Hi ISS readers, this is my first time sharing an experience online. I have been reading stories on ISS for years and I am excited to be sharing one now.
First, a little about me. My name is Akshit (I sometimes go by the name ‘Akshita’), 22 years old. I have been living in Pune for college for the last two years. I am not very tall, just 5’6″ and I work out a lot so I have good thick thighs and round girly hips. I often try on tight leggings, panties and crop tops when I am alone.
This incident took place in my first year. When I had just come to Pune, I was excited to have the freedom to meet and hook up with anyone I want but Grindr in Pune was not very lucky for me. I never got a good match. So over most of my first year, I played with myself alone.
There was a lot of dressing up, shaving my entire body, and doing squats to get wide hips. The girly shape of my body turned me on a lot.
Finally, near the end of the first year, I got a message from a man in his 40s on Grindr. This was normal as I had put the filter on Grindr for only men above 35 (since I am into mature men) and I started texting him.
He was very polite, unlike others. We got to know each other and exchanged pictures. He was a businessman and he was currently living alone about 8 km away from my place. He was tall, around 6’1″ and was big and hairy and muscular – exactly my type.
He listened to me and asked about my interests and hobbies and seemed genuinely interested in everything I said. While texting, he slowly convinced me to come to his place to meet him someday. I liked the idea.
One evening after my college ended, he asked me if I was free to come over that evening to his place. I said yes since I was free and had no assignments.
So I quickly went to my room, took a quick shower and shaved my legs and body, and cleaned myself. I decided to wear a loose t-shirt, loose track pants and pink panties under my track pants. They were my favorite panties and I loved how they felt against my skin.
So I wore everything and called a cab. His house was about one hour away from my place so it was a long ride.
Once I was in the cab, I got nervous because it was my first time meeting a stranger in Pune. So I opened ISS and decided to pass time by reading some gay sex stories. Halfway through the first story, I started getting horny and my nervousness went down a bit. I could feel my dick pressing against my pink panties.
By chance, I looked in the rearview mirror and caught the cab driver looking at me in the mirror. He quickly turned his eyes away. I realized he might have noticed what I was doing. I got more excited and nervous and I felt like he knew my secret – that I was wearing pink panties!
Since I was horny, I read more ISS stories throughout the cab-ride. Finally, we reached our destination.
I paid the driver and noticed the driver looking at my body and not my eyes when I was giving him the money. As I was walking to the entrance of the building, I could feel the driver’s eyes on my body. I got turned on even more. I took the lift up to his house. I was very nervous as I approached the door.
I rang the doorbell and he opened the door. He warmly smiled at me and I felt better.
He was wearing a nice t-shirt and shorts and I could see his big and hairy arms and legs through his clothes. He looked much bigger and taller than me.
As I walked into his house, he greeted me and gave me a hug. He pressed my face on his chest because of the size difference and I could smell his manly smell. The nervousness went down and I felt excited and comfortable.
He asked me to sit on the sofa with him. We chatted a bit and he asked me about college and the long cab ride. I told him about how the cab driver was looking at me and he said that those guys can’t help looking at pretty boys like me. The way he called me a ‘pretty boy’ seemed different and naughty.
He asked me if I drink. Back then I was very new to drinking as it was the first year of college so I did not know my capacity. But I said yes. He poured me a whiskey. I think it was a double peg. He poured a peg for himself too.
He handed me the glass and sat down closer to me on the sofa. After about five minutes of drinking and chatting, he put his big arm around my shoulder casually. I felt comfortable.
As the whiskey started affecting me, I put my head back and rested it on his arm. He took that as a positive sign and whispered in my ear that I have a very sexy neck. Before I could reply, he kissed my neck softly. He put his other hand on my thigh and started rubbing my thigh over the track pants. I was breathing heavily.
He kissed my neck and my ear. His hand started going towards my dick. I suddenly remembered that I was wearing my pink panties. I had completely forgotten.
He pulled up my t-shirt a bit and rubbed my lower stomach which sent shivers down my body. His big hand slipped inside my track pants and he felt the panties fabric and he immediately knew what I was wearing.
He whispered in my ear that I was a ‘naughty panty-wearing girl’! I just said, “Yes, sir.”
The whiskey was affecting me a lot and I was feeling light-headed and hot. He started rubbing my dick over the panties with his thick fingers. My dick is about 5 inches long so he just needed a few fingers to rub it.
