Hi guys! At the outset, thanks for an immense amount of positive revert on my previous story (link on top). Just a quick re-iteration about me, born and brought up in south delhi, a fair and attractive young boy with athletic body. Horny by nature yet conservative in outrightly approaching women for pure sex a.K.A casual flings due to an apprehension of discretion. This is a long yet true incident of how posting the first story in iss landed me two sexual encounters within a week. Since my mba days, I had my eyes on one of our house maid who is in late thirties, separated and living with her two children. The fire ignited when due to my mba projects and assignments I was up most of nights on my lappi and eventually made a habit of hitting the bed upon opening door to her at 6 am. She was petite and had saggy boobs, however her tightly worn bra acted as push up for her boobs giving ample view of her nice cleavage and round shape soft tits during her house hold work. On noticing I started waking up when she was around and used to stare on her boobs in our drawing room while she worked. My courage took a stepping stone when she noticed me staring several times but did not manage or bother to cover herself, resulting in me deliberately shifting places in front of her making it obvious that I want to have the view as long as possible. This went on for a couple of weeks and everytime’s enormous erection tested my patience till that fine day when I took a leap of faith asking her to clean the area around my foot properly as there is some dust. She took two steps and understood that I want a close view since I didn’t move from my location. She naughtily smiled and went away. In next couple of days, my hormones made me squeeze her boobs while deliberately bumping, rubbing my dick on her ass or casually feeling her side ass while crossing. Irrespective of how much we write on iss, it takes balls of titanium to take a step further, due to a constraint called fear of her reaction and involving parents. Unfortunately our story ended there but destiny had something else in store for me. Few months ago I took up a job in gurgaon and most corporates in gurgaon have timings of 8 am – 5 pm. The early mornings came back in life making me often opening door to her. The nostalgia re-entered my life and I started feeling the rush of anxiously waiting to get a glimpse of her cleavage. The regular iss reading had given me fantasy of how easy it is for us to fuck maids as porn influences youth to presume every woman is horny enough to part her legs at any given point in time. Meanwhile, I decided to post my first story on iss. Despite warning all the lame, desperate readers, not to spam my inbox and test my intelligence with stupid remarks, this was the first mail I got: So you are from delhi Would you like to have some fun with my sexy wife?? I reverted – I am indeed from delhi. Can you kindly provide a clarity on what exactly you expect out of me and this conversation? Next day I got another mail: I wanna give you a chance to have sex with my wife….Any doubts??? I realized either to end the conversation to a futile prank attempt or else give a piece of sane mind to this rhetorical mail. My revert – Loads of them… Would appreciate some details about you and your wife. Is your wife comfortable with a stranger? Will you watch or you want a threesome action? Have you done this before? How can I ensure of discretion out of this situation? I don’t mind having some good time but I need to be sure of discretion. Hope you understand my apprehension. No response till couple of days made me slightly uncomfortable and unnecessarily scratching my head on pros and cons of other ways to have handled the situation. Got my revert after a week giving me his phone number and desired details. I was contemplating on how to take it forward but every morning affair was simultaneously playing with my mind. Iss gave me a lot of courage to come out of shell and risking to initiate. I repeated the same thing with our maid by asking her to clean the area near my foot. She smiled and went to bathroom to clean the bucket. I followed her and stood in front of bathroom gate glaring her boobs while she had bent to clean the bucket. My dry throat and furious heart beats didn’t let me speak anything and I heard her voice – kya chahiye. I immediately responded pointing at her boobs – dekhna hai…i got a smile and she continued her work. Stepping forward I inserted my hands from her kurti’s broad neck area to her boobs and squeezed gently. She immediately turned and said – jao yahan se, yet I could only see her mischievous smile. I went close to her and assured everybody’s sleeping, let me feel. She said koi aa jayega. Isse kya milega. Mazaa – I though inside, held her by waist and squeezed her boobs properly for almost 20-30 seconds. Big hard nipples drew my attention not forgetting the softness of her saggy boobs. She pushed me and went out. This started happening almost everyday wherein I used to hold her from back, bend her down, push my deep against her ass and feel her boobs hard. Then I used to shag off. The regular warm up sessions had changed my view on courage and sex. May be sex is not something every woman wants (from anyone), however being naughty is always admirable and fun. I called up the mail guy (guru) from a pco and we decided to meet at nehru place in evening. I co-ordinated on where to meet and what is he wearing from my office landline. I was the only one to have his contact number, so I reached nehru place in evening and saw him sitting at the designated place. I thought to give it a shot and went up to him. He was a middle aged man who seemed delighted to see an attractive young guy. He was looking pleased with the gambled luck for his wife. We spoke for about 40 min, he showed me pics of his nude wife and lot of mms of her sucking, doggy style, her naked videos etc. I was certainly impressed with his wife, she was a young and quite adventurous looking in bed with good voluptuous figure. Apparently, this guy was man enough to accept his inability to satisfy her yet gentleman enough to provide her this kind of escapade with younger guys. We went to his house and was given the room with her wife for 1 hour where he would be drinking outside. I tried talking to her to provide some comfort but she was feeling my chest and thighs. She was visibly delighted to have me and started asking about my likes in bed. We got undressed and I started licking her thighs and gently sucking her clitoris. She was quite wet and moaning loud. In no time she put both her feet on my shoulders and vigorously moving her pussy on my lips. She had held my hair and was pushing me inside her pussy. Though it was tough to breathe yet I managed to give her a blasting orgasm by inserting my tongue in her pussy and flicking it. I though that would give her some rest but realised she had gone more aggressive than before. She threw me on bed and took my dick in her mouth like a lollipop. Her tongue was doing magic and her hands were on my balls. She was easily going deep without choking and holding it there while using her tongue. I was going mad and in some time I came in her mouth. I drank some water and gave some to her. She was playing with my dick and licking my balls. She not only made me hard in no time, but immediately came on top and started jerking. After some time, I shifted to doggy style, I held her hair and pumped really hard. I pulled her hair, kept on spanking and started spitting and fingering her asshole while pumping her. She had her orgasm and was moaning crazily. I made her fuck my dick with her round boobs and came all over her tits. After some 5 min, I asked for anal sex to which she refused saying next time and gave me her mobile number. She told me to message only on weekdays during daytime. I came back home and crashed on bed. In few hours I woke up due to my regular alarm of 6 am. I felt like sleeping after opening door to my maid but her look today was really naughty. She was dressed well and was smiling more than usual. Upon asking I got to know it was her birthday and she was in a very good mood today. I had a good sensation in my dick due to last night and decided to take a big step and fuck her today. I took her in my room and asked her politely to enjoy with me today and I will give her 1k. She wanted to react but her eyes and smile was saying otherwise. I told her koi nahi aayega and made her bend down. I lowered her pyjamas and started rubbing my dick on her hole. She became wet and I hard in no time. I inserted to realize that she was still tight (despite 2 children), the anxiety and adrenaline of someone might get up was enhancing the situation, but unlike yesterday, this was a different experience as there was complete silence. I did not hear any moan from her yet she was governing my speed of thrust by her hand on my thighs. I thought to make her satisfy but the anxiety was too much and I started pumping harder. She made a small shriek and came. She was relaxing on my bed and I was completing my last few strokes. I pulled out and came all over her ass. She smiled and fixed her hair and ran to bathroom after pulling up pyjamas. I was on my bed feeling satisfied with the achievement not realizing when I dozed off. 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