One Family’s Awakening – Chapter 10

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One Family’s Awakening – Chapter 10Keith spent much of the next couple of weeks thinking about his experience with Ms. Davis and his mother, particularly getting ass fucked by Ms. Davis’ toy. He thought about how much he actually found he enjoyed it and how hard it made his cock get. He knew on the one hand that it was the heat of the moment and that he was still fucking with two women, but he also knew on the other hand that it opened a whole new area of sexuality to him that he had not considered before – taking a cock up his ass. Then he thought about how Jim had very briefly put his mouth on his cock when they were stroking together just before Jim got introduced to mother fucking. Keith was seriously considering how to approach taking his first real cock in his ass and who it could be and Jim was his only known choice. He also knew if he confided his interest to Jim and Jim was absolutely not interested, it could ruin their friendship and eliminate fucking Jim’s mother with him as an option. Jim’s mom, Shelley, was a special woman when it came to sex. She was innocent, as strange as that sounded, and had a youthful eagerness to get down and dirty in a very open way with the two boys. She was a safe fuck to Keith in a way his mother was not. She was satisfied with good old fashioned fucking even if her choices in fuckers was not considered socially acceptable. Keith did not want to give that up. Keith decided he would have to approach it carefully. Later that week, Shelley had invited Keith over for an evening of two on one with her and Jim. His mother was going to be busy with Amanda that evening for her occasional woman on woman session, so it worked out perfectly for everyone. Shelley was starting to get into the anal sex now that Jim had pounded her ass a couple of times and she decided that she wanted Keith to hump her ass as part of the evening fun if he was interested. So after the foreplay of slowly sucking on the two boys’ cocks, and them taking turns eating her pussy to get her good and wet, she sank her son’s cock deep in her pussy. Jim lay on his back and felt his mother’s tight pussy engulf his rigid dick. She squeezed it tight inside her making it almost impossible for him to slide it in and out of her. She relaxed and he bounced up and down from underneath her. He grabbed her big tits and squeezed them and her eyes began to roll back in her head. She motioned for Keith to take his position behind her and enter her ass. Keith worked himself in behind her and she and Jim stopped their fucking so that he could ease his cock into her ass. Keith started slowly fucking her ass, feeling Jim’s cock on the other side of the thin walls of her body rubbing against his shaft as he stroked in and out. They gradually worked into a rhythm of one cock sliding in as the other slid out. That resulted in a rhythmic moaning from Shelley as the boys continued their fucking motions. Keith reached under her and grabbed her flopping tits and thrust a little harder. His balls were rubbing up against Jim’s balls and shaft as they continued their perfect rhythm together. Jim mentioned that it felt really good having his balls and cock rubbing against Keith’s. He said it added another sensation to the already fantastic feeling of two cocks in his mother at the same time. Keith then reached between Jim’s legs and grabbed Jim’s balls and massaged them without losing his timing. Jim groaned, arched his back and plowed deep in his mother’s pussy as he came, shooting spurt after spurt of cum inside her. Shelley was already close and the spasms of her son’s cock in her finished her off. She let out a wail as she came, clamping involuntarily all of her muscles, including her pussy and sphincter muscles, ending any hopes Keith had of lasting. He emptied his balls izmir escort in her ass shortly after her orgasm ended. When he pulled out of her ass, large blobs of his cum dripped out onto Jim’s cock and balls. Shelley laid down next to her son and played with the cum from both of them, rubbing it all over Jim’s cock and balls and inner thighs. “I think you two like the feeling of each other as much as you do the feeling of being inside me!” she said, to the shock of both, but with no denial. Jim explained that rubbing against Keith’s prick inside her made it all the more stimulating because it made her even tighter and he could imagine the view of Keith sliding his cock in and out of her ass.”Maybe,” she said, “but I still think there is some interest in each other. Actually, if you both like the thought of it and want to experiment a little, I am sure I would get really turned on by watching and would soon be ready to go for another session just like the one we finished.”Keith and Jim just looked at each other, trying to gauge the other’s level of interest without giving away their own. Jim finally asked his mother what she would like to see them do that she thought would turn her on the most.”I think just watching two handsome young men exploring each other and innocently learning to