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Anonymous
@confessions
18 Sep 2014 5:43AM
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CONFESSION:

A long time ago, but not too long that I can’t remember it, I had an affair with one of my step-mothers. I don’t know which number she was, as my father never told us about some of his wives, but I do believe she had been wife number four and number seven at different times.

She had waited for the right moment to begin in earnest. There wasn’t much but “accidentally” left open doors and some “oops” nudity during the first marriage. Enough to make me curious but not enough to be inviting to trying something.

During the second marriage is when things went full blown. By this time my father was not able to have sex at all because of medication he was taking that left him impotent. When he was away she’d play and play often. It wasn’t odd that she’d have a couple male (and some female) friends over for the weekend, all of them holed up in her room, while the stench and sounds of sex came from within.

The years between marriages hadn’t been the best to her. She was never quite hot to begin with but she had some looks. During the first marriage she was skinny with small tits and what could be considered a bigger ass for her frame. When the second marriage came around she had been doing drugs and living hard for awhile and had acquired a bit of a paunch. Her ass didn’t look as good with the paunch, and her small tits were not nearly as firm as they had been before. Like I said, not quite hot but had some looks that she’d let go a bit due to drugs and hard living. Still enough to get my young hormones going though and if you hadn’t seen her from before there wouldn’t have been enough of a difference for anyone to care.

My father was out traveling the country as part of his job for weeks on end. It ended up with just her and I in the house most of the time and she kept up with the “accidental” door openings, more overt teasing than before (she loved parading around the house in nothing but a towel that just barely covered her). I fully admit to standing at a vantage point to see through the door while her and her friends were inside, jerking off to her getting fucked. I was still at the point where I wasn’t sure if she knew or not; sometimes I was sure she knew but other times I doubted it. She never really let on either way until after we started fucking.

I’m also pretty sure she had spied on me when I was jerking off in my bedroom alone. I’d hear a floor creak or a rush of air would jiggle the door (we had really shitty doors) just enough to know someone had been outside of it a moment before. I know she had watched some of my first ever blowjob.

She had a liberal view of friends coming over, which meant that I could have girls come over to spend the night just as much as guys. I’d fooled around some with girlfriends but never really closed a deal on anything until a girl I knew came over to spend the night. Her and I weren’t a couple and were barely friends at the time but it was one of those “we know this is going somewhere, we just don’t know where…” type relationships. Early the next morning, after a smoke or two, the girl and I got to talking and I negotiated a blowjob from her. I sat on the bed, she pulled my cock out, and sucked it like a pro. As this girl was sucking me off I saw something out of the corner of my eye, in the window, a shadow or something, that moved. I looked over and saw something dart down. I caught just enough of the black hair to recognize that it was my step-mother’s head that had gone out of sight. I told the girl that I wanted to change position. I stripped naked, we changed position, and she went back to sucking my cock. I played with her tits and looked out the corner of my eye at the window. I had positioned us so that if my step-mother were to look again she’d get a perfect view of everything; my cock, the girl sucking it, the girl’s tits… everything. After a minute or two more the girl was set to make me cum and I got a bit loud. I saw that movement at the window again and did a quick glance; it was definitely my step-mother and she was watching the climax. I came in the girl’s mouth, at the girl’s insistence, and made sure she got every drop. I stood up and the head disappeared from view again.

Nothing was said until later that night when after dinner, while my step-mother and I were sitting on the couch in the den, she asked if I had gotten any from the girl. Even though I knew she knew I still had that bit of doubt that crept in, just like when I was outside her door jerking off, and I told her that I had gotten a blowjob but not revealing that I knew she had watched.

This was another thing she was liberal about: sex talk. She’d ask questions as if she were doing a paper for some sex studies class but without being clinical about it. She’d go downright raunchy when she wanted. She asked if it was my first blowjob, how it felt, did I cum in her mouth or on her tits or on her face, did I fuck her, did she rim me or finger fuck my ass… just about anything one could ask.

So I told her about it. Told her it was my first, it felt great, came in the girl’s mouth and how I was bummed she had to leave instead of being able to stay and get/do more. As I told her all of this I was getting hard again, thinking about the blowjob, and the fact that my step-mother was in that damned towel wasn’t helping matters. I didn’t realize at first but she was getting closer to me on the couch as I was telling her. Around the time I got to the part about being bummed that I wasn’t going to get anymore for awhile she was almost on top of me, which is when I noticed. I noticed that she was so close to me that I could feel her tits, small as they were, brushing against my arm. I swear I could feel heat from her pussy emanating onto my thigh. I looked over at her and saw that that damned towel was undone just enough so that I could see down it at her tits. The hard-on that I had got harder, which surprised me, and I knew there was no hiding it as the bulge on the front of my pants was just too noticeable.

