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Now it was Friday night. "This will be something special," Marv had promised. I couldn't imagine how it could get any more special than it had already been, but he told me to wait, just wait. "Winnie likes it in the ass," he said.
She laughed out loud at this. "I don't like it in the ass half as much as he likes giving it to me there. And as for taking it up the ass, ah-huh, well, that's it's a tossup as to who likes it there more." I had often fantasized about fucking a woman in the ass, but had never actually done it. Jo had been willing to consider it early in our relationship, but had we had never gotten beyond talking about it. She was afraid it might be too painful, and I had some issues with hygiene. "Show us," I told them.
Marv lovingly undressed Winnie. He kissed her long and hard, then moved down to her nipples. Five minutes later, she was arching her back and scratching long, red welts on his forearms. He traced a line of kisses down, down toward her pussy, then spent a good while tonguing, then sucking her clit. She was gasping as he raised her legs over his shoulders and inserted himself into her, then held still without stroking. "Ready, honey?" he asked.
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He pulled out of her, and she positioned herself on hands and knees. I handed him the tube of lubricant he reached out for. Now he was gently massaging the valley between her ripe, round buttocks. He inserted a finger, then two, finally three into her rosebud. Her sphincter stretched and opened up as he rotated his hand, then slowly withdrew it. "Ready, mate?" he asked. "Check, mate," she answered.
He gradually pressed the head of his cock into her ass, rocked back, then pressed in again. Her opening dimpled, then yielded. "Here we go, baby. Sliding past the ring. Shooting the rapids now." He was all the way in, pumping in and out, seemingly in slow-motion. The sight of his hard dick slowly disappearing into her backside then reemerging coated with gleaming lubricant was almost more than I could bear. Jo had moved in for a close-up look.
"I'm going into lecture mode," he said. "I expect you all to take notes. Look at how gently I press in. The friction, and much of the sensation comes from the out stroke, just the opposite from cunt fucking. The ass is considerably more fragile a vessel than the pussy, and it needs special care." There was a faint pop as he pulled out of Winnie's ass. He pointed at me. "All right, demo's over. Cal, your turn now. Final exam time."
I was hard as a rock and Winnie's round, stretched asshole was beckoning, pulling at me like an electromagnet. There was a glistening drop of something (lube? come?) quivering at the crimson-rimmed entrance. I stood behind her and rubbed my hands over her lush cheeks. Holding on to her hips, I placed the tip of my dick against her innermost gate and gingerly pressed forward.
It was surprisingly easy to slide in. The sensation was almost like being inside a pussy, but tighter, and yes, somehow smoother, with a gently rippling texture. Like slipping into a silky, ribbed velvet tunnel. Fucking a silk-lined tube . . . a tube whose function was passing foul-smelling feces and noxious gas . . . yes. Yes! Then Winnie clamped down hard on my dick and I almost passed out as I came.
While I had been otherwise occupied, Marv had been instructing Jo in the theory and practice of ass fucking. "The side-by-side spoon position is the easiest and most gentle for beginners to receive in," he was saying. Winnie had her arm around me and was nuzzling my neck as I watched Marv inserting into Jo's ass, then comforting her as she winced.
"There, that's better now. Once I'm past the ring, all you feel is a gentle stretching, and possibly a mild burning sensation. I'll finger your clit while I'm in you." Jo's face relaxed, then she closed her eyes and her lips settled into a faint smile...
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