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.

*****

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*****

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?"