took a seat beside him for the second day in a row. The class was a Biology class, and as such, the tables were large enough for three students to sit side by side on stools with their work out in front of them. Each table had its own sink and drawers which held beakers, slides, and microscopes, none of which had been used in class as of yet. Bambi was a blond, blue eyed, busty cheerleader, and anyone in class would have competed to sit beside her any day of the week. The same could be said for Amber, the other cheerleader in the class. She was tall, with long, beautiful and natural red hair, with a firm set of tits and long legs, and Jason was pleasantly surprised when she came to join Jason and Bambi in the back of the class. "Hi Jason, I'm Amber." the redhead said, sitting down on the other side of him. "Amber has a lot of experience in putting our parties together, so I asked her to help get everything organized?" While not technically worded as a question, Bambi's tone asked Jason if he minded that Amber had been brought in. Jason assured them both that he didn't mind at all. Amber smiled, clearly pleased. "I am looking forward to helping out, plus I have always wanted to get to know Mary's mystery boy-toy." "Amber!" Bambi said in a mockingly shocked voice, putting both hands on her face like the little boy from Home Alone. "Mary's boy-toy?" Jason said in a jokingly defensive tone. Bambi herself had called him that yesterday. Maybe he should ask Mary about the details surrounding the rumors she had spread about him. Making the most out of the opportunity, Jason slid his hand around Bambi's waist and pulled her massive boobs against him in a hug. "I am my own man, thank you very much." Jason winked at Amber conspiratorially. Amber laughed and made a whipping motion and noise. "The way I hear it, Mary has you on a short leash. If I am to believe she exaggerated about that, I wonder what else she has exaggerated." Amber mockingly raised an eyebrow and glanced down at Jason's slacks. She meant for the gesture to be a tease, but her eyes locked on the erection that was outlined through the thin material of his dress pants. It hadn't been there a minute ago, but Jason's mind was exploring all sorts of the possible things he would like to do to the two cheerleaders. Class started, and even though Jason released his hold on Bambi, she did not scoot away. When the class started, the teacher turned the lights off and put a slide show onto the overhead projector. Sitting in the back of the class with the lights out, Jason was able to spend the entire period whispering with the two hottest girls in class about the details of his would-be party and trying to describe what his place looked like to them. All through class Jason would discretely sneak peeks down Bambi's generous top and at Amber's figure, and when conversation provided he would find one excuse or another to touch the girls in some way. He would lay his hand on the small of their backs as he whispered to them, or put his hand on their waists if they leaned across him to whisper to each other. He tried to do so casually, as if to get them used to him touching them, to make them comfortable and to act as if they were all close friends. In return, both Amber and Bambi would casually place their hands on his arms or legs when they spoke, and Bambi's hand remained on his leg for a good deal of the class period. After class, Amber asked if she and Bambi could just swing by sometime or if Mary would need to chaperone. Jason flirtatiously replied that the two girls were welcome at his place anytime, unless they needed Mary to protect them, making sure to wink at Bambi. He was pleased when the busty cheerleader blushed. He had been expecting a smile and a head shake at best. ***** A Long Day at Work ***** Jason realized he was probably going to go without sex that day. Unless his boss Mrs. Rhea got him alone at work, he hadn't made any plans, definite or otherwise, with any of the women in his life. Shyla had sent him a thousand texts at school asking if she could spend another night with him, but Jason didn't want to get her accustomed to the idea staying with him on a regular basis. He tried calling Kat to see if she would be up for something when he got off from work, but she told him her dad would be home that night and he would never let her out of the house that late. He had plans with Nicole, Gretchen, and Mary that Saturday, so he didn't want to seem needy by asking them to hang out either, so Jason resigned himself to a lonely night. Fortunately for him, his boss turned out to be in one of her moods. The first time Jason had gotten into Donna's pants, she had been pretty reluctant about committing to the affair. Jason had had to take a dominant role in order for her to feel comfortable enough to give way to her more base sexual needs. Once she had become his employer however, all of that had changed. In the first two months that he had worked at the grocery store, Donna had been outwardly hard on him. She had all but cut him off sexually so he could not even work his frustration out on her. To everyone else Jason had gotten the job by being friends with the boss's daughter, as that was Donna's excuse for insisting that Jason be hired above all others and on a fluffed up income at that. It was because of that potential favoritism that Donna assigned all the crap jobs to Jason during his first few months of employment, and outwardly distanced herself from him. Jason proved to the other mangers that he had potential in spite of the extra workload, which made Jason fast track material, and as soon as he had proven himself an asset to the rest of the management team he was promoted to book keeper, which was sort of a supervisor oriented position. Book keepers handled money pulls and the front desk which would free up whichever manager was on duty to supervise the entire store. On most weeknights, there was one book keeper and one manager. That night he and Donna were closing together. Donna often kept herself sequestered in the manager's office during the bulk of her shifts. The manager's office was a small room near the front of the store with a large two way mirror facing the registers, so you could work on more important things while watching the floor staff handle customers without you. "More important things", Jason found out, might mean counting money or doing office work, but more often meant surfing the web, watching TV, and when Donna was working, she often pulled her book keepers in with her to chat or relax under the guise of helping with some paperwork. It was a slow night, and Jason had spent more than a little time leaning over the counter and flirting with the cashiers, knowing for a fact that Donna was watching from behind the large mirror behind him. One of the night's employees was April, a twenty-two year old girl with red hair, and Jason couldn't resist hitting on her a little. She was super thin, like Shyla, though not in the almost unhealthy way that Shyla was, and April was a little taller as well. Her boobs were somewhat big for her small frame, maybe a large B cup, but they stood out on her diminutive figure. The other girl was a rather petite blond with a pretty smile, probably only just eighteen like Jason. Both girls were incredibly pale, their light skin even more attention grabbing with the dark maroon of their matching uniforms. Jason was telling the girls about his upcoming party and asking if they had any interest in coming. It was against the rules for one level of staff to fraternize with another, so they would have to keep it a secret, he explained. Before they could agree or disagree Donna opened the door from the office and asked Jason to step inside. Jason was slightly worried that she had heard him invite the employees back to his place, but he shouldn't have been. He should know better than most that it is hard to hear anything that didn't sound muffled through the office walls. When he came in, Donna was facing away from him and looking out the window at the girls. "I think we will start with a back massage tonight, Jason." Donna instructed, not even turning to look at him. Jason wasn't sure when it was that their dynamic had shifted so completely, but Donna seemed to be turned on by the illusion of having complete control over her young lover, so Jason didn't mind. Donna was in her mid to late thirties, with short cropped hair that was currently died brown to match her seasonal attire. Jason came up behind her and helped her out of her suit jacket so he could have better access to her shoulders. She wore a white, sleeveless top underneath which was designed to show no cleavage when fully buttoned, but somehow a few buttons had come undone before Donna had called Jason in. As he worked her shoulders, Jason had a clear view down the quasi-open top to Donna's full tits. For a curvy woman in her thirties Donna, wasn't specifically busty, but her boobs were certainly big enough to draw the eye, especially from Jason's elevated angle. They were held up by a bra that looked far more expensive and sexual than he would have thought Donna owned. Jason guessed that it was new, and was turned on knowing that he was likely the reason that she had purchased it. "I have been looking forward to closing with you tonight." Donna purred. "The morning people were all the kinds of managers who compete over who can get the most done, and I am afraid they have not left too much for us to do tonight. I am sure you and I can think of something to do in the meantime." Jason remained silent while he worked on a particular knot she always had trouble with. "While you work my shoulders, honey, why don't you let that cock of yours out of those slacks? For the life of me I don't see how you fit that thing in there in the first place; it simply can't be comfortable." More than willing to comply, Jason unzipped his fly and pulled out his large cock. Resuming his massage of her shoulders, Jason shifted his hips so that his cock slid over Donna Rhea's shoulder and brushed against her cheek. "Oh my, someone really is excited to be set free." Without turning to look at it, Donna lightly caressed Jason's cock with her fingernails like a favorite pet as it slid back and forth across her cheek. When Jason's fingers found a sweet spot in her muscles she squeezed his cock somewhat roughly, but when he moved on she turned and gave it a wet but shallow kiss in thanks. "It is such a turn on being so naughty in front of a window like this, don't you agree?" "Absolutely." And Jason was turned on, watching the two pretty cashiers ring up the only customer in line, they kept glancing up at the two way mirror, no doubt talking about the party Jason had invited them to. Jason gripped his cock and turned Donna's head so that he could press the tip against her lips. She raised her eyebrows at him, as if to discourage such aggressive behavior, but she still opened her lips for him. The girls couldn't see in, but as Jason's engorged cock slipped between his married boss's lips, it was easy to be turned on whenever their eyes glanced up at the window. With one hand on the back of Donna's head, Jason tried to slip the other down the front of her top to get a quick feel of her very tempting tits. Donna slapped his hand, stopping him. Pushing his cock back out of her mouth she chided him. "No, no." She said. "Today we are going slow." She turned to face Jason and leaned back in her chair. "I want you to kiss me here," she said, pointing to her lips, "then here," pointing to her neck, "and then kiss your was further down here. " sliding a long nail down between her tits. "You can only use your lips, I will handle the buttons. Once I am satisfied and ready you can start from my knees and work your way back up. Slowly of course. Understood?" "Yes Mrs. Rhea." Jason said as he leaned in to kiss her. He couldn't resist hesitating, teasing her with his lips. He knew how much she wanted him, and liked teasing her with the threat of retaking control. It always seemed to make her more aggressive by the time she mounted him. He kissed her lips lightly, barely sliding his tongue across her open lips before shifting over to gently kiss her neck. Her nails dug into his forearms in frustration, and an involuntary moan escaped his lips from the pain. Taking his time, he had only made his way to the tops of her tits when someone called on the radio for a manager's assistance. Mr. Nice Guy vs. High School Ch. 03 "That will be you dear." His boss said, overly smug. "Tuck that monster back in your pants or you will end up scaring the customers. You will have to start over when you get back, of course." Frustrated and embarrassed at having to go out in front of the two cashiers with a raging erection, Jason straightened himself out and stepped back out onto the floor. Jason slipped in behind April, who