-- Fairly extreme brother-sister story. No one is under the age of 18
Rewritten and elaborated on since the story came to fruition with full consent. It is now almost completely accurate.
*
Here's a true story that happened to me a few years back. Call me a pervert if you want. I regret none of it and both of us have gone back to normal relationships. Every now and then we act on it, but for the most part, we just accept it as what it was.
It was Christmas time and my entire family took a trip to my grandmother's in Arizona. Everyone was assigned a room. I would have roomed with my little brother but he was put in the same room as my cousin, so I was to share a room with my older sister. No big deal, all things considered. We'd shared beds before. This was a few years ago. I had just turned 18 and Michelle was just a year and a half older than me. The perfect girl, in so many ways. I'd always secretly found her attractive.
The place was a ranch style house and we were given a room with a double bed. For anyone who's tried to share a double bed, it's not that easy. A queen bed you may occasionally bump into each other. A king you can pretty much sleep on your own side, but a twin, every movement you make you end up touching each other. After a long day riding horses with the family and a heavy dinner, we were both sent to our rooms early. I was used to going to bed late night, so Michelle and I lay in bed both unable to sleep. She looked incredible. Throughout our teenage years, I started to look at her in a new way. I often would make excuses to see her naked and masturbate later thinking about it.
This night I remember so vividly. She was in bed with a top and bottom next to me. The moonlight was pouring in the room. I could see her every curve in the bed. She was moving around in the bed and I was only getting more turned on. I decided to relieve myself hopefully without her noticing. If I didn t, there was no way I could possibly sleep. I put my hand on her stomach and left in there for a while my left hand slowly pulled on my dick. She is a deep sleeper and didn't notice as my hand slowly worked its way onto her breast. Every few minutes I was worried she'd wake so I'd put it away, but I thought I had a built in excuse - If she caught me, I'd pretend I was asleep. It sounds stupid, but it actually worked. I moved my hand up to her nipple and kneaded her soft breast as I touched myself. No movement. My tension only kept me going longer. After a while, I got bold and moved my hand down her dress to her trimmed pussy. I touched the warmth as I took care of myself. I must have got careless cause she grabbed my hand and took it off her, but she seemed to still be asleep. I finally climaxed into a tissue from a box next to the bed. To this day, I don't think at this point she noticed anything.
Either way, this continued the next few nights. But the problem was me. I was getting more and more careless. I would put a finger inside her and stroke myself. And I'm sure anyone reading this can guess what happened next. I got caught. She grabbed my hand and took it away from her pussy and looked over at me. Michelle has these big green eyes and I was so confused, so embarrassed. She whispered softly in my ear - "We can't do this." I asked her why not and we had a brief talk about incest and why it could never happen. To her, it was wrong.
But she knew I was too wound up to sleep. "You might as well finish" she said and I asked how. She thought about it and turned her back to me so we were spooning. "Just take care of yourself. It's not that big a deal" she told me.( ( I took my dick out of my boxers and rubbed it against her ass through her underwear.
"Is this alright for you?" I asked.
"Sure, just don't go inside me. It's not that big a deal." I rubbed myself against her ass crack til I came. "Do you feel better?" she asked.
"A lot. Can I do anything for you?"
"No, I don t even know what to think about what you just did.."
The next day I avoided her for a while. When the family was playing board games, I went outside and just watched the moon. After a few minutes, Michelle came out to meet me. "You ok?" she asked.
"Yes. I was just thinking about last night."
She laughed in her own strange way, reflecting on what happened. "Don't worry about it. But we can't make it a habit. It's just the circumstances. I'm sure you do that all the time. We just happen to be sharing a bed." I agreed with her and gave her a hug, thinking about what might or might not happen that night.(
After we both washed up, we were in the bedroom alone, left to purportedly sleep there. I started playing with a deck of cards knowing full well I couldn t sleep. I have a feeling you're not sleeping. You want to play a game?" she asked me.
"Sure" was my answer. I could see her full breasts taking over her shirt. "What did you have in mind?"
"We're both grown ups. Maybe we should take some time getting to know each other" she answered. "As lame as this may sound, how about truth or dare?"
"Sure," I answered, "as long as you go first."
"Truth," she said. She was kind of bouncing up and down on the bed.
I really had no idea what to ask or where to start. Should the first question be sexual or about something else? While I was thinking about the perfect question, she sort of helped me out. "Ben, I have no idea what the future holds, but ask me anything you've been wanting to know. I'll be honest. You might not have another shot."
I hated that she said that. She knew she had all the cards, but there was nothing I could do.
"How often do you masturbate?" was about the best I could come up with.
"Depends. Sometimes rarely, like when I'm busy and I have stuff going on. But when I'm bored, there have been days where I may just keep going and going and going." She laughed. "I get off extremely easily, I think." "How many times do you do it?"
"It's not your turn," I told her.
She laughed and then gave me the truth or dare question. Being a little uptight about all of this, I went with truth.
"Have you ever fantasized about me when you've um, played with..."
"Masturbated?" I finished her question for her.
"Yeah, but masturbated seems so clinical." She sat there a second. "So have you thought about me?"
I really was lost in what I should say. I got up, going for my suitcase, which had a bottle of cheap booze in it.
"Get back here. You can't avoid the question." I took the bottle of tequila and sat back on the bed. I drank a quick swig. I handed it to her and she did the same, then put it down.
"Have you ever thought about me when you've touched yourself? Aside from last night, of course."
I couldn't look at her, and I still don't know what I was thinking. I said yes, barely able to make eye contact with her.
Michelle got so excited, not in a sexual way, but more like a kid who just heard a big secret. "Really, tell me!" she demanded.
"It's not your turn," I said. This was the first time as to what was happening was dawning on me.
"Truth or dare?" I asked.
She thought it over for a second. "Dare" she said.
