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My Sister, Her Boyfriend and I

Posted by: SoloTouchArchive Author: justmeincal Posted on: 14 Nov 2005 1 comments
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Okay, here goes. This is the first time I have ever told anyone this story, so please bear with me. I am not a writer and don't pretend to be one. The following event happened 35 years ago when I was 16 and a junior in high school. Nothing remotely like this had ever happened to me before or since then. While I know no one would ever recognize who I really am from this story, I have changed the names of the parties involved just to be safe. The three people in this story are myself (Mike) and my 18 year old sister and her boyfriend (Jen and Don). I'm sure the dialog I used in this story isn't completely accurate, but it's as close as I can recall.I worked at a pharmacy in a small Midwestern town after school each day. One day I arrived at the store only to find the power was out. Since the store was dark and the cash registers wouldn't work, the owner of the store sent me home. I was happy to be able to head home knowing no one else would be there and I could jack off without worrying about getting caught. It was difficult at my house to get any privacy for jacking off except at night. So the thought of a nice slow masturbation session in the afternoon sounded great to me.On arriving home, I went to my bedroom first and began taking off my clothes. Then it occurred to me that I wanted to jack off with some lube. I didn't keep any lube in my room as I was afraid my mom would find it and figure out what I was using it for. However, I knew my sister had all kinds of lotions and moisturizers in her bathroom. So wearing just my jeans and socks I headed off to sis's room. To get to her bathroom, you had to pass through her bedroom. I opened her bedroom door and immediately stopped. There was Jen and her boyfriend. Don was laying on his back on Jen's bed with his jeans down to his ankles while Jen was sitting on the bed with her hand wrapped around his cock. I thought I was going to die of embarassment right on the spot. I should mention that when I was 16, I was definitely a 'late bloomer'. I was very shy and my experience with girls had never progressed beyond kissing and a few furtive touches of their breasts. Later in college all that changed thank goodness. But at the time of this story I was just a naive, inexperienced kid. Jen, on the other hand, was my exact opposite. She was very outgoing, popular and much more worldy than me. I'm sure she lost her virginity long before I did. Anyway, back to the story.There I was standing in her doorway. I remember my face turned beet red and I felt like I couldn't move. Don shot up and just stared at me. He looked scared to death. Looking back, I'm sure he was afraid that they were being caught by my mom or dad. Jen just looked at me and started laughing. For some reason, she thought the situation was really funny.Sis said 'Hi Mikie. Come in and shut the damn door'. I hesitated a few seconds, then slowly walked in, shutting the door behind me. Jen pushed Don back down on the bed and started stroking him again. Jen told me to come close so I could 'watch and learn a few things'. I walked up next to her and stood there while she worked on Don's cock. It was a little longer than mine, but didn't look quite as thick. I remember he was 'cut'. It's funny how our minds work. I vaguely remember what his cock looked like all these years later, but I vividly remember the pink fingernail polish my sister wore as she worked on his dick. Jen slowly worked on Don's cock and my cock became hard as a rock while I watched. I thought this was the hottest thing I had ever seen in my life, but it was about to get hotter. Jen took her hand off Don's cock, grabbed mine and placed in on Don's cock. She said 'Here, hold this while I go get something'. My face turned red again and I stood frozen in place with my hand on her boyfriend's cock. Don just looked at me and said 'Come on kid, stroke it for me'. After hesitating a bit, I started moving my hand up and down. As I said earlier, I don't remember his cock very well, but I do remember it felt very hard and yet spongy at the same time. I don't know why it felt different than my own cock, but for some reason it did.Jen returned with a smile on her face and bottle of lotion (probably the same bottle I would have snatched had she not been there). She giggled and said 'Watch this'. I took my hand off Don's cock and watched as she applied lotion to one of her fingers. Then she slowly slid her lubed finger up Don's ass. Don closed his eyes and moaned quietly. Jen took his cock again in her other hand and stroked him while sliding her finger in and out of his ass. Well, I thought I was going to come right then and there. I was amazed that Don allowed her put a finger in his ass and that he seemed to really enjoy it. All the while Jen was doing this, she was watching me, not Don. After a bit, she told me to take my cock out. Believe it or not, I was still hesitant although I thought my dick was going to explode any second. After being told a second time to 'whip it out', I finally did. I remember she giggled when I unzipped my jeans and pulled it out. She told me that I had a very nice cock and asked me to stroke it for her. Don was paying no attention to either of us. He was laying there lost in his own pleasure. He started squirming and moaning louder. Jen must have known that he was getting close. Jen laughed and again said 'Now watch this'. She leaned over and swallowed Don's cock. She was now sucking him while still sliding a finger in and out of his ass. I think before I die, I will never see a hotter sight. Don whispered 'I'm coming' and shot off a load in Jen's mouth. Well, that was all it took for me. I shot off like a rocket. My first couple shots blasted over Jen's head. The third or fourth shots landed on her hair and face. I briefly felt horrified that I had cum on my sister's face. Jen kept sucking Don until she had drained him completely. Finally Jen, rose up off of Don and looked me sqaure in the face. She laughed again, took a finger, wiped up my cum off her face and sucked her finger into her mouth. I gotta tell you folks, that is a sight that is seared into my memory forever. My dick started rising again but Jen said 'That's enough for now big boy'. I remember that I laughed and mumbled 'Thanks' or something stupid like that. I stuffed my cock back into my jeans and returned to my room to clean up.Well folks, that's my story. I know its not a wild as some stories I've read on this site, but its the best I've got. Years later, looking back, I know Don and I both had a great time. But I think Jen was the one who had the most fun. I think she got off on embarassing me (not in a mean way). I also think she wanted to help me with my shyness regarding sex. Guess I'll never know for sure. While we never did anything sexual with each other again, I will always cherish that afternoon. And I will never complain about a power outage as long as I live!