needed an override. As out of control as his hormones were, he couldn't resist trapping the smaller girl's round ass between the counter and his cock as he typed his code into her register. It was impulsive and he second guessed himself immediately, but now that he was pressed against her he was committed to it. The move was subtle enough so that no one but April would have noticed, but it was the kind of thing that could get a supervisor fired if she complained, especially since the manager he was sleeping with was watching. He wouldn't have done it had Donna not been teasing him so much. He was horny as hell, and more than a little irritable, and he had just flirted with both cashiers for over an hour, so he hoped that she would not complain. When he finished with her register and started to go back to the office, he glanced over his shoulder and noticed that she was smiling broadly, if not to him. Jason opened the door to the office and groaned when he saw his boss. Donna was waiting for him, but had done up even more buttons than had been fastened in the first place. "Remember to start with the lips, boy-toy." It was a bad choice of words considering all of the teasing he had received from Amber and Bambi, and Jason's desire to regain control of his buxom boss increased ever so slightly as he crossed the room to where she sat. He was getting tired of being called boy-toy. He came in for the kiss, but this time when she leaned in to meet his lips, he dodged smoothly to one side and lightly kissed her cheek. His hands reached out and gently groped her breasts as he kissed his way down her neck, but instead of waiting for her to manage her buttons he kissed his way down her dress shirt and bit down hard on her right breast through her clothes. She cursed his name out loud. "Damn it, Jason. Someone is going to need to learn how to obey." After biting the other just as roughly, Jason felt satisfied that he had conveyed his irritation and desire. Jason wanted to rip the irritating garments off of his employer, but he was determined to prove himself a capable and talented lover every time they were together, so he went back up to her neck and started kissing his way back down her body, taking his time again. This time Donna wasted little time in undoing her top and unclasping her bra (which had a front clasp that Jason had never seen before). Jason teased her breasts, licking them, blowing on them, and sucking her nipples into his mouth at his leisure. Donna stood once she was content with the attention her younger lover had shown to her tits and helped him slide her panties to the floor, out from under her long skirt. Growing tired of the slow pace she had forced onto the young stud, she hiked up her skirt and lay back on the counter, physically pulling his head between her legs. It seemed to Donna that the young man was only getting better every time she got him alone. As Jason put everything he could into pleasuring her wet cunt with his lips, tongue, and teeth, she was already refastening her bra and buttoning up her top, just in case someone came knocking on the door. Jason didn't waiver in his effort to bring her to orgasm. His hands slid up her calves and gripped her ass the way she liked, lifting her legs up onto his shoulders so that he could slide his long tongue deeper into her pussy. She didn't think he noticed when she came, so she let him keep going until she started to cum a second time. This time, she made the orgasm more obvious, letting her breathing pick up and digging her nails into his scalp as the climax took her. The boy went wild lapping up her sex. To Donna, his obvious excitement at bringing her to completion turned her on more than the young man's statuesque figure and his over-sized cock; his voraciousness made her want to cum every time she laid eyes on him. It made her feel young and worthy of the young man's desire. When Jason finally stood, the look in his eyes said he was ready to move on to his own pleasure. "Good boy Jason. Now it is time to go count down the girl's tills so that they can go on lunch." Her voice was all business. "I suppose I will be taking mine first. Remember two bodies on the floor at all times, so let one girl go on break now, and you and the other can go when I get back. If you do a good job about it then maybe I will return some of the attention you have just shown me. Run along now." She teased. To her delight, Jason looked like he was ready to rape her, and she would have let him if he'd tried, turned on by his loss of control, but instead he nodded and stormed out of the office. The door slammed as he left. Jason walked out to the floor to start the mid-shift pull. April and Lacey each were helping a different customer when he came out, so he had to stand by the front desk and wait for them to finish up. He saw both girls sneaking glances at the now larger than ever tent in his pants, which meant April had told Lacy about the erection that he had pressed into her ass earlier, so there was no point in pretending to hide it. It wasn't going to go down. Lacey finished with her customer first, so Jason stepped in to count her till down to three hundred bucks. She kept looking at him and silently mouthing words to April when she thought Jason wouldn't be able to see, and Jason pretended not to notice. As soon as she signed off on the pull he sent her on her way. When he stepped back into the manager's office to drop off her cash, Donna shoved Jason against the door, shutting it as she did so. "That took way too long." Donna said. "I decided I wanted a taste of you before I went to lunch." She said. She held him in place with one hand and slid the other down his chest. She unzipped his slacks as she sank to her knees and pulled his fully hard cock. 'Oh thank God,' Jason thought. Donna mercifully wrapped her lips around his swollen prick and slowly took the majority of his length into her mouth. Her head slid all the way to Jason's base exactly five times before she pulled his cock back out of her mouth. "That will give you something to look forward to while I am gone, and hopefully keep you from flirting too heavily with April while I am away." Jason couldn't even articulate his objection. Donna stood and tucked his raging erection back into his pants. "See you in an hour." She said as she slipped out of the office. It was all he could do not to shove her over and have his way with her. Instead he forced himself to throw the bag of money on the counter and stare out the two way mirror as Donna walked out of the store. Donna waived to April as she left. An hour? That meant she was going to take a long lunch... Jason started cursing out loud. After he calmed down some, Jason checked his phone. He had a text from Amber, which surprised him a great deal. Being that Amber was the hot and perky red-headed friend of the girl he had a date with that Saturday, fuming over his neglected erection was a bad time to get the text. Jason was definitely in a sexually frustrated state of mind. The message read [Bambi, my boyfriend, and I are going to a concert tomorrow if you are free. Meet us out and the four of us can play pool or something, and maybe you can take us back to your place after?] Jason sat down on the desk to clear his head while he reread the text. She said the four of us, and after he thought about it, he realized it meant Mary was not invited, or not available. Would Mary be pissed if he hung out with her friends without her? Assuming the concert ended at eleven or midnight, and a few games of pool would take an hour or two at the least, then Amber and Bambi were hoping to come out to Jason's place at one, two or maybe even three in the morning. Mary, Amber, and Bambi were three of the hottest and most popular girls in school, and he hadn't known them long. Amber was bringing her boyfriend, so was she trying to get him to hook up with Bambi? His cock throbbed in hopeful anticipation. Bambi was gorgeous, after all. Maybe they just liked the idea of hanging out with Mary's alleged toy without her? Did Amber's boyfriend being there mean that Mary had less of a reason to be mad if he went, since there was another male presence? Or maybe two guys and two girls had its own implications? He would love to sleep with Amber, Bambi, Julia, Mary, and every other girl from his school that he could get alone if he could, but he figured if he fooled around recklessly, he could become a social pariah and lose out on more sex in the long run. If Mary got pissed or offended, she could burn a lot of bridges for him. Choosing to go with the flow, Jason decided it would be better to ask Mary's forgiveness than permission. He would flirt and build up a friendship with the girls if he could, but he would take things with Mary's friends slowly. [I have to work until 11:30 tomorrow at least and that is if I am lucky, but I would be up for a few rounds of pool.] Jason reread the message thrice before sending it. With Donna out of the store, he didn't bother trying to conceal the phone as he walked out of the office, but openly sat it on April's register as he circled around to count down her till. He wanted to be able to see the phone once the screen lit up with Amber's next text. April pointedly stood directly in front of her till, leaning over the counter a bit and looking at Jason over her shoulder, with an overly flirty smile on her face. Jason had completely forgotten about having pressed his hard on against her just thirty minutes before, and it took him a minute to bring himself back to the present. April winked at him when she saw he understood the invitation, and Jason realized her must have been smiling broadly as he looked down at April's tight little ass. Jason winked at her apparent invitation to press himself against her, and wondered how much experience she had with men in general. She was what? Four years older than Jason? She was old enough to drink and probably a junior in college, which was kind of funny considering Jason was still in high school. Married women were one thing, but he had thought of college girls as too cool for him. Did April have low self-esteem to be hitting on a high school kid? Jason couldn't see why; while April was definitely kind of mousy, she certainly was not unattractive. Especially that hot little ass she had... Accepting her unspoken invitation Jason stepped in close to her and pressed his cock deliberately and directly into her ass. He typed his code in with his right hand as if nothing out of the ordinary were going on while his left hand rested on her hip, his fingers slightly digging into her pant leg and his thumb rubbing her left ass cheek. Not for the first time Jason was glad his hands were as large as they were. "So what all have you two been doing in the office?" April asked him without looking at him, choosing instead to pretend to read a Cosmo that she had laid out on her counter. "What do you mean?" Trying not to seem thrown off by her question, Jason feigned innocence as he hit the cash out button. Bent forward as April was, the register smacked against her tits when it popped open, causing her to jump. Hoping to distract her further, Jason pressed his cock more firmly into her ass and she grunted appreciatively. With nobody in line of sight of the register, Jason casually placed a hand across her chest as he apologized for the register then went back to pretending she was not there. He reached around her with both hands to start counting down her till. With Jason's arms around her April had to reposition herself directly in front of him, trapped between his cock and the counter. Jason took the opportunity to start a rocking motion with his hips against her ass, and with his forearms he casually rubbed her tits "on accident" as he counted the cash from her till. April stood there and let Jason man-handle her for a minute before she reacted. She leaned back against him, so that he could more easily look over her shoulder of course, and her hands reached back and gripped his slacks at the thighs to keep him from stumbling backwards. This drew her arms back and allowed Jason more maneuverability in his accidental brushing of her chest. She was clearly enjoying the flirting as much as he was. "I want to know why it is that every time you come out of the office you seem so turned on and frustrated." April asked, pressing her ass back against Jason's erection. Jason laughed, and hoped that it didn't seem like a nervous one. Defensively he argued. "Trust me, it isn't Donna who has me worked up," and then in a flash of inspiration, he added "it is this redheaded girl I started flirting with today. She is being surprisingly forward." It was honest enough to say. Was it his fault that April would assume that he meant her? "A redhead?" April asked. Jason nodded and, realizing that April couldn't see his nod, so he pressed his cock