4 comments/ 143355 views/ 12 favorites Best Friend's Sexy Older Sister By: BigTimmy30069 5 of us were sitting there that night, but it felt like it was just me and her. Jeff is my best friend and has been so for a long time. He is 20, I am 19 and we get along great. A few weeks ago I was staying with him for the weekend because I have moved away. We have drifted apart some since I moved and he has become much closer with his sister and her friends. She is 23 about 4'11 110, with dirty blonde hair. Her name is Amanda and she is absolutely intoxicating; the sad thing is she is married. Well on Saturday night we were all hanging out at Amanda and Will's apt when the phone rang. It was Willie calling to let us know our QP was ready. (For all of you who don't know a QP is a quarter Pound of Marijuana.) Well Amanda and Will have been on the outs since I have been visiting so will and his friend go to get the bud; leaving me Jeff and Amanda alone for the next two hours. When everything settles down were all sitting around and I just can't take my eyes off of her. She is wearing a very small pair of pink shorts and a tight white shirt. The way the clothes fit to her beautiful body is amazing to see. We all talk a little when Amanda comes out with why she is upset with Will. She had been kind of up tight all night and looked at me and asked me almost in self pity if I thought she was a bitch. Jeff was kind of doing his own thing so I wasn't worried about him. I could sense the need in her voice for someone to care for her. To hold her and let her feel wanted. I looked at her sweet doe eyes and told her I did not think she was a bitch at all, and had every right to be upset. All the sudden Jeff comes over to say he is going to the gas station to get some smokes. Finally after he leaves I'm alone with Amanda something that had never happened before. We continued to talk and I could see how sad she was inside. I walked over to her and sat pretty close to her on the couch. I laid my hand on her shoulders stretching my fingers out to rest on her neck. Her skin was so smooth and my heart rate jumped immediately. It had been along time since I had sat next to a woman that wasn't my girlfriend and I missed the feelings you can only get from someone new. She took one look at me and sank her head into my chest. I knew she was sad, but the sexuality of the situation was all I could think about. I knew she was there she was ready; I just had to say what she needed to hear. I put my hands on her shoulders and got her to look at me. I placed one hand gently on her cheek and looked right at her, "Amanda you are one of the most beautiful girls I have ever seen. And every time I am around you it is an absolute pleasure that I relish in." This worked like a charm as I felt her move a little towards me. I leaned forward and kissed her softly. I held her face close to mine kissing her so deeply. Both of us knew Jeff would be back soon and our romance quickly turned into passion. I slid my hand down her stomach. I ran my hand across the out side of her pink shorts. I could feel her getting wet because she wasn't wearing any panties. I raised my hand to her mouth and she began so suck on my finger. It felt so good inside of her hot wet sucking mouth. When my finger was good and wet I slid down her again, but inside her shorts this time. I went very slowly, I wanted her to suffer from desire. I pushed past her small bush and felt my finger slide past her clit. I went farther down until I found the entrance to her pussy. She was so wet it didn't even matter if I was. I slowly pushed my finger into her pussy as she kissed me so hard. She was in ecstasy and we had just gotten started. I knew exactly what she needed, and she knew exactly what I wanted. She took my hand and led me to the front door. She latched the door just enough so it was locked but not fully locked. She looked back at me as she put her hands on the door. She pushed her ass right onto my crotch. By now I was so rock hard I wanted to explode in my pants. I knew what she wanted and slowly slid her pink shorts down. I stepped back a little to look at her glistening pussy. My knees buckled a little when I realized I was about to fulfill a long time fantasy mine. I unzipped my pants and pulled out my dick. I had to bend over slightly because she was so short and that was all the sweeter for me. I put my head at the entrance to her hole and pushed at it gently. I slid in with ease and was overcome by how hot she was. It was amazing looking at her tiny body slide up and down on my dick. I felt like I was fucking her whole body. All the sudden she stood up and turned around. She grabbed my face and kissed me hard. She pulled me close and whispered Jeff is coming as she pulled up her shorts. I rushed back to the living as she went to her room which was right next to the front door. Jeff pulled the handle but to no adue. Amanda went over and turned the lock slightly and said "it must have latched a little when you left." I was a little flustered and still horny as hell but I seemed normal enough. Jeff and Amanda sat next to each other on the couch as I