Hi friends,my name is SAM. This is my 3rd story in ISS, I got a lot of emails for my previous 2 stories, but after that I lost access to my ISS account and was not able to submit any stories. After a long time I’m back with my new story which happened in my New company where I fucked a lady named Deepthi. She was a little dusky and chubby. Her stats are 34-30-36. This is the story how I fucked her in her flat.
Deepthi was my mentor when I joined newly in the company. At first, I had no sexual feelings about her, as she was nowhere near to the type of girls I like. She was dusky and chubby. Moreover, she was married and 6 years older to me. However, we had a good rapport and shared jokes (the dirty ones too) with each other. But gradually due to some instances, my feelings towards her changed. It all started on the day when she came to office and suddenly said that she saw me in her dream and smiled. I asked her what was it about? She just laughed and said, “it was you who I saw, How do you think it would be. I just freaked out and was scared, you are so frightening.” and left. I got a hint of naughtiness in that smile. After that we began some casual flirting too.
One Friday, she came wearing a Red T-shirt and a blue jeans. The T-shirt was deep cut and was ending just over her cleavage Her hair were straight and kept untied. That day she was conducting some sort of assessments which were compulsory to be taken by all employees. She asked me if I would help her score the assessments as it would be very difficult for her to do it alone. I agreed as I’m someone who’s always there to lend a hand to my friends. So I agreed.
We went to one corner of the floor where there were nobody sitting and started correcting the assessments. We were very seriously doing our work, when suddenly, I saw her. She was standing and was trying to arrange the papers she already by bending over the desk. Her eyes were watching down and her T-shirt was hanging loose making a beautiful sight of her cleavage. That was the time I felt something in my pants getting bigger. I enjoyed the view for around 2 minutes and then she sat down. We resumed our activities and left for the day. From that day, I always tried to get a glimpse of her big boobs and jerked off multiple times thinking of the sight.
The next incident was when we went for our team outing. She was not from my team but as she was mentoring the team she was also invited. We went to one of the best resorts in Hyderabad. While going to the resort, we already had brought some Rum and Whisky and we mixed them with Thums Up and made everybody in our team drink it during the travel. Deepti also drank a bottle of that. After reaching there we directly went to the swimming pool.
At first she was ok but gradually the alcohol stated giving kick. We went to the rain dance after that where she was full talli and started dancing. She was fully wet and was making all seductive moves like licking her lips, biting them, touching her boobs, etc. Everybody was shocked to see her dance like that because she had a very decent persona. 2 of my friends surrounded her and starting dancing with her. I saw them touching her boobs and ass and she was dancing shamelessly with them, as if she didn’t know what was happening. I understood that she was not able to handle the alcohol and that’s one of her weaknesses but I did not approach her at that time because it was in public. However, I got an idea how to get her. I only needed one opportunity.
I got the opportunity very late(after an year) but as it’s said better late than never. It was one of our team mates birthday and he was throwing a party. It was a restaurant where drinks also were served. We had a blast that night, delicious food and scotch whisky. Everybody started leaving one by one.
At the end only 4 people were there – the birthday boy, his girlfriend, Deepthi and me. That guy had a bike and was supposed to drop his girlfriend. Deepthi had a scooty, I didn’t take my bike as the restaurant was very near to my house and I could walk back. However, it was decided that I need to drop Deepthi to her place as she was too drunk to drive and after that I can use the same to come back home and hand it over to her the next day. I was very happy to hear that.
She was wearing the same red top in which I saw her cleavage for the first time. We started about 10:30 p.m. for her house. After 5 mins she told me that she do not want to go to her husband’s place as she and her husband are trying for a mutual divorce. She told me that she currently was staying with her college friend at her flat and needs to be dropped there. I said fine. While driving, she was first not touching me and as she was drunk, she was moving a lot which caused imbalance. So, I asked her to hold me tight. She held me tightly and her big boobs were pressed to my back. That was a great feeling.
