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Closest Pal Turns Into Skilled Expert

By chance, one of my closest friends became my superior.

Spankmasters
May 25, 2024
4 min read
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Best Friend to Master
Best Friend to Master

Closest Pal Turns Into Skilled Expert

It all began one day during holiday when my long-time pal called Andre changed from being my best friend into becoming my dominant.

To provide a bit of backdrop, I am 21 years of age, stand at about 1.64m, fairly slender, and have dark brown hair that was near my shoulders. I've always been somewhat feminine, have never been with another man, yet always considered it as an alternative, and secretly relished dressing in my roommate's attire. A certain submissiveness has been ever-present inside me, and I've constantly imagined someone dominating me and treating me like the girl I carry deep within, however, never thought it'd go beyond imagination - mere daydreams everyone possesses but rarely act upon.

We were enjoying the final days of our vacation time, so we made a decision to spend a day at a small family-style accommodation with a pool that had a view, which was owned by a buddy of mine. There were seven of us in total, nevertheless, the only person relevant here's Andre. Let me offer some details on him: 24 years of age, 1.90 meters tall, short hair, narcissist, and while not muscular, he keeps himself fit to enjoy a healthy lifestyle and is fairly good looking. He's slightly reserved, therefore, of all people I recognize, he was the ultimate last option to undergo what we experienced.

In the beginning, we did not design or even consider dipping into the pool; therefore, none of us brought appropriate attire. But after a few libations, we determined to enter the pool, subsequently we were all left in our undergarments. Consequently, when it came time to swap into dry articles of clothing, everyone pulled off their underwear combined with their moist clothes. In other words, I was in shorts with zero undergarment. Once it was time to call it a night, we divided into three rooms, and since I was one of them, I ended up staying in the same room with Andre. The room was below the norm in size, yet it provided just a single bed, thus, we had no choice but to sleep close together. Without speaking much, we lay down, and because it was warm, I discarded my tee-shirt, and so did he. Wanting to mention, while we neglected pajamas, our nightclothes, both of us simply extinguished the lights and slumped down.

An interesting tidbit concerning me is that I constantly sleep with my face in the same direction - to my left. Fortunately, he did the same, thus, he ended up behind me and exceptionally close because the bed was smaller than usual, and we had to squeeze together.

In the event that alcohol had something to do with it, I started to think about him taking me roughly as he called me his woman. Unexpectedly, being a bit more blithe, I pressed back a bit and rubbed his dick using my buttocks. At that moment, I was so aroused that I was going to detonate, thus, being more daring, I inclined slightly, permitting me to kiss him. While doing so, I experienced his hand start to decrease my trousers and massage my buttocks, however, before anything else took place, I voiced that I desired to continue, yet zero penetration since I had not been prepared. So, he whispered secretly so as not to rouse anyone else, "It's fine, although you must assist me in getting rid of this arousal."

"Can I help by utilizing my mouth?" I replied.

"Appropriate, but get on your knees and inquire respectfully," he said.

Upon hearing this, I felt aroused, and I could climax merely from the heat of the moment. Mayhap watching an excessive amount of trans/sissy porn had taught me a bit.

"May I suck your penis, sir?"

"better," he said.

I began unfastening his trousers, trying to keep a steady gaze as there was sufficient illumination from the hallway to observe his eyes. Upon viewing his endowment, it seemed enormous; my 6-inch penis seemed minuscule next to it, estimated to be around 9 inches. To start, I kissed the head a tiny bit before incorporating it fully within my mouth. It initially required some time to acclimatize to the situation before I grasped the method to prevent my teeth from irritating him, and before I knew it, I was unobstructed. I was in a state of bliss, relishing the fulfilment of pleasing him that I began to touch myself as well. In a surprise move, he grasped my hair and, utilizing a small ponytail, regulated the tempo. This moment startled me, and I felt so adored to be in his possession. The scent, the noise, the taste – everything was inebriating, and my heart could not race any faster. Soon, I sensed him climax inside my mouth, and though I gagged somewhat, the sensation of him depositing his seed within my mouth resulted in my orgasm as well.

"Let me see," he demanded.

Without hesitation, I opened my mouth to reveal my accomplishment.

"Swallow it."

And while fixing my gaze on his eyes, I willingly swallowed with a large grin.

After completing the act and reclining, we discussed our experiences. I admitted that I'd always wanted to explore a multitude of desires, including my more submissive and feminine nature. Incredibly, he was a BDSM aficionado and had been scouring forums for a submissive individual to practice his craft with. At that instant, I had discovered precisely what I'd longed for, yet the account of my first time as a sissy will have to wait for another time.

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