My Accidental Sexual Adventure With Didi
brother, didi, sister

Hey, this is Prayash. Long time reader, but posting for the first time… This is the story of my relationship with my sister through many ups & downs in our life .And how we finally found our place… I & my elder sister Lisa used to be pretty close since childhood. We belonged to a lower middle class family where siblings shared everything.. Starting from books to chocolates to bed… It was innocent really…I am a hugger & used to hug anyone who sleeps next to me, which happened to be my sister or a pillow when I was a kid. My sister is 1 year older to me, so I used to have her old books every year. When I was in class 11th, I accidentally discovered a love letter inside her English textbook. I even knew the guy who had written her the letter. Next day when I saw him with other seniors from 12th standard during the prayer class in our school, I just couldn’t control myself charged at him. We both got bruised & our parents were called in by the Headmaster, but I didn’t care. Didi got hold of this news & asked me why I beat that guy. I didn’t reply to her but she understood. She kissed me on my cheek & said “So sweet”. Later she explained that he wasn’t her boyfriend or something. He had proposed to her a zillion time & she had refused. That letter was just one of many that she forgot to throw out in the dustbin… I was quite relieved to hear that, but my real focus was on the kiss. I just wanted those soft & moist lips to touch me again on my cheeks & may be on my lips. I knew that was wrong, but I was feeling powerless before the strawberry colored velvet petals. That feeling kept me sleepless a couple of nights. I just used to watch her sleeping, looking at her lips, begging them to touch me again… As I watched her sleeping every night, dirty thought came gushing into my mind… She was starting to look more beautiful to my eyes… I started getting hard-ons thinking about her & one night ejaculated in my pants.. I had heard about it before, but never had any.. After that night I used to masturbate every night thinking about her, Imagining her holding my penis.. When the thought got uncontrollable one night I just planted a kiss on her cheek & quickly closed my eyes acting like I was sleeping.. Peeping under the blanket I saw she was still asleep. I gathered some more courage & planted another long kiss on her cheek. She still didn’t move. Now taking one more step, I kissed her on her lips. I might have kept sucking them for about 30 seconds when I noticed some movement & quickly went to bed. Next day was normal. Didi was acting as if nothing had happened because she didn’t know what I had done last night. I cursed myself for being such a disgusting fellow & decided never to do such thing ever again. The battle was still on in my mind, but I somehow managed to keep my promise to myself. I started acting normal around Didi again… On the day her 10th board exam was over, she was overjoyed. We talked a lot that night before going to sleep. She talked about college & how many guys have proposed to her in the last year. She also asked me about any love interest, to which I declined. Since that night I had decided never to think about a girl in a bad way until it’s appropriate. She then told me, “You should have a girlfriend. If you are not serious about it, then at least for time pass. It’s not good for you to be always with guys. It might hurt your image when you go to college”. She was probably right. Although I was the brightest student in the class & almost every girl used to talk to me, I never had a female friend… & talking like that we both fell asleep. At about 2 AM I woke up because of some tingling in my neck. I open my eyes & saw Didi sleeping next to me. She was sleeping very close with her arm around my chest .My breathing started to get heavier… Just when I started to gather my thought together & try to remain calm about it, I noticed the top button of her night suit was unhooked. I had an instant hard on. I rushed out into to the bathroom & masturbated. & trust me that was the highest amount of cum that I’ve ever produced. I came back into the room & went to my side of the bed. From my angle I had a clear vision of her cleavage. On peeping a bit I could see that there was no bra inside it & I had the sudden urge to tough her. This time I couldn’t control my inner demon. I casually put my arm around her navel, like I used to do when I was kid. Then I carefully started to caress her navel alongside & reached for the hips. After fondling her soft skin there for a couple of minutes, I decided to go for the lips. I touched her cheek, then her lips & started to run my finger through her hair. Then I softly planted a kiss on her cheek. Then one on the lips, then again & again & finally a big one on her exposed neck. By that time I again had gained a hard on & went to the bathroom again to relieve some pressure. I came back after 10 minutes & found Didi still sleeping in the same position which I left her, with that unhooked button & an ample view of her bosoms. This time I decide to go for the prize. I held her left boob in my palm & tried playing with it, without waking