Romance With Friend’s Sister
asshole, first time, friend's sister

This sex story is about how I got lucky with my friend’s sister, how I proposed her in the party at the first sight, how things turned out between us and finally made me cum for the first time in my life and that too without masturbating. Hi Friends, I am bay area boy currently living in SF, USA. I had few romantic stories in my life but the story that I am about to write is special which happened almost 10 years ago when I was studying my bachelors and every bit of it is real. My native place is Hyderabad and I was a simple and shy guy until my 12th grade. After joining the engineering college, first few days went exceptionally well, got new friends. I was a very naughty boy of the class meaning I use to the pass satires on my friends, making fun of them, doing lot of masti in class almost maintaining a gang of my own and use to be friendly with all. There was a girls gang in our class and every one of that gang were beautiful except one and that gang was also naughty meaning they use to comment/make fun of teachers & boys in class and use to be very funny. Slowly both gangs became close friends and I fell in love with one of girls in that gang after many days she accepted my love. Though I have a lover, I was very close to all the girls and I use to propose them funnily and they know I am very nice and friendly person so they use to accept my proposal in a funny way. One day we (5-6 friends) were having a casual party in one of bakery’s in Dilsukh Nagar and to that party my girlfriend(Minne), my other friend(Sweety) and Sweety’s sister(Hottie) came and that was the first time I saw Hottie, She was little short but amazingly beautiful with perfect figure. We had introduction and this is what happened after that. Myself: I went to her and said to her in front of all my friends that I want to talk to her. Hottie: Yes, tell me. Myself: Can you come out for couple of mins. Hottie: Nope, tell me here. Myself: I love you Hottie: Shocked Everyone (Including my girlfriend Minne and Sweety): Started laughing because they know that I am a funny guy and I propose to all our friends (girls) and tease them in a friendly manner. Hottie: Understood the situation and I think her sister (Sweety) already told her about our friends and how funny we are, how close and good we are. But she was still answering to me in little angrily for the rest of the party. There after I don’t remember meeting her often (May be once or twice) but whenever we do I use to tease her and she use to take it smilingly. One day I was hanging out with my friends and my phone rang, it was my girlfriend Minne. Minne: Hi darling we (Minne and Cutie(My other friend)) are doing group studies at Cutie’s place and why don’t you stop by. Myself: Sure I will stop by in the evening on my way back to home. I reached Cutie’s home in the evening and I was surprised to see Sweety and her sister Hottie. Myself: Minne, you said that you and cutie are studying, how come Sweety and Hottie are here. Minne: They both went to shopping and stopped by on their way back. We all talked for some time and finally decided to go to our homes as it was getting dark. Minne: Darling, Cutie is going to her relatives house, can you drop her as there are no direct buses and autos that would go in that way? Myself: Sure All 5(Minne, Sweety, Hottie , Cutie and myself) left the house and are walking to main road, their house is half Km away from the main road. I was walking my bike. During our conversation while walking something amazing happened. Hottie: Asked me, Hey you always call me as your lover (I always tease her and all my friends know it), will you not take your lover for a ride on your bike? (First shock of the day/life) Myself: I was like why not sure and I asked her to get on to the bike. Also asked rest of my friends to keep walking to the main road and we will go for short ride. Hottie: hopped on to my bike one-sided and started our ride. Myself: Started the bike and after some distance I asked her very funnily and unintentionally “Girlfriend does not sit like that on boyfriend’s bike” Hottie: She understood what I said but innocently asked me “How do they sit” Myself: Two-sided Hottie: Then stop the bike (Second shock of the day/life) Myself: Stopped the bike Hottie: hopped off the bike and hopped on again but now she is sitting two sided. Myslef: Started the bike and after some distance I again asked her very funnily and unintentionally “Lovers don’t maintain distance between them on the bike” Hottie: She came very close to me and wrapped her hands around me. I was in Cloud 9 and I had no words (Third shock of the day/life) Everything is happening just like that, her beautiful soft breasts were touching me. That was hell of a feeling which I cannot express in words. Only boys who experienced it will understand that feeling. Unfortunately it was a very short ride as our friends might have reached the main road and waiting for us. On our way back to main road I stopped the bike and she got down and got on to the back one sided as if nothing happened between us(The whole scene is still fresh in my front of my eyes). I dropped her on the main road where rest of the 3 friends was waiting. We all had little chit chat and Minne, Sweety and Hottie took an Auto to their homes (they live close by). Cutie and I started to her relatives place and she started talking to me something while I was riding my bike. Though I was physically present and talking to her, mentally my mind was thinking about what just happened with Hottie and was still in shock. I dropped Cutie at her relatives place, bid her bye and started back to my home and on my way back I started calling Hottie but she did not answer. I might have called her 100 times till I reached home but she didn’t answer my call. I felt bad that she did not answer my call and started minding my own business. At around 11PM I got a call back from her. (4th shock of the day/life and by now I got used to the shocks) Myself: Hi Hottie: Hi, why did you call me so many times? Myself: After what happened between us this evening how can I not call you. Why didn’t you answer my call? Hottie: I was away from the phone. What happened between us? Myself: You know what happened. Why did you do like that? Hottie: What did I do? Myself: why did you sit so close to me and hugged me tightly from the behind? Hottie: You asked me to sit and hold you like a lover, so I did. Myslef: Ok and we kept talking some stuff. Hottie: How is the relation between you and your girlfriend (Minne) Myself: good Hottie: I mean physically? Myself: I said what do you mean? Hottie: how far did you guys go? Myself: Not far, we kissed each other and some tiffins (Hyderabadis know what tiffins mean: touching, pressing boobs everything other than main course which is sex) Hottie: Explain it to me I won’t reveal it to anyone. Myself: We became very close now so I explained her how we kissed each other, how I suck on her boobs, lick her navel, lick her whole body, lick her armpits etc. At that time I didn’t know about hand job, blow job and I never masturbated. I saw in porn movies but I never asked my girlfriend to do that to me. I was fresher in romance back then. But I told her how much I like licking and sucking on women’s body. Hottie: She didn’t let you have sex with her? Myself: Nope it’s not that, I don’t like to have sex before marriage. Hottie: Nope I don’t believe it. I don’t trust you. You are lying how can you control not have sex after doing all the fore play? Myself: Nope trust me, I never had sex with her and I will not have sex with her even if she wants me to have sex nor I will have sex with any one in my life other than my wife.  