I grew up in a family of all girls and then…all women. A little over a year after my twin sisters and I were born, our father died in an accident. Jackie and I are fraternal twins and have many of the same facial features, and I look like my father, including his almost coal-black hair, while Jackie has an almost red honey-blonde complexion like my mother. Our mother was forced to return to work full time, leaving our sister Becky to grow up and become almost a second mother to us. She was five years older than us and had a lot of responsibilities, and as she grew older and matured, her need to alleviate some of the difficulties mothers face grew. Fortunately, she had help from Dawn, who was only two years younger than Becky. Needless to say, we’ve gotten a lot closer over the years.
In the beginning, my mother tried to make me feel important and told me that after my father’s death, I was now the “man of the family.” The problem is that this usually meant that I was only responsible for taking out the trash, raking leaves, and mowing the lawn. To make matters worse, when I was a young adult, my sisters often teased me in a good-natured way, including my twin sister Jackie.
As I got older and started to take on a more and more masculine appearance as a little boy, the same teasing I had been getting for years became more and more competitive and sometimes resulted in some really serious abuse. Especially Dawn, even though she is only a few years older than me, for some reason she always wants to remind me that she is still bigger than me, but she can still dominate me, which sometimes means physically. Betsy usually breaks up the more serious fights, but once or twice she and I got into serious fights, just like I did with Dawn.
Around the same time that I started hitting puberty and getting curious about girls, my mother took all my sisters aside and started having what I call a secret conversation with them about me. This made me angry and I was curious to know what she told them. They were whispering to each other a lot, but I noticed that suddenly we weren’t wrestling as much as we used to.
Of course, I watched all my sisters grow. Although Betsy is the oldest and seems to have had breasts for as long as I can remember, I don’t remember paying particular attention to them, just like Mom, they were always there, although I know they grew, of course, it wasn’t so obvious at the time that I had no real interest in it. Also, the fact that I hadn’t entered puberty at that time may have contributed to my not noticing my sister’s growth.
However, this is not the case with Dawn and Jackie. When Dawn finally started to develop, she did so very quickly and at quite an alarming rate. My mother had very large breasts, and it turned out that Dawn was going to get very large too, because as far as I can remember, her breasts seemed to change every week. Even Jackie’s breasts grew quickly, but their size was slightly larger than Betsy’s, but watching Dawn’s breasts grow along with hers, I realized that they were becoming womanly very quickly.
Of course, I met my sister on several occasions, but nothing caught my attention quickly. Once I ran into Betsy. But seeing her pointy breasts coming on so fast made her cover herself up immediately and soon kick me out of her bedroom. I saw Mom in the bathroom once or twice and even asked her about the thick, dark patch of hair between her legs. Although it didn’t spark any “birds and the bees” discussion, she told me that it was a sign of her becoming a woman and that eventually, I would also grow hair there as a sign of me becoming a man. I was never really interested or curious about what my sister would look like without clothes on until I really started thinking about women from a different perspective.
Two weeks before Betsy moved to another part of the state for college, I was so busy enjoying my favorite past time that I didn’t hear my bedroom door open late one night.
“Jack? Jack? Are you asleep?” Betsy asked very softly as she entered my bedroom. I had not realized she was there until then, but the damage was done as she could easily see what I was doing.
“Oh, I’m sorry!” Betsy immediately closed the door and returned to the hallway. A few seconds later, I heard her return to her bedroom with her head bowed. I was too ashamed to say or do anything, I thought I would receive some major teasing in the morning, but that never happened. Becky never said a word about it, and I quickly forgot the whole episode.
My sisters going off to college was a big turning point in our lives because we never lived together as a complete family. Soon after, Dawn got married the summer after high school and moved not too far away. Although we still see her and her husband every other weekend, the closeness I once shared with my sisters is slowly disappearing.
Obviously, my mother felt these changes too. Although she dated from time to time over the years, she never met anyone she wanted to marry. Now, since all her children have grown and moved away, she has become more depressed, and I often hear her crying in her bedroom sometimes at night. When I learned that I had been accepted to the same college from which my sister Betsy had recently graduated, I became even more anxious about leaving my mother alone. Jackie has said that she would rather stay at home with her mother, but her job often requires her to work late, so she has little time to spend with her mother at home.
Of course I have mixed feelings. On the one hand, I was very happy to see my sister again. She got a good job at an advertising agency and bought an expensive three-bedroom apartment close to the university. She offered to help me pay for my studies and even got me a part-time job at her office. Although we had seen each other from time to time over the years, we had never spent much time together, so I was really looking forward to spending time with her.
The night before I drove to the States and moved in with my sister, I went to bed early after a tiring day. Jackie was at work, and although it was my last night at home, I was tired and fell asleep early. I spent most of the evening with my mom and had a few glasses of wine with her, but that made me sleepy. I knew Mom would probably finish the rest of the wine, so I wasn’t in any particular mood to deal with her depression.
