June 9, 2023

Back for Another Taste

 

My first ever experience with a shemale was one that stayed with me for many weeks that followed after. The experience with Diamond was one that was far more than I anticipated it would be, yet it left me with questions that I wasn't able to yet fully answer to myself. She was so completely passable and feminine, yet I could not deny to myself that as a still vanilla hetero guy (or so I clung to that myth), I was completely enthralled at the fact I took her cock in my mouth and loved the experience. How to reconcile those facts was something that was on my mind quite a bit in the time that passed since I had seen her. However I knew one thing for sure, I wanted to see her again.


 

It was a few months later when I called Diamond again. Whereas the first time I was nervous and heading into the unknown, this time I knew what to expect and looked forward to seeing her. We made arrangements for a visit, and on my way over, my excitement level was peaking. When I arrived she was glad to see me again as she did remember my first visit and asked to feel my hands again.

"Warmer this time, that's good!" She laughed remembering my nervousness the last time.

We sat on her sofa once again and this time she asked me if I cared to smoke a joint with her, which I accepted the offer. We both took a few puffs when she stood up and took me by my hand and led me to her bedroom. We both took turn undressing each other, her skilfully working the buttons on my shirt and my 501 levis, while I excitedly fumbled with her blouse and unzipped her skirt which fell to the floor. With my jeans peeled off my excitement to seeing her was in full glory and we stood at the foot of her bed, exchanging kisses with her stroking my already throbbing cock, with my hand gently rubbing hers under her panties. She moaned as I did this and her she cock sprung to life with speed which somewhat surprised and delighted me.

 


She gently pushed me back onto her bed and told me to get comfortable which I had no trouble doing. She then proceeded to sensually strip away her bra and panties to fully reveal herself to me with her cock dangling between her legs mesmerizing me. She slowly scrawled up on the bed and with a THC induced smile creeping over both of us, she slowly went down on me as I ran my fingers through her blonde hair and slowly thrusting my hips to meet her lips. This felt even better than the first time as I was completely relaxed and was enjoying every sensation of Diamond's mouth and my hands caressing her hair and neck and shoulders as she skilfully engulfed my rock hard cock. 

 Bringing me ever closer to the edge, I asked her if it could be my turn and she turned over and laid back on the bed as I eagerly worked my way down to her still firm cock, taking it gently in my hands and kissing the head like a long lost girlfriend. Where the first time she slid her cock into my mouth from a 69 position, this time I was not just sucking her dick, but I was fully engaged with making love to her cock. I kissed it deeply, licked the head all over, ran my tongue all up and down the shaft and caressed her balls with my fingers, lips and tongue. I took every visual learned watching pornstars suck cock and applied it best I could to my task. Diamond moaned and ran her fingers through my hair complimenting me on being "a good cocksucker". Hearing those words raced through me like electricity as I knew that what she said was the truth. I was a cocksucker now, there was no denying it now. I wasn't just sucking her she cock, I was LOVING IT!

 

 

After losing myself sucking on her she cock for I don't know how long, Diamond whispered that she needed to be fucked, and turned over to reveal her taught gorgeous ass to me. She asked me if I ever fucked someone's ass before and I told her no, I hadn't. She grabbed some lube from her nightstand and told me to go very slow until she said it was ok as she lubed her ass, then placed a condom on me and lubed me as well. She propped her ass in the air and grabbed my cock and pulled me to her and I gently pressed forward until I felt the head of my cock suddenly slide abruptly into her ass. It was such a unique feeling as to how tight it was and how different it felt from a woman's pussy. Diamond whispered, "slowly" as I eased my cock bit by bit in and out, going deeper each time, until she moaned " Yesssssssssss" and pushed herself back onto my cock until I was all the way inside her. I took her now by the hips and did what any 22yr old guy does best with a hard dick, I began to fuck Diamond's ass like an oil pumpjack. Slowly at first but increasing in tempo...

 


Diamond squeezed her ass onto my cock as I drilled into her and it didn't take me long before I was over the edge pounding her hot ass and getting ready to erupt. With a primal animal groan I emptied my balls into her as I kept fucking as she moaned loudly. I had never felt an orgasm so intense before as she lifted up and we kneeled together on her bed as my cock twitched and I stoked her some more. Feeling high, and euphoric I kissed her neck passionately and my hands cupped her breasts as she slumped into me and we both fell over onto the bed and laid together for several minutes. Up to that point in my young adult life, my two experiences with Diamond were the most intense sexual moments I had ever had and it felt completely natural to be with her as it was with any girl I had been with. I still didn't know what it all meant but I did know that I was hooked....

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