more firmly into her ass for affirmation. "Do you like forward girls?" "I do," then answering the question that she didn't ask him he said "Plus, I have a thing for redheads." He again pressed his thick dick against her ass for emphasis and casually kissed her head through her straight cropped red hair. She looked up at him and gave what Jason assumed was meant to be a coy look, but her nervousness was clearly present in her eyes as well as in her smile. "Well, that I'd already noticed. It looks like you have a pretty big thing for redheads." she looked away from him to hide how much saying that had made her blush, "Is that thing for any redhead or do you have one in mind?" "Oh it is not just for any redhead." Jason said as he closed up her till and put the excess cash into his money bag. Setting the money bag down he put both of his hands on her ass and squeezed it affectionately "but I can think of one at least one other redhead I would not mind sharing it with." Without waiting for her to articulate a comeback Jason picked up the money bag as well as his phone and set back out for the office. Back in the office, Jason decided he needed to count the money as quickly as he could. Maybe if he was quick enough, he could drag April into the office before Donna got back? He got everything ready before he took his phone back out and checked it for messages. He had a text and three voice-mails. The text was from Amber and simply said [If you can handle slipping off of Mary's leash, text me when you get off of work and I will tell you where we are. See you tomorrow MBT ;P] MBT? Mary's boy-toy. [Grrrr.] He texted back, half-jokingly and half in frustration. When Jason thumbed through his missed call list, he immediately became concerned. The three missed calls seemed urgent, as he rarely received calls from his stepsister. The first was from his stepsister Amy, the second from his home, presumably Amy again, and the third was another from Amy's cell. Jason's first instinct was that something bad had happened to one of their parents. Perhaps she was only calling him with questions about the party, but three voice-mails seemed excessive for something like that. He chose to listen to the voice-mails before he called. The voice-mails themselves turned out to be even more upsetting than he imagined, and caused his erection to dissipate instantly. "-ave to on a voice-mail?" It was Amy's voice, and she sounded stressed. "Oh god. Hi, Jason; this is Amy. I am calling under orders to apologize for something really awkward that I don't even want to admit to. My friends and I have been watching the footage of you and your girlfriends have sex in the guesthouse. It was an invasion of privacy and I am sorry. Can I hang up now?" Then there was a click. The next call, from the land line, turned out to be his stepmother Susan. "Hi, Jason. I found the footage Amy mentioned downloaded on both her home computer and her laptop. It is what I wanted to speak to you about yesterday. I have not said anything to your father yet, and I am not sure that I will, but you and I need to have a long talk, in person. I trust that you will not be having any more of your.... guests over until we speak?" Then came the click. Jason's heart was pounding heavily. She was going to ask him to move out, he was almost certain. The next call was Amy again. "Holy shit Jason you have no idea how sorry and embarrassed I am! Please don't hate me. I would do anything to take it back and to have never signed on to spy on you. I just wanted to know what you and the two church freaks were up to. I thought I would be spying on like, a prayer circle or something. Please call me back, even if you are pissed." Jason fell into the office chair, his thoughts flying swiftly and erratically through all of the possible outcomes that could come out of the situation. It was would seem his fun little week long orgy had just come to an end. Women tended to be protective of their children, and when sexual deviancy was an issue most parents would blame the boy before the girl. If Susan's beloved daughter is a deviant, clearly a boy's influence corrupted her. Sure, Jason had no idea that Amy was watching, but he had been having meaningless sex with multiple partners on camera in his stepmother's home, where Amy could access it. Susan was in a position to easily force Jason to move out, and to cut him off since he was eighteen. He might have to work full time and get an apartment, all while trying to finish high school. Then there was high school itself to think of. His relationship with Nicole and Gretchen was meant to be a secret, but now Amy and an unknown number of her friends knew about what was going on and, worse still, had seen the footage. Had any of them told anyone else yet? Nicole and Gretchen's reputations were on the line there. Jason thought it was odd that that mattered to him, but it did. Now which of Amy's friends had seen him in action? He remembered that odd conversation with Amy, Becky, and Stacey in the hall. They had wanted to confront him about something, and he had blown it off. Those were the friends who had seen the tapes, Jason was certain. They wanted to talk to him about the footage? Why wouldn't they? Jason closed his eyes and tilted back in the chair, replaying that morning's conversation in his head. They did not seem like they had wanted to admit to having seen something embarrassing, or like they were going to teasingly compliment him, or even insult his choice in women.... They looked like they were bracing themselves for a quiet argument. They were going to blackmail him maybe? And if so why hadn't they? Because Jason offered to buy them beer and drugs. That was what they were going to blackmail him for. Jason was instantly pissed off about it. Another thought; Stacy and Becky were cheerleaders, just like Bambi and Amber. Had Amy's friends already mentioned to Mary's friends that Jason was slutting it up? If they hadn't, how long would it take for them to let it slip? Not that that any of this would matter if he had to drop out! Jason was stressed, and he wouldn't get home until after midnight, which was too late to talk to Susan. The next day he had school, then work again, and had just made plans after work that day to meet up with Amber and Bambi. Plans he would obviously have to cancel. He decided to take things one step at a time. He needed to get out of his shift tomorrow so that he could speak to his stepmother before that weekend when his dad would be home. As long as he got to speak to her early tomorrow, he would not have to cancel his plans with Bambi and Amber until after if things went south. Hell, if he got kicked out, maybe he could crash with one of them. He thought for a moment of how his step mom had come down to the hot tub to have the big talk. She was dressed for a soak, not for a fight. Maybe she wanted him to be comfortable when talking about something so awkward, and politely ask him to watch what he does on camera? Maybe she wanted him to drop his guard before she gutted him like a fish? Jason swallowed. Mr. Nice Guy vs. High School Ch. 03 Jason grabbed the work phone and the directory and called around until he reached another bookkeeper, Alex, who agreed to take Jason's Friday after Jason sited a family emergency. That taken care of, he had to figure out how to approach the Amy situation. He wanted to talk to Susan well before he spoke with Amy, but as he had school with Amy the next day he did not really see how he could avoid her. Maybe he should fake sick? His phone buzzed again, with Amy trying to call. Jason picked up and started yelling without saying hello. "You can stop fucking calling me, I got the messages. Your mother wants to have a one-on-one with me. I am going to be lucky if I get to stay at the house. And if she calls Stacy's mom about this I am sure I will lose my job as well. Potentially homeless and unemployed. Thanks. Yes, I know good and well that Becky and Stacy have both seen the footage. Have you shown it to anyone else? Good. That you know of, have Becky or Stacy told anyone else? I am kind of dating Mary now, so if those two tarts tell their cheerleader friends Mary will dump me in a heartbeat. You three have cost me enough don't you think?" Amy apologized weakly and Jason hung up on her. By the time Donna came back Jason had all of the nights work done. She offered to let him leave and take his lunch then or he could stay and they could pick up where they had left off before. Jason, having had such an incredible week, had just lost all control over his life and of his future. With Donna... at least he could regain some control. As she stepped close enough to brush past him Jason grabbed her breasts in his hands and ripped her work shirt open, flinging buttons against the wall. Donna was pissed instantly over the damage to her shirt, though she was turned on by Jason's assertiveness as well. Jason ignored her irritation as he trapped her in a bear hug and sucked one of her large matronly nipples into his mouth. If Donna ever found out about the sex tapes her daughter had seen, this might be Jason's last chance to have his way with her, so Jason wanted to make the most of the affair while he still could. As Donna realized Jason's lust would not be dissuaded by her protests alone, and feeling her own body responding to the ministrations of her skilled younger lover, she began to coo words of encouragement instead. Carefully reaching down so as not to pull Jason's lips from her eager tits, she unbuckled his pants and pulled his hardening cock out into the open air. Jason let go of her tits when Donna moved to sink down onto her knees in front of him and sighed with pleasure as she took his overly frustrated cock into her wanton mouth. Jason put his hands on the back of her head to assume some control of her pacing, forcing her to go slower when she wanted to go fast and faster when she wanted to go slow. Pushing Donna back, he laid her out on the dirty tile floor and lifted her thicker legs up in the air, pushing down on her thighs so that her knees lowered towards her face. Donna grunted with the effort, but she could tell something was up with Jason so she let him keep the lead. There was an urgency in him, a need that looked like it went further than just the teasing she had given him. Donna begged Jason to fuck her until he came, knowing her need would turn him on, and she grabbed her legs to help hold them in place. Jason hardly took the time to pull her panties aside before he started sliding the monster cock of his into Donna's ready cunt. "Fuck!" Donna whispered. It was not just Jason that she had been teasing, but herself. It had been weeks since she had sex with either Jason or her smaller dicked husband, and she had been working herself up for tonight in anticipation. Taking one hand off of her legs Jason placed it instead on her breast, squeezing it tightly as he slid his cock in and out of Donna's hole. Every woman needs to take a younger lover at some point in their life, Donna thought as Jason worked hard at getting her off, never letting himself cum until he felt like he had satisfied her. Even better, Donna never had to fake an orgasm with the young man. She moaned as she came, and worried she would scream, or perhaps just knowing instinctively how much it turned her on, Jason's hands slid around her throat, squeezing roughly as his cock pumped in and out of her. She had told Jason just once not to cum inside of her, and not once had Jason broken his word. After she came against him, he pulled out and shoved that monster cock down Donna's ready throat. He pulled her hair forcing his cock seemingly further down her throat than he ever had before, and Donna had to struggle to swallow all of the young man's seed. There was so much of it! After he came, Donna was awarded with her other reason for continuing the affair. Her young lover was still hard and filled with need. Jason helped her up only so that he could fold her doggy style over the counter and enter her again, this time from behind. She knew Jason was all the more sensitive after his first climax, a fact which was always evidenced in the strained looks he would get on his face as he would fight off his second orgasm, at least for as long as it would take to make Donna cum again. The cool desk felt great against Donna's bare tits, and she slid her hand between her legs and fingered her own clit while Jason fucked her doggy style. She was shocked when Jason started smacking her ass between thrusts. He hadn't been this aggressive since their first encounter. For as turned on as Donna was, she could tell it would take some doing if she was expected to cum again, so when Jason's thrusts finally slowed she turned on him and had him lay down on the floor. Lifting her skirt she sat in his lap, taking his cock into her cowgirl style, letting