I don’t know exactly when, but I woke up with the urge to pee and walked down the hall to the bathroom. After that, I decided I was hungry and wanted to go to the kitchen to see if there was anything I could snack on before going back to bed. I passed by my mother’s bedroom and I thought I heard her moan in her sleep. I was worried again that she would cry, especially after I left, and I couldn’t let it go and I decided to go in and talk to her and try to reassure her that everything would be okay. I opened her bedroom door, fully expecting to see her crying on her bed, but instead I got the biggest surprise of my life. For a moment I was stunned and motionless. My mother was completely naked, lying on her back with one hand fondling her breasts and the other inside her pussy. The moans I heard were coming from her bedroom and were clearly due to her self-pleasure rather than disappointment at my leaving. At that very moment we seemed to notice each other, but all I did was turn around and run out of her bedroom without locking the door. I ran up the stairs to my room as fast as I could and fell on the bed feeling like my head would explode. All I could do was watch my own mother fingering herself and caressing herself the way she would pull her nipples and fondle her breasts. Never in my life had I thought of her sexually before, never for a moment thought that she might actually have any kind of normal sexual desire.
I suddenly found myself aroused and incredibly horny. The thought of being excited by seeing my mother was making me nervous. On the one hand, she is my mother. On the other, for her age, she is still a very attractive woman, with large perky breasts and very sensual dark nipples. With the image of her spread bent legs and her hands busy fucking her pussy, that image was forever etched in my mind.
I was absentmindedly stroking my cock when my bedroom door opened. Apparently none of us were used to having doors knocked on, which is what caused this particular problem in the first place. And now, I was in almost the same situation when my mom suddenly walked in with a cock in her hand.
The almost awkward feeling of standing there staring at each other happened again, only this time it was the other way around. But instead of me running from my room to her room, my mom came in, closed the door behind her, and stood there, staring at me.
There was no point in trying to deny what I was doing, or denying the fact that I was clearly aroused by what I was seeing. I’m not sure…what’s going to happen next. I’ve never seen that particular expression on my mother’s face before. To be honest, it’s hard to really describe it with any certainty. Maybe “energetic” is one word, but “borderline crazy” is another. Among other things, it’s clear that she’s struggling emotionally herself.
“I would come over here and apologize to you for what you saw me do,” she began. “But of course, there’s really no point in doing that because I see you doing the same thing yourself.”
I was still a little shocked by this strange occurrence, and although I had removed my hand from the penis, it was still standing erect and even shaking slightly, and I immediately realized that my mother was now looking directly at it.
“I always wondered if you would be as tall as your dad,” she said curiously, surprising me. “I must say, you could easily do it, if not bigger!”
Mom walked into my room and sat down on the bed next to mine. She still didn’t take her eyes off my erect cock and kept talking about it as if it was the most natural thing in the world at this point. But at this point, I barely noticed it because I was now seeing it up close and personal. Mom, apparently in a hurry, came into my room wearing a loose robe. As she sat down on my bed, her robe opened up, leaving one of her solid, full breasts clearly visible. She didn’t even bother trying to cover herself up, although I’m not sure she realized at first that one of her breasts was sticking out of the robe.
Before I can say or do anything, my mother reaches out and suddenly grabs my hard cock. She almost looks like she is in a hypnotic state. It’s scary, to say the least, if not downright bizarre. So much so that I’m now scared to say or do anything but just let her keep touching me, thinking that while she’s playing with my cock she’ll suddenly realize what she’s doing to it and then she’ll never care about what she’s doing. Trance, let go of me. The thing is, it feels good.
“Mom?” I said, my voice so soft I even wondered if she had heard me the first time. So I said it again.
“Mother?”
“Shush!” she replied almost as calmly as I had spoken to her. The way she did it reminded me of the times when I was a little boy and whenever I cried she would “hush” me up and try to console and calm me down, just like she does now. Only now, I’m not the little boy she used to be when she used to say while we were in the bathtub, “We need to wash your little things now too,” and the things she’s holding and playing with aren’t “little things” at all. It’s the same now.
The fact that I was enjoying the fact that his hands were touching me and playing with me made all sorts of crazy delicious thoughts run through my mind, all of which were running through my head because I knew this was wrong, very wrong, but I didn’t want him to stop doing it. In fact, I wanted so much more!
Throughout high school, although I dated, I only touched another girl’s boobs once, and that was in the dark, in the cramped backseat of a car, and while the arousing experience wasn’t exactly what I thought it would be since I never got a good look at her boobs, let alone anything else. Although we “fucked” like crazy once or twice after that, we never felt each other up except through our clothes, so even the touch of my own mother’s hand was comforting. This is all first time.
