Where it happened: her bed
Langauge: English
Sex: Male
Rating: 5
Category: Straight
I grew up with three little sisters, all of whom I “trained” to be very open with me, and comfortable with me seeing them naked. From oldest to youngest they are Maria (3 years younger), Jenny (5 years younger) and Rose (8 years younger). When I was going through puberty, I would have them come into my room at night and dance naked for me while I masturbated under the covers. They even danced for one of my friends on a few occasions, but we were both shy about masturbating together, so we just watched.
The good stuff started when I was a sophomore in high school. It was a Friday night, and my parents weren’t home. That particular Friday was quite stormy, and Rose got scared, so came into my room and asked to sleep with me (for the reference I didn’t lose my virginity to an eight year old). I had been masturbating, but couldn’t say no, so I pulled up my boxers and let Rose into my bed. She was out pretty quick, but I had a raging boner, so after making sure she was asleep, pulled my boxers back down and went at it. As I jacked off, I noticed that my hand was resting on Rose’s stomach. I quickly stopped and pulled it off, but my hormones got the better of me and I found myself masturbating while feeling my sister’s sleeping body. I put my hand back onto her stomach but under her shirt, and fondled it for a minute. Then, I slowly slipped my fingers into her underwear, and felt her slit. Right then and there, I had an orgasm stronger than I’d ever had before, and shot the most cum I’d ever shot. Of course, I felt absolutely terrible, and I had to clean up all the cum. I hadn’t ever touched any of my sisters like that before.
The next morning Maria and Jenny were off at their swimming or dance lessons or something like that. I was alone with Rose, and still feeling guilty about what I’d done the night before. I decided to make it up to her. I asked her if she wanted to take a shower with me, and she said yes. I asked her if she’d ever seen me naked. She said no. None of my sisters had seen me naked before, even though they went around exposed. I asked her if she’d seen any boy naked. She said no. We went into the bathroom, and I started the water. Rose stripped, and I took off everything but my boxers. Rose looked at me and told me to strip, so I gently slid them off. It was weird being seen naked by someone else, and Rose stared for five minutes straight at my hard penis. I could tell by the look in her eyes and the slight movements of her hands that she wanted to touch it. I grabbed her right hand, and gently placed it on my penis. It felt amazing, and Rose seemed happy also. We took our shower, and she stared at me the entire time, and fondled my penis. Afterward, everyone else came home so we got dressed.
Later that night Jenny came into my room as I was masturbating and told me that Rose had told her that she got to see me naked. Jenny, jealous of Rose, wanted me to strip for her. I figured that I owed all of my sisters, so I uncovered myself, since I already had my boxers off, and pulled off my shirt. Jenny stared just like Rose did, and I grabbed her hand and made her touch my penis as well. Horny, I asked her to put it in her mouth. She said okay, and did just that. IT FELT AMAZING. I told her how to move her head and use her tongue, and soon felt like I was going to cum. I told her to stop, and I grabbed my penis and pumped until I shot sperm EVERYWHERE. Jenny yelled “ew!” but still played with the cum that had landed on her, and even tasted it. She said she liked it, and wanted me to shoot in her mouth next time. I was amazed that she said there’d be a next time!
The next day I had to deal with Maria. She was mad at me for taking advantage of them, and for always making her get naked in front of me and my friend. However the real case was that she was jealous. I told her that I would make it up to her and strip for her and one of her friends. She said I didn’t have to strip in front of her friend, as long as I let her give me a blowjob. Deal. I got naked, and she stared and then started to suck my penis. It was amazing, and soon I cummed in her mouth. She loved it, and swallowed, but then got up and left.
Over the next few weeks my sisters and I started doing things like that. However, one night shortly before Christmas, I was alone with my sisters in their room, tucking them into bed. Rose asked me to read them a story, so I got into Maria’s double bed with her and started to read “T’was the Night Before Christmas.” As I went on, Maria inched closer and closer to me until we were pressing into each other. When I finished the story, Maria looked up at me with a sparkle in her brown eyes. Then Rose said “I dare you to kiss!” I looked over at Rose, and then back at Maria. I gently moved my head towards her and pecked her lips. I drew back, but she pursued me, and soon we were making out. We quickly forgot that Jenny and Maria were watching us, and rolled around on her bed, pulling each other’s pajamas off. Then we were naked, and kept rolling around and laughing, while Rose and Jenny sang “Charlie and Maria, sitting in a tree. K i s s i n g.” I wrestled my way on top of Maria, and began to push my rock hard penis into her vagina. It was tight, but I kept pushing, and Maria didn’t seem to be in pain. Soon my entire penis was surrounded by my sister’s moist warmth, and she looked up at me with the same twinkle in her eyes. I began to thrust in and out, and Maria started to moan. Rose and Jenny watched in complete silence, but soon started to ask each other questions about what we were doing. I continued to bang Maria, but soon felt the blanket pulled off from over us. Jenny and Maria had done it to see what was happening. With them watching my penis moving in and out of Maria, I quickly felt the best orgasm I’ve ever had come on, and soon was pushing in deep and shooting my load into Maria’s womb. I collapsed on to my sister, and she held me tight to her until Jenny and Rose started to say “my turn!” I got up and told them that they were too young, but they kept begging me. However, I didn’t give in.
Maria and I got really worried that she’d get pregnant. I was able to buy a pregnancy test within the next week or so, and she took it. She was pregnant. Since it was still the earliest possible to get an accurate result, she slept with her boyfriend and had him cum inside of her so that she could blame him. Over the next couple of months, Maria and I banged a few more times, and it was HOT when she was five or six months. I mean she had enough of a belly that I could feel it while we made love, but not enough yet that it got in the way. As she’d predicted, her boyfriend would have nothing to do with the baby, so she gave it up for adoption.
After I went to college, I’d come back on break and finally let Jenny and Rose have their turns. However, when Jenny was 15 I got her pregnant (oops…), and that stopped that. A year or so later Rose wanted me to get her pregnant like her sisters, but I refused. Two months later I found out she’d found a long time friend of hers to get her pregnant, and they kept their baby and are still together, planning on getting married. I hope it works out. As for me, I went through college and stopped having sex. I’d gotten two girls, my own sisters, pregnant, so I waited until I got married to have any more sex, and I’m sure glad I did. Thanks for reading, and please learn from my mistakes!
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