I had a best friend named Andrew while I was growing up. He and I were buddies from way back and we literally hung out every weekend until we were about 19. The best part about that friendship was that he had an older sister named Michelle. She was about 6 years older than us and in fact, she used to be our family babysitter when I was very young. I had a huge crush on her from the moment I met her.
Anyway, it was our senior year in high school and we were both about to graduate. Since we were both 18, we now had to decide on a career or college. Andrew chose to join the Army, and I chose to go off to college. We had one summer left to hang out until then. Finals week had just ended, and I was looking to blow off some steam. Since it was Friday, I headed over to Andrew’s house. His mom answered the door. She said that he wasn’t going to be home for an hour or so, but that I could hang out in his room until he got back. About 5 minutes later, Andrew’s mom and dad came up to let me know that they were going to head out to dinner, but that Michelle was in the backyard if I needed anything. I said goodbye and they went on their way. I sat back to play some playstation and zone out for a bit.
Andrew’s house had one of those Jack and Jill bathrooms where you could be sitting in Andrew’s room and see into Michelle’s room through the bathroom. At first, I barely noticed it, but then after glancing up a couple more times, I noticed what looked like a bunch of lace thongs coming out of her top dresser drawer. Curious, I got up and walked into the bathroom to get a closer look. Sure enough, plain as day, were thongs hanging out of her dresser drawer. Although she was very attractive, and “super hot” in my 18 year old, hormone infused mind, she never struck me as that kind of girl. I wandered a little deeper into her room, realizing that in all my years of knowing her, I had never been in her room. I looked around at all of her things, trying to get into the mind of the 24 year old sister of my best friend. I inched closer to the dresser, lost in my own fantasies. I reached for the knob on the drawer and slowly opened it to reveal what seemed like hundreds of thongs and bras to my young mind. Looking back, it was probably very underwhelming compared to what I have seen since then. However, in that moment, it was amazing. I was at a loss for thoughts. Now, I wasn’t a virgin by any means, but I also wasn’t expecting to find thongs and lingerie in my old babysitter’s room. I did the only thing a stupid 18 year old would do. I whipped out my flip phone (I get it… I’m old haha), and snapped a picture of that drawer.
Well, having been so captivated by the undergarments before me, I didn’t ever hear Michelle coming up the stairs. It wasn’t until her door began to open, that I realized I had screwed up. I darted through the bathroom and into Andrew’s room just as she walked in. “Damnit!” I thought to myself, “I forgot to shut the drawer. Michelle is gonna kill me!”
“Excuse me hun, can you come in here a second.” Michelle asked from the bathroom doorway. I froze. I didn’t know what to do. I was so busted. She would totally tell my parents, and her parents and this whole mess will be on me. I looked at her painfully, so much guilt on my face. She motioned me into her room. I reluctantly got up and followed. The moment I walked in, she pointed to the bed. “Sit down, we need to talk…” she said, “Were you going through my drawers?” I couldn’t think of any lie that would make sense. “Yes,” I stammered out. She asked why. Again, not being a great liar, I told her the truth. “I just was curious, you didn’t ever strike me as the type to wear that sort of… stuff,” I answered. She told me that she knew that I had a crush on her, and that Andrew had told her. She told me that she also knew that I was easy when it came to cute girls. I didn’t know what to say. “Please don’t tell my parents, they’ll kill me,” I choked, “I am so sorry, I was honestly just curious.”
She stood there in front of me for what seemed like eternity. It was maybe 10 seconds at the most. Then she sat down on the bed next to me. I looked away, completely ashamed. “So you were curious?” she asked me raising an eyebrow. I nodded yes. She sighed. She took my hand in hers. “I guess I can’t be too mad at you, considering you have had a crush on me all these years. Who knows, maybe I could teach you a thing or two.” she said. I looked up at her like she was absolutely joking. She had to be kidding. I was just relieved to know that she wasn’t going to tell my parents, or at least that is what it sounded like.
She leaned in and kissed me on the neck. “Well, what are you waiting for?” she asked me, as she was sliding off her shirt. Again I sat there in total disbelief. Usually I was a bit more aggressive, but in that moment I was frozen. I had just gone through so many waves of emotion. Curiosity, surprise, fear, and now shock. My wildest dream was unfolding before my very eyes and I was just sitting there like a statue. She pulled me on top of her and the minute I felt her warm skin, I snapped out of it.
I immediately became hungry for every inch of her body. Getting undressed was a complete blur. All I remember to this day is going from fully clothed, to sliding deep inside her. I don’t think there was any foreplay at all. We were kissing, licking, and biting, each other in a passioned frenzy. Both of us completely naked, except for her pink lace thong, which I pulled to the side. She was dripping with excitement and I did not have to work one bit to slide into her. She was so wet and warm, I could almost feel myself about to climax. I quickly regained composure and focused on her. After a few minutes of her being on her back, she flipped me over and began to ride me. Hear moaning was driving me crazy. She was in great shape, but a little curvy on the waist and ass. Her breasts were probably a D or even a DD and she wanted me to suck on them. I gripped her ass tightly as she slid up and down on my long hard shaft. I don’t think I had ever been that hard. Just before we both reached the climax, she slid off of me and got on all fours. I came from behind her and asked her if she was close. “Mmmhmmm,” she moaned. I held on to her waist as I thrust in and out of her steaming wet pussy. She began to massage her clit with my balls. I could feel her dripping all over me. Sweat formed all along her back and I could see her soft white skin turning red. She moaned out “Finish in me!”
I didn’t need to be told twice. She screamed out my named as she started to orgasm. I could feel her tight lips squeeze tighter around me as she came all over me. As she did, I began to fill her pussy with hot, dripping cum. As I pulled out to thrust back in, she squirted on my throbbing cock. I had never seen that before. I was in heaven. I shot my last bit of cum onto her pussy lips and pink thong and I backed away. She turned around slowly, kissed me tenderly, and then readjusted her thong. I could see my cum still dripping from her left pussy lip, which was just showing a bit outside her thong. She smiled at me as she put her clothes back on. “Not a word of this to anyone,” she said. I nodded as I got dressed. She kissed me once more and then left the room. The smell of sex was heavy in the air. And a wet spot still remained on her light red comforter. I smiled as I looked around the room. I was on the top of the world. I went back into Andrew’s room and sat down to play playstation. I played until he got home. Michelle had made dinner for the three of us.
The entire time, she sat there looking at me. Knowing what we had just done. It was the hardest secret to keep. When dinner was over, I hung around for a bit and then went home. The next time I went to Andrew’s house, Michelle and I decided that we would keep it going. We had sex more times than I could count for the rest of that summer. It was a dream come true for me. The day Andrew left for basic training, was the last day I was with Michelle. I left for college the next day and we have rarely spoken since. I will never forget her though… and I will never forget that summer.
Source: reddit.com/r/gonewildstories/comments/62ihky/fm_my_friends_sister_and_the_summer_before_college
>I realize I am dating myself
that took 3 rereads to get understand lol
Definitely need to hear more about your experiences with her
Jesus. 24 and still lives at home.
Think I saw a porno with this exact plot.
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Whoa that was hot. There’s something so satisfying about nailing and finishing inside a girl you’ve fantasized about for so long.
Well you gotta give us more then