I Pegged My Little Brother!
If you've read my post Incest Sex Stories, you'll know that my little brother and I (we're just three years apart and I used to suck his baby penis when he was 5 and I was 8, which I thought he'd forgotten but turned out he hadn't) have in our twenties developed a close and loving sexual relationship.
In other words, he's boning me and I'm loving it.
But this took it to a whole new level. Though it was our first time, now it's just one of our pegging sex stories.
"I got these from an online sex store, Eve" said Jamie, showing me the two items above.
One was a pegging harness and the other a dildo with a double end insertable into the girl's vagina.
My eyes were wide open. As I took hold of the dildo for a closer look, I started to lubricate.
"Why?" I asked.
Then Jamie really surprised me.
"I've always wanted to try being pegged," he said, "but I never met a girl I trusted enough."
"Until now."
He paused.
"What," I almost shrieked, "you really want your big sister to peg you?"
Inserting the Dildo
We discussed it calmly and rationally after that. Jamie told me that he was bi, but had never had anal sex.
He wanted me, his loving sister, to be the first.
I have to admit I was getting pretty turned on, so we naturally moved to getting totally undressed.
We were on the carpet, because we figured a firm surface was probably better than the bed.
Jamie got me to lie down in front of him with my legs open. He was holding the dildo by its penis end and he inserted the other end into my pussy all the way up to the end of the shaft. I was very wet and it slid in easily.
"Now hold it there and stand up," Jamie said.
He got behind me and slipped the O-Ring of the harness over the penis, though I guess I should say "my penis" now.
The harness had two leather straps that went round my waste and fastened with Velcro and two more that went around my thighs and fastened to the one around my waist. The whole harness held the dildo firmly in place and as I walked around, one hand around my new cock, I could feel the other end making little fucking movements inside my vagina.
The whole thing felt incredibly sexy.
"Just one more thing," said Jamie, holding up a butt plug fox tail.
"I don't want to be the only one with something up my ass," he grinned.
He got me to lie down on my elbows and knees, ass in the air and worked some lube into my butt hole with his finger, then spread some onto the business end of the fox tail.
The harness I was wearing crossed my buttocks, but conveniently didn't cover my asshole.
I've always enjoyed anal play, so welcomed the familiar sensation of my asshole opening and the nerve endings sending me pleasurable sensations as my brother slid the butt plug into me.
A momentary pain and then it sucked itself all the way in and my sphincter closed all the way around the shaft.
I could feel the feathery, tickly fox tail hanging over my pussy, which was filled with the rear end of the double dildo. Even without doing anything, I felt incredibly sexy. When I thought of all the relationships I'd had, I couldn't stop marveling that it had taken my own little brother to make me feel this way. Naughty was the only way to describe it. I was even starting to think of my sucking his 5 year old cock as an investment that was now paying off.
Was I a sicko sister, or what?
"Now, Eve, you gotta lube me," said Jamie, breaking into my reverie.
"Haven't done anything like this since I was fourteen. So I'm gonna need lots. Use this."
I was curious about what he'd done when he was fourteen, where he'd done it and who with, but understood that was a discussion for another time. A comfortable brother/sister chat over a bottle of wine.
Jamie held up yet another purchase from his online sex shop.
It was a plastic syringe, designed to deliver a load of lube to, well, wherever you wanted.
Jamie loaded it up with coconut oil, spread more oil on the outside and handed it to me. Then he got onto his elbows and knees in front of me.
"You know what to do," he said.
Well, yes I did. It was fairly obvious. I pushed the end of the syringe up against his puckered little hole and slowly pushed it in.
Wow! It slid almost all the way in and then as I slowly pulled it out, I depressed the plunger, so that my brother's butt hole was totally lubricated.
"I've gotta try this sometime." I thought.
Since Jamie was already in a doggy style position, I thought I'd start fucking him now and so brought up my cock ("my cock!") to start prodding at his asshole. But to my surprise, he pulled away.
"It's not just about the fucking, Eve," he said. "I want you to look at me while you're doing it. That means missionary."
Jamie rolled over onto his back, lifted up his butt and used his hands to spread his ass cheeks.
I was poised over him, my weight on my elbows and my hips ready to thrust my cock inside him.
Just like so many males had been poised over me, many times over the years.
It was incredibly empowering.
I made eye contact with my brother. Kissed him hard and deep.
And thrust my cock into his asshole. He cried out but grabbed my buttocks and pulled me in, hard.
I'd never felt so connected to another human being in my life.
The cunt end of the dildo was giving me the sensation of being fucked as well and the two little protuberances at the base were rubbing against my clit. Delicious! Not to mention the fox tail butt plug filling my ass. I was aware of it every time I moved.
Jamie must have been enjoying it too because his cock was rock hard.
My hands were still nicely lubed so I reached down, took hold of his cock and started masturbating him. His cock felt wonderful sliding up and down in my hand, hard and soft at the same time.
Jamie started to breathe hard. "Jesus, sis, I'm gonna cum. Don't stop, please."
I considered edging him, but decided to save that for another time (oh yes, there was gonna be another time!) and really draw it out.
This time I really went for it. Fucking him in the ass like a jack hammer and jacking off his cock at the same time.
He started to cum in great spurts and, as he did, I thrust my whole cock into his anal passage and held it there until he'd squirted out every last drop.
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