More of the his story with Ann…
I was young, Ann was a woman, and as she had told me that first night, volunteered it in fact, she would do whatever I asked, anything at all. I gathered my courage to ask her to take me in her mouth, and again, a second time while she was on her floor, she told me she would always do anything I asked. I came in her mouth a second time.
I discovered I had a weakness for fellatio. Must be genetic. Most men suffer from this kind of insufficiency, that’s what women say. And she kept her word. I mean she really kept her word. Whenever I asked, even after we broke up.
Now serious again, why? Why did she continue supplying her sexual favors even after we were quits? First, we’d have to ask her, but my guess, she was a hurting human being, completely out of touch with real feelings, with love. Yes, she was connected to her sexual feelings just fine.
And she encouraged me to be selfish, to be bad that way. And I’m a pretty fast learner. I’d come to see her, say hello, we’d get on her couch, it was almost a bed, soft, really comfortable, we’d kiss for a few minutes, either she’d get on the floor, elbows on the couch, I’d stop and stand up to take down my pants, or we’d get up and walk into her bedroom. But she knew where she was going to end up when she opened the door, she knew what I wanted, so their was no real conversation, only hello, how are you, that kind of conversation.
She taught me I could enjoy fellatio. And I did. A couple of times on campus but mostly in her bedroom again and again.
Ann wanted to talk. Not talk instead of satisfying me. She wanted to discuss sexual politics, and who knows, maybe she was right, except I didn’t want to talk, not just then. I wanted to come in her mouth. This is the woman who taught me how to face fuck, so no, I didn’t exactly want to talk.
And so without asking permission, she’d follow me, we’d both disrobe. Unless I was staying, Ann only took off her top. Blouse, bra, almost always. I don’t remember her doing anything else. If I had asked she would have, and she was sexy, incredibly so, just as she was, even as old as she was. No doubt that was the drugs she took, some really bad stuff. From a pharmacy. All legal. Prescription. Possibly she needed them too, I don’t know.
I’d drop my jeans, pull down my underwear, and sit on a couple of towels Ann provided, then she would kneel down. Usually I held on to her head. Sometimes I’d hold her shoulders or back, or her breasts. At first I tried to be courteous, to not to go too fast, that didn’t last long. She had taught me how to “face-fuck” her.
She had said she was concerned that I was lonely. I was. And when we met, yes, I was backward. True enough. She was good at this except, apparently, she thought she was a coed. She wasn’t. She was smart, yes. She was graduating, yes. She was a lot of things but she wasn’t an ingénue. She just wasn’t Besides, how many ingenue’s teach their date about face fucking?
She was near graduation from business school, she was already working, negotiating labor contracts for various unions. The thing is, did she actually need that business degree? Yes, she was an excellent negotiator. She took all those courses, but did she need those courses? I don’t know. I do know she never negotiated with me, not in bed, not that I can recall, maybe it was part of her plan, to always be swallowing my ejaculate, otherwise I don’t know. Maybe that was her plan. She liked me, I assume she valued my youth, my inexperience.
But whenever I asked, literally whenever, wherever, she gave great head. I was 23, a college kid. She was about 35, maybe 38, and she gave me great head. At school she pretended, maybe even believed herself, to be this great woman, this intellectual lady focused on power for women, on women’s rights. Well okay, but she swallowed pretty good too. And that’s what I liked about her.
In any case I didn’t understand sexual politics then, and I’m still not sure I do now. I’m not sure any man does. So I let her have her career, I went to, I think, two lectures. Lectures on union leadership. Well attended lectures. Except, ah, she was pretty close to being a mobster. No, she didn’t carry a gun, not that kind of mobster. But, ah, out of bed she wasn’t that submissive. To me, for me? Yes. But not to small business owner’s with union workers.
She had small breasts. Sometimes I would hold her head, sometimes her back and chest, giving slow gentle clues congruent to my pumping. Other times I would just hold on to her breasts and she gave me a great deal of pleasure.
