Loving sister teaches her brother how to jerk off

L

“You’re fucking with me right? That can’t possibly be the way you jerk off!”

I teased my brother as I finished the last bit of wine right from the bottle. The power was out, our parents were away for the weekend, and out of boredom we raided their liquor cabinet.

“It gets the job done. Besides, you don’t know jack about masturbating with a dick.”

Somehow we managed to land on the topic of sex, and somehow I got him to show me how he pleasured himself when nobody was looking. He didn’t whip out his dick of course, but I got the picture. Initially I just wanted him to feel self-conscious and entertain myself at the same time, but I guess it went a little too far.

“And you actually blow your load doing…that?” I asked amused.

“Every-fucking-time. Why? What’s wrong with it?”

“For starters, it’s like you’re trying to win a race. Unless the sole purpose is to cum in sixty seconds or less, I can’t believe you actually enjoy it. You’re such an obvious virgin. I really hope college gives you the guts to actually get laid.”

He scoffed at my words while polishing his bottle.

“Hold on Dr. Know-it-all. Just because you’ve been there a year you think you’ve perfected the art of playing with dick? I’ve been doing it a lot longer missy, and I’m no fucking virgin.” Jimmy boasted while laying his head back against the wall.

He wasn’t the school quarterback or a master of any sport for that matter. He preferred more intellectual interactions, like playing guitar and taking part in the debate team. It baffled me, because he’s always been a fine physical specimen. With his broad shoulders and speed he could’ve run circles around our football team.

In fact, he could’ve had any girl he wanted. But his handsome features were overshadowed by his shyness. For a guy that had everything, he lacked a lot of self-confidence. As much as I tried to help him over the years, he stayed inside his shell, spending weekends in his room.

“Oh really? You’ve had sex? You know it requires two people right?”

“Of course, I’ve had sex. Lots of times.”

Jimmy had a tell when he lied, and even in the low light of the two candles, I could see it.

“Come on, Jimmy. It’s me you’re talking to. You couldn’t lie to me when you were nine, and you can’t lie to me now.”

We were in my old bedroom, which was gradually changing into a storage space for the old furniture. Sitting on the floor, I played with the carpet as I watched him blush.

“What can I tell you, Alexa? I’m saving myself for marriage.”

We both started laughing uncontrollably until we were curling on the floor. The reason why we laughed so hard is because I used the same line when my mother asked me if I was sexually active about two years ago. When we finally managed to stop, a serious atmosphere began to loom.

“I guess I was meant to die with my purity intact.” He said as we both laid on our backs and looked up at the ceiling.

“Over my dead body. Sex is way too good to not experience it at least once.”

“Don’t tell me you’re gonna call a prostitute on me. And I’m not fucking that slutty friend of yours…what’s her name? Jilly?”

“Jenny.” I corrected him.

“Whatever. I don’t care. I’m not going near that action. I’d rather die a virgin.”

“You honestly think I’ll let you fuck a prostitute?!” I asked defensively.

“Well, it’s the only solution I can think of on such short notice. So I thought…”

“You thought what? I’ll get you a hooker? I’ll fuck you myself before I let that happen.”

An uncomfortable silence flooded the room. Neither of us looked at each other, and it wasn’t like I could take the words back. Luckily Jimmy didn’t take me seriously, so he tried to lighten the mood.

“Then it’s a good thing Mrs. Getty from across the street offered first.”

“Oh god no, she’s like a hundred years old!”

“Hey, she’s a very charming woman, especially when her teeth come out.”

The laughter was back and the alcohol only spurred it on.

“Seriously, Jimmy. You need to learn to jerk off properly, using all your fingers. The idea of Mrs. Getty helping out is just fucking creepy.”

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George B. J. Martin

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