Gangbang BDSM with Transsexuals

urmithr 2023-07-10 Comments
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This story is part of a series:

Dear readers. Writing after a long break. About me, 6ft, fair to wheatish colour. Stay in Bangalore. My Planet Romeo profile id is Urmithr, and my email id is [email protected].

I am bi and curious. I enjoy getting fingered and rimmed. I have a soft ass. BDSM and kink stuff turns me on, but not hardcore types like exploring outdoors too. That’s about me, in short.

Now coming to this incident. It happened unexpectedly and is something that will remain in my memory forever. I will try to capture all flavours of the incident in detail. I hope you will like and enjoy it.

It was a normal day in Bangalore. I took a day off on Wednesday to do nothing. I got up horny, bathed, had breakfast and then started browsing through sites. I thought, why not go out since the weather was nice? I took my bike and went to a park. Then I realized the parks were closed and open only in the evening.

With not much choice, I decided to watch a movie. Instead of Multiplexes, I chose an old type of single-screen theatre for a change. I saw a guy looking at me near the ticket counter. As I was nearing the ticket counter, he approached me.

He asked if I could also take a ticket for him since he badly wanted to watch a movie but did not have money. For some reason, I was in a happy mood and considering that the ticket didn’t cost much, I agreed and got him a ticket.

We were going towards the seats when I noticed something different in how he looked and talked. He noticed this in me and told me politely that he was a transexual man. If I was uncomfortable, he would not be beside me and would find another seat.

I told him I didn’t mean to offend him, just that I didn’t realize he was trans. I never previously interacted with a trans. I apologized to him once again. He smiled and told me to relax, and we went in to watch the movie.

Since it was a weekday, not many people were around. We took seats that were not crowded around. As the movie progressed, we chatted sometimes. He told me his name was Sam. In between, he would put his hands on my thighs while watching the movie.

At first, I was unsure what to do, so I decided to go with the flow. After some time, he left his hands on my thighs and saw no objection from me. He slowly moved towards my crotch and held my cock over my pant. My always horny cock sprang up in action.

He unzipped me and held my cock over my underwear, and then held it directly. I was damn hard. He told me to get up, and we went towards an empty corner seat. Before I sat, he opened my belt and pulled down my pant along with my underwear. I was half nude now, and my pants were below my knees.

I had a cold feeling sitting nude in my seat. He held my cock and balls and squeezed it gently. I let out a soft moan. He came between my legs and started blowing me, occasionally sucking my balls and squeezing my tits. He then went for my ass.

He was fondling it. Squeezing it and then found the hole with his finger. Since it was tight, he used a little saliva. He told me I had a nice ass. He wanted more and asked me to turn around, holding the seat. I did so, and my ass was exposed to him.

He rimmed me a lot. Very deep, splitting my ass cheeks. And I could feel his tongue inside my hole. Kind of fucking my hole with his tongue. He then fingered it with two fingers. It was still tight. He told me to go with him to his room.

I was initially hesitant, but then he compelled me and told me its safe and that he wont do anything that I didn’t like (contrary to what happened later.) I trusted him and went along.  We reached his very nearby place, and he was groping my ass all along. It turned me on.

Once we reached his place, he started undressing me while licking me. He asked me about my likes. I told him I mostly like to get my cock sucked. Ass rimmed. That’s it. He asked about fucking. I told no. He asked if I liked to get fucked. I said no. I didn’t do it before.

He just smiled and continued to play with my body. He asked if I liked BDSM. I gladly said yes without even thinking about what will happen. He pushed me to bed, turned me around and tied my hands with a handcuff and tied it to both sides of the bed. He did the same with my legs.

I was now in handcuffs, spread out on the bed. Looks like he was into BDSM and had the tools. He then started stripping while having that wicked smile all along. That’s when I saw a trans man naked first time in my life. He was stronger than me and had a huge thick dick.

I was wondering what was different between him and a bisexual man, except that he had some more boobs and maybe a different kind of voice. Nevertheless, I was glad I finally saw a trans man naked. I wondered if he fucked anyone with that monster dick and how the dick would have torn that person.

Anyways I was glad I told him not to fuck. He took out a small rope and tied up my cock and balls with it. And pulled it. It hurt. The balls were tied hard, and he started kissing, licking and biting them. I was struggling to control. He said this was just the beginning, and I was already like this and was laughing.