took the loveseat. We sat and talked for a little while because I had been gone for so long there was much to talk about. After a little while I could see Amanda was a little frustrated. She needed more so she slowly brought her left leg up the one closest to Jeff. She looked right at me as she slid her shorts over some to show me her dripping pussy. I wasn't sure how but I knew I had to lick that pussy and I had to do it tonight. With only and hour and a half left till the guys got home if I wanted to have some real fun I had to get Jeff out of the house now, but how could I get him to leave without me having to go. It must have been a gift from the sex god because Jeff's phone started to ring. It was Justin this time calling to him he had gotten a hold of some bars. (Zannex) This was the ticket because he was out the door in 5 minutes and I knew that I had at least an hour and a half till any one got back. As soon as she heard that door shut she ran over to latch it. She came back into the living room stark naked and beckoned me to come with her. I followed her into her bedroom and laid with her on the bed. We laid there embracing each other as we kissed. I ran my hands up and down her back venturing farther down each time. Feeling her skin under my palm was wonderful. She soon began to fiddle with my pants trying to get them undone. She looked at me and quickly moved down to the middle of the bed. She unzipped my pants and pulled them and my boxers off with on sweeping motion. My dick stood there like at a man attention ready for anything. Well I thought I was ready until I felt her soft lips brush the head. She reached up and grabbed my balls as she kept kissing my penis. She would push it into her mouth slowly and pull it out making little pop noises. After about thirty seconds I was ready to blow in her mouth and needed something to distract me. I picked her up by the waist and guided her lower half over my face. She gladly spread her knees wide to give me ample view of her sweet cunt. I looked up at it as a small bit of cum fell out and landed on my chin. I licked it off with pleasure as I moved nearer to her pussy. I took a deep breath in through my nose smelling her aroma. I pushed my tongue out just enough to slide it across her lips. Her ass began to shake a little as I did this, it was clear no one had done it for a long time. Soon her pussy wasn't enough and I began to run my tongue along her tight ass too. I fucked her pussy with my tongue hard while I fingered her ass harder. I could hear her screaming as I let loose in her mouth. She was cuming just as I was. After sucking me for a little longer she sat up, and I watched her swallow my cum. I sat there for a minute catching my breath just taking in her naked body. I was in heaven and this was only the beginning. Please vote for my story and leave feedback for me I would really appreciate it. P. S. chapter 2 coming soon Best Friend's Sexy Older Sister Ch. 02 Thank you to Frystar for editing this story. We were sitting on the bed together when Amanda stood up, threw my pants at me, and grabbed a very short pink robe. She led me out onto the front porch where she handed me a cigarette. We stood there smoking, just enjoying the night and each other. When we were finished, we walked back inside. Amanda pointed me straight back to the bedroom, but did not follow. She came in just a minute later, heading straight to the bathroom. I was a little confused as to what she was doing, but as soon as she came out a big smile came across my face. There she stood, my best friend's older sister, who I had lusted after for years, naked as the day she was born holding only a joint and a lighter. She walked over to the bed and sat next to me, lit the joint and started to smoke. After a few hits she passed it to me. I started to smoke as she began to kiss my neck. My dick was already hard as a rock; this just got me even more excited. I passed the joint back along with the affection. I began to kiss her neck softly when I whispered to her, "Screw the joint! I can’t wait any longer! I want you now, Amanda.” She took one more deep hit and put the joint out. She leaned over my penis, and lowered her hot mouth over it. I slowly blew out the last bit of smoke as she began to suck me again. This wasn’t what I wanted though. I slowly brought her face up to mine, kissed her gently, and told her to get on all fours. She readily complied. I sat there looking at her two holes just begging me to do anything I wanted. I started by kissing her soft ass cheeks as I squeezed them. I worked closer and closer to her asshole, getting ready to lick it again. After spending some quality time on her ass cheeks, I leaned in close and ran my tongue across her little pink puckered ass; slowly at first, but I quickened my pace because I just couldn’t resist. I fucked her ass hard with my tongue, getting it ready for something much bigger. I knelt down behind her on the bed and took another look at her sweet ass before I stuck my cock right between her hot pussy lips. I knew she was already about to cum, so I grabbed her shoulders and pushed my dick as deep