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My Family
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Straight Male / 23
I used to mess around with my younger stepsister. We were playing legos as usual one day, and I suggested we play truth or dare. She kept picking truth, so her first dare, I dared her to only do dares the rest of the game.
I dared her to see me naked. Dared her to get naked, then finally dared her to get naked with no blanket covering her. I had been rock hard most of the game, but just the sight of a naked girl for the first time made me ooze orecum. I almost got off just looking at her.
She got aggressive with dares and she ended up daring me dry hump her, "ok let's do it without clothes on" I told her on the next dare.
Again she stripped down and seeing her lay there made me precum a little. I layed on her, and didn't penetrate, but rubbed my dick in the outside pre cumming. After 10 seconds or so, she said "ok enough." And I immediately stopped.
A few weeks later we played the same game. She picked only dares this time and after an encore of the first time we played, I dared her to suck my dick. She agreed. The feeling of my dick in her mouth was amazing. I had jacked off before, but never anything like that. After a minute or teo, she gagged and stopped. I finished myself off right in front of her. She was intrigued with me fuming.
About a month after that we again continued truth or dare. This time our parents were out for the night anywhere was less risk. By now the game was just a thin veil for wanting to experiment. We touched each other, she sucked me a little, then I dared her to get on all fours naked. She was hesitant but complied.
I slowly inserted the head of my dick into her tight ass. I asked if it gutted and she said she was fine. It was painful doing this without lube, but I got it halfway in.
I stopped and grabbed some petroleum gel and covered my dick in it. Still the best sex I have had to this day was my first time penetrating her ass. It was so big for her age and round, a near perfect one.
The slow moving in and extreme tightness was indescribable. I couldn't go fast it was sobtight, but it didn't take long to blow my entire load in her ass.
We continued with truth or dare games for a couple more months, but we almost got caught once, then she spooked and never wanted to again. After asking again, I let it go.
Today we never speak of it, and it's like nothing had ever happened.
I dared her to see me naked. Dared her to get naked, then finally dared her to get naked with no blanket covering her. I had been rock hard most of the game, but just the sight of a naked girl for the first time made me ooze orecum. I almost got off just looking at her.
She got aggressive with dares and she ended up daring me dry hump her, "ok let's do it without clothes on" I told her on the next dare.
Again she stripped down and seeing her lay there made me precum a little. I layed on her, and didn't penetrate, but rubbed my dick in the outside pre cumming. After 10 seconds or so, she said "ok enough." And I immediately stopped.
A few weeks later we played the same game. She picked only dares this time and after an encore of the first time we played, I dared her to suck my dick. She agreed. The feeling of my dick in her mouth was amazing. I had jacked off before, but never anything like that. After a minute or teo, she gagged and stopped. I finished myself off right in front of her. She was intrigued with me fuming.
About a month after that we again continued truth or dare. This time our parents were out for the night anywhere was less risk. By now the game was just a thin veil for wanting to experiment. We touched each other, she sucked me a little, then I dared her to get on all fours naked. She was hesitant but complied.
I slowly inserted the head of my dick into her tight ass. I asked if it gutted and she said she was fine. It was painful doing this without lube, but I got it halfway in.
I stopped and grabbed some petroleum gel and covered my dick in it. Still the best sex I have had to this day was my first time penetrating her ass. It was so big for her age and round, a near perfect one.
The slow moving in and extreme tightness was indescribable. I couldn't go fast it was sobtight, but it didn't take long to blow my entire load in her ass.
We continued with truth or dare games for a couple more months, but we almost got caught once, then she spooked and never wanted to again. After asking again, I let it go.
Today we never speak of it, and it's like nothing had ever happened.
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