He then let go of me. I heard him make a call to someone and then, after some time, returned. I was now wondering how I agreed to come here and meet a total trans stranger. Anyways. All said and done. I was lying on a bed and all spread out.

After some time, Sam came back with a black cloth and blindfolded me. All this added to my anxiety. While going around me, he would tug on the rope, and it would cause me to shriek a bit out of pain and pleasure. Finally, he came between my back, licking my legs up to my ass.

He was giving powerful squeezes to both my legs and thighs using his strong muscular hands. It felt so relaxing. Then he slowly massaged my hands and back as if preparing me for something. It felt so good and relaxing.

Then he started fondling my ass, slowly squeezing it, licking it, biting it softly and occasionally spanking it. He also tugged on the rope to remind me that my cock and balls were still at his mercy. Slowly, Sam split my ass cheeks and started massaging my hole.

He rimmed as he did in the theatre, this time fingering it as well. It felt so heavenly. I could feel his tongue inside my hole. Then a couple of fingers also managed to slip in. He was at it for around 15-20 minutes until he was satisfied.

He did not forget to tug on the rope, occasionally making me push my ass upwards more into his face. Once done, he applied cold lube into my hole and started fingering. He asked me how it felt. The lube felt cold inside, and I told him I enjoyed it.

He smiled and told me he was glad I was enjoying it. He then managed to push in 3 fingers with more lube. Even though it started hurting, the lube helped, and I could control it. With one strong push, he managed to get in 4 fingers. I screamed at this.

It hurt, and I told him to remove it. He laughed and let it settle there. After some time, he started moving the fingers all around and inside out, pouring in more lubes. I was waiting for him to remove it. But he never intended to remove it, even though I told him to or begged him to.

He just continued playing with him. He then put something cold and hard inside my hole. It was a medium-sized steel butt plug. It somehow managed to get in, and I felt like it got stuck in there. It was difficult for me. I screamed, but it didn’t help.

Sam had put a pillow on my mouth so all shouting and screaming would be into the pillow. He then got up and walked away. Leaving the butt plug inside my hole. I was somehow trying to get adjusted to the new thing in me. Just when I relaxed a bit. I felt something strike my ass.

It was a whip which Sam had. It stung my ass. He hit a couple of more times with it. It was painful. I couldn’t move much as the butt plug would begin to hurt if I moved much. He also tugged on the rope, which hurt my cock and balls. All in all, it was like burning down there for me.

He then started whipping on the butt plug, which caused more pain as it went. I struggled a lot and tried to wiggle out. But it didn’t help. I asked him to stop as it pained, and he gave a couple more strikes and then left. Now I was relieved, but my ass was burning. I just wanted to remove the butt plug so badly.

But I was helpless. After some time, Sam removed the butt plug. It was such a huge relief. Just as I felt a bit relaxed, he poured some more lube into my hole. I felt a cold sensation, and the burning reduced. This was followed by another cold metal in my hole.

I thought it was the butt plug again. But this time, it kept going in deeper and deeper. Opening my hole and inside my ass also. I felt like it would tear me apart into two. I tried to scream out but no use. He kept pushing it deeper, pulling it out, and then pushing it further.

While occasionally tugging the rope that tied my cock and balls. It was again hurting all over. All I could do was scream into the pillow. The more I tried to move my ass, the more it hurt. Sometimes he even spanked my ass, kissed and licked it while fucking my ass with that thing.

I realized it was a dildo. And shortly when it started vibrating, I realized it was a vibrating one. It was a crazy feeling. It was painful and pleasurable at the same time. Felt like I was being torn apart. My holes were being stretched and becoming bigger and bigger.

The burning sensation was growing in my ass and outside it too. I was holding on to it as I had no other option. Sam just laughed at my plight and left the place with the vibrator on in my ass. I felt like the vibrating dildo was going deeper and deeper into my ass, no matter how hard I tried to push it out.

It just remained there. Doing its work of expanding my hole. After what seemed to be a very long time. Sam came back. Tugged on the rope and removed the vibrator from my hole. It was such a huge relief. He smiled and came to me. He asked if I was enjoying it.

I told him it was too much and that I could not take it anymore and asked him to free me up. He laughed and told me I was on leave today and free the whole day. So why the hurry to leave? I then realized I told him earlier.

I said it was burning inside and that I was tired. He smiled and said, “We haven’t even started.” I thought he meant we both. Just then, the door opened, and I could hear the sounds of a few people coming. Since I was blindfolded, I couldn’t see what was happening.

Stay tuned for part 2.

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