Well, I am a 30-year-old single heterosexual man working in the IT sector in Bangalore. I have had a few girlfriends, but most have been in casual relationships.
This happened with a trans woman named Nandini. Nandini is a 35-year-old transwoman. She used to run a small shack near our house, which was also her one-bedroom home. During the day outside, she served breakfast and lunch to what I would call the blue-collar workers.
But her place was also popular for many people for tea and smoking. Everyone recognizes and respects her; she is very talkative and friendly and makes great tea.
Nandini is roughly 5’5 tall, dusky, smooth skin, 32-year-old feminine transgender. She has thick long dark hair up to her waist, normally held together with just a rubber band through the day.
While talking once with her, she told me she was forced into the flesh trade as a young child. She also had some hormonal therapy to make her feminine to customers, which is why she had small natural breasts. All in all, a lot of men came there to see her and maybe try their luck with her.
Normally dressed in a typical sari throughout the day. No makeup, no perfume. Very natural beauty. She did have a slightly husky voice for a woman.
I was pretty friendly with her. We would often joke about how my job was so boring sitting at a desk while she was a boss. I even showed her pictures of my office folks and told her how ‘khadus’ my boss was.
She was like a friend, listening, joking and laughing. I would make fun of how the 4 uncles from the colony next to her house are always ogling at her body. One Friday evening, I was returning home from the office. It got pretty late as it was raining and no cabs were available.
I finally managed to get a cab at 9 pm. My house was 10 km from the office. The cab reached 600 meters from my place and stopped. I saw the road ahead; it was flooded like a mini river (typical Bangalore problem). No amount of coaxing or extra money made the driver change his mind.
Reluctantly I got down and rushed under a tree, trying to figure out how to get home. The only option left was to wade through the water. But the laptop was still a problem as it might get wet in the rain. It was 11 at night. The road was empty due to the flood.
As I looked to the side, I saw that Nandini’s place was just 50 away, and her light was on. I thought of checking if she had an umbrella I could borrow. So I ran to her shack and knocked. Nandini opened the door.
“Arre, Ranjit,” (yea, we were on a first-name basis) “What are you doing so late at night here?” I explained the situation to her and asked her for the umbrella. She looked outside, saw the flooded road, and looked back at me. “How will you walk through that river?”
“I have to try,” I said. She started laughing. “The only way you can get through that is with a boat.” She was right.
” I will try to get a cab and go close by to a friend’s place.”
“In this rain? Cab?” she laughed again. She was right again. “Listen, if you do not have a problem, stay here till the rain stops. The water normally goes away within an hour of the rain stopping. Then you can walk back. If you do not have a problem with this poor place.”
This made the most sense to me. I removed my shoes and stepped into her house. It was a small shack. Just one room, her bedroom, kitchen, and TV were all cramped in one small place with a bathroom. Dimly lit with just 1 lamp.
It was so cramped that it was difficult for 2 people to cross each other while walking from one side to the other. But it was very clean. It smelt of liquor and a little weed she smoked before I came.
She was like, “Don’t mind. I smoke up sometimes to relax as she handed me a t-shirt and shorts. “Change, you are fully wet.”
“Whose are these?”
“Oh, no one. A man I used to see long back from the building next door. He has since married, moved to Mumbai and has 2 kids. Don’t worry. They are clean. You can change in the bathroom.”
I reluctantly took the clothes and changed into the small bathroom. It also had some of her clothes and undergarments of the day hanging. I felt the urge to sniff her bra and panty. I took her bra, and it smelled like her. Her through her hard working day.
Some sweat and some talcum powder, and her panty were musky. For some strange reason, I was very aroused by this. I quickly changed and came out. I removed all my clothes, even my underwear, and took them to hang on the clothesline.
“Chaddi bhi utaar di. Iraada kya hai?” she laughed loudly.
“Arre, fully wet it was. Cannot sit in it.”
She continued laughing as she took my trousers to hang them. “Can I tell you something? Even I am not wearing it.” She laughed loudly again.
Now she was in a loose sleeveless t-shirt that barely fell below her breasts and shorts. As she raised her arms to hang my trousers, I briefly saw her small feminine breasts and the same smell of sweat and talcum powder. She had bushy armpits as well.
I was aroused and confused as I had never felt like this for her. Nevertheless, I shrugged it off and sat on her cot to watch TV. “Will you have anything? I have some old monk which I am having.” I said yes, and she poured me a large 90 ml. “Woah, Woah. So much?”
