Teaching My Sister
Introduction:
She’s shy but a willing learner
My mind drifted to my baby sister. She was beautiful and I wondered if her boyfriend was boning her. Her long raven colored hair, green eyes and big knockers would drive any guy wild. I know I got serious boners when she walked around the house braless with her tits bouncing against her tank top. I caught quite a few glimpses of her nipples pressing against the stretched fabric and could tell her they were huge. I would have given anything to push her top up and run my tongue over them. I spent a lot of time whacking off while thinking of her topless.
I was just thinking of shoving my hand down my shorts to stroke my hard cock when I heard a car in the driveway. A minute later my sister ran in and slammed the door shut. I could see she had been crying. She was wearing a cute blouse that just showed of the tops of her mounds a little bit and her shirt was hugging her ass. It didn’t help my hard on one bit and I threw a pillow on my lap.
“What’s the matter sis? Did you and Danny break up?” Robin looked up, surprised to see me there. She blushed a deep red and I was shocked to see her bite her lip. “No, he’s mad at me cause I wouldn’t do something he wanted. So he brought me home. I don’t know what I’m going to do. I don’t want to lose him”
This was interesting I thought. “What did he want you to do?” I was picturing her bending over the couch while I, err, I mean Danny fucked her from behind.
“Oh I can’t tell you. I’m so embarrassed.” Robin said as she dropped her head in shame and blushed even deeper. “I feel so stupid cause I want to do it but I don’t know how.”
“Do what?” I asked as I squirmed to move my cock that was pushing against my shorts. “Do what? You can tell me. Maybe I can help. Come here, sit next to me and tell me what happened. I won’t laugh or judge you, I just want to help.”
Robin slowly shuffled across the room and dropped down about a foot away from me. I could feel the heat coming off her body and wondered if she was worked up. “Humm, she said, this is hard to tell you but I really need help and I don’t know who else to ask.”
I put my arm around her and gave her a half hug. “You’re safe with me Robin. I promise I won’t tell anyone.”
She took a big breath and with her head still down I heard her say “Danny wants me to touch him. You know, like there.” Her eyes were on my lap. “When we’re kissing and stuff he keeps taking my hand and trying to put it on his, hum.” “Cock?” I asked.
She gave a slight nod and a tear fell. “So what’s the problem? You don’t want to?” “No, no it’s not that. Not that at all. I do want to do it but I don’t know how.” She stuttered and softly said “I’ve huh, never touched a guy before. I’m afraid I’ll do it wrong and he’ll laugh or I’ll hurt him.”
My mind was blank. She had never touched a guy before? NEVER?? Holy shit, was she a virgin? I thought of a way I could help her but I wasn’t sure she’d go for it.
“Have you, maybe, looked on the internet to see how it’s done?” “Yes, she answered. But looking on the internet and actually touching his thing are way different. Besides, on the internet everyone looks like they’ve been doing it forever. I’ve never even see a guy’s stuff.” What? I thought, never seen one? Crap I had to do it.
I shifted on the couch and faced my sister. “Hum, Robin, maybe I could show you myself. Maybe I could take your hand, like Danny does, and you could practice on me.” Damn, my cock was starting to drip at the thought of my sister’s virgin hand stroking my cock. I wasn’t the biggest cock around but I was a pretty decent size. And just the thought of her touching me made me grow painfully big.
“Oh Austin, I don’t know. That sounds ok but isn’t it weird for me to be touching you?” “Sis, just think of it like I’m helping you with your homework. It’ll help you get a passing grade with Danny.” I laughed
I could see she was deep in thought and then she nodded her head. “O.K., but if it’s weird or I don’t