Jack Learns to Jerk Off - Sex Stories

Jack Learns to Jerk Off

... shock. “Wait, Jack, you're telling me you've never heard of masturbation?” She asked. I shrugged my shoulders in confirmation, amazed she even talked to me at all. “Oh...” she said slowly. “Okay, well, I guess I think it'll help if I explain what I was doing. You might understand that way. If not, well, we don't have to speak to each other for the rest of the week.” “Okay then.” I said, hoping this may just help and silently having a bit of curiosity for the female anatomy. “Well, you see,” she said, “I was masturbating, which is a way to make yourself feel good by rubbing yourself... down there. When you do it for a while, eventually, you have an orgasm, which is this thing where wave after wave of endless pleasure floods your body.” “That sounds really dirty!” I said, getting red in the face. “It is. Extremely so. But,” she continued, “it's a way to relieve sexual stress, in a way. Everybody does it, guys and girls.” “Should I be doing it?” I asked, growing somewhat more comfortable with all that she was saying. “That's really up to you, little brother.” She said. “Well, how would I do it?” I asked her. “Uhh...” she began, “well, I don't know. You'll have to ask someone else." "But everyone's out of town!" I exclaimed. "Ugh, you're right." She sighed. "Who then to teach my little bro how to blow his load?" “Could... could you teach me?” I beamed. “Um...” she stopped. "I don't think that's... Okay." "You said it feels really good though! Please?" "Ugh, a... Alright. If I ...

... teach you, you have to promise that we never speak of it again, you got it? Because this is some sexual stuff here, and incest is super illegal, but I don't se it as a huge crime if I'm just teaching you how to jack off.” “I promise, big sis. So what's first?” I asked her. “Well, you'll wanna strip down. All your clothes.” She commanded. I followed her order. First I removed my shirt, then my pants. When I was down to my boxers, I stopped, and looked up at her. “Is it okay to be naked in front of you?” I asked her. “Of course, just for this.” She told me. I nodded, and slid my boxers down slowly. Then I popped back up and stood there, naked. “Good,” she continued. “Now go lay down on your bed.” I did so. I was actually excited to see what was next. This would be like my little secret thing. I was now down on the bed, my legs spread a little so that my balls drooped down a little. I turned to look at my sister. She had zoned out while looking down at me. “Sis?” I called. “Oh, right, sorry,” she giggled. “Now you gotta make it hard. Nice and erect. That's called being horny.” “How do I do that?” I asked her. She just stood there for a moment, thinking. “I... I don't really know, actually. I guess you need something sexy to turn you on.” She told me. “Mom and dad have all the porn blocked on our WiFi, so what else is there?” “What do you mean, big sis?” I asked her. “Well, you've had an erection before, right?" She asked. "Of course." I said. "Well, I need to make you have one, and ...