She showed me her glass. It was the same quantity. She put some ice and water and handed me the drink. Cheers, we took a sip each as she lit a joint and took a drag. She passed it to me, “Have you ever tried this?” I said no and reluctantly took it in my hand.
“Take small puffs,” she laughed loudly again. I guess she had already reached a happy state before I came. I took a drag and coughed. She laughed again as she put her arm on my back and handed me the water laughing again. I took a sip and pinched her soft waist.
“Lol! Why are you laughing at me so much?” She screamed and hit me on my shoulder and laughed again. I do not know. But I almost felt like she was flirting with me, and I was responding. We finished our drink, and she poured me an equally large 2nd one.
We chatted for some time. She told me about all her struggles, molestation, and prostitution at an early age. Occasionally her eyes would wet up. I just listened. By now, we were pretty high. I told her my office struggles, and she would laugh at those. By now, she was leaning on my shoulder.
She suddenly screamed as one of her favorite songs, “Tip tip barsa paani,” played on TV. She just jumped up and started dancing in front of me. “Come dance. ” I said no and resisted her attempt to pull me. She made a face and continued dancing.
It was almost like she was dancing for me. Her lovely slim waist was moving in front of me with her arms in her hair which she removed from the rubber band. They were so thick and long. As they fell open, I got a strong earthy smell of her lovely hair.
She would occasionally run her hands in her hair, lifting them. I would quickly glimpse her breasts. She did catch me staring at her and gave a mischievous smile, “What are you looking at?” I nervously shook my head. “Nothing.” She laughed out loud.
She was toying with me. I was so attracted to her right now. I reluctantly stood up to participate, and she jumped with joy. “I don’t know how to dance.”
“Arre. I will teach you.” She took both my hands and placed them on her waist. She put her arms on my shoulders, and we danced while she was singing. She would push me away and do a full spin hitting her thick hair on my face before putting her arms back on my shoulders. I was aroused to no measure.
As the song ended, she was smiling. I put my hands completely around her back and pulled her close to my body. She gasped, looking into my eyes as she felt my hard-on against her thigh. I slowly moved forward and kissed her. She immediately kissed me back with equal passion.
We lip-locked for almost a minute before she pulled away. “I think you are just drunk right now. You might regret it later.” I held her even tighter. “Do you even know what I am? Down there, I am just like you.” I took my hand and slid it inside her shorts. I held her tight butt as I kissed her neck.
She was breathing heavily. “Please stop. You don’t know what you are getting into.” I got my right hand out and slid it between her legs in the front to hold her cock. It was getting semi-hard. I gently stroked it as I pulled her shorts down and let them drop to the floor.
I continued kissing her neck and ears as she lightly resisted. “Please stop.” I stopped for a second, removed my t-shirt and shorts and sat on the bed. By now, my 6.5-inch cock was hard. She stood there with her hands covering her face. She had a beautiful hourglass, feminine waist.
Her dark cock was now almost hard, 7 inches. I just sat there for 5 seconds before moving forward and pulling her dark foreskin back to expose her pink head. I placed my mouth over it and started sucking it. She started moaning and breathing fast as her hand moved to the back of my head.
Every time I went deeper to suck her cock. Her waist would move to push her hard cock in my mouth. She pulled away, removed her top, and came and sat on my lap, wrapping her legs around me. I moved to the back of the bed, taking the wall for support, and we kissed wet and deep.
She smelt so sexy as my arms moved up her waist to her breasts, armpits, and butt crack, lightly pushing my finger in her hole. I moved to her lovely breast and sucked, kissed and bit them like an animal. She smelt so good and natural from her sweat of the day.
I took her left breast and bit her nipples and left teeth marks all over them. I bit her breasts on the side below her armpit as she moaned with pleasure. Occasionally, I would move in deeper into her armpits to lick and bite to get her smell in my face.
That feeling of her flesh, coupled with her smell, was driving me crazy. She made me lie on the bed and positioned her cock over my face. As I opened my mouth, she started face fucking me. I could smell and taste her precum in my mouth.
After 2 minutes, she pulled away and moved into a 69 position. She sucked me. As we were doing this, she put her wet finger on my hole and started pushing it inside, and I did the same. She knew how to please a man. I had to move away from her cock to breathe the way she was sucking me.
That, coupled with the fingering, was heaven. I returned to sucking her cock, and she pushed her entire cock into my mouth. She left it there for 10 seconds, making me gag. She pulled out and started laughing before she came back to kissing me. We kissed for 5 minutes.
