Her First Anal Sex

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When she got the message, she crossed the line into utter abandon and wildness. What she did then I've recalled to memory night after night ever since then, as my own sensual lullaby before I fall asleep. She got on her knees and thrust her buttocks really high in the air, and arched her back as far as she could go. Her head was buried in the pillows, and she was pushed all the way up to the head board of the bed. She got in this position so quick, that in the time it took me to get behind her, she was already quivering from head to toe and making sounds like she couldn't wait any longer...with a bit of the sob still in her moaning voice from when she was crying. I was out of control myself. Those two giant globes, so big...I was overwhelmed. I entered her and tried to keep from coming right away, so I went slowly. Eventually I got my cum-muscles under control and proceeded to heavy thrusts, as my hands wandered all over those wonderful spheres of hers, up so high in the air they were up against my chest. Eventually my groans joined hers (not as loud, though), and I came, and I came huge. I shot myself dry, getting that feeling that the cum-muscles kept pumping until every last trace of cum was sucked out of my body. Oh, it was great...

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She offered me a foot massage with some special massage oils. During this I reached over and gave her a passionate kiss. A little later she got up to get some tea, and I followed her to the kitchen. There I embraced her standing up, and we kissed some more. And at last I put both my hands on the prize that I couldn't stop thinking about, that large, round ass. It was so firm as I explored the way it rose as two mounds from the bottom of her back, the way it curved in to where it joined her thighs, and the "cleavage" that her two buttocks formed. Meanwhile her large breasts were spilling onto my chest, and it was heaven. We headed to bed, but Margo was getting a little funny about the issue of sex. She thought it would be a good idea just to sleep together, and I was dying inside. But what she said and what she wanted appeared to be two things. In bed I kept trying to sneak my hand under her nightie, and she repelled me...but as soon as I moved my hand away she gave this whimper of desire suggesting that she wanted my hand. This oscillation got more and more manic as it led to me fingering her pussy, and her being alternately discouraging and encouraging. Like I said, she wasn't quite my type, and it was a little weird, but this "devil made me do it" drama was getting kind of exciting! By the time she spread her legs and let me get on top and inside of her, she was actually crying tears. The cries led to moans, REALLY LOUD moans on each of my thrusts. Soon I maneauvered her to be on top, and those large grapefruit breasts hungs over my face. Speaking of crying, I felt a bit the baby myself as sucked and sucked on those nipples. After some time of this, I gave the hint that I wanted to go into the position I'd been dreaming about when I first laid eyes on her.

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"We have the same glasses frames," I said. It was true, they were nearly identical. "You're right, we do!!" she gushed with more than a little enthusiasm. And on that basis we got a conversation rolling; it was inane, making stupid small talk about glasses frames for several minutes, but there was a subtext. We were locking eyes, estimating each other sexually, and the heat was rising. I was invited to come to her house, and in fact, why not stay? Now, I was a guest of some old friends there, funnily enough, a former girlfriend of mine and her current SO, so I had to let it be known that I was going to be "taken care of" by my new friend Margo. Boy did their eyes roll. Laura, my former girlfriend, made a crack when Margo wasn't around about Margo looking quite a lot like a recent girlfriend of mine, and I knew what she meant: that big ass. I knew that Laura and Daniel were sizing up Margo personally (clearly not my type) and thought me and my "preferences" were a little kinky. At the time I was a little embarrassed, but in time I discovered that the wide-hipped woman was my personal "archetype," and discovering this made it a lot easier for me to find really compatible girlfriends. I might add that Laura was the last girlfriend i had who didn't have a big butt! It was a long drive to her apartment, and although we didn't actually verbalize that we wanted to fuck, we were caressing each others thighs. At the apartment, I let her walk upstairs ahead of me. Oh, that beautiful ass, moving side to side! Umpteen fantasies raced through my mind. Pulling her underwear down right there and doing her from behind. Sitting her down on the stairs and eating her pussy. Fucking her in the ass as her legs straddled three different levels on the stairs and she steadied herself with the handrails. Yeah, right...she was asking me if I wanted a cup of tea as I was thinking this. There was a whole lot of foreplay to come first.

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The lights were all green with one lady, whose name I eventually learned was Margo. In some ways Margo wasn't my typical lady: she had a huge head of hair, and huge glasses, and generally had a kind of "loud" personality and appearance. But what a body! She had large earth-mother breasts that were not hidden by the dress she was wearing. She had a nice waist the contours of which I loved feeling as we danced. Though there's only so much of a "feel" you can cop and still be polite, my hand could tell that that waist flared out in the most sensual way to a quite generously-sized ass. From that feel, and my many glances down while we were together, or when her back was to me, I extrapolated what her whole body must look like, and it was spectacular. Spectacularly generous in proportion, without being fat. Actually, I'll be honest, she was maybe a bit more filled out than she needed to be; but, call me weird, that often turns me on a little more.

June occupied the entire third and fourth floors of a
brownstone on Greenwich Avenue, not far from Tenth Street. In the
sitting room on the fourth floor, over white wine on wall-lining
sectionals, listening to some soft rock, she explained that she was
the New York office of a Scandinavian import-export firm. About
half of the third floor was offices — she had her teletype and
phones and files there — and the rest of the third floor was a
formal dining/conference room, a half-bath and a kitchen. The
fourth floor, in addition to the living room, had a television
room, a bedroom and a full bathroom. (more…)

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In a way, that was how June and I got to know each other. She overheard me talking with Jimmy, one of the other long-time customers. He was surprised at my equanimity when a newcomer had cruised me. Jimmy told me what a lovely way it was to decline. I told him it was simply the truth. Amazing, isn't it -- that faggots should find the truth just as lovely as we unrepentant straights do? Golly, maybe they're almost human. June was decidedly female. She was only about five feet tall, with jet black hair in a pageboy cut framing a rounded, pretty face. Her black eyes, behind her eyeglasses, were wide for an oriental and if there was a fault to her face, it was that her lips were a bit too generous and lush. Some fault, huh?