My First Time Trying Anal Sex

My First Time Trying Anal Sex: Discovering New Desires

Hello, naughty ones. It’s funny how memories pop up out of the blue. Like now, for instance. Here I am, thinking about my first time trying anal sex.

So who took my anal virginity? A guy named Zach. We met at a mutual friend’s party many moons ago. And I remember being immediately attracted to him, physically, and the edgy vibe he gave off. That said, we quickly became friends, often spending late nights talking about everything and nothing.

Another thing I liked about Zach was how open he was about his sexuality. He identified as bisexual, which, in retrospect, intrigued me more than I admitted to myself at the time.

My first time trying anal sex with Zach

One night while we were chatting and cuddling at his place, as we often did, Zach asked me a question that was laden with possibility: “Have you ever been curious about trying something different?”

“What do you have in mind?”

“I want to try anal with you,” he said, his voice low and husky. “And I think you’ll enjoy it, too.”

I was definitely intrigued and a little apprehensive. And I suppose I’d always been slightly curious about anal sex up until then. But I had never broached the subject with any of my male lovers at that point in my life.

Why not, you ask? Well, I was very naïve back then, and I figured they wouldn’t be interested simply because they identified as heterosexual.

Yeah, I know. But live and learn, right?

Moving on, I remember I nodded, unable to say, “Yes, I want my first time trying anal sex to be with you, Zach.” And Zach’s eyes sparkled mischievously as he took my hand and led me into his bedroom.

The atmosphere was charged with anticipation as he undressed me, then himself. Then he guided me onto the bed, positioning me on my hands and knees in front of him. I felt exposed, vulnerable, yet thrillingly alive. His touch sent shivers up my spine as he kissed me deeply, and his hands roamed over my body.

Zach kissed his way down my spine, his hands caressing my hips. And I watched him reach for a bottle of lube from the nightstand and spread it generously on his fingers. “Relax,” he whispered, his breath warm against my skin. “Trust me.”

Zach made my first time trying anal sex memorable in the best way possible

He gently probed my ass with a finger, then two, preparing me before he replaced his fingers with his cock. He pushed in slowly, allowing me to adjust to the intrusion. The sensation was intense, a deep, consuming pressure that bordered on pain but quickly morphed into exquisite pleasure.

Then one of his hands slid between my legs, finding my clit, and began to stroke it softly. The dual sensations overwhelmed me, pushing me toward a pre-orgasm high I’d never known existed.

I moaned and began to move with him. Each thrust sent waves of ecstasy through me, and my body trembled with the intensity of it all. Zach’s pace quickened, and his own moans blended with mine. And as he continued to move inside me, he leaned forward, his chest pressing against my back. His hands slid around to cup my breasts, his fingers teasing and tugging at my nipples. The added sensation was electrifying, sending shockwaves of pleasure through my entire body. He alternated between gently squeezing and pinching, his touch perfectly synchronized with his thrusts.

The feeling of his cock buried deep inside me, combined with the way he played with my tits, was overwhelming. I could feel the tension building. Each movement, each touch, brought me closer and closer to the edge until I finally came. Then Zach came, and we collapsed onto the bed, breathless and shaking.

“How was that?” he panted, his voice tinged with satisfaction.

“Amazing,” I whispered, feeling a sense of liberation I hadn’t known I needed, thanks to my first time trying anal sex.

That night with Zach was a turning point for me. It wasn’t just about the physical pleasure, though that was incredible. It was also about discovering unique passions and realizing they should be embraced, celebrated, and never feared.

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