I was young. Some nights, while I was officially dating her, we broke up but I liked her taking me in her mouth so I continued to come by for that, because I would be staying the night I’d be naked. I’d sit on the side of her bed, with some towels, and she would wear a negligee she liked. I would peel it back so I could cup her breasts in my hands and we would do our back and forths. I was young. Some nights we did this for hours, of course with me resting mostly, and while she waited for me to recharge she’d turn around, facing the TV. At these times she would rest her head against my ball sack, but I never worried about the effect this might have on the European Common market’s recent crisis. She was careful, so was I. In bed she was a pussy. Yes, out of bed she was a hungry tiger, but in bed she was a pussy. So I was safe.
She had a remote, they weren’t so common then, but she had one. I’d use that to turn the TV off when I was ready again.
I’d just take my pants down, sit on her bed, while she took off her blouse and bra and then she would kneel down, letting me guide her as she began to suck me off. If I wanted preliminaries that was fine, anything I asked for she did. But after I broke up with her our bedroom habits changed somewhat. Complicated.
Only if I stayed, while I was waiting to recharge would she completely disrobe and if I needed it, usually I did, she’d wash me very gently with a wash cloth and I’d gently pet her head or we’d talk and I’d rub her breasts, stimulating her and she’d want to take me in her mouth again. And if we weren’t getting along, which was frequently our situation, once I was sated I’d thank her and leave. She didn’t like that. No fun for me either.
I suppose I should make this clear, she both encouraged me to be like this and simultaneously hated me for it. I had never done this with other women, of course when we met I had never had fellatio. Once I discovered this, well, that was it, that’s all we did. Selfish. Call it whatever you want, that’s what I was, selfish. As we got to know each other, it became clear that we disagreed on many matters but I could stop all arguments by taking down my pants and un-zipping, or by simply asking her to take me in her mouth. She hated me for being selfish, but that’s the kind of relationship she had worked to create and that’s what we had. I never asked her age, my guess, she was 35, maybe 40. I was 23.
So Ann was a brilliant woman, known in the city for certain civic achievements, but their were limits. Her neighbors saw my car, we weren’t invisible. Once or twice her neighbors banged on her door.
But whatever else had happened that day, when I came to her home, I had only to sit on her couch or go into her bedroom and sit on her bed. Then, as soon as she knew, when she saw me reach for my belt or even if I just opened my fly, she would take off her top and get on the floor. Usually she took off her blouse and bra, she had small breasts but I very much enjoyed the feel of them pushing up against my legs.
Ann taught me stuff. That Saturday morning when I had come over and she wasn’t expecting me, that was a serious learning experience.
I had just came over for the sex, we had a scheduled date that afternoon, but I wanted to get sucked off that morning and her house wasn’t far from school. So I just came over, I never had to ask. She saw me, she knew. That’s the way it was. But she had work clothes on and had been working in her yard, I think she had been gardening, and she was sweaty, like any other hard working person. But still, seeing me, she asked me if I wanted her and getting a yes she took me into her garage, closed the door and sat very low against the wall, asking me to help her brace her head and shoulders against the garage wall, by putting some pillows behind her head, I had to run in to her house to get them, the neighbors may have noticed, in some ways we were pretty open. Though if I had to guess I would say no, that they had no idea what we were about to do in her garage. I put some canvas mats down for my knees. Her head was about a foot above the garage floor, and she motioned me to come close. I adjusted the mats and came very close. I straddled her and took her very quickly. No further instructions were needed! Both of us rested and then I put my dick in her mouth again. That was it for gardening. We went inside, showered together, and she made me lunch and got ready for our afternoon date.
Our relationship had just started, for us this was a typical date, it was Saturday morning and I had just shown up. Besides this is what I wanted, see, I’d never straddled anyone before. Maybe she wasn’t coy but it was still a lot of fun and for her, directness was both becoming and feminine.
After that day we did a lot of straddling in her bedroom, at least until I discovered this position was somewhat rough on her. Of course I liked it, I liked it plenty. This was what she had taught me that morning in her garage. I could never tell if she liked it, I’m not sure of this, possibly she liked that it was different. A plus, it wasn’t rough, apparently some of her past boy-friends had been rough. I thought that at first. Later I decided it might have been just something she knew, that she did it because she was practiced at it or perhaps being in that position reminded her of a past partner. I never asked. I only needed to thrust for a few seconds, a minute at most. I don’t recall if she always swallowed or not, I mean she swallowed, but I never noticed.
Later, with other girls, I began to notice such things.