her up. Then I inserted my right hand inside her jacket. Though I couldn’t insert it completely I was able to touch her nipple. I didn’t squeeze it fearing it might wake her up, but I was determined to cup both her breasts. So I tried to open the second button of her suit. Suddenly I heard a light moan & knew it was time to stop. Having sleeping beside her my whole life, I knew what her sleep breaking indicator is & quickly got inside my blanket & closed my eyes. After a minute I could hear my sister getting up, sitting on her side of the bed for a couple of minutes, then turning the light on & walking out of the room. When she came back after a couple of minutes, she quietly got inside her blanket & slept at the farthest side of the bed turning the other way. I was literally scared to my life, thinking that she might know what I was trying to do & tell on me to mom. That night I had dreams about various ways of suicide. The next day Didi went to our village to spend the summer with our grandparents. She didn’t even say good bye to me, from which I was sure that she knew… But I couldn’t do anything, I couldn’t even say sorry since it’s no ordinary mistake. Then she went on to join college in the nearest city. She used to come home every month & in that time I used to sleep in the hall. After a year when I finished my 10th, I joined a Diploma college in the capital. Hence I & Didi didn’t have many chances to come face to face to talk that often except on festival times when we were both at home. Of course we used to pretend that everything was okay, or maybe it was only me pretending & She didn’t really had any Idea what had happened. Anyhow, I was too afraid to talk or even think about it. A few years had passed. I had put this incident behind me. Though I still used to get a hard-on whenever I thought about that night. If someone asks me, I will still say my Didi is the most beautiful woman in the world. Well, May be the second most beautiful girl after my girlfriend (that’s because she lets me have sex with her & yes I wasn’t a virgin anymore& according to Sanju I am the master of Kama Sutra art :P). I was in my B.Tech degree final year when my parents started to look for marriage proposals for Didi. A suitable groom was found & he insisted on Didi leaving her job to be a housewife. Didi was more than happy for this arrangement. Thus she had a couple of months off before her marriage & was staying at home. One weekend when I came home, Didi was video calling with my would-be Jiju on Gtalk. I just made a formal gesture to Didi, said hello to Jiju & went inside to change. Mom was at our neighbor’s home & Dad had been busy running various errands for the upcoming marriage at that time. When she finished the call Didi came inside my room (or her room now). I said I’ll get out of her room after changing. She looked a little hurt & said,” Don’t you remember? This used to be our room. What happened? What happened to you? Why do I feel like you are deliberately trying to stay away from my life?” I had no answer to this question… I felt bad about my behavior & decide to be friendlier towards Didi since her marriage was scheduled in a month… Since this was marriage season, Didi had a lot of shopping to do & I always used to have the bike. Hence taking Didi to dress stores, jewelry stores & beauty parlors had become a daily chore for me. I also enjoyed the touch when she used to sit in the pillion seat holding me from behind. But I didn’t pay much thought to it. By this time Didi & me had become best buddies again & used to discuss almost everything. One evening as Didi & me were talking like that, topic diverted to my girlfriend & my sex life with her. I told Di everything about Sanjana & she was surprised to hear it.I said I was merely following the advice she gave on the night when her 10th board exam was over. She asked me to introduce Sanjana to her before the wedding someday. I introduced them & they exchanged numbers. In a few days the wedding was over. Didi left for Chennai along with Jiju who worked as an IT professional there. We kept in touch on Phone & Facebook. One day I asked Sanjana whether she was in touch with my Didi, to which she was initially reluctant to say. But on insisting her she revealed that she & my sister used to talk about sex a lot. Didi used to take tips from Sanjana on how to be good in bed. I didn’t ask Sanju anything more on this topic, but was secretly turned on by this. My Didi, my first crush was taking sex tips from my girlfriend to whom I have taught everything she knows. That’s Huge!!! After a couple of months my exam got over & I decided to go to Chennai for searching a job. Mostly because Jiju was in a reputed IT firm as a Senior Project manager & had promised me to help me find a good job in Chennai. I had initially decided stay in a PG, but on Didi & Jiju’s request (read as order) I finally settled in with them in their house. Since it was a 2 BHK there was no problem either. Everything was going great, when suddenly out of nowhere Sanju decided to break up with me as her parents had fixed marriage. I was a little heart-broken. Since Didi & Sanju were pretty close, she came to know about