On top of that, of course, her firm, full breasts were so clearly in front of me and so easily within reach that I did so without really thinking, half expecting that my touch would draw my mother away from the orgy she was experiencing and put an end to this disgusting little depravity we all find ourselves succumbing to. Instead, as soon as my hands touched her soft flesh, she moaned and the next moment she bent down and took my swollen cock completely into her mouth.
“Oh…fuck!” I said through gritted teeth. I had never said “fuck” in front of my mother in my life, not even when I was angry. Now saying it feels not only appropriate but almost beautiful, because the way her lips felt when she sucked me, and the incredibly teasing feeling of her tongue when she licked and tickled my ultra-sensitive cock head, let me fly into oblivion.
I continued to massage her breasts, tweaking her erect nipples and getting little moans from her. Her excitement was at its peak and mine was certainly too, so when she finally stopped licking and sucking me and stood up and took off the robe she was wearing, I said nothing, I no longer cared about what we were doing and that it was probably going to happen. It’s the wrong thing to do, but you still want it to happen.
Mom sits me down next to her, reaches between her legs and touches herself, then withdraws her fingers and offers them to me to taste. I hold it exactly the same way as the spoon she once used to make chocolate pudding for me, and clean the essence of the juice off my fingers just as I did off that spoon.
The next words out of my mouth surprised me because until that moment I had never really thought about it, or what effect they might have had on her when I said them. “I’m still a virgin,” I said. And then the warm, silky feeling of her pussy sliding over my cock made that little message seem insignificant.
As silly as it sounds, I was so nervous and confused about what was going on that I was more likely to lose my erection than experience premature ejaculation. Mom definitely knew what was going on, gently guiding me and giving me words of encouragement until the sheer sweetness of her pussy took over and brought my cock back to its swollen state, I swear it was even more swollen than it was before.
“Fuck me, Jack. Fuck me harder!” she begged and the next moment I was pounding into her as hard as I could, grabbing her ass with both hands and thrusting my cock into her from below in a piercing way, and she went all in. Attacking me from above, fucking me with her cock.
In a way she’s not my mother anymore.’ Not the one I know, anyway. This is a sexy, exciting, sensual woman with no inhibitions who wants to be pleased and knows how to get it. The feeling of her body pressed against mine was amazing, and the way her breasts formed in my hands as I squeezed and fondled them was very sexy and definitely far beyond anything my mother would have done or been capable of. No…this was a woman full of fantasies, a woman of dreams that never came true. However, this one is!
“Let me know when you’re ready,” she said. “I want your seed, but not in my pussy, but in my mouth!”
After a few seconds, we set ourselves up in the usual “69” position. Although I had never licked a woman’s pussy before, I had imagined hundreds of times what it would be like. I had actually once heard a conversation between Betsy and Don where she was telling him how much she loved to lick her pussy, so this had become a big fantasy of mine, but up to this point, a fantasy yet to be realized.
I may have lacked experience, but my enthusiasm made up for it. That, and listening very carefully to the pleasure of my touch, to learn what my mom liked to feel, and how she responded to some things I did to her pussy and not others. Giving her clit quick, soft butterfly licks with my tongue seemed to be one of her favorite things. So I continued to do it regularly, although I would alternate licking it and then gently capturing her clit with my lips and sucking softly.
“Oh, Jack! I haven’t cum like that in a long time!” he purred.
Just hearing her say that made me want to go harder. However, I was so intoxicated by the taste of her pussy that all thoughts of my own orgasm were so far away at this point that I didn’t even care if I came or not. Now, hearing my mom’s moans and groans of pleasure as I continued to lick and tickle my mom’s pussy with my tongue meant more to me than anything I had ever imagined or imagined before.
“Oh fuck Jack! Now, please! Let me cum, honey, let mommy cum!”
I reached down and found one of her breasts and began pinching her nipples, just as I had seen her do to me when I had first sneaked into her bedroom. Combined with that feeling, and the way I was now sucking her clit as if sucking on her nipples, it was enough to send her over the edge. Mom was completely soaked, which I had not expected and was totally unprepared for. I know that women get “wet,” which is the natural lubrication that makes orgasms possible, as I have learned through various means. But I don’t know of few women, nor do I know anyone, who actually scream as much as she did. I almost drowned in the first waste of her feminine cum, but as soon as the shock of what she had done wore off, I began drinking from her pussy like a man and found that there was not enough warm sweet pussy left, the juices came to support me.
When finally she got too sensitive to let me continue, Mom pulled away from me, forcing me to stop lip locking her cunt. She got between my legs and began attacking my cock with equal vigor, and I knew she would soon suck every ounce of fluid out of my cock.
The sound of my mother sucking my cock was indescribable. She attacked it like a starved woman, and in a way, she was. But really, the almost guttural sound she made as she “sucked” the head of my penis had the desired effect on me. After a few moments I felt a stream of semen burst from within my testicles and rise up the shaft of my cock.
