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Different Shades

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Mom left me alone in the bathroom, puzzled and ashamed. I was sure I had done everything described in the magazines, and done a decent job too. By all rights, I should be fucking my mother’s pussy now, not standing here with a severe case of blue balls. If possible, I was feeling even more confused than the previous time. Before I left the bathroom, I checked the hamper again. Like before, there was a pair of freshly worn panties on top. While sniffing the panties, I rubbed out a quick and very unsatisfying orgasm. Just like the first time I tried to fuck her, mom behaved as if nothing had happened. Dinner was still very awkward, but not as bad as the first time. I even managed to say a few words. However, at night I replayed the event over and over, trying to find out what went wrong, and why she might have reacted the way she did. Again, I was lost for answers. The next day, I talked to my friend again. Though his advice had so far done little to help me losing my virginity, he was still my only choice, my only confidant. “I did everything you told me. I kissed her, touched her, her breasts and pussy. I even licked her down there and I made her cum twice, but she wouldn’t let me fuck her” “Are you sure you made her cum? Wasn’t she like, faking it?” “Of course I’m sure, I mean, she was moving around and moaning just like when she's fucking dad and-” “She’s fucking your dad?” Chad interrupted me. “Well, I mean…“ I stammered, searching for an answer to explain everything without revealing my secret. “I see” Chad said. “This woman you almost fucked… You're talking about your mother, right?” “It's okay… I understand.” he said. “Really… I understand” The way he emphasized those last words told me he was serious. “You understand? You mean you… your mom?” “Gross! Eh, well, if my mom looked like yours, I might. But she's not the one I’m talking about” Chad hesitated for a moment, then said only one word. “Jessica” “Jessica? Your sister Jessica?” I asked. He nodded, smiling with pent up pride at his forbidden conquest. “Sure, we've done it like a hundred times now” “Wow…. and I thought you were still a virgin” “Yeah, well... fucking your sister is not really something one boasts about” “Not if we tell her that you fucked your mom. Sort of. Or want to, at least.” “Don't you understand? You need female advice, and Jessica is the only girl that might understand your situation.” He was right. Reluctantly I followed him upstairs, to his sister's bedroom. Jessica was sitting at her desk, working on her laptop and turned around as she heard us enter. Chad’s twin sister was looking like any ordinary, slightly-above-averagely attractive girl. While nowhere near as sexy and curvaceous as my mom, Jessica still had a nice body, and hidden below her blouse was a nice set of small, perky breasts. Until now I only regarded her as my friend’s nerdy sister, but now I couldn’t help but imagine her naked, riding her brother’s erect cock towards orgasm. I even wondered whether she shaved her pussy or not, and if her scent and taste were as intoxicating as mom’s. Chad’s sister looked at us for a second and I swear, it was like she could read my mind. The smile on her face disappeared and she crossed her arms shielding her chest from my view. “OMG! You dweeb! You told him!” she said, angrily addressing her brother. “How could you? I specifically asked you not to tell anyone!” “Do you know what will happen if they find out about us?” “He needs your help Jessie” Chad interrupted his sister. “He needs female advice and you’re the only woman we can trust.” “And why should I help him? Is he blackmailing us?” “We need your help, so Mark here can fuck his mom” Jessica looked at me for a moment, dumbstruck. Something in my demeanor, probably my red cheeks and stupid grin, led her to believe her brother was sincere. “Okay… but why? I mean, what can I possibly do to help?” I told her my story, the complete and true story. She listened carefully and without judging me, just laughed softly as I related getting slapped in the face. After I had finished my story, I asked her if she knew what I did wrong. “You made her cum, that’s a good thing. It took him quite a few more times to achieve that” she said, pointing at her brother who was looking rather embarrassed. “Yeah, but it didn’t work. I mean not as it was supposed to” “Oh, but that’s not where you went wrong” “It was when you asked her. You should have fucked her” “But when I tried fucking her without her permission, she slapped me in the face” “Yes, but you didn’t just ask her; you were begging. There’s nothing more pathetic than a man begging