her breasts bounce freely as she bounced up and down on his massive staff the way she knew that her Adonis liked. She shifted occasionally to slide her cunt back and forth on his shaft, causing it to slide in and out of her at angles she enjoyed. Jason reached up and played with her exposed tits, squeezing, pinching, pulling, and just pushing them together. The stress he had shown earlier was gone, and he was clearly a man feeling nothing but pleasure. It was the way he was looking at her that brought her close to her second orgasm faster than she expected. There was definitely something to be said when you see such lust in a younger, attractive lover's eyes. It made Donna feel like she was perfect to him, that he couldn't imagine a better lover. He tried to push her off as he got close, but she finally revealed the special occasion behind the long tease. "I am on the pill now, lover, and I have been for weeks. It's okay to cum inside of me." Donna picked up the pace of her bouncing hips and watched Jason's strained face flow through a hundred quick expressions. His desperation to hold back his orgasm turned to confusion, then to anger oddly, then relief, excitement, joy, back to desperation, then shifting over fully into a look of lust again as he let himself get dragged over the edge. His hot seed started pumping into her as she bounced up and down on his erection, and Donna did cry out in surprise as her own climax shuddered out of her. Donna fell onto her lover and covered his neck and chest with kisses, which he accepted as his due, and he did not notice the tears in his boss' eyes. Before now, only her husband had ever cum inside of her. She lay her head on his shoulder, and he ran a soothing hand through her hair. Not for the first time, she wished he was her age. She would have left her husband for him then, if Jason was willing. She was certain he would have been. Donna didn't know it, but Jason's mind was miles away already. He had no idea what his boss was feeling and it certainly hadn't occurred to him to run away with the older woman. In the post climactic cool down his mind had again drifted to his problems at home, and his concern over what his stepmom had planned for him. Idly, a thought crossed his mind that if he was going to be kicked out for sexual indiscretion with his sister, maybe he should try to at least get her in bed. The thought was so unexpected that Jason was instantly disgusted with himself that he almost didn't notice how his cock immediately started hardening at the thought. Realizing that he was hard again, he started to pull his boss back on top of him for the sake of starting round three when Lacey's voice came on over the radio. April was not back from her lunch yet, and they were getting busy. Jason calmly stood and began getting dressed, which only involved buttoning up his shirt and pulling up his pants. Donna replied through the radio that Jason was on his way out, then started looking for her lost shirt buttons. Donna had a needle and thread in her desk, used for cross stitching, that Jason was certain would see some use while he was on register. Once on the floor, he worked mostly in silence, torn between guilt for what his stepmother would be feeling and anger at his stepsister. Trying to distract himself, he wondered idly about things he could say to try and get into April's pants. After April came back from lunch she, Jason and Lacey were able to clear the crowd, and they all started talking again. April made a point of inviting Jason and Lacey back to her place to hang out after work that day. For once, Jason surprised himself by not being in the mood to pursue a potential lover, and said that he needed to get home after work. Tomorrow was a school day, after all. When Jason got home, Amy had been waiting for him in her car. She was wearing a warm sweater and jeans, and she'd been crying. Jason didn't give her the time of day, instead ignoring her apologies and protests as he went down to the guest house. She actually had the nerve to ask him not to tell anyone at school about it. Furious, he assured Amy that he at least could respect her sense of privacy before slamming the door on her. Feeling the need to work off some of the tension, Jason made use of his work out equipment. He was self-conscious about it at first due to the cameras, but he remembered that Susan had taken away Amy's access to the website. As he built up a sweat, he decided stripping down to his boxers probably wouldn't hurt anything either. It was weird, knowing his personal business had been watched by strangers. Sure, he had planned on watching the videos as well, but he was at least in them. Being spied on was creepier. It finally occurred to him to wonder if Amy, Stacey, or Becky had felt turned on by watching him in bed with Nicole and Gretchen? That night he had a vivid dream about Becky, Stacey, and even Amy all trying to make up for their indiscretion the old fashioned way, through hours of arduous sexual debasement. Mr. Nice Guy vs. High School Ch. 04 ***** A day of confrontations... ***** Jason's alarm went off far too soon, and with a groan he rolled over and covered his head with his pillow. The constant and incessant buzzing only got louder the longer he waited, as his alarm clock was designed to do, and it wasn't long before the sound alone drug him out of bed and across the room to silence it. Taking a moment, Jason eyed himself in the mirror. He hadn't bothered to put on any boxers after his long work out and late night shower. He hadn't had much sleep at all, staying up working out until the wee hours, then only to be kept up by sex dreams once he did lay down... vivid ones that he wasn't completely comfortable having. He was tired, exhausted really, stressed, and hard as iron do to last night's vivid dreams. In his dream he made his sister's friends apologize quite vigorously for their spying while his sister looked on jealously, then later he and his step-mother had their fight, and she told him he was to have sex with her and only her going forward, or she would kick him out and disinherit him. In the dream the talk had happened down by the pool for some reason... she had been in a red swimsuit in the beginning, but the details were fading fast. He wasn't in the mood to go to school. Susan probably wouldn't be up until noon, as was her custom. Maybe he could get some tail from somewhere before they had their big blow out fight. It would help with the stress, restore some of his fragile confidence... Jason picked up the phone off of his dresser and called Nicole's cell. "Hello Jason?" she asked. "Hey beauty. I am not feeling school today. How about you skip with me and we go somewhere?" Jason asked in his most charming voice while checking out his own abs in the mirror. He had had a sixpack since he was 12, but now he noticed he was developing signs of that 8 pack he always wanted. He flexed into the mirror. "I would, but I am still crazy sore. And besides, I'm already on the bus. Okay okay, Gretchen says hi. We have to go. Are we all still on for sat?' "Yeah sure." Jason said before hanging up. Irritated that both Nicole and Gretchen were both out, Jason called Kat. Only Kat didn't pick up her cell, her father did. "No I'm sorry Kat already left for school she left her cell here on accident. Who is this?" Hanging up, Jason called Shyla. Her voice came through as a whisper. "Hello? I can't talk. What's up?" "I was wondering if..." Jason's question was cut off by a thunderous pounding from Shyla's end of the line. "Who the fuck are you talking to in the bathroom, and why the fuck aren't you in school?" came a loud heavy voice. "I am in the fucking shower!" Shyla yelled back, and Jason realized he could hear running water. "So you are wet and naked then?" Jason asked, but Shyla wasn't paying him any attention. The pounding picked back up. "You fucking better be. Open the God damned door!" The pounding picked up and Shyla hung up on Jason. Hung up on him! Jason was immediately pissed. Frustrated, Jason stood in the center of his room stroking his cock. He was extremely frustrated, and he needed to find away to relieve some of that tension. He seriously considered calling his sister's cell before the absurdity of the thought finally hit him. He eyed himself in the mirror, and this time he didn't like what he saw. An angry looking sex addict standing in his bedroom stroking his cock with nothing but getting ass on his mind. This time last year he would have been content waking up early and playing his nerd games on the computer all morning. When was the last time he had even turned it on? "What in the world has happened to me?" He asked his reflection. His reflection looked good, Jason had to admit. But then, a few months ago, he wouldn't have thought so. Sure he had muscle, but it was more the byproduct of being his father's son. Jason had always been in shape, and he had to work his ass off to keep it up. "Yes, you can live in the guest house," his father once said "but you better be on that work out equipment every damn day." "But that is old news." said Jason's reflection, suddenly not really a reflection but the shy, self- conscious kid he had been last year. "You changed inside you know. It isn't all an act, not just people skills you picked up. You learned how to trick the world into thinking you were somebody, one of those cool assholes you used to dislike so much. You fake it so well you are becoming that guy." Jason smirked at himself. Of course his reflection wasn't talking. Jason was just tired and overstressed. Still, he wasn't one to pass on an argument. "The old me never had friends, never kissed a girl, sure as hell never dated a cheerleader or had any bad assed threesomes." "And look where that is getting you. Your poor sister has always been into you. You know this, and you know you shouldn't be thinking about sex with her. And Susan? Your dad's wife? She is on the verge of kicking your ass out, for serious moral reasons, and you are dreaming about fucking her into your dad's wedding cake?" Jason didn't remember that dream, but it sounded hot. The reflection looked angry and disgusted, and Jason could do little to argue back. It wasn't like Jason could deny having the dream to his own subconscious... "So what?" Jason said. "So I like sex. I'm 18, I'm young, dumb, and in shape. What is wrong with thinking with the wrong head? What is wrong with making mistakes? I am at an age where I SHOULD be making these kinds of mistakes." "Mistakes like sleeping with a girlfriend, or a stranger maybe. On occasion. But not a different girl every night. Not your freaking family. You haven't yet but I can see how you would if you could, and its wrong. And what in the world is up with you and Shyla?" "What do you mean me and Shyla? You mean are we dating?" "No, I mean you always made a point of standing off against assholes. Her father is abusing her. Its bad. Don't you care at all?" Jason shrugged. "That is how you should spend your morning you know. She cares for you, did you see the way she looked at you when you climaxed inside of her, the way she looked at you when she fell asleep in your bed? She wants you to be a hero to her. This big change in her life. And you used that fact to get off, and score weed? That is pretty shitty." "Why should I care?" "I'm your conscience dumb ass. Clearly you care." Jason rolled his eyes. "Fuck this crazy talking to myself shit," he said as he grabbed a pair of boxer briefs from a drawer, "but you win." ***** The punishment compromise... ***** Jason was ready to accept the consequences of his actions when he arrived back home, at least the ones he couldn't deny. If Susan wanted him out of the house, he would just go. It wasn't a big deal. He had a job after all, and was a bookkeeper at that. Employees that made less than he did had their own place, after all. If he was permitted to stay, he would just be much, much more careful with his romantic interests. He felt silly having stressed about it as much as he had. What bugged him most was the idea of his father finding out. They didn't get along well at the best of times. There was more than one reason Jason lived out in the guest house. It was only just after noon when Jason got a call. He tossed down the shovel and picked it up by the third ring. "The school called and said you didn't come in today." "They do that?" "They do that. I told them you were home with the shits." She giggled. Susan was drinking, apparently. "I didn't know, I've never skipped before." "Was today really the best day to start do you think?" "No, Su.. mo... um, no. I've never been this stressed out before either though." "Calm down. Really. Come on home and we will get the talk over with." Only now that Jason pulled up the drive, there was another car in the drive. Not just any car either, it was Evelyn Shay's car. Evelyn