After that she rested her face on my shoulders. Slowly slowly she got turned on and was feeling all over my body. I was enjoying it a lot. She also touched my penis over the pants and that turned me even further. She was totally out and was doing all sexy stuff. She was biting my earlobes and also putting her hands inside my shirt and was playing with my nipples. I was also totally turned on and wanted to make love with her.
However, I also wanted not to take any wrong step. Finally, we reached her friend’s place after around 30 mins. It was an apartment and their house was on the 3rd floor. She was unable to even stand properly at that moment. I put her arm around my neck and held her tightly by her waist and went inside the lift. There was nobody except us in the lift. I took this chance and gently kissed her neck. She did not respond at all. She was totally out. Then I put my hands inside her T-shirt and touched her boobs. I can’t explain the feeling in words. It felt awesome. Then we reached their floor and I took her to her friend’s room. Her friend came out, thanked me for dropping her and took her in. I returned with her scooty to my home.
The next day, everything went normal . I went office and returned Deepthi’s bike to her. She thanked me for dropping her home.
After I went home, I messaged her to know how much she remembers about the last day. She said that she doesn’t have any idea. I told her what all she did the previous day. She felt very embarrassed and said sorry about it. I said It was my pleasure to have such a nice time with her. I also told her that I was attracted to her but never approached her as she was elder to me and was married too. After hearing this she told me that she is just 4 years elder than me and that does not matter. Moreover, she has been staying away from her husband for the last 3 months and was just waiting for the divorce. Hence, there should be no hesitation from my side. Her words gave me a lot of encouragement.
Since that day, we became very close. We took our breaks together, spent time with each other, after reaching home also we spoke with each other over the phone and in case her roommate was around we chatted on Whatsapp. Our talks gradually went from casual to personal to intimate to sexual topics. I also started to touch her back, waist, boobs and ass inside the office too but she did not encourage the touches that much as she was very afraid to be seen by anybody. She wanted to be with me but not to be seen by anyone from office. However, I was desperate and wanted to have sex with her. I was just waiting for an appropriate moment.
One day she called me and said that her roommate will be going to her village this Sunday and she will be bored staying alone in the flat. So, she suggested to go for a Bollywood movie that released that time (Hasee toh Phasee). I said sure as I also wanted to see the movie. We decided to go to IMax for the movie. The show was at 7:30 p.m. She asked me to book the tickets and come to her place on Sunday at 1:30 p.m. as till that time her roommate would also leave. She said that we will cook chicken together, eat and leave for the movie. On Sunday, I took 1/2 kg chicken and started to her home. While going there, I stopped at a medical store and took condoms. I was determined to fuck that voluptuous curvy lady by any means today.
I reached her place at around 1:30 p.m. as decided. She was watching me from her balcony. I went up and by that time she already had opened the door and was sitting on a couch. She had her head bath a little bit earlier and was wearing a black colour cotton short, A loose and deep cut white top and a white shrug. She was looking sexy with her wet hair. I went and sat beside her on the couch. She had her laptop with her and was playing some songs on Youtube. We watched some very nice romantic songs. Both of us were turned on. I removed her wet hair from her neck and started caressing her neck and shoulders. Then I placed a gentle kiss on her neck. She let out a little moan.
Then I pulled her top a little bit down and routed my tongue towards her cleavage. I licked and kissed the upper parts of her boobs which were outside the bra. I removed her shrug and T-Shirt. Then I made her sit on my lap and started kissing her lips. Meanwhile, my hands were running through her waist, back, belly. One of my hands reached to her back, where the bra hook was and with a snap of my fingers I had it open. She broke the kiss and complimented me for the speed with which I unhooked the bra. I removed the bra and her big boobs were openly visible to me. She had huge dark brown areolas. I started feeling her boob very slowly.
Meanwhile I was also kissing her down from her lips to her chin, her neck, her shoulders and then I moved further down towards her nipples. I licked her left nipples with my tongue for 2 minutes. As soon as I licked the nipples she was ecstatic. Then I gently sucked it and pinched it softly. Then I again kissed her lips for 2 minutes and then went on to the left nipple again and bit it slowly. She aid that her nipples are very sensitive and also she did not had sex in the past 6 months. She was unable to control.
