“Let's Be Kinky” Turns Into A Night Of Orgasmic Anal Sex

I told Michael I wanted to be kinky as we lay in bed. As soon as I said the words, he expressed interest in exploring that idea, and I knew exactly what he had in mind.

We’d never tried anal. I’d always been too skittish. I’d heard things that had unnerved me. But he told me about positive things. About adventurous women who loved anal sex.

“Well, the kinkiest thing I can think of is trying something entirely new with your loved one.” He wrapped an arm around my waist and tugged me closer.

“Such as?” I knew what he was going to say, but I was busy running all the pros and cons in my mind as we spoke.

“You could let me take your ass,” he said, tugging down the neck of my pajama top and sucking my nipple into his mouth.

A tingling warmth spread through me, and I sighed, arching my body closer to the stimulation. “I could… ” I said. “But… ”

He cupped his hand over my mouth very gently and looked at me. “Let me get us to the point where we try. If we get there and then you decide no, then it’s no. How’s that?”

I nodded, his palm still pressed against my lips.

“The first thing is to make sure you trust me. Do you trust me?” He lifted my top over my head, and my hair fell wildly around me.

I nodded again.

“Good. Step one complete.” He tugged at my pajama pants, and I willingly lifted my hips to help him remove them. Beneath the pj bottoms, I wore no panties.

He whistled, and I smiled.

“Second step is to make sure you’re good and turned on. Let’s see about that one.”

He pushed me back, spread my legs and ate me heartily. His mouth devoured me as his fingers skated up and down my thighs, my calves, my hips. He pushed a finger inside me, and when it was wet, he dragged it back to push it into my ass. He moved slowly, and his mouth was making me so slick that by the time he got his finger totally in my ass, I was holding my breath and hoping he’d slip in another.

When I came, he kept going, lapping up the juices he’d created with his initial efforts. I tossed my head, thinking the sensation was too much at first, but the sensitivity morphed into pleasure and I found myself clutching his hair and moaning as another orgasm struck me. He slid a second finger into my ass. It went in easily, and I sighed at the new pressure I’d never experienced fully before.

He licked at me until I groaned, and then he said, “Spread your legs more.” His fingers came out of my back hole, and I whimpered. Michael covered me with his big body, dragging his hard cock back and forth over my clit and my wet hole until I was literally begging.

“Please, Jesus, put it in,” I whispered, clutching at him.

He pushed into my cunt slowly, taking his time and watching my face. I raised my hips to hurry him along, but he was torturing me by moving at a glacial pace. Once he was in, he dragged his hips from side to side, his pelvis brushing my swollen clit over and over until I had my legs wrapped around his waist and was coming again.

My empty asshole thumped in time with my orgasm, the ghost of his fingers giving me phantom thrills.

“Let’s try,” I said, kissing him passionately. “Let’s try.”

“You didn’t even let me unveil step three.”

I laughed. “Which is?”

“Trusting me again.”

“I am. I do.”

“Then the final step,” he said, moving to the bedside table. “Lube.”

He slickened up his hard cock and then moved closer to me. “Cold for an instant,” he said. He pushed a thick finger coated with lube into my ass. I couldn’t help myself, I groaned and forced myself against him more. He added even more lube and a second finger. Patiently, he worked me so that it didn’t hurt and I opened for him. Then there was even more lube, and I was laughing.

“More?”

“If you think you have too much, it’s not enough,” he said quite earnestly.

When he rolled me onto my belly and kissed the small of my back, excitement filled me. I bit my lip to keep myself steady and let him position me. Then the head of his cock was against my ass — probing and pushing ever so slightly — and I was pushing back just enough to take him. When his cockhead breached that tight ring of muscle, my shoulders began to shake. He stilled.

“Just for a second,” he said. “Breathe.”

I did, and I felt my body relax. He reached beneath me, rubbing my clitoris, and in just a few strokes, I found that I was the one moving. Moving back to get him in me deeper.

He slid in slow and steady, letting my body adjust. When he was in, he bent enough to kiss my shoulder and said, “Yeah?”

“Yeah, yeah, baby,” I panted. “Go. Move. Come on.”

My cunt was pounding in time with my heart. A pleasant emptiness that was utterly new. Because all the pressure and friction was in an entirely different place.

He held my hips, firm but gentle, and slid in deeper. He moaned, and I echoed him. I moved against him, feeling every angle and nuance.

“Touch your pussy, baby. Come with me.” His voice was gruff, and I knew this experience was going to make for a quick coupling.

I pushed two fingers into my cunt — feeling his cock moving back there — feeling the slide of cock against fingers through a thin layer of flesh. I shuddered, on the edge of orgasm again. The sensation of him moving in my ass was intoxicating. It was a heavy goodness tinted with a tiny bite of pain that made the pleasure all the better.

I fucked myself with my fingers as he took my asshole. And when he got closer to climaxing, when he was shaking and making nonsense sounds of joy, I tickled my clitoris until the familiar warnings of an encroaching orgasm began to flood my system.

“Fuck, baby!” he moaned, his body jolting against me and his breath leaving him quickly as he came. My pleasure followed his, and I noticed how the rolling spasms of my orgasm felt entirely different with his cock in my ass instead of my cunt.

I shuddered beneath him, arms shaking and my body slick with sweat.

He stayed in me for a moment, just watching. Telling me how amazing it was. How it looked. How good it had been.

I stayed there, head down, smiling. We’d done it. Together. And it had been good, after all.

When I dropped down to the mattress and he gathered me close, he whispered. “So… after all this time is that on the menu now?”

I pretended to think about it, despite the fact that my body was still pulsing from doing something we’d never done before. Echoes of pleasure sounded off deep inside my body. I cocked my head, shut my eyes and screwed up my mouth, all for his benefit.

Finally, I kissed him and said, “Yeah. I think it’s safe to say that’s on the menu now.”

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