please each other would be a turn on for me. It doesn’t matter if it is touching, sucking or fucking to me. Why don’t you two go shower off together and I will just watch you from the shower to whatever and wherever it leads from there. I promise each of you another shot at whatever you want from me afterward.”Keith began to question his previous assessment of Shelley’s innocence when it came to sex or maybe it wasn’t that so much as her openness and natural ability to see the true desires in those around her. There certainly was no pretense with Jim’s mother and that made her incredibly desirable to Keith.The boys got in the shower together and turned on the water. Both were semi hard still. The shower was a little larger than the one at Keith’s house. It was a walk in shower roughly 4 foot by 4 foot. It was comfortable for two and would be a little crowded for three. The boys were naturally focused on each other’s genitals under the circumstances. They let the water run over them for a bit without making a move toward the other. Keith flashed back to the group showers after ball practice and taking in the sights of the other guys’ cocks and asses and comparing himself to them. He thought about Jim putting his mouth to his cock when they jerked off together. His cock was growing hard at the images in his mind and one in front of him now as he and Jim showered together. Keith reached out and grabbed Jim’s hardening cock first and stroked it slowly. He grabbed the soap and lathered his hands and began stroking Jim again. Jim’s head tilted back as he enjoyed the sensation of Keith’s hand stroking him slowly. Keith reached lower and began to give Jim’s balls the same treatment. Then Jim began to return the favor to Keith until both were completely hard again and beginning to breathe heavily. Shelley stepped into the shower. Her thighs were still shiny from the cum and pussy juice leaking down the inside of her legs. “You boys shouldn’t plan on taking all night at this. We will run out of hot water. And a cold shower is hell on a hard dick.” She stood facing the stream of water, allowing her to rinse her thighs. The boys stood facing each other and the shower head to one side and Jim’s mom to the other. She took each cock in a hand and aimed them at the ceiling, then gently pulled the boys together until the underside of their cocks were rubbing against each other. She then wrapped both hands around their cocks together and began stroking up and down. “I have been watching izmir escort bayanlar some videos and stumbled onto this. I think they call it frotting. Whatever they call it, I thought it was hot as hell. And your two cocks and body heights make this almost perfect. You two are close to the same height and have nearly the same size cocks. This looks like a better match than any of the videos I saw.”The boys really weren’t listening to what she was saying. They were lost in the throes of her jacking their cocks in one motion. Then she backed away and told them they should continue with it themselves or do whatever they wanted to do with each other. She had promised that she only wanted to watch. She finished rinsing off and stepped out to dry off as she continued to watch. Jim took his mother’s place stroking their cocks together as Keith began playing with Jim’s ass. He slid a finger between Jim’s ass cheeks and toyed with Jim’s asshole. He soaped a hand and slid a finger into Jim’s ass and could feel him tighten naturally, then relax to allow him to go farther up his ass with it. Keith was finger fucking Jim’s ass as Jim continued to stroke their cocks. Keith removed his finger and took over the cock stroking as Jim soaped his hand and started finger fucking Keith’s ass. Keith spread his legs slightly to make it easier for Jim to work his finger inside him. Keith looked over and saw Shelley standing by, watching and fingering herself and smiling as she watched these two handsome young men enjoying each other.Jim shut off the shower and they stepped out, drying each other off. Jim knelt down to dry Keith’s legs and looked at Keith’s cock nearly poking him in the face. Without hesitation, Jim took Keith’s cock in his hand and guided his cock head into his mouth. He slowly started sucking on Keith’s hard prick and placed both hands on Keith’s ass, pulling him forward to create the fucking motion with his mouth. Keith was a little surprised at Jim’s skills considering he had no experience at it that Keith knew of. Shelley was moaning at the sight of her son sucking a cock and came on her hand shortly after Jim had given Keith a deep throat effort part way through the blowjob. Keith helped his friend to his feet and decided it was time they moved back to the bed where Keith took his turn at sucking his first cock. He was rock hard and wanted Jim’s cock in his ass to find out if it felt as good as Ms. Davis’ toy had a few days earlier. He wasn’t quite able to take Jim down his throat, but he did enjoy the sensation and the taste of another cock. He knew what a man’s cum tasted like since he was used to eating pussy that still had cum in it from their sex