it & consoled me. I was in a really bad place at the time. No money, no job, no girlfriend type of frustrated situation. In the meanwhile Didi’s life was going great. Jiju had a great job & had a great salary package. He even got promoted to Group Project Manager in the same time & had a short term on-site opportunity to Mauritius for 3 weeks. Didi & I had 3 weeks to ourselves with nothing to do. I didn’t have a job &Didi was a housewife. We sat by the TV for whole day & used to go for shopping in the evening just for sake of leaving the house. I was still pretty heartbroken regarding Sanju & in a depressed state. One night, in order to cheer me up, Didi prepared my favorite Kheer. I wasn’t much interested in it & tried to refuse. But when she kept insisting, I burst out… I told her how miserable my life was, how frustrated I have become. On the other hand how perfect her life is. She had everything…Money, respect in society & a loving husband. Hearing this Didi started crying. I couldn’t understand anything, but started to console her. When she calmed down a bit, I asked her what the problem is. Then she explained her side of the story. She told me that Jiju didn’t really love her. He had an affair before marriage & forced into the marriage by his parents. He didn’t abuse Didi physically but never gave her the status of his wife inside the bedroom & still has relationship with his girlfriend. In fact she is even with him on his official trip to Mauritius. How Didi had tried to attract Jiju by different sex positions learnt from Sanju, but it didn’t work on him. She even admitted to having an affair with Jiju’s assistant at one point of time just to satiate her loneliness. I was dumbstruck on hearing this & felt very sad for Didi. I embraced her & kissed her forehead. We were both crying at the time… We remained in our seats hugging each other for quite some time till we were both calm. Then she released & planted 3 kisses on my face. First one on my temple, second one on my cheek & the third one a small kiss on my lip. We remain silent for sometimes. Finally I decided to break the ice. Me:- Whatever. Jiju is a moron for not loving the prettiest woman on earth. Didi (smiling):-Didn’t you once say Sanjana was the most beautiful girl on earth? Me (Mischievously smiling):- That’s because she was having sex with me at that time. Now that bitch must be screwing someone else Didi (annoyed):- Hey, Stop saying like that. I was pretty close with Sanjana. She told me what happened. Even she didn’t want to get married. Me (Angrily):- Are you still in touch with her? Whose side you are on? Didi: – Nobody’s. I just happen to understand what she is going through now. She was even saying losing you was the cruelest thing that’s happened to her. and…. Me:- And what?? Didi:- Nothing… Just other stuffs… Me:- Come on. Tell me.. What else was she saying about me? Tell me!!! Didi :- that you were the best sex that she could ever had & her husband doesn’t even begin to come close to you. The things that you taught her are helping her in some ways though. Me (blushing):- Did she really say that? Didi:- Yes. Me :- So you guys talk about each other’s sex life? Didi (Smiling) :- Oh yes. Me :- Did she ever say anything about me? You know, before the marriage. Didi (Blushing) :- Yes. She told me everything about you. I know every one of your tricks. She taught me everything. I learnt them to impress Mohan. Unfortunately it didn’t work. Me (Proudly smiling):- maybe that’s because you learnt from the disciple. Didi fell silent for a couple of seconds as if thinking something & then said… Didi :- You are right. May be you should teach me the real process. Me (Awkwardly laughing) :- What!! Come on.. Don’t be kidding… Didi :- I am not. I have been denied the pleasure of a man for a long time. May be it’s time to take matters into my own hand. Or are you going to deny me the right too? I was really confused on hearing this. Does my sister really want to have sex with me? Of course, I was excited. The goddess of sex, who I have worshipped my whole adult life is giving me the boon to bone her. I was on 9th cloud, but I was not going to show my excitement to her. Me :- Well. If that’s what you want. That’s what you will get. But you have to obey every order of mine without question. Didi simply nodded. I took her to her bedroom & opened the wardrobe. I went through all her clothes & picked up a pair for her to wear. Didi asked,” Do I really need to wear this night suit in the middle of the day?” I gave her a no questions asked look & she simply took the dress from my hand & started change in front of me. Me :- Wait. Not like this. Don’t ever open your cloth in front of a man. Always give him the opportunity to do it. You go & change in my room. I will be there in a couple of minutes. She followed my instructions. Meanwhile I went to the washroom to get freshen up. In my mind I was playing what had happened that night nearly 6 years ago. I had given her a similar dress that she wore that night. I wanted to recreate that moment. I wanted everything to be just like that night, except for me. I wouldn’t be scared this time. I would know where to kiss & where to