Experience Your First Anal Sex Encounter
Some years ago, I started chatting with a local man named Bill online. Even though I'm married, I dislike the deception and sneakiness that come with it. Hence, my casual encounters are scarce and mostly during my business trips.
Bill and I got along really well, so despite my usual habits, I decided to visit him one afternoon. He resided in a nice neighborhood and had a charming house dating back to the 1890s. When I entered, he welcomed me warmly, putting me at ease right away.
Bill was solo, gay, and a tad older than me. His vast experience with men was evident, and he made sure I wasn't anxious. He possessed a knack for guiding without being forceful or imposing.
This encounter felt distinct from what I'd experienced before. My previous encounters involved two guys stripping and enjoying their cocks, while we exchanged oral favors. With Bill, it felt more intimate, imbued with gentleness and even a hint of seduction in his body language and speech.
Following a brief conversation, he invited me to tour his home, culminating in his bedroom. I've never been keen on male-to-male kissing, but Bill's kiss triggered an unexpected response. The situation was exciting, so I embraced the experience and enjoyed it more than anticipated. Although it might not have resonated with a woman's kiss, it was still pleasant.
As we kissed, his hands unbuttoned my belt, and his hands caressed my hard cock. Similarly, I unfastened his belt and masturbated him. Once he pushed me on the bed, I slid my pants off and offered my ass for his pleasure. When he straddled my face and started rimming my ass, I was amazed, as I'd never experienced that before. I made my feelings known, and he devoted more time to my cock and ass.
Admittedly, I'm a hypocrite regarding butt stuff. I didn't want to reciprocate, but being on the receiving end felt great.
Following several minutes of my lover's skillful oral attention, it was time for his turn. Although I'm not partial to getting fucked, his enthusiasm was contagious. His seven-inch, slender, and rock-hard cock fascinated me. I relished in the moan as I swirled my tongue around his cock and fondled his balls. His hands gripped my shoulders, then the sides of my head as he began thrusting his cock into my mouth.
Contrary to my expectations, I enjoyed being on my knees serve him and being handled forcefully. Out of all the blows jobs I've given, I felt the most feminine and submissive. The irony was that the individual was the most un-manly man I'd met.
Paradoxically, I felt empowered too. Even though I was performing a service for him, he was at my mercy, his pleasure in my hands. Improving his arousal, he passionately requested if he could fuck me. For some reason, I eagerly responded, "Yes."
He was considerate with the lubricant and cautious. Fortunately, his lofty bedair made his cock line up perfectly as he stabilized me near its front edge and stood on the floor. Feeling his narrow, eight-inch dick in my ass was mildly painful initially, but he steadied my legs on his shoulders, gaining control and heading for deep penetration.
Temporarily, I forgot about the discomfort, savoring the moment. As he impaled me, I gasped, my entire body shaking with pleasure. Finally, he gripped my legs tightly, thrusting even deeper and harder. His prostate stimulation brought me close to climax, urging him to finish.
Sometime later, my lover became frantic, rapidly thrusting harder and moaning. Just as he was about to orgasm, he pulled his dick out of my ass and lay next to me. He delayed ejaculating, eager to penetrate my ass again, but my impatience got the better of me - I rolled him onto his back. Despite my inexperience with bottoming, I topped him and derived immense pleasure, culminating in an explosive orgasm.
We shared a passionate embrace as we both caught our breath. It was unconventional for me, and I felt ridiculously happy with myself. Regardless of my sexual orientation and the unusual circumstances, I genuinely enjoyed the experience. The pleasure we'd shared was palpable and intense, and I knew that something incredible had just happened. Thus, my husband's "don't ask, don't tell" agreement had opened my eyes to a different perspective.
After a moment of hesitation, it felt delightful. Not just how he felt inside me, but also realizing I was satisfying him sexually. I encouraged him by saying, "Fuck me, Bill. Enter me. Do it. I need to experience your climax." I matched his pace, urging him to tell me when he was about to cum so we could finish together.
His moans filled the room, and he pumped faster, eventually climaxing. He was wearing a condom, but I could still sense the pulsating sensation inside me as he viewed my orgasm from above. This moment had been the most thrilling orgasm I've experienced in a long time.
I spent less than an hour there overall, yet the time we shared was incredibly exhilarating for both of us. It was my first experience with bottoming, but the desire to experiment further was already brewing.
Although he thoroughly enjoyed filling me, he mentioned he'd enjoy having my large penis in his ass as well. I usually prefer not to be the dominant one or engage in traditional gay encounters, but after our time together, the notion of visiting him once more and topping him excited me immensely.
To be honest, after my experience with Bill, I had to reevaluate my stance on the continuum between being straight and gay. Women, their pussies, and their breasts fulfill me so significantly that I could never entirely be gay, but knowing my bisexual preference had moved more toward the center of the scale left me thinking.
This is my narrative.
M
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