inside her as I could. With that, she started to scream and I started to fuck. I pulled her on and off of my dick, enjoying every deep long stroke. After she calmed down some, I started to fuck her slower, going all the way in and pulling almost all the way out; just plunging back into her. As I did this, all I could do was stare at her little asshole just begging to be penetrated. I gave her one of my fingers, and she sucked it till it was soaping wet. I rubbed her own spit all over her ass and started to fuck her, with my finger in one hole and my cock in the other. She started fucking faster almost immediately, and I knew she wanted it. I pulled out of her and ran my tongue across her ass one more time; making sure it was extra wet. I held my dick at the entrance to her ass, pushing against it softly. At first, I could only get a little bit of the head in, but I knew that was all I would need. I grabbed her tight ass and pushed a little bit harder against the resistance. Before I knew it, the head of penis was being suffocated by Amanda’s asshole. It felt like she was squeezing me as hard as she could! I started to move the head just barely in and out, trying not to cause her too much pain. She turned her back just enough to give me the hottest look I have ever seen and she said, “Go slow baby, but I can take it. Fuck me in the ass, Tim!” Just her saying that almost made me cum, but I couldn’t yet! I had to get inside of her first. I heeded her words and slowly pushed inside her ass, going a little deeper with each thrust. It was almost unbearable at this point; her ass was squeezing my dick so tight it was turning purple. After I got a couple of inches in, I got a rhythm and started to fuck just the first 3 inches of her ass, but that was all I needed. After only a few thrusts, I shot more cum than I probably ever have right into her tight hole. I fell back on the bed and just laid there for a minute. When I looked up, Amanda was already gone. I looked around when she came out of the bathroom and laid on top of me. She got close and whispered to me, “I know you only got about half of you in me. We will have to save the rest for next time.” I kissed her forehead and held her beautiful naked body close. After all those years of wanting Amanda, as I was sitting there holding her, I wondered if that’s what I had always really wanted. And all I could think about for weeks was her saying, "Next time." Ps please give me a good vote :) Best Friend's Sexy Older Sister Ch. 03 It had been six months since I had seen Amanda. Six months since I had made love to her, and there still had not bee a next time. Due to the fact that I had moved away to college I didn't have a whole lot of time to travel to my home town. That night was going to be different though; I had just spent five weeks in London, and other parts of Europe; the night before I had stayed up until four in the morning tripping on mushrooms only to get up at six a.m. to get on a plane back to the U.S. I had been planning what would happen next for a few weeks. I had saved a couple hundred bucks to buy about an ounce when I came home, and I had made plans with Jeff and Amanda for them to have it ready as soon as I got off the plane. After leaving the airport I was exhausted, but regardless I was on my way to see her. When I arrived there she was sitting on the hood of Jeff's 67 Chevy Nova all alone in a pink pair of shorts, and a tank top. She came right up to me threw her arms around me, and I felt her sweet lips connect with mine. "That was a better homecoming than I could have imagined," I whispered into her ear. "If that was the best you could imagine, I am going to blow your mind, among other things," she said with a wicked smile. When we went inside Jeff and his girlfriend Shannon were already there. We talk for awhile about the things I did while I was outside the country while I rolled a monster the consisted of four rolling paper put together. It was taking a considerable amount of time to do though because it was so large. After about a half an hour Jeff and Shannon went upstairs, in my mind to go have some fun. I was still sitting on the floor in front of the coffee table working my magic while Amanda sat next to me in a chair. Immediately after they disappeared from view I felt both her legs resting on my shoulder pulling me to her. Not wanting to disappoint I didn't resist her gentle tug, and I also turned as she pulled me. By the time she was done pulling I was neck deep in her crotch with pink cotton being the only thing separating me and her already wet pussy. I could smell her sweet aroma as her juices seeped through her shorts. She grabbed the back of my head pushed me hard against her pussy, and I began to kiss it softly through the fabric. Not wanting to do too much with Jeff just upstairs I controlled my self and pulled away. I leaned up, and kissed Amanda tenderly and deeply before retuning to my work on the joint. After a few minutes I had put the finishing touches on it and it was ready to burn. I let Amanda do the honors because there is nothing sexier than watching a beautiful woman light a joint