for sex, especially when she’s as ready as your mom obviously was” She thought for a minute, searching for the right words. “Well… first you need to… be gentle” she began, “and always take care of her needs, but also… be a man, be strong. I don’t mean, like, force yourself on a girl, but make her want you and then take her. Don’t be a wimp; if she’s ready, you should go for it. And if she isn’t in the mood or if there’s anything else, you’ll know soon enough.” I went home feeling a little wiser and with new hope. As I entered the house, I was greeted by my dad and sister who were watching TV in the den. I greeted them back and then walked on to the kitchen, where my mother was working on our evening meal. As I came in, she stood with her back to me and was stirring vigorously into a sauce pan. I had a admit she was looking extremely sexy in her simple red dress and white apron. The scarlet fabric clung to her shapely body, and the string of her apron emphasized the luscious curves of her slim waist. But by far the most beautiful was her fine ass, which was wiggling alluringly as she was whisking the sauce. Although I knew we weren’t alone in the house, I decided to take a chance and put Jessica’s advice into practice. This time I would show mom I could be a man as well as a lover. “Hi mom” I said as I stepped up to her, nuzzled her neck and gave her a kiss from behind. She was surprised by me greeting her like that, but didn’t tell me to stop. I reached underneath her apron and fondled her breast through her dress while I kept planting kisses in her neck. To my delight I felt that mom wasn’t wearing a bra under her dress. Her nipples were still slumbering, but they roused quickly as I rolled them between my fingers. I could feel the little bumps her hard nipples were making in her dress. My hips were pressed against her tight ass, and I made sure she’d feel my hard cock as I kissed her. She groaned softly and although she tried not to, I felt her push back against my erection. “Shhhh” I said, grabbing her breast again. “I don’t care, mom” I said. “I want you, and I know you want it too” Mom protested again, but the tone of her voice was telling me something quite different from the words. There was a need, expressed by the huskiness of her voice, a need for cock. It seemed mom was always ready and always horny. I kissed her neck again and moved my other hand between her legs. Mom groaned softly as I pressed my hand against her pussy and rubbed it back and forth. Even through the multiple layers of cloth, I could feel the damp heat of her aroused sex. She was too far gone to stop me. Despite her continued protests, she placed her feet a little wider apart, giving be better access to her pussy. I kept kissing and nibbling her neck and hiked up the front of her dress at the same time. It wasn’t long before I reached the hem and I let my hand slide down the front of her panties. Her arousal was undeniable; her lips and clit were already swollen with need and moist from her juices. I reached down into her wetness and with my now slick finger I made circular motions around her sensitive little clit. Mom groaned again and really pushed her ass against my erection. Her body was begging for penetration, but I wasn’t going to give in just yet. The last time I made that mistake, it resulted in me getting slapped in the face. It was a lesson I learned the hard way, and I hadn’t forgotten it. I pushed two fingers into her hole and moved them in and out while I simultaneously rubbed her clit with my thumb. With one hand on her breasts, one on her pussy, my lips in her neck and my hardon between her butt cheeks, mom was being attacking her from four sides, and finally she submitted. Less than a minute later, I felt her body tense up and then she groaned softly between her clenched teeth. She did her best to stay quiet, but it was hard to miss her orgasm. The moment she came, her dripping pussy gushed around my fingers, soaking her panties with a hot flood of juice. While mom was still a little wobbly on her feet, I turned her around, so we were face to face. She looked at me with lust burning in her eyes. I pressed my lips against hers and she kissed me hungrily and ferociously. She was almost ready. While I kept kissing her, I first untied her apron and then began to work on her dress. I soon had loosened the upper row of buttons and then freed her milky white globes from their scarlet cloth prison. I kissed my way down mom’s throat and collar and then latched on to the swollen tips. I sucked her nipples and kissed her breasts and then tore open the last couple of buttons of her dress and let the flimsy garment fall from her shoulders.

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