was a personal friend of Susan's... but she was also her attorney. "Oh shit, am I in legal trouble?" Jason let out a sigh of relief when he exited his jeep and heard music coming from the pool, and felt much more relaxed when he approached the fence and saw that both ladies were wearing swimsuits and sunning themselves. He hadn't seen Evelyn in... what? Two years? She was a sight to behold in her little two piece. She and Susan both were, to be honest. The two ladies had heard him pull up of course, and as he approached they both stood and pulled their hard wood pool chairs up into a sitting position. Their swimsuits matched, Susan wore a bright red that seemed to glow under this days bright sunlight, and Evelyn wore a darker crimson. Jason wondered if that was chance or if they arranged it on purpose. Watching the two girls bend and jiggle to adjust the heavy high dollar chairs made Jason's dick perk up a bit, something about a dream maybe... He had to remind himself he was up shit creek and crush those thoughts. The two girls sat just as he got to them and motioned for him to sit opposite them, in a chair they had clearly brought down from the upper deck of the main house just for this purpose. He sat where he was told, his posture intentionally as it should be, straight and respectful, as if he sat across from a potential employer at a job interview. Susan's long blonde hair shown brightly in the direct sun light. Her bikini was a new one, a red number that stood in stark contrast to her lighter skin. She laid back against her chair and adjusted her reflective shades as she looked him over. The large red cups of her top were not revealing, it wasn't a skimpy outfit, but they did nothing to try to hide the fact that Susan had some fantastic curves. She sat with her back against the chair sipping on some sort of margarita, her long legs stretched out and crossed before her. She looked, Jason thought, like an Kate Upton or Barbie Griffin. A body built for porn star level sex. Minute men need not apply. Evelyn sat up and matched Jason's posture, her arms and her slender legs crossed as if she sat at a desk in a business suit instead of the tiny red thong she wore now. She, like Susan, was in her forties, and also like her friend seemed to have found a plastic surgeon who valued quantity as well as quality. Those augmentations were probably the only curves she had on her. Her hair came down to her narrow little ass like a sleek black waterfall of the darkest die a woman could find. Jason remembered her as a dirty blonde. Her ass was small. It was attractive, a nice ass, but it was far from being called a bubble but. "Long time no see." he offered after a few minutes of silence. Susan smiled behind her straw but tried to hide it. Evelyn smiled broadly. Jason noticed both and felt better for it, but tried not to let his relief show. "It has." Evelyn said, "How is high school going? Susan tells me you have been fucking half your classmates and taping it without their knowledge?" she said in an equally casual tone. Jason flinched as if punched in the gut. Had he been sipping on a drink he would have spat it all over the two older women. "No!" he shouted defensively. A little too loud, likely. He apologized for that before continuing. "It isn't like that. Really, Susan, I brought a girl or two back here and yes, we did fool around. But it wasn't my intention to film like, amateur porn or anything. And I certainly didn't think your daughter would be watching me on the security tapes or downloading or, fuck.. shit! I'm sorry. I mean, I didn't know she would do all that, or show others, or anything." Jason realized he was rambling and stopped. The three sat in silence for a bit. Then Evelyn continued, "The fact remains, copies were made and distributed. Your sister apparently swears that all copies she and her friends made were destroyed, but we have no way of knowing. She gave copies to her two friends. Melanie has checked Becky's desktop and phone, but in spite of my recommendation Susan declined to speak to Stacey's mom about it because you work for her and she didn't want to make things harder for you there. Jason looked to Susan to thank her, but his stepmother ignored his thanks and kept her face a mask, her eyes hidden behind her expensive reflective shades. Susan wasn't planning on speaking, Jason realized. He wondered if she was trying to keep from laughing or screaming at him. Evelyn again broke the silence. "I have to ask, and be honest with me, are all the girls that you have slept with on these tapes of legal age? Over 18?" "Y-yes." Jason stammered. "I swear it." The two women breathed out a sign of relief. Why did they both have to be in bikinis for this? Jason hadn't had any sexual attention that day, so not only was his cock already becoming an issue in his jeans but his treacherous eyes were desperate to glance down at the two women's very pretty breasts, their long legs... "That is good to hear. But be honest Jason this is important. That blonde that spent the night could easily be under age," continued Evelyn. "No I promise Shyla is 18 too I've known her for four... wait you watched the videos too?" Jason asked, more than a little mortified. "Well of course I did. Susan knows I enjoy candid stuff like that. And she needed legal advice, and as I used to be her attorney naturally she thought of me." "Used to be?" Jason asked without thinking. He wasn't exactly involved with his dad's or Susan's legal affairs but he hadn't heard of this, and it seemed like he would have. "Oh you didn't know? After I married well I ended up quitting. My husband had dreams of me being a housewife, and I liked the idea of not having to work my ass off all the time, but I couldn't take it. I am now a part time photographer. Our guest house has become something of my darkroom/studio. That, actually, is also very relevant to why our Susan sent me the footage." Susan found that moment to clear her throat and sat up. With a motion Evelyn gave her the floor. "Now," Susan began, "You said a second ago that you never filmed anyone on purpose. I know that you never logged in and watched them. I can look that up, did you know that?" Jason shook his head. "But I don't believe the cameras never crossed your mind. So I will ask you to say that again, and how pissed off I am, my decision on how much I should trust you, will largely be influenced by how honest you are here. Did you intentionally fuck those young girls, without there knowledge, in front of those cameras!?" "Well they certainly knew I was fucking them!" Jason almost shot back. Jason sat silently for a minute while the two women watched him think. He thought about lying and saying no, but started weighing reactions. They will either believe his lie, or they won't, and that worse case scenario might be pretty ugly. If he said this, things could go these ways, or if he sad that, they could go those ways. Jason weighed a hundred different possibilities it seemed to him before choosing his wording. "Yes and no." He took a pause to glance at their eyes before looking at the ground. "It didn't occur to me until after Nicole and Gretchen left. The next day I had the cameras in mind." Evelyn raised her hand to interject, "Just to be clear, Nicole I'm guessing is the taller blonde and Gretchen was the desperate looking brunette from your three way tape?" Jason nodded and the two women looked pleased. "I mentioned I know a thing or two about candid tapes, that I like things like that? Susan also asked for a second opinion on whether or not you intentionally filmed them. From the way you positioned the two blonds, Nicole and the young looking one..." "Shyla." Jason offered. "From the way you positioned them in front of every camera in the house, I could tell you were very aware of the cameras. And I could tell that they were not. So what did you plan on doing with the tapes?" "Nothing really." Jason said embarrassed. "Just, you know, to watch them later." He turned a little red over having to admit his intention to masturbate to them. They had all watched him fuck, apparently. Admitting to masturbation shouldn't have been too awkward. "Why is their dirt on your knuckles?" Susan asked. "Oh!" Jason said, surprised that it was there. He had washed his hands... "I um, went out to my fishing spot to think. Dug out a fire pit. I was stressed out and thought it might help." He covered. "I'm confused," Evelyn said. "If none of the girls were underage, and you had no intention of distributing the films without their consent, then there isn't really any serious risk of jail time. What stress had you skipping class and digging pits? What was your worst case scenario today?" "Jail?!" Jason asked, horrified. Evelyn and Susan exchanged a look. "It never even occurred to you as a possibility?" Susan asked. "No not at all." Jason said, still stressed at even the mention of the possibility. Evelyn smirked, she clearly had a thought, but kept it to herself. Instead she repeated her question. Jason stammered. "Worse case? I um.. well, I thought I would get kicked out. Maybe cut off financially. Worse case? End up having to drop out of high school to avoid the shame of everyone knowing about the tapes and to work two jobs to afford a place to stay. Susan thinking Amy finding that footage was intentional on my part and cutting off my cock." Susan laughed at that, and laughed hard. "The thought occurred to me, But Amy took full responsibility for the... cyber stalking. What was your best case scenario?" It may have been coincidental, but Susan twirled her tongue around her straw before taking it back between her lips. Jason was caught off guard by the open question, and by the suggestive way Susan suddenly let her knees fall away from each other and her legs spread. The two women immediately started laughing at his obvious discomfort. "Your boy is like, brimming with testosterone! He was skipping school and losing himself in manual labor over maybe moving out? He will be so fun to tease!" shouted Evelyn. "His eyes are bulging from the strain of maintaining eye contact, and he is like, rock hard. Be honest, how many times have you thought about having sex with us while you have been sitting here?" She asked as she picked up her own margarita for the first time. Jason's eyes gave in, finally, to temptation as he looked quickly back and forth between the two skimpy swimsuits before turning his head and staring at the pool. The two girls laughed openly at his discomfort. "I noticed you looked at Susan too just then big boy. Have you been thinking about fucking your own step mommy with that huge, angry cock you have?" Jason turned back to stare at Evelyn and deny it, but couldn't find the words. Susan looked shocked with her friend and shifted so that she could start kicking at her. This did jiggly fun things to the two women and, not surprisingly, Evelyn spilled her drink onto her fit, nearly naked body and squealed. Jason turned his head quickly back to the pool, and the two girls started laughing at him all over again. He didn't watch as Evelyn stood and started to towel herself off. "I should make him towel me off since this is his fault for being too cute, but he would probably shit a brick." Jason didn't smile when they started calling each other names like bitch and slut. He wasn't sure how to act. He had thought of a hundred ways this talk would go, and this wasn't one of them. He hadn't prepared a response and had no idea how he should behave. Was Susan mad or wasn't she? Evelyn threw her towel onto Jason's head to get his attention, and when he removed it both women were lying back in there chairs. She was still smiling. Susan was not. "Listen," Evelyn started, "neither of us are having sex with you anytime soon young man. You are still in high school kid. Eighteen or not that is the kind of story that gets national coverage if it gets out." Mr. Nice Guy vs. High School Ch. 04 Jason nodded quickly, kind of glad that that was officially off of the table. And of course it was. This was real life, not some hard to believe wild sex story one might dream about or read online... "Also," Susan said, "I am kind of kicking you out." Jason's heart sank and Susan could tell. She tried to soften the blow with logic. "You CAN stay, at least until you graduate here in a few months, but I would prefer for you to move out sooner. I don't like the idea of all of that... testosterone walking around the same house as my baby girl. Especially as cut off from sex as you would be if you stayed. Even if I am not mad at you, telling Amy she can't watch you fuck other girls but still letting them spend the night with you in the guest house hardly would win me mother of the year. You would have to swear off female company if you stayed, and as I just said I wouldn't exactly be comfortable with the idea even if you did." "I can