Hottie: what do you mean by anyone? Myself: I mean, even if I get a chance to have sex with someone else, I will do romance, I will kiss, eat her saliva, suck her boobs, lick her armpits, pussy , her toes, her legs, each and every inch of her body but I will not have sex with them. Hottie: I don’t trust you or any male who would say no to sex when girl asks for it. Myself: I will say no to any beauty. Hottie: I challenge no men will do it. Myself: try me. Hottie: She was little hesitant. Myself: you said you will prove me wrong. Hottie: Ok but when and where. Myself: Tomorrow and I will think about where and will inform you tomorrow morning. Myself: What will you do to me when I meet you tomorrow? Hottie: I will show you tomorrow. It was already around 2 AM by then and we bid goodnight and I said I will tell the location tomorrow morning. Whole night I was thinking about what happened that day and where to arrange the meeting location tomorrow and slowly slipped into sleep. Next Morning I woke up and called up my friend and made up some story and told him that I need him to arrange me a place to meet a girl. He was very close friend of mine and told me to come to his house afternoon as no one would be in the house. I have conveyed the same thing to Hottie and said that I will pick her up in the afternoon. I got ready and left to my friends place early and he asked me about this girl. I told him some story and managed him. My heart pounding like anything, I could hear my heart beat. This is the first time I am going to be with another girl other than my girlfriend. Finally she called me, I went and picked her up. I still remember the dress she wore. It was a black tshirt and dark yellow color full skirt. We went into the bed room and locked from inside. Since my friend was just sitting in the living room outside the bedroom, we had to be very calm and silent. We started kissing each other, exchanged our salivas, I kissed her whole face, Licked and sucked her tongue and licked every bit of it and hugged her very tightly. Then I looked at her very closely and surprised to see her huge and soft breasts. I took off her black tshirt and saw those soft breasts in the bra (I still remember the color and brand of the bra, it was Daisy dee, skin color) I was again shocked to see the huge breasts on small and skinny hips. I asked her how you are managing such huge breasts on skinny hips. She smiled. Though the bra hooks are on the back, this model has a different kind of hook on the front too. I tried opening it with my month for long time but I could not and finally she freed it and here comes the feast, I sucked on those boobs, Squeezed them, bite them and I felt like I can spend rest of my life on those boobs. Then I started kissing her hands licking her fingers all the way to her shoulder and neck. Then I lifted her hands and licked her cleanly shaved underarms. Two eyes are not enough to see her beauty, I licked her navel and played with it for some time. Then I went down and started licking her toes, fingers, legs came up and her thighs and inner thighs. I licked on her panties and made her panty wet on pussy area and removed her panty with my mouth. We were not talking much, only action. I licked her pussy which was cleanly shaved until she came. I licked her ass and finally reached her asshole. Myself: I asked her if I can put fingers in her asshole. Hottie: Yes This was my first time as my girlfriend never let me see the asshole. I placed my finger in her asshole but unfortunately it was not a pleasant experience as when I removed my finger I saw shit on my fingers so I rubbed the shit to a cloth and went back to my romance. Licked her whole legs and made her completely wet, I did not leave any part of her body. My dick was hard by then, she kissed me, she kissed my dick and put my cock in the mouth for some time and then she said Hottie: Now let’s fuck Myself: As I said I do not want to have sex and you challenged me that you will make me fuck you, so you try. Hottie: After giving blow job for some time she came on top of me and she tried me inserted my cock in her pussy but she was not able to insert. Myself: I did not even know which hole to put as this as my first time. And she very tight I guess so I dick was not even finding its way. After trying for long time she said that she lost the challenge& said lets go as it was getting late. I had lot of fun on that day and finally we both dressed up and left my friends place. After dropping her I felt some pain in my penis and I get this pain every time I get horny and I did not know at that time that we should masturbate to release the pain. Whenever I get pain I go pee and during night I automatically cum in my underwear’s without even masturbating. So I stopped my bike and I opened up my zip to pee and for the first time in my life I saw sperms coming out of my penis continuous for 30 secs(It was because of the romance we did the whole afternoon) and my dick became limp. That is how I released sperms for the first time without even touching my dick or masturbating. I called again her that night and told her about the sperms. Thereafter we met many times and had fun by foreplay but never had sex and I left to USA for masters and kept in touch with her for some time and later she got married and we never saw each other. But I will not forget her, her beautiful boobs and her hips . She had absolutely stunning figure. Even now I sometimes see her pics in FB and secretly admired her figure but never bothered her. This is my first sex story in ISS, Please leave your feedback at [email protected]. Also please feel free if you want to have chat, get to know me and meet for fun if you are around SF bay area, not strings attached.