touch.. Those sweet, silky, moist lips won’t haunt anymore. I was dancing inside… A couple of minutes later I entered the room & there she was. My goddess of sex, just standing there, waiting for me with her head down. There was a little fear in her eyes, may be a little shyness too. After all this was only the second time she was going to give her body to a man. The first time hadn’t work out that well. Holding her hand I pulled her closer to me & in one swift move I take her in my arms. I said in her ear, ”Don’t be afraid. I am going to take good care of you.” On hearing this she blushes a bit. I ask her to look me in the eye. Then I place her on the bed & unhook the first button of her suit. Then I lay beside her, just admiring her beauty. I am again pulled back to that night. How I had taken my first kiss while she was asleep. But this time it would be different. I get on top of her & plant a small kiss on her cheek. Then another on her other cheek. I begin kissing her all over her face & then reach for her lips. I plant a soft one on her lower lip, then another on her upper lips. Then I insert my tongue a bit & she reciprocates. This soon turns out to be the longest kiss I have ever done. Then I start moving down & kiss her exposed area of the neck. She lets out a light moan & I know I’m on the right track. Lifting her suit a bit I begin caressing her navel with my finger & slowly move my hand towards her hips. I then start kissing her navel. I can now hear her heart rate increasing. I can see the redness on her face. Then I open up the second button & insert my hand inside. Her melons are big & they fit into my palm perfectly. She’s lying on her back. Now I unhook all the button & expose her bare bosom. She blushes & turns the other way. I command her to look at me. I begin kissing her nipples. Then I gently lick & suck them. She breathes heavily. Then I take her trouser down to reveal that pink color panty. I start sniffing it. I grab her ass from both sides & take the panty down as well. Then I plant a soft kiss on her clitoris. By the smell of her pussy, I can tell that she is all wet down there. It’s time for act, but I am not ready. She wanted to learn the best technique & I was going to teach her that.Then I kiss on her clitoris vividly & finally insert my tongue inside her vagina. He starts screaming with her first intense orgasm ever.. Me:- How did you like that? Her:-I have nothing to compare it to. Thanks.. Me:- Just thanks won’t do. Give me a blowjob. Her:- I don’t want to take your penis inside my mouth!! Me:- Do you remember what I had said? No question asked. Beside you said yourself, You want to know how to please a man. This is how… btw, did u see me complain while sucking your pussy? She:- but I’ve never given a blowjob before. Me:- Don’t worry. I’ll guide you. Then I make her kneel before me. Taking my pants down I take my cock near her face. Then I insert it inside her mouth & ask her to be careful of her teeth. Then I move her head to and from on my cock. Sanju used to give me blowjobs, but not like this. Oh my god!! I stop her after a couple of minutes as I don’t want the session to end there itself. Then I take her to the bed again & lay her on her back. I get on top of her, pull both her hands near head & hold them with my one hand. She starts smiling. She knows this one. The Missionary. Sanju had told her about this one. I tell her this one is a male-oriented position where the man has control over this sex session. I insert my dick inside her slowly as she lets out a sigh. Then I start moving my hips slowly in a rhythmic manner. I can see her body correspond to my movement. Then I gradually increase my speed & see the change in expression on her face. It gradually changes from soft pain to pleasure & voila! Another orgasm!! She looked as if she had just won the battle. There was a smile on her face. A genuine satisfactory smile. The same smile I had seen on Sanju face after an orgasm. But I wasn’t done yet. I still had a couple of more minutes to go. So I decide to make her work a little bit. I tell her about the cowgirl position & she seems more than eager to try it. I show her a short clip of it on my mobile & she understands her job. I just lie back there & enjoy the ride. As her body moves I move my hips synchronously to match her speed. After a couple of more minutes I ejaculated with my penis still inside her vertically & she riding me like a cowgirl. She gets down & lies beside me on the bed covering a blanket. Turning towards her I put my hand inside the blanket & start fondling her breasts. She starts smiling & says “You have been waiting 6 years to do this, right?” I :- “What are you talking about?” She:- “I woke up that night in the middle when you were touching my breasts” I:- “Then why didn’t you say anything?” She:-“Though I enjoyed it a bit, I didn’t want to send the wrong signal at that time” Me:- “Well, You are gonna pay for this. Follow me to the bathroom & I will teach you some more tricks” & the adventure continues. FYI, my sister is still married to my Jiju. I am well settled in my job & have rented a 1 BHK just near to their house. So that my Didi can visit me any time she wants.