parties with the mothers. He didn’t want Jim to cum in his mouth, he wanted Jim to cum in his ass. He really didn’t care about cumming in Jim’s ass. He knew what ass fucking felt like as the guy giving it to several women. He wanted to know what it felt like to have a man cum in his ass. Ms. Davis was right. He needed to know what a woman goes through during anal sex, but not as a lesson, but as a desire and an experience.Keith pulled off of Jim’s cock and asked Jim if he was interested in ass fucking him. Just asking the question was enough to cause Shelley to cum again on her hand for the second time. “Oh, fuck, boys, this is so fucking hot! Keith, I wish your mother was here right now! Oh, fuck!”Jim more or less ignored his mother – as if her outburst could be ignored – and nodded to Keith’s question. Shelley quickly moved to the nightstand to get the lube and asked if she could be the one to lube Keith’s ass and her son’s cock. Without waiting for their approval, she took a generous amount and began lubing Keith’s ass inside and around his rim. Then she took an equal amount and began izmir bayan escort stroking her son’s cock with it until it shone in the light. Keith spread his legs further, now on his hands and knees and ready for Jim’s entry. Shelley took her son’s cock in her hand and guided it for him to Keith’s anal opening. Jim’s cock was larger in diameter than Ms. Davis’ toy, but his cock head was softer and spongier than the toy and Keith felt no pain accepting Jim’s cock head into his ass. Jim pressed in further and now Keith was feeling some discomfort. Jim paused and Keith relaxed. Jim could tell that Keith was ready for another push and gave it to him. Keith could tell this was different from a toy and actually liked the feeling of the real deal much better. When Keith thought Jim was all the way in, he pushed back on Jim only to find out Jim was only half way home. That hurt some, but once Jim was fully inside his friend’s ass, Keith began to really enjoy the experience of having his ass full of cock. Shelley continued to finger herself and lay on her back with her head under Keith’s cock so she could see her son’s dick sliding in and out of Keith. Keith began to play with Shelley’s tits and she began to stroke his cock and even licked it a few times, but still had her attention on the man play before her.Jim could feel the additional heat of Keith’s warm asshole compared with that of a pussy and the tightness was also stimulating him more than a normal fucking did. He rested his hands on Keith’s hips and began fucking harder, knowing he was not going to last much longer. Keith could feel the throbbing of Jim’s cock and could sense that his first ass fucking was nearing an end. Shelley knew Jim’s mannerisms well enough to see her son was about to cum and she took Keith’s cock in her mouth and sucked hard hoping to make Keith cum at nearly the same time Jim would shoot his wad.Jim announced that he was going to cum and his mother sucked all the harder on Keith’s dick and squeezed his nuts in her hand. Jim groaned loudly and pumped his cock erratically as he shot stream after stream of cum into Keith’s ass. Keith came hard in Shelley’s mouth and started shooting in her throat before Jim was done cumming in his ass. Shelley got exactly what she wanted – both boys emptying themselves at the same time. Jim pulled out and his mother licked his cock clean and then started eating Keith’s ass and the cum her son had emptied in there seconds earlier. Keith moved in position to start licking her pussy. Her heightened state of arousal caused her to cum quickly. “Boys, that is the hottest thing I have experienced since your mother’s party several weeks ago. Thank you!” Shelley said.Shelley was so horny from the boys’ activities that she decided she wanted them to double fuck her pussy. She didn’t guaranty she could take them both, but really wanted to give it a try. Now that they were “familiar” with each other, she the time was right to go for it. Jim cleaned up his cock and his mother lubed them both up good as well as herself. Jim buried his cock in her first with ease and then Keith started pushing his cock in her. He didn’t think it would fit at first, but he slowly managed to make some headway and after a couple of minutes, his cock was sliding against Jim’s in her pussy. No one lasted as long as they wanted. Shelley came three times in less than five minutes and both boys launched another load of cum each into her sloppy wet cunt, coating all of them in a mix of lube, pussy juice and man-cum. Everyone was completely drained of cum and energy at this point and just relaxed to play with Shelley’s big tits until she suggested they clean up and that Keith should probably consider going home. As Keith was getting ready to leave, Shelley suggested that they consider giving a similar demonstration to Keith’s mom. The boys both smiled and Jim agreed, saying that the next time, maybe they could ass fuck each other. Keith knew what his mom’s reaction would be and wholeheartedly agreed with the concept.

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