Occasionally moving her breasts to my face for me to relish them. Both of us were sweating with passion. Her hair smelled so sexy as it fell all over me. Then she came down and whispered in my ear, “Have you ever done it down there?” Confused, I asked, “What do you mean?”
She smiled and moved her fingers to my hole, and whispered again. “Have you taken it down here?” Nervously I said no. “Do you want to try it? It will be fun.” I was like, “I am not sure if I will like it. ”
“You wont know until you try it.” I got nervous, “Do you want to go down there?” I asked her. She smiled and nodded her head. All this while she was fingering my hole, which tickled a little. Nervously I agreed. Her face lit up, and she got a condom and a small bottle of lube.
She rolled the condom on her cock, applied lube and then put some inside my hole with her finger. She continued to put more on her other fingers and finger fucked me for 2 minutes. It was painful to enter, but once in, it felt nice. She put a pillow under my butt to raise it.
“Breathe and relax,” she whispered. She put her cock into my hole, started rubbing it, and slowly pushed it in. She had put enough lube for it not to pain much. I did scream a couple of times. But she was very slow and pushed half her cock inside. She stopped and bent over to kiss me.
Then with her hand supporting her, she started thrusting slowly. I screamed. She stopped and started again. When she saw my face relax, she gave one hard push, and her entire cock was inside me. “Sshhh. That’s it. ” she bent over and kissed me.
Just her sweaty soft body and her hair covering me made me so horny I forgot the pain and kissed her. We kissed for 2 minutes with her cock inside me. I guess she wanted me to get used to it. Then she went back up and started fucking me slowly at first.
Her wet cock in my hole made squishy sounds, making me horny. Slowly she picked up the pace and started fucking me hard. The pain soon disappeared, and I was moaning with pleasure. My hole had loosened a lot, and her cock flopped out a couple of times. This time she did not go slow.
She just pushed her entire cock in within one thrust. Just watching this sexy woman fucking me with her sweaty dark breasts and nipples bouncing over me made me so excited. She fucked like this for 3-4 minutes which was one of the hottest moments I had had in a long time.
Her thick hair on the side made her sweat a lot which dripped over my body. After 5 minutes, she just came encircled my face with her arms. She started deep kissing me while still fucking me on the side.”You are so sexy.” she whispered and continued to tongue fuck my mouth as I did.
She suddenly increased pace after 2 minutes and whispered, “I am about to cum. Have you ever taken it in your mouth?” I said no. “Do you want to taste my sweet cum?” I was so horny. I did not think twice and just agreed. She smiled her naughty smile once more.
She broke away from me and started fucking me hard like a machine. The wet sound of her cock squishing inside my hole and her bed squeezing echoed through her entire house pretty loudly. Just as she was about to cum she shouted. “Open your mouth.”
She quickly pulled her cock out, threw the condom on the floor and started jerking her cock over my face. Within 10 seconds, a thick jet of her cum flew on my face and inside my mouth. She quickly pushed her entire cock deep inside my mouth.
I could feel her hot thick cum gushing in my throat for nearly 10 seconds. She then continued to face fuck me as she moaned, and every last drop came out. I held onto her thick butt and let her use me as she needed. Every 2 seconds, I could feel her butt muscles contracting as her cock spit cum in my mouth.
Even as she pulled out, I continued sucking her cock, sucking every last drop of cum. She took a deep breath, smiled and kissed me for 1 minute before she went down to my cock and started sucking me. She then put on a condom and mounted my cock.
“You have to cum in my mouth just like I did. Let me know,” she said. And she rode me like a powerful woman who knew what she wanted. When I let her know I was ready, she quickly removed my condom and took all my cum in her mouth.
She took some of her cum and applied it to her breasts as I licked it off them. We kissed passionately afterward for 10 minutes before she laid down beside me. “It has been so long since I have had company.” We chatted and slept off after some time.
She woke me up at 5 in the morning. “Go before people start coming in. I know this isn’t easy to last. But let us enjoy each other’s company till one of us does not want to. Get up and go now. I do not want people talking about you and me. It will be great if this is not serious and we continue to be friends and have fun.”
She gave me a quick peck and handed me my clothes. It was still dark when I left her place and walked to my apartment, thinking about this lovely woman.
We continued to meet regularly. I would spend atleast a full night at her place over the weekends. I also took her to a restaurant for dinner a couple of times.
I hope you liked this story about