move out." Jason nodded, understanding. At least he wasn't cut off financially. "That is where I come back into this." Evelyn said, fanning herself with her paperwork. "My husband has been on me to give up photography and rent out our guest house. I, on the other hand, want to expand on that side of my life. I gave up a good career when I married him, and I get bored easily. I want you to come and work for me. Apprentice, you could say. A non-paid internship. You could live in the guest house, rent it, so that the hubby gets what he wants, but also show this big interest in photography so that I can keep using the building as my dark room and studio." Jason nodded, considering the option. Susan still had the ability to get him cut off financially if she went to his father over the issue, and if this would make Susan happy then he was in. Not to mention he did like Evelyn enough to work with her. "There is more to it." Evelyn said. "I don't have any impressionable young daughters to worry about, so as far as I'm concerned you could have as much sex as you want to down there, provided everyone is of age. Photography, you will find, is a great way to get girls to come back to your place. Maybe with a few sexy outfits too, without being overly sleazy or making them feel too slutty about it. That is actually what first got me into photography, an older man with a camera and a clever tongue..." Jason was nodding more regularly now. "So you two are fine with me being... sexually active?" "What 18 year old male isn't?" Evelyn shrugged. "I just don't want my daughter anywhere near your... appetites." Susan teased. "You really don't have to worry about that." Jason offered. "She is my sister." Susan laughed. "By marriage, and that isn't fooling anyone. I know a budding young sex addict when I see one. Are you trying to say that if I walked over there, slid down to my hands and knees, and pulled that apparently very big cock out, that you would push me away?" Jason swallowed, the look Susan was teasing him with almost made her interest sound serious. He almost choked as he suddenly recalled in unfortunate detail the dream about today, the red swimsuit, the animalistic sex. He decided to change topics. "Would I need to quit my current job?" "Yes," Evelyn said, accepting the change in topic. Susan smiled smuggly out of the corner of Jason's field of vision. "Sometimes I will get a call for a wedding if another photographer cancels or a shoot or something and need to be mobile within the hour, and I would expect my assistant to be ready with the equipment packed and loaded by the time I make it down to the car. It would be difficult to balance my needs with another job, and school, all while maintaining the busy sex life you have going for you right now." "So to Amy, Stacey, Becky... you are moving out as punishment. To your father and Evelyn's husband and everyone else we will say that you and Evelyn ran into each other, the mall maybe, and you expressed an interest in her photography and learning about the art, and she mentioned a need for a tenant, and the two of you both came to me asking if it was okay. I will say you argued that it would be additional experience living away from the home since you will be possibly out of state this time next year, and it occurred to me Amy would be moving out soon too and it will let her have the experience of living in the guest house, which I would like for her to have. She just can't know about that yet because I am still mad at her." "So wait, is the guest house bigger than this one or smaller? Is there room for my furniture? My workout equipment?" Evelyn answered. "It's a one story with a darkroom, a kitchen about the size of your bathroom, a tiny bathroom, an okay living room, but the bedroom is about the same. There wouldn't be any room for the equipment." "But you would be welcome to come back here often," Susan said, "daily even, to use the pool or the equipment or the boat. You just cant bring girls here, and while I do trust you not to tackle-fuck my daughter when you visit, you living here and not getting any sex elsewhere seems... like too much tension would build up too quickly." Susan and Evelyn nodded to each other, then Susan kept going. "Most simply, you can stay here where you are and swear off sex for the rest of your senior year, or you can go live like a porn star and have all the sex you want, provided you follow all of our rules, no one under age, wear a condom... and do pretty much anything we say." The three of them sat in silence for a minute while Jason stared down at the dirt on the back of his knuckles, lost in thought. How crazy and messed up had his life become in such a small amount of time. One day he is a virgin, and the next he is some killer Casanova with people rearranging their lives to work around his 'sex addiction.' Not that he was really an adict, anymore than any other hormonal boy his age. No one seemed to mind, but still he felt suddenly like a burden to everyone. Not wanting his melancholy attitude to bleed through, Jason hid behind his cocky secret agent inspired smile. "I think the idea is amazing. I don't love the idea of getting kicked out, but I understand the reasoning behind it, and I am grateful you put so much thought into finding me a great place to finish out my year." Evelyn smiled broadly at Susan. "My, there is the charming young man I've heard so much about." Evelyn sat forward and offered Jason her hand, which he took. "My name is Evelyn, your new boss and landlord." Jason kissed the back of her hand. "You are also stunning, if you hadn't heard that yet today." He said, going full savoy. "Oh my, and now I know how you convinced those girls to come over. Sue, I wouldn't let him near my daughter either! You should join us Jason. I'm going to go make us some margaritas. Do you want one?" Evelyn asked. Jason looked to Susan for permission, who shook her head and smiled broadly before motioning to him that it was okay. Jason watched Evelyn get up and walk towards the house, watched her ass walk away in the tiny red thong, before hopping up to change into a pair of trunks and to wash the dirt from his hands. What was going on? Was this happening? Was this kind of life even possible? Part of it seemed rational... maybe. Susan didn't care if Jason had sex, just not near her daughter. She scolds her daughter for seeing the footage, then calls a friend about any legal concerns. A friend who is familiar with the legal system, a friend who needed a tenant... Jason put on his trunks, red trunks to match the girls, and walked back down to the pool. He pulled up a lounge chair next to Evelyn and took a sip of his first margarita. It was... very strong, but the salt around the rim helped. Talk came easily to the three of them, because they all had questions. "How long did you know the girls in the video? When was your first time? Really? You dove right in didn't you!" The two women laughed. "Those videos, would do very well online. You are so fit and handsome and... well, well proportioned. Susan is a lucky woman if you took after your father." Susan laughed and shook her head. "He must have inherited that monster from his mothers side," she teased warmly. "When was your first time Evelyn? Um, Mrs Shay? Okay, good, Evelyn then." Evelyn gave her story, as best she could remember it. Then she asked Susan, and to Jason's surprise Susan answered honestly and comfortably. Both women had had boy friends as their firsts, Susan's was unremarkable, a boy she could barely recall, Evelyn was to a man seven years her senior. Jason spent an hour with them chatting away and struggling not to look to obviously at their slim figures, their sensual curves, their long legs, before he finally got his first chance to get at least a little bit physical, with suntan lotion. Jason started with Evelyn, naturally. She was the safer of the two married women to flirt with. She sat forward some, so that Jason could straddle the chair behind her. She did not lewdly scoot back against him, as he had hoped, but instead bent forward as if to give him better access to her back. Jason openly eyed her crimson red thong, understanding that neither woman would fault him for looking on occasion, as he squeezed the lotion out onto his hands. "Tell me about these girls, each one." Evelyn said as his large hands began to work on her back. "No, I don't care about last names or anything really but how do you know them?" Jason gave a rundown of the Kat, his first, and the other girls Evelyn might have seen. He wasn't sure how many of the videos she had watched, but apparently Susan had sent her everything. "Really? Really?" The two women would say. "Okay now which blonde was that again? And how do you know Shyla?" "Feel free to untie the top if you are worried about getting lotion on it." Evelyn said, thoroughly enjoying the massage. "I'm getting jealous over here." Jason's stepmother said. Evelyn half snapped, but sounded super relaxed at the same time. "You wait your turn slut, his hands are incredible." "Um, I already have lotion all over my hands." Evelyn leaned back and gave Jason a teasing disapproving frown over her shoulder. "Now don't get the wrong idea handsome, I am not having sex with a high school kid, 18 or not. Yes, I know you graduate soon, and IF Susan doesn't object, maybe we can talk then. Maybe..." The frown turned into a faux scowl and then a laugh as she untied the strings at her neck and back. And just like that he was near nude inches from a topless woman, a woman who had seen his cock, had enjoyed watching him fuck other girls, and who said that, maybe, if Jason played his cards right, he would end up fucking her in a few months. Oh boy! It was almost too much for Jason's cock to take. Trunks do nothing to hide an erection, but both women had watched him have sex, multiple times, so he wasn't too self-conscious about it. As he worked Evelyn's back though, and stared at her shapely ass, the head of his cock edged just past the leg of his trunks. "So," Jason said awkwardly. "I have a kind of group thing tonight, and I didn't cancel it because I didn't know if I was getting kicked out. I figured it would be easier finding a couch to crash on if I was with people. So, should I cancel it? I'm fine with that. Really." As he spoke he scooted forward so that his legs were pressed casually against Evelyn's and, to his utter delight, his bare cock head was partially pinned against her bare thigh. Evelyn shifted back against him in response to him scooting up to her, but if she noticed his bare cock head she gave no sign. Jason closed his eyes enjoyng the feel of the woman's bare skin against his cock, and applied more pressure to her back so that her body would rock against it slightly... "Of course you can go out." Susan said. "Really, feel free to. I don't mind at all. Were you planning on getting lucky tonight?" "No." Jason said honestly. "Well, if you do, for God's sake please be sneaky about it like a normal teenager." "And if you do..." Evelyn said, "make sure to put on another show for us desperate housewives would you?" They all laughed, and Susan insisted that it was time for her massage now." Jason stood to shift to Susan's lounge, and her eyes grew when she saw Jason's large cock poking out of his trunks. He shifted to pull the legs back down, and in doing so missed seeing Evelyn flip over. It wasn't until he was seated beside Susan that he realized Evelyn had let her top drop to the floor as she rolled over onto her stomach. He hated that he missed the view. Turned on more than he should have been when taking his seat behind his father's wife, he boldly asked "Do you want to untie your top or should I?" She did so for him, and As she did so Jason stealthily pulled the leg of his trunks back up to expose his cock again. Once she bent forward he scooted in, trapping his cock against her bare thigh as he had done to Evelyn. "My cock is literally pressed against my stepmother's leg!" his inner child squealed. She shifted her ass some, pushing against him not pulling away, and told him she expected every bit as much attention as he gave her friend. "So," Jason asked, "did you two enjoy watching my sex tapes?" "I plead the fifth." Susan said. Evelyn through in on the tease. "When your stepmother emailed me the first file she watched it with me over the phone, and she was moaning the whole time." "Evelyn I swear to God..." Jason applied more pressure to his fingertips as he pulled his hands down her back like claws, letting Susan know he liked the idea. "In fact," Evelyn continued, "she said, I'll send you the rest, I need to hop off the phone and go..." "Okay!" Susan said hopping up and holding her top to her breasts with her hands. "Evelyn and I are going inside. Jason, have fun with your friends. Stay out late if you want but not all night." Susan kicked her