the size of a cock. By the time we had finished half of the joint we had lost track of time, and were both completely wasted. Having pushed Jeff to the back of our minds by now Amanda and I began to fondle each other heavily. Our hands were both lost to the abyss of the others pants while we kissed passionately. Our heated exchange of touching was then mildly interrupted by the sounds of two voices in the background, but we didn't care as we continued to grope one another feverishly. I'm still not sure what really happened, but I heard no objections from either two people as Amanda and I assaulted each other. I can only assume that they had not finished what they had gone upstairs to do, because I finally sneaked a look towards the stair only to see Shannon sucking Jeff off. Seeing this reminded me of what Amanda had said earlier, and now it was time to collect on the offer. I almost ripped my shorts off trying to get my dick out, and when I did Amanda didn't hesitate. I felt her hot mouth envelop my penis instantly, and my whole body seemed to be overcome with the heat of her mouth. She grabbed my dick with her hand and spit on it hard. She feverishly started jacking me off as she sucked the tip. After letting her suck me for awhile I pulled my dick out and started to beat it on her face. Eventually she opened her mouth and I beat my dick on her tongue until she swallowed me again. Enraged with passion I had to get to her pussy. She was on all fours on the couch at this point sucking me as I sat next to her. Being so petite at only 4'11 it made it that much easier to pick up her ass and bring it right to my face. I couldn't be bothered with her shorts at this point so I pulled them down about a foot and just suck my head under them. The smell of her pussy went into my nose and hit me like a rush. My tongue wasted no time finding its mark as I buried it deep in her cunt. Her juices hit my tongue and flowed down it right into my mouth as I lathered her pussy. I could feel her pussy tightening around my tongue as I stoked it faster and faster trying to give her, her first cum of the night. It wasn't long before I felt her screaming with a mouth full of my dick as she released her honey into my mouth. Knowing she would need a second I lifted her ass back to where it was before so she could continue sucking me. When I was able to get my Barings I noticed Shannon sitting in the chair Amanda had been in early having her pussy worked on by Jeff; while she watched Amanda suck my dick. I tilted Amanda's ass a little more towards her so she could get a good look at that was well. As I stared at Shannon's naked body I saw her reach for Amanda. A second later she had two fingers deep inside her pussy. Amanda not having seen the two of them early was startled and puller her head up from my cock. She looked back saw Shannon there and gave her the same wicked smile she had given me earlier. I figured that I would help Shannon out with her cause by fingering Amanda's ass. When I reached over Shannon helped me by sucking on my finger before I put it in. As I slid my finger into her ass I could feel the rhythm of Shannon's fingers already inside. It took Amanda even less time to cum this time, as she pulled completely away from my dick to scream as she came. After this Amanda got up and repositioned her self on the couch so that her pussy was sticking right off the end. I understood what she wanted immediately, and positioned my self behind her. The first thrust always feels this deepest, and this one held true. I plunged into Amanda until my body and hers were one. I could feel her tight pussy squeezing my dick just as it had done to my tongue; while I fucked her. We were joined shortly by Jeff and Shannon as they set up in the same position on the couch next to us. I watched Jeff enter Shannon's hot pussy, and then looked up only to find him looking at me. This was the first time we had made eye contact since this began, but to my delight he just smiled like I wasn't fucking his sister right next to him, and went back to pounding Shannon. After a little while I could tell Jeff and Shannon were almost done, so it seemed as if in unison to catch up Amanda grabbed my dick, and I pulled it out of her. A second later we had both put the tip of my dick to the entrance of her ass and began to push. It seemed almost easy after last time as my dick slipped into the hilt almost immediately. She looked back and said, "I've been practicing." I pushed deep into her ass again and again, as I squeezed her fleshy ass cheeks hard. I was able to move her whole body with one hand as I watched my dick getting lost inside of her. The pressure of her ass began to build on my dick quickly as I felt the cum begin to swell inside. Determined not to miss out on my cum again Amanda pulled me out and slid to the floor. She grabbed my balls and dick, and stocked them hard. Soon I was exploding onto her wide open mouth trying to cover her whole face with my overload of cum. When it stopped I looked over to see Jeff and Shannon sitting together smoking the joint as they watched Amanda suck the last of the cum off my dick.