Hello All, My name is Upasana. I have been an ISS reader for a long time now. This is my first post here about a college friend. I am 27 years old and work in marketing for an MNC. I have a dark complexion and a somewhat ok-ish figure (34-28-34, C-cups). I have a rose tattoo on my right arm. I like to wear a small nose pin every time. I am unmarried and hope to stay for some years now. This story is about an experience I encountered in Feb of 2020. For my work, I was traveling to Mumbai on a 4-day trip. While boarding my flight, I met an old college friend of mine, Shweta. She was also traveling to Mumbai but on a different flight. She and Sumit (another friend of ours) were attending a Mumbai conference on behalf of their company. Sumit was coming from Bangalore. We were just casually talking about our dating life, work-life, and family. Shweta told me that Sumit was also single and we could meet in Mumbai and try something. I was a little skeptical. Sumit and I were never good friends in college. I started thinking about it, and just then, my flight was called for boarding. I asked Shweta to meet me at Mumbai airport as our timings were just 20 minutes apart. After reaching Mumbai, I had 20-30 minutes. So I opened Tinder and searched for some nice guys. I matched with a guy instantly, and we started talking. When Shweta reached Mumbai, we decided to share a room at my hotel. We talked about college crushes, boyfriends, heartbreaks, and other stuff throughout the night. We slept late after finishing a bottle of wine. The next day I went for my work, and she headed for her conference. Meanwhile, I made plans to meet the guy from Tinder that night for dinner. At dinner, I did not click with the guy. So I ended the date by 8.30 and went to my hotel bar. Shweta was still busy with her conference and would come late. I saw some guys at the bar who was attractive enough. Fortunately, one of them saw me alone and sent a scotch for me through the waiter. I accepted it, after which he came to talk with me. We talked for some time, he was humorous. It gave me a reason to touch his biceps and thighs while laughing. He was strong, and it looked like he gymed every day. After about 20-30 minutes of conversation, he started to rub my thighs subtly. I noticed that and enjoyed it, hence did not stop it. He looked towards his friends and gave a smile to them, indicating he was anticipating sex. I drank a few more whisky pegs. While he kept rubbing my thigh while occasionally moving towards my inner thighs. I knew where this was heading and asked him if he was staying at this hotel. He affirmed and asked me to come to his room. I said yes, and we headed there. His suite was a big one, it had a hall and then another room with a bed. He was rich, I guessed. I asked what he did for work, he said he was the son of a builder. I didn’t mind. He poured me some whiskey and reduced the lighting. For some reason, he was a little shy to make the first move. So I kept my glass down and kissed him. We kissed for some 5-10 minutes. He was moving his hands all over my body while he grabbed my ass hard a few times. I really enjoyed it. While kissing, I removed my blazer. I started feeling his dick with my hand. It seemed to be average. He removed my shirt while I was unbuttoning his pants. He pressed my boobs for a while as I was playing with his balls. I then removed my skirt and guided his hands towards my vagina. I felt a sudden rush as his hand entered my panties. He started fingering me while he was kissing me on the neck. He did this for a few minutes. Then I guided his head towards my vagina. He removed my panties and started sucking them hard. It looked like he had a decent experience. He found the G-spot, and it drove me crazy. I was completely wet and moaning with pleasure. He was fingering and then sucking and then again fingering. I enjoyed it to the fullest. He then started rubbing his balls. I knew what that meant. I asked him to sit on the couch and started to suck his dick. It was average, as I had guessed. He grabbed my hair and started stroking his dick hard in my mouth. As he was about to cum, I stopped sucking. He pulled his dick out and came on himself as I didn’t want it on me or my bra. We sat beside each other for a while, after which he went to clean himself up. I poured a whiskey for myself and lit a cigarette. I started wearing my panty with the intention to dress up and leave. But he suddenly grabbed me from behind and started kissing me on my neck. I was surprised. He turned me towards himself, removed my bra and panties, and wanted to enter my vagina. I notice he did not have a condom on his dick. I asked him to put one, and he obliged. As he came back from the room, he bent me on the couch and started to fuck me in standing doggy style. I was amazed by his hardness and the force of the strokes. After a while, he sat on the couch, and I rode him cowgirl style. I was moaning loudly with pleasure. After a while, we both came simultaneously. It was a good experience for me. I really enjoyed the sex with a hot stranger in Mumbai. After a few shared cigarettes, I dressed up and left for my room. He asked to exchange numbers, but I declined. I headed to my room and slept on the bed for a while. After about 5 minutes, I went for a shower. As I was showering, Shweta came back. It was about 12.30 at night. She was drunk. After a quick chat, we went to sleep. The following day was routine. We both went for our work and returned at about 7 in the evening. We went out for dinner and drinks with Sumit. We returned to the hotel and slept early as Shweta had an early morning flight back to Delhi. The next day Shweta left. I had completed my work early as I had plans to meet some old college friends. We met at a lounge near my hotel. I was amazed to see Sumit there. I thought he might have also left as their conference is over. He said he was staying for a week more for some other company work. All of us started to talk about good old college days and embarrassed each other how some