friend in the hip almost hard enough to send her flying off her lounge. Evelyn stood up quiet brazenly, not even bothering to cover her breasts. She was stunning topless, her aeorla dark and her nipples hard and pert... Jason's jaw dropped. "Cover yourself whore!" Sue squealed. "It isn't like the young stud hasn't seen a pair of tits before slut." Evelyn casually walked towards Jason, bending to pick up her top and winking at him as she did. Jason's stepmother, the bustier of the two trophy wives then shocked him by dropping her top and grabbed her friend by the arm, spanking Evelyn's ass with her bare hand. The two women in mock anger circled and spanked each other as if fighting, and Jason sat mesmerized by the shaking tits and dancing skin. Sue started running for the house first, a bit drunkenly, and Evelyn was soon to chase her. This left Jason alone. ***** More mistakes... ***** What time was it? Barely three? And he didn't have any plans until midnight? Fuck that! After the eyeful Jason just caught he really needed to find some ass. Jason ran inside only long enough to grab a white T. He wanted to go masturbate, he really needed to, but there was no way the two women wouldn't now what he was doing, and he didn't want them laughing at him or writing him off. He drove to work first, hoping to see his boss Donna or one of the employees he wanted to fuck so badly. In his mind he decided it would be his and Donna's last, and he would turn in his notice as they got dressed. He didn't see her car in the lot, however, and didn't want to go inside and get pressed ganged into working, he had called in some favors to get off tonight after all. He called her phone multiple times, but oddly she didn't answer or text back. Maybe Donna was on lunch? He thought waiting, but maybe she left early today, or called in. Why wasn't she picking up? He decided to go by her place and see if her car was there. She wasn't. No one was home. He parked in the street and looked through his phone for ideas. He decided to drive to Gretchen's and sneak in some one on one time before her bitch mother came home. He wouldn't ask permission, she was desperate for him. He would come in and throw her down, taking her savagely... it was then that Jason looked up and saw Donna's daughter, Stacey Rhea, walking up the street. And she was walking straight to his jeep. Fuck! What was he going to say? He couldn't just peel out and pretend it wasn't him. It wouldn't be a big leap for Stacey to guess why her friend's sex addict brother was creeping outside her mom's place. He needed a reason to be sitting there, sitting in his trunks, and God nothing was coming to mind. He rolled down his window as she walked up. She looked upset, nervous, she wasn't making eye contact with him... ahhh! She thinks I'm here to bitch at her for the sex video thing! Jason looked away from her pointedly, down the street, adapting the role of an angry friend. "How did it go?" she asked. "I'm getting kicked out." "No way!" Jason nodded, but didn't look at her. He let his temples flair as if barely holding back his anger. "I'm not cut off financially or out of the will or anything, and she has a friend who can put me up through the end of the year. She came up with some bullshit story to tell dad and other people about it, but it breaks down to she doesn't want me anywhere near you three anymore." "Jason I am so, so sorry." Stacey said, and to Jason's surprise she started crying. "I am just so sorry. I didn't mean for any of this to happen. Amy told me what she had and I just had to see it. I wasn't the one who got caught, I just had to see it. And I have had this stupid crush on you forever, and you were fucking those other girl's, and I was just so jealous, and now you are homeless and my grandmother just died and I don't know what to do or what to say!" "Hey hey hey!" Jason said towards her unexpected out burst of emotions. Jason opened his jeep door and grabbed her arm as she tried to back away and pulled her into him. His hands rested on her back as she wrapped her arms around him and began to sob into his shoulder. "What is going on with your grandmother?" "She died this morning while I was in school. Mom texted that she and dad were on their way out of state and that I would be alone tonight. And then you weren't at school and Becky said Amy said you were having the talk and they had no idea how it would go..." Stacey went back to sobbing and Jason stroked her back, telling her that he didn't blame her, though he did, and that he wasn't mad, which was at least partially true. The budding sex addict in him wanted nothing more than to slide his hands down her back and feel her perky bubble butt, but he resisted. Stacey leaned back, a confused look on her face. "Wh-why are you wearing swim trunks?" Stacey's eyes grew wide when she spotted the huge bulge in his red trunks. Jason noticed but pretended not to. Because the big allegedly aggressive talk happened in swimwear, Jason opened his mouth and it stayed open for a second before he improvised. "I don't have any plans until later, like eleven or so, so I was going to come here and yell at you for a bit then go for a swim and burn off some steam. Do you want to come?" Jason hadn't even meant to offer that last part, but the words just came out. He was feeling pretty sorry for the girl, and obviously she needed a friend. Jason counted Amy counted Stacey as one of his sister's friends, but he had known her for four years, and both had invited the other to each of their parties. "Really?" She asked, uncertain. "I wasn't going to offer of course, but you are upset and I can make sure you have a good time. Come on, go get changed. It isn't like you have a curfew tonight." "Um, o-okay, yeah. Really I would like that. You sure?" Mr. Nice Guy vs. High School Ch. 04 "Yes of course, just... don't tell Amy or Becky, I'm going to stay mad at them for a while...and sure as shit don't mention my name to Donna. Okay?" "Okay deal." Stacey said smiling, understanding that he just told her he wasn't mad at her anymore. She turned and ran into the house. Well, Jason realized, there goes my chance at easy sex today. Jason knew he could probably talk Stacey into pretty much anything he wanted, but screwing his boss and her daughter, when the daughter is a wreck over a death in the family... it seemed wrong. "I cannot let myself have sex with this girl. I cannot let myself have sex with this girl." He began to repeat as a mantra. All too soon the petite and pretty blond came bounding out of the house. She had two towels and a travel bag filled with sunscreen and the like, and had changed. She came out in a pink strapless top, a swimsuit's straps visible across her shoulders, and tiny little hip hugging daisy dukes. Jason sighed. "No sex, no sex, no sex. God this is a bad idea." Jason leaned across the jeep to open the passenger side door for his step-sister's best friend, his boss' daughter, and soon the two were on their way to the lake. Stacey smiled, but it was as a guilty one. Guilty for smiling when she should be mourning, or still worried about the video scandal. Feeling rather compassionate, Jason took her hand in his. It was just to console her, he told himself. Was it his fault that the back of his hand now rested on her bare pretty thigh? Jason's cock didn't care whose fault it was, it just liked the feel of that bare leg, and it grew harder in Jason's trunks. "Are you hungry? There are park benches where we are going, I could grab us drive through on the way." "No thanks." "Are you sure? My plans are not until eleven or twelve we might be there a while." Stacey gave him a shy smile. "No really, thank you though. Are you really not mad at me?" Jason thought about it for a while. "I am, but not mad enough to not be worried about you right now. If it wasn't for the whole getting kicked out and blackmail aspects of this, I would have found the idea of you three watching me amusing. Kind of hot. And I can't blame the getting kicked out thing on you, like you said, you were not the one who got caught." Stacey sat silently for a bit. "So... what do you know about the blackmail thing?" I was guessing, Jason laughed. "Lets not play that game. Tell me how it happened and why." Jason said as he continued to drive out to his spot that he liked. "We all watched the video you know, the three of us. We were mad. We had known you forever, and here were these perky "God is great" bible beaters, and you were all over them. So Becky says, They won't want anyone to know about this, maybe we could use this to our advantage. She went on about using you to buy beer for us, but I know you are just 18 like the rest of us, and that you probably can't, even thought you could pass for 21. "So then Amy says, How about weed. And I say you don't smoke, and she says we were obviously wrong about you not fucking, and we all laughed. But that... that is what gave me the idea. "We chatted for a bit before someone brought up that the two girls in the tape were supposedly virginal too, and maybe you were teaching him about sex, then I said, I wouldn't mind blackmailing him for lessons like that..." Stacey stopped, worried if she had admitted too much, but Jason was smiling broadly. She made eye contact in a way that asked him why he was smiling. "You three are so dumb! You could have asked me for anything you know. The weed, or alcohol... I wouldn't have even charged you. And the sex... I would have been deeply flattered had you just asked, or flirted like a normal person. Don't get me wrong, you and I cant happen. No matter how much I would want for it to. I know your mom. But it isn't like I haven't thought about being with you that way. I have, a lot. Especially this week, knowing you watched my... um... home movie, and obviously didn't hate what you saw." Jason looked Stacey over again, she had long blond hair, a pretty smile, her breasts were a B cup size maybe, and she tanned well. She had long, pretty legs... She looked nothing like her mother, the somewhat plump, short, dark haired busty homebody. Jason pictured Stacey as a model by the age of twenty four maybe. A late bloomer, but becoming the kind of confident woman who knew why men dug her but still stayed humble and real. He wondered what Donna looked like at 18... Stacey blushed under Jason's open appraisal and squeezed his hand, and he was reminded that the heat on the back of it came from this girl's thigh, a girl he was not going to have sex with, damn it. "It can't happen, but if you were interested you should have told me, I would love to flirt with you on occasion, you are really pretty. And you are definitely my type." "Really?" "Yeah. I mean I don't know if I have a type, I'm not too experienced... but I seem to be drawn to really pretty blondes with fantastic legs." Stacey blushed again, her smile lighting up the interior of his jeep, and she took his hand in both of hers now. Jason's cock lurched up another couple of inches at that smile, and Jason cursed inwardly. Taking her to the lake was a mistake. He should turn around now and take her home. Instead, he kept driving. ***** An innocent swim... ***** It was down a back road in the woods that Jason parked. He had come here a number of times growing up when he wanted to be alone. He told Stacey as much, telling her it was a big deal that he was sharing it with her, as he had never brought any friends up here before. It was a bit of a hike to his spot from where he had to park, and probably private property, but no one had objected to his presence in the years he had been coming here. There was a ten foot drop to the lake from the tree line, and Jason had long since secured a rope swing to help clear the cliff on the descent. There were rocks at the bottom, but only right up on the cliff, and they were large, easily avoided, and good to sit on while you dangled your feet in the water. Jason had, at one point, found a picnic table on the side of the road close to where the trail began, and he laboriously carried it up to his little cliff. He sat on the table while Stacey took in the view. It was pretty, and the little cove rarely saw boat traffic, so it was both peaceful and serene as well. "Do you come here a lot?" Stacey asked. "Anytime I am stressed out or upset. Its a good place to think, or to not think. I'll come up here to swim, or eat, or read, or fish. I thought maybe you could use a place like this." Looking right at him, Stacey began to pull her top off over her head. The bikini top she wore was a colorful collage, a pattern that at a glance didn't seem to repeat. It pushed her smallish boobs up nicely, which Jason affected to ignore. Then the girl undid her shorts, turning from him so he could see them slide free of her pretty little ass. Damn it to hell, Jason thought, and pushing himself from the table stripped his shirt, ran and dove into