I kept licking her nipples and after sometime she held my head and pushed her breasts further into my mouth. I kept licking and sucking the nipple for sometime and then she got an orgasm. I never thought that an orgasm is possible only by sucking the nipples. She was exhausted and she lied down on the floor of the hall. I removed my Shirt and lied besides her. She faced towards me and gave a sexy smile. Then she kissed my lips and said “let’s go to the bedroom”. I said “sure”.
We went to the bedroom and lied on the bed. It was very soft. We laid besides each other topless for sometime. Then she climbed over me and started kissing my body. She also licked and sucked my nipples as I was doing for her. I again got a hard-on and started feeling her body. I tried to put my hands inside the panties but she stopped me. I became a little bit conscious, however I again started to suck her boobs.
After around 2 mins she was totally aroused and she was hugging me tightly. She had closed her eyes at that moment I took a chance and slid my left hand inside her panty and touched her pussy. She opened her eyes wide because of the shock. However, she also liked it so didn’t say anything. Her pussy was hairy, hot and so damn wet. I inserted my middle and ring finger inside her dripping wet pussy and she gave a loud moan calling my name to stop. I did not stop, I moved my fingers quickly in and out of her pussy and also pressed her inner pussy walls. She was ecstatic and had her second orgasm. I also stopped fingering her pussy after the orgasm. She was totally senseless after the 2nd orgasm.
At that moment I removed all my clothes and also removed her shorts and panties. Her pussy was dripping wet. I quickly took out the condom and wore it. Till that time Deepthi regained her consciousness and asked me to remove the condom. I was surprised. I said that it’s always good to have protection. She said it’s ok she wants to feel the hot cum inside her pussy as it had been a long time that her husband fucked her.
I removed the condom and she immediately pulled me to the bed so that I lay on my back. She then went to her knees and started kissing my whole body. She kissed my belly, my chest, she also licked and sucked my nipples. I was ecstatic at that time. My cock was rock hard at that time. She also noticed it and grabbed my dick. She started playing with my dick, moving the skin back and forth. It was an awesome handjob but I wanted more. I asked her to give me a blowjob. She smiled and said “I will give a blowjob to you but first I need you to fuck my tits”. I was very happy to hear that as I always dreamt of a titty fuck. She placed my dick in between her huge boobs and started jerking me off. I tried not to cum but her tits were so soft that I was not able to control long. I ejaculated heavily and it got sprayed onher face and her boobs.
I also felt exhausted and laid down. She touched my limp dick and licked my cum from the tip of my dick. I felt as if a current went through my body. then she started sucking my dick. Her tongue was moving very smoothly on my cock she was kissing and sucking my cock as if it was her favourite Lollipop. My dick was hard again. I picked her up and made her sit on me. Then I said “now its the time to go to the next level” She gently held my dick and sat on it. She guided my hard dick into her wet pussy. I felt overjoyed as after so many days of planning I was finally able to fuck her. She moved her ass in such a way that my dick was rubbing her inner vaginal walls.
After about 5 mins, we changed the position. I made her lie on her back and lifted both her legs and put my penis into her pussy. I made my strokes faster and she was moaning and enjoying it. Before I was going to cum I pulled over and sprayed all my cum over her belly and boobs. I wanted her to cum as well and as I understood she was also on verge of an orgasm. I quickly started rubbing her clit and also put 2 of my fingers in her pussy. Within few seconds, her body arched and her juices were flowing through her vagina. She had her 3rd orgasm. We took rest for sometime and then went to have bath together. Then we went for our movie.
The time after the movie is also a very interesting story as we met 2 of our colleagues there who were also there secretly. I will let you guys know the story shortly. Please send your feedback to or /cdn-cgi/l/email-protection” class=”__cf_email__” data-cfemail=”d8abb9b5abadb6bff6b3adb5b9aa98aabdbcb1bebeb5b9b1b4f6bbb7b5″>[email protected]
Target Achieved – Deepthi
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