Another story from a client.
I was 18 at the time. My parents were quite liberal, and raised us kids to be open-minded. To know what's right and wrong, not by what people tell us, but by what makes sense. So, it was really no surprise when my brother, two years older than me asked me one day, "Can you cum yet?"
"Yes, I can."
"I don't believe it. You're too young."
"I can, I swear it."
"Lemme see."
"No."
"Come on."
"No."
"Why not?"
"Too goofy."
"No, it's not. What's wrong with it?"
"Well, nothing really."
"Then, come on."
"Well..., OK."
I pulled down my pants. He pulled down his. His penis was already hard. Quite large and hairy, at least from my young, hairless point of view.
Perhaps it was solidarity with him, maybe I was starting to feel horny. The idea that someone would watch me jerk off. I was always one to like getting attention. In any case, I became erect quickly.
I started stroking right in front of him just the way I did it when I was alone.
"Woah, slow down!"
"Huh?" I asked, as I slowed down like he asked.
"Way too fast little dude. You don't need to do it like that. The experience is way better if you make it last."
I started stroking again.
"No, here let me show you."
And with that, he reached out, and grabbed my dick. My, I had never been touched like that by anyone. It felt immediately nice. He let go, and instructed me to lay down on his bed.
He then started running his fingertips over my tight little scrotum. It tickled and I asked him to stop. He then took my dick in his fingers and started stroking me very slowly. Frustratingly slowly. It felt wonderful, but I wanted an orgasm right away.
He continued to stroke me slowly. My penis was as hard as it had ever been. Maybe harder. It felt soooo good! Then he reached out with his other hand and started feeling my scrotum again. This time, it didn't tickle. It was wonderful.
"I'm gonna cum" I practically yelled.
He pulled both hands away immediately. My dick throbbed a couple of times, but I didn't orgasm.
"Hey!"
He said he had a special version for me, and I should just enjoy it.
He reached out and resumed. So good. So fucking good! My body started to tense up. I was going to cum in my brother's hands.
He stopped again.
"He....y!" I started to yell, then remembered he was doing whatever it was he was doing on purpose.
This went on about five times. On the fifth time, instead of running his fingertips over my balls, he spread my legs apart, and pressed a fingertip very lightly against my anus, while jerking me with his other hand. I had the most spectacular orgasm of my life. Four or five whole clear drops came out, the most I had ever cum.
My brother let go of me, then started wanking his own hard dick. He came in seconds. I was fascinated to see like five shots of white cum land across his belly.
For an hour afterward I felt weirded out by the whole thing. By the next day, I was raring to go, and asked my brother if he'd do it again.
"I will, but first you've gotta do it to me."
"OK!" I said with great enthusiasm.
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