the cold water below head first. At least the bottoms had been full and not some thong, Jason thought. Stacey soon joined him, via the rope swing, landing clumsily and shrieking, and Jason met her sputtering smile with a splash to the face. It wasn't long before the two lost track of time. They talked, play fought, climbed up the embankment and dove back in a few dozen times. They sat on the rocks, Jason with her arm around her while she talked about her grandmother and her illness. It was her dad's mom, which explained why Donna had never seemed too upset, Jason supposed. It had been cancer, and a long time coming. It wasn't until they were back in the water that the flirting became more sexual. Up until then it had been in the way the two looked at each other, maybe with a casual touch here or an innuendo there. It was Stacey who crossed the line, opened the door, Jason would later tell himself. "So do you realize what the absolute worse part of you moving out is?" she asked after coming up from yet another cannonball leap from above. Jason shook his head. "Without the security cameras in place I will probably never get to see you naked again. Jason splashed her hard but she had been ready for the attack and hit it with a counter waive. They were both smiling broadly at her choice of words. "Probably? Jason repeated. Stacey shrugged. "You know what REALLY isn't fair? That you have seen me naked and... extremely physical, and I have never even had a peek at that pretty little body of yours." "That is not going to happen." "Come on chicken-shit." Jason teased, hitting the girl with another splash. "Fair is fair, throw me that pretty top you have on." "No way!" she shouted back. "Come on, you were, last week, literally planning on blackmailing me for sex. Did you really think I would let you keep your top on for it if it happened? You should let me see you naked. It is only fair, and you totally owe me." Stacey treaded water, continuing to hesitate. Jason was only teasing her, he wouldn't really make her take her top off, he told himself. But then she did, and she did in fact throw it to him, and he didn't stop her. He could not really see her tits, not through the lake water, but she was topless for him, and he hadn't stopped her. He threw her top up towards the picnic table. "Hey!" she complained. "Bottoms next." You should stop this and leave, his conscience wined. Pussy assed conscience. Jason ignored that cock blocking mother fucker. "No way," Stacey protested, "I am only skinny dipping if you are." "You have already seen all of me." Jason argued. "On like a tiny screen! This is different and you know it." Jason thought about it for a minute while he pulled himself up on the rocks. He had hoped that the better angle would let him see her pretty tits through the water, but it didn't. At least here with his back to their stuff she would have to climb passed him to get to her top. He wanted to see her naked, but how far would he let this flirting go? The angel on his shoulder told him to climb up and throw her top down to her. The devil on his shoulder told him to climb up and make her come and collect it, only to ravage her on the picnic table... Neither idea really appealed to him. One being too pussy and the other being too... dark. He decided just to continue the flirtations a little bit longer. "Okay," he relented, "deal. But your bottoms first then my trunks." Stacey argued to reverse the order. "No," Jason persisted, "bottoms first, but ill take my trunks off standing up here so you can get a good look at me. I cant really see any of you in the water like that." Stacey pretended to weigh the pros and cons to his offer for a minute or two before relenting. Soon her bottoms were tossed to him, and Jason didn't hesitate to toss them over his shoulder back onto the embankment. "So I am naked now. Your turn." Stacey said. A man of his word, Jason stood and, unceremoniously pulled down his trunks. He was hard, just not fully hard, do to the water, which he explained. "I am not as big as I was in the video you watched, but cold water does that. Getting a better good look at a pretty girl will fix that though." Without anymore warning than that Jason dove into the water after her. When he came up a few feet behind her he was the one able to surprise her with a splash. They played like that for a few seconds before just treading water and looking at each other. "I don't see any pretty girls around here." Stacey said, her breathing hard and her voice almost a whisper. Jason replied easily. "You don't see what I see." Stacey blushed, but with more confidence this time. "Then come and take a look," she said. It was an invitation. Maybe, Jason decided, he would let himself indulge her with a kiss. Just one though, a quick one to get it out of his system, and maybe a peak at her tits... Jason slowly swam over to the naked blonde, his heart racing with excitement over how wrong this was. He took in the site of her wet hair, her big blue eyes. He could end this easily. All he had to say was "I climaxed so hard into your mother yesterday," And the tension, the desire, would be gone from her in a heartbeat. He shouldn't have invited her to the lake, not as frustrated as he was. As desperate for sex... His hands went to her sides in the water an pulled her close, his lengthening cock rubbing and bouncing across her legs, against her stomach. She gasped, but rested her arms on his, willing to wait and see what happened next. Jason kissed her. Her lips parted the second his touched hers, and knowing that invitation for what it was Jason slipped his tongue between her parted lips. Stacey wrapped her legs around his waist, trapping Jason's growing erection against his stomach. Jason could feel her pussy pressed against the shaft of his cock. He was forced to tread harder to support her, which caused her hips so shift up and down, her slit to slide up and down against his cock. She started assisting the accidental motion. Jason's hands slipped down to the ass he had been checking out for years and squeezed it greedily... "Lean back." Jason whispered, and Stacey did so, finally bringing her breasts into view. Jason bent in and took first one between his lips, then the other, cleaning the lake water from them with his lips and tongue. Stacey gasped. This was happening, she thought to herself. I am finally going to have sex, I am going to lose my virginity to my best friend's sexy brother. Her hand slipped between them, gripping an actual cock for the first time in her life... The feel of Stacey's hand on his shaft, her bare slit up against him, parted and inviting just as her lips had been for his tongue, was too much. Jason swam with her over to the rocks, where he found one that would support her waist line just below the water. He sat her there, taking her lips with his again, feeling her pretty breasts under his hands. Soon his lips moved south to again cover her breasts as his hand slipped down to his cock, lining it up with her virgin sex. His dick head was pressed inside of her, her back was arched from the pleasure/pain of the new sensation. Jason kissed her again, slipping another few centimeters inside of his willing partner, when the motor boat came into the cove. Stacey jumped out of her skin and back into the water, pressing herself against him. The boat didn't stop or slow down, it just motored in and out, likely not even noticing them, but the damage was done. The moment was broken. Holding Stacey protectively like he was, he was reminded of how fragile she must be right now and how he should be defending her. It reminded him of how he had felt about her for years, almost as a sister. "We should go," Jason said. "It is probably after five so more and more people are going to be out on the water." Stacey nodded, smiling her pretty smile. "You are still free for another four hours right? Would you want to come back to my place?" No, screamed Jason's conscience. "I would like that," said his overly honest lips. Stacey got out of the water ahead of him, and climbed the embankment before him as well. Jason used the opportunity to stare openly at her naked ass and pretty slit. He told himself that he was getting it out of his system, that by the time they got back to her place he would be better suited for self control. "I am starving. I haven't eaten all day. Why don't I pick us up some take out on the way, and we can watch a movie or something on tv." Said his cock-block conscience through Jason's own lips, looking for an excuse to get their minds off of sex when they got there, as he had already committed to coming in. "That sounds amazing." Stacey said as she swiftly toweled off. Had he sensed how nervous she suddenly was, she wondered, and intentionally offered a way to ease back into the physical? It was like the boy could suddenly read her mind. Could he always do that? "How about McAlister's?" Stacey tossed her top and bottoms into one of her bags and simply pulled on the dry tank top and pulled up the short shorts commando style. All Jason had was his t shirt and wet trunks, he didn't even have a towel. Borrowing hers he toweled off quickly and stepped into his wet shorts. They were cold, but that was a good thing... ***** Nothing wrong with dinner and a movie... ***** It was around six thirty that the two arrived at Stacey's house with the food. Jason had thought about driving home and changing then, but he felt guilty about having Stacey with him. He thought about dropping her off and then running to change, but there was no way he would come back if he left, and that would be very mean to Stacey considering everything the girl was going through. Soon they sat together on the couch, closer than they might have before that day, and ate while they watched a movie. Stacey didn't really care what was picked, but Jason intentionally picked one he hoped she would get in to. Stacey put away their plates and the little folding dinner tables they had eaten on and ran upstairs to her room. Jason considered faking a call and acting like he needed to go, but instead curiosity got the better of him and he paused the film and waited. The couch faced away from the stairs, so at first he didn't see her when she came back. "Um, Jason... do you have to go do these plans tonight? I really don't want to sleep alone." "Yeah," Jason said, partially grateful he had already established the need to leave. "they aren't really cancelable." Stacey stepped around the couch and into his view. Jason's jaw dropped. She held herself, as though insecure, but she wore now a white silk pair of panties, the thong kind, and a thin white camisole. See through. So was the built in bra. Her tan lines were visible, almost as white as the lingerie she wore, and made her tan lines and innocent demeanor look so damnded sexy by contrast. "But... but I can come back and stay if you like, like at two or three?" Stacey smiled charmingly and did a little spin. Jason enjoyed it and returned her smile. She settled in onto the couch, this time laying down with her head on his leg. Jason groaned, eyeing her see through top and sexy panties. "I didn't think you would mind my outfit, since you have already seen me naked. If you don't like it I could take it off..." "No that's okay." Jason said pulling his eyes from it and looking back at the tv. It was still off, the remote now out of his reach. He should start it again, but he didn't really want to move either. "Is it okay if I see your cock again?" she asked, ready to resume their activities at the pool. Oh God... "No, look, you and I, we really can't happen. Susan would kill me, Amy would kill me, Donna would kill me. And I can't be your first time. I'm dating Mary now. I'm dating Kat. I'm dating Shyla. I'm dating Gretchen. I'm dating Nichole. " I'm dating your mom. "I am going on a date tonight." Jason hedged. "You deserve someone who wants you to be their one and only. Would you really be happy with me being your very first fuck, when you would be just another one of my many girlfriends?" Stacey looked crest fallen, and was immediately embarrassed and ready to run off to her room and change. She rolled off of him and Jason grabbed her arms and pulled her back onto his lap. She started crying then, and Jason did the only thing he could, he held her and kept telling her she was beautiful and stunning and that everything would be okay. Stacey shook her head vigorously. "I wasn't asking you to be my first! I've freaking loved you for like, years, you asshole. And you spend so much time with these other sluts, and I would give anything to be with you, anything! You clearly want everyone in this school but me. And no I don't want my first time to be a pity fuck. So just get out and let me go!" Stacey picked up her struggling to try and get up, in doing so slipped off of his lap onto the floor and went to twist away.