As I stared at her tits, finally silent, I felt her hand move onto my bulge. She was alternating between light and hard strokes over it, driving me crazy. She caught my attention and I looked up at her face. She confessed that she had watched through the window and it turned her on to see me getting my first blowjob. While she confessed this she undid my pants and put her hand into my underwear, stroking and squeezing my cock. I sat there staring at her face, relief and shock vying for control of my mind as at least one secret was out in the open.

She then pulled my pants and underwear down and off, straddled me, and played with my cock, jerking it. She told me that she knew I’d been jerking off outside her bedroom door, that it turned her on to know I was watching her get fucked. As she told me this she moved the head of my cock to rub the outside of her pussy. She moved in and kissed me, full on tongue. When she pulled back she discarded that damned towel then whispered into my ear, “You don’t have to wait too long have some more…”

The last word had barely enough time to linger in my ear as she grabbed my cock and put it inside of her. She used her hands to push me back onto the couch, kissing me as she took the rest of me inside of her. She was riding hard but slow, deliberate strokes, showing me a good time while also getting herself off. After the initial shock of what was happening wore off I got into it and kissed back with the same passion she showed. As she was getting closer to climax she started riding faster and harder, letting out moans. I could feel my own climax building and told her so. She told me to cum inside of her and as I did she grasped me tight, shivering. As I emptied the last of what I had she fell into me and panted, shivering more. I asked if she was alright and she responded yes, but that I wasn’t done. She “may have cum once but once isn't enough”.

We lay there on the couch for a bit, had a smoke, then she took me to her bedroom. She lay down on the bed, spread her legs and told me to eat her. I was apprehensive, as I had never done so, but knowing that she’d guide me. I kneeled down and started licking her. She tasted quite good and I didn’t even care that I could taste myself and my cum in her. All mixed together it tasted great. I took her directions as I ate my first creampie and soon enough she was cumming. She made me go one more time, this time adding in eating her ass, and she came once more all while directing me to how she liked it.

When I stood up I was hard again. She pushed me onto my back on the bed and started sucking my cock. After a minute or two she stopped and asked if she was better than the girl from before. I told her it was no contest. She retorted, “You should bring that girl back and I’ll teach her how to really suck a cock” before returning to doing so herself. I was getting close to cumming again when she stopped.

After wiping her face off she came up, kissed me again, and said it was time for me to fuck her right. She moved onto all fours and told me to fuck her from behind. I moved up behind her, trying to get my cock in, when she reached behind and guided me. Her pussy felt like an even better heaven from this angle and I started pounding away as soon as I got a groove going.

A couple minutes later I was cumming inside of her again, deeper this time. When I had finished I popped right down to eat her again. It had tasted so good mixed together before I wanted more. I had better access to her pussy and ass this time with a far grander idea of what she liked and ate her like she enjoyed. She came once more and we took a bit of a long break.

After resting, making small talk and having a few smokes she said me she was going to be direct with me. She told me she had wanted to fuck me for a long time but held off until I had done something with someone else first. She said she was trying to wait until I lost my virginity but couldn’t and settled for the blowjob I had gotten. She had hoped that I’d take advantage of the two of us being home alone all the time, what with my jerking off to her getting fucked, but got frustrated that I never worked up the nerve to do something.

Then she gave me a choice; we could make this a one time thing and be done with it or we could continue. She told me that if we continued she’d make sure I’d experience things most people would spend their lives regretting not doing or trying to attain. She countered that it might be best if I did seek those things out myself in my own time. She admitted that she wanted to keep fucking and to show me the wide world of sex.

I didn’t hesitate to tell her that I’d love to keep fucking her and I’d be more than willing to do whatever she had in mind.

Over the next four years, the length of time that her marriage to my father lasted from that point on, we fucked almost daily. She was or had introduced me to my first everything. She was my first anal, my first facial, my first fisting, my first golden showers and my first pegging. She introduced me to cocksucking and getting fucked by men.

That girl that had given me my first blowjob? She was part of my first threesome with the step-mother, after a little liquor to loosen her up to the idea of fucking my step-mother as well as myself. The step-mother taught her how to eat pussy just like she had taught me. She showed the girl how great getting her pussy ate was. She also taught her how to give a superior blowjob, just like she had said she would.

Threesomes, foursomes, and more. Just about everything under the sun she was a part of the first of.

And the seconds, and the thirds, and the fourths, and…

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Anonymous
18 Sep 2014 9:44AM

Jesus, what a household! Thanks for sharing, though..............

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