He turned my face towards his face and started kissing me. I was surprised by how easily I gave in and started kissing him back. His tongue was exploring my mouth deeply and he was holding me tightly with his arm.
After a long make-out, he asked me to stand up and take off my track pants. It was hard to stand properly as I was pretty drunk but did it somehow and also took off my t-shirt.
Now I was standing in front of him in just pink panties. He spread his legs open and asked me to pull down his shorts. I could see his huge bulge through the shorts. I pulled them down and was surprised at how manly his dick looked. It was about 7 inches, much bigger, and thicker than mine.
He told me to kiss his dick like a naughty girl. I kissed the tip and the balls. Then I tried taking it slowly into my mouth. I had practiced sucking before so I was pretty experienced with no gag reflex.
Once I could suck half of his dick inside my mouth, he held my head with one of his hands and pressed his dick deep into my throat until my face reached his stomach. He held my head like that and face fucked me for a few minutes until he was close to coming. Before he came, he asked me to stop.
He went and poured us another drink each while I stood there naked in pink panties with the taste of his dick in my mouth.
He handed me the second peg and asked me to chug it. There was a lot of whiskey in it. I did as he commanded and he called me a ‘good girl’. Every time he called me a ‘good girl’, I got very excited.
He then took me to his bedroom. The bedroom was very dim with a sexy atmosphere. He asked me to lie down on my face on his bed with my ass up. I did as he told and put my face down on his bed. I could not see what he was doing.
He put a few pillows under my waist so that my back was arched my ass was up. He got some oil and poured it down my ass cheeks. It felt so good that I could feel my hole get wet. He used his thick fingers to rub the oil all over my ass.
He then put oil on his fingers and inserted one into my hole slowly. As I had been practicing a lot, his finger went in easily without pain and I could feel it rubbing all the way inside against the good spot. He was happy to see how easily his finger got inserted inside me and he called me a ‘naughty little girl’ again. I said, “thank you, sir.”
He then inserted two fingers and fingered me. Then three fingers. He fingered me for a good few minutes and then took all his fingers out.
I got excited about what was coming next. I then felt the huge hot tip of his dick on the entrance to my asshole. He held my hips with both his hands and slowly pushed his dick inside me. I could feel it stretching my insides and my mind went blank with pleasure as it went in deeper and deeper.
Finally, it filled all my insides and I felt it deep inside me. He pulled it back slowly and then thrust it again harder. I suddenly said, “Aaaaaah” without realizing it. The moans sounded very girly and as he started thrusting more, the moans increased. I could not stop myself from moaning, “Aaaaah aaaaaaah” as he fucked my hole harder.
He pulled my ass back onto his dick using my hips and fucked me for a good ten minutes. He spanked my ass cheeks and asked me to say ‘thank you sir’ every time he spanked me. I did as he told and he rewarded me by thrusting harder after every spank.
After ten minutes, he stopped fucking me in that position. He pulled his dick out and asked me to suck it and get it hard again. I gladly turned around and sucked and kissed the whole length of his dick and balls.
My back was arched and my ass was up in his full view and that made me feel sluttier. He spanked me as I sucked his dick too.
He then told me to lie on my back with my legs apart. I did as he ordered and lay down on his bed on my back and spread my legs. He took both my legs and held one with each hand and spread them apart in the air. My asshole and dick were completely exposed.
I was very hard and horny. He then inserted his dick into my ass and holding my thighs, he fucked me in that position. His dick went in deeper in this position and I could not stop myself from moaning like a girl. The whiskey had made me completely horny and unable to do anything except moan and take his hot dick inside me!
He kept rubbing my spot inside me in that position and after about five minutes, I came just by being fucked. I moaned very loudly when I came, “Aaaaaaah” and he smiled at me and said I am a very naughty girl.
He then took his dick out of my hole after a good twenty-minute ramming session and asked me to jerk him off until he came.
I jerked him off and sucked him together. I could feel his dick throb as it came and he flooded lots of thick cum into my mouth. There was so much it was hard to keep it inside. But I managed to swallow it all somehow and he called me a dirty little girl again.
After that evening, I went over to his place more times and he made me do a lot of things. I will tell those incidents in more stories.
For feedback and for people in New Delhi who are interested in getting in touch, email me at
COMMENTS