of us had crushes. After the get-together, we were dispersing. Then Sumit told me that Shweta told him that I was single and talked about him at the airport. I was a little embarrassed and said we were just joking. Sumit is a good looking guy, a nerdy vibe with specs. He was taller than me, about 5’9”, I guess. But I didn’t want to take things with him forward because he used to date my room-mate in college. I didn’t like the way he ended things with her. He offered to drop me at my hotel. He had a bike he borrowed from his cousin in the city. I said okay and went with him. The bike had a back seat raised higher than the rider. I don’t know what this kind of bike is called. But you had to awkwardly grab a rod behind you or take the support of the rider to maintain the balance. I chose to take the support of his shoulder. As we were riding, we talked about my room-mate, i.e., her ex. He explained to me his side of the story. Hearing him, I thought I perceived him wrong as I had only listened to my room-mates’ side. During the ride, I could sense he was intentionally braking hard so that my boobs touched him. I don’t know why but my nipples got hard because of this. In no time, I was grabbing his waist. As we were riding, accidentally, the bike went through a pothole, and my hand slipped towards his crotch area. I could sense he was hard. I was also a little horny and would have been lonely for the night. I didn’t want to waste any time as I had to catch a flight the next morning. So I started to intentionally rub my boobs against him and was rubbing his chest with my arms. I kept my head on his shoulder and started to breathe heavily. He was surprised by this move of mine. As we arrived at the hotel, I asked him to take the bike to the parking rather than the drop off area. I invited him to my room for a drink. As soon as we parked and he removed his helmet, I kissed him. Sumit was surprised for sure. But then he came forward to kiss me, grabbed my ass, and lifted my leg around him. After a few seconds, I asked him to move this to the room as anyone could come here at any-time. I grabbed his hand, and we went towards the lift. In the lift, he tried to lift my dress and grab my ass. I asked him to wait till the room. As soon as we entered my room, he pushed me on the bed and climbed on me, and started to kiss me. My hot college friend then quickly removed his T-shirt and started to kiss me again. I could feel his chest on my boobs and his hard dick around my navel. I quickly flipped so that I was on top. We kissed passionately. He constantly grabbed my ass and lifted my dress above my ass, and started to spank my ass. I was wearing a short spaghetti black dress. I liked the spanking a lot. After kissing for about 10 minutes, he flipped me in a way that my back was facing up. He unzipped my dress slowly and spanked my ass a few times. After removing my dress, he started licking my ass. It felt absolutely thrilling. I was pressing my boobs and biting my lips in excitement. He again flipped me and now started sucking my vagina. I grabbed his hair as he was licking and pressed him deep in my pussy. I was moaning with pleasure. He then climbed up and started sucking my boobs. I constantly grabbed his hair. He then slapped on my boobs and pinched my nipples. My nipples were erect as bullets. To my surprise, he had already put on a condom. I did not see when he did that. As I was very wet, he pushed his dick in me slowly. We were in missionary, I moaned with pleasure. He started stroking faster, our bodies rubbed, and there was sweat all over. After about 2 minutes he came. Though I was not satisfied with such a short duration, his dick was big. I asked him to try again. He changed the condom, and I started to suck his dick. He grabbed my head and pushed his dick deep in my throat. It was erected, but he still asked me to suck his cock and told me to put extra saliva. After a few minutes, he lifted me up in a doggy style. To my surprise, he went for my asshole rather than the vagina. I was not expecting that, and it caused a lot of pain. I asked him to stop to lubricate my ass better. I asked him to lick my ass and spread some saliva with my hand. I spit a good amount of saliva on his dick and then let him fuck my ass. I had prior experience of anal but never with a big dick. I was screaming with pain and pleasure. He started with a few slow strokes and gradually increased his speed. He grabbed me by the neck. He pulled me towards him while his left hand played with my boobs. Soon both his hands were pressing my boobs. I was rubbing my pussy with my hand. After some hard ass fucking he grabbed me from the waist and made me stand. I spat and sucked his dick quickly. Then he pressed me against a wall and started to drill my ass again. I had to use both my hands to gain support against the wall as I felt very weak with this ass fucking. I asked him to stop and fuck my pussy instead, but he spanked me hard and continue to fuck my ass. After about 2-3 minutes, he came again. I was also close to cumming. SoI asked him to try again soon. He started fingering me hard and hitting my g-spot a few times. He changed his condom and tried to make it hard with his other hand. I pushed him on the bed and started sucking his dick. Though it was not fully erect, I sat on it, hoping my pussy will make him hard, and it did. I fucked him like a cowgirl for a few minutes. He grabbed my boobs, and then I came. I released all my fluids on his dick and then put his dick in my ass, doing a reverse cowgirl. This time he came very quickly, and we laid by each other for some time. He grabbed my ass time and again throughout the night. In the morning, I woke up early and dressed up, he dropped me at the airport. We chatted for a few days after this incident but then lost touch again. I hope you like my story of seducing and fucking my college friend. If you want to hear a few more of my sex stories, let me know in the comments. Thanks for reading.
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