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Things had been hectic, and I was looking for a way out. It had been ages since I had gone out for a trip. The little fun I used to have having was also getting too monotonous for me. I wanted something new, something different, something kinky.
I wanted to be vulnerable and feel my heart pounding with life again. You guys know the feeling when you are extremely excited. The cock just feels and looks massive with engorged veins for some reason. I wanted to have that feeling again.
So, next weekend, I planned a 4day trip to some hill station. Enjoy the cold breeze and soothe in a warm cabin with an excellent view of the Himalayan mountain range. I was all alone on this trip to cool off work stress and try something new.
As soon as I landed up in the airport I rushed to my hotel for some welldeserved nap and rest. I reached quite early in the morning, the hotel manager was really sweet and allowed me an early checkin.
The Manager was a tall 6.2 feet, wellbuilt, muscular guy who looked like he could lift me with his little finger. We had a very short conversation about where I was from and my purpose for visiting.
It wasn’t a tourist season at that point. He asked the bellboy to show me to my room and gave me some directions to local pubs and restaurants. I went into the room, stripped naked. Before I could jerk off, I slept in my room.
I had booked a nice, fancy room with an amazing wide balcony overlooking a lake. Across the lake, in a distant yet close view, was a snowcovered mountain range. I woke up in the afternoon and saw the mountain peaks through the huge slider balcony.
I relaxed for some time. I got up to get something to eat and went out to a local restaurant. I was craving a good ramen. I found a nice Korean restaurant and, to my surprise, a really cool toy shop in front of the restaurant. I calmed my nerves and excitement as I was really hungry.
So, I ordered my lunch and started scrolling through the Grindr app on my phone. My profile in the app mentioned that I am a 30yearold, dusky, 5.6 feet tall, stocky guy. I was hoping to explore my kinky fetishes and was visiting Sikkim for a couple of days.
I had a lot of responses from the locals. One that caught my attention was a 30yearold guy, Amrit. He sent me his pictures, crossdressed in a silk lacy lingerie sitting in a chair, popping out his ass and long black hair. I opened his profile and saw a few more pictures.
The guy was a genuine crossdresser, with shots taken in various outfits, from skirts, crop tops, panties, sarees, you name it. I got intrigued and responded to him. I got a quick response and we got to chatting. I told him about my kinks, past experiences, and likes.
I also told him how much I wanted to try out something new. He suggested I crossdress with him. I was a little hesitant. But the thought of those silky panties slowly being pulled down my ass crease got me ready for it.
He asked me to arrange for some stuff and that he would meet me in my hotel room in some time. I had my lunch and left for the hotel. The toy shop caught my eye once again, and I could not hold myself. I stepped inside and was mesmerized by the toys they had.
They had everything, from dildos, artificial dolls, latex vaginas, games, and butt plugs, they even had a section of lingerie’s. I went and got myself some really nice black thongs. I felt like trying them out and a nice, lacy, short white gown.
I even picked up 2 butt plugs with a furry tail attached to its end. I was really excited. I was feeling alive after such a long time. The cashier gave me a nasty smile and said, “Have fun.” I quickly reached back to my hotel.
Amrit was waiting for me in the lobby. He introduced himself to me. I hugged him and offered him tea out of courtesy. I guess he sensed the enthusiasm in me and asked me to have it in my room later.
I had never thought things would turn out this intense when I was leaving home earlier that day. This was turning out to be one of the best trips. We talked as we were going up to my room. I found that he was also here to relax and cool off from work.
Let me tell you about Amrit. He was dusky 5.4 feet, a stocky biual versatile guy with a huge ass cleanshaven body. A 4inchdeep black cock, slightly curved to the left. He was very softspoken, kind, and gentle. Perfect for a crossdresser.
Amrit went to the washroom and asked me to relax. I sat on the sofa, waiting patiently. Soon he came out of the washroom and, inclined by the wall. He was wearing a dark blue silk gown that barely covered his plump ass and a thin white sheet of panty covering his toy.
He was transformed into this completely different person, barely recognizable. I was stunned looking at him. He winked at me we came close to each other. I was about to kiss him when he pushed me a little and started stripping me instead. I was in no mood for foreplay anymore.
But he got me naked and went down and took my cock in his mouth and started sucking me. I was in heaven. I wasn’t even halfway through when he got up and spoke.
Amrit said, “Naughty sissy sluts don’t get to cum so quickly. They need to learn to be a pleasing sub to their boss, and only after he is satisfied are they allowed to relieve themselves. Learn it, save it, and remember it, as this is the golden rule.”
I played along and whispered, “Yes, boss.” Amrit laughed and said, “I am not your boss, honey. I am your trainer, your partner, your guide, your lover. But just for today, your owner as well.”
Amrit kissed me passionately. I could feel our cocks touching each other. My cock touching his panties and my body his silk dress. I was loving every second of it. I sat on the Dewan of the bed and Amrit was standing in front of me. I buried my face in his crotch and smelled his cock through his panties.
It was a mixed smell of cum, pee, and cock combined. I was leaking precum in the shorts. I pulled down his panties, and his small cock sprung up. He guided his hip to my face, and I started sucking on it. Since it was a small cock, I could take up the whole of the cock and deep throat him.
He paused, and we shared a long kiss. Then he turned me on the bed in a doggy position and spread my black ass cheeks. It had been a long day, and I was quite sweaty earlier. The moment he got down there, he first took a deep sniff and then started rimming me.
I was now out of this world. This continued for some more time, then he got up and got his cock close to my ass, and inserted it inside. It was a small cock, but Amrit knew how to use it. He kept complimenting my body and also how much he was enjoying my ass.
I couldn’t hold it anymore, and I cum soon without even touching my cock. Amrit quickly got all my cum in a small cup. He took it in his mouth while my ass well. He kept swirling the cum in his mouth and then swallowed.
The swallow of my cum was a tipping point for him, and he couldn’t hold it any longer. He cum inside my ass after making a squeaky, highpitched voice. The cum Creampied out my ass. I was feeling really calm and blissful after this.
I hugged him in his silk gown and started kissing him. He had one of his fingers inside my ass and whispered, “It is going to be a fun weekend.”
Thank you for reading my stories. I am really happy to post these stories for everyone. I hope you cum as much as I cum while typing these. Again, I cannot say this enough, but thank you for all the love and support. In the subsequent part learn about how I surrendered to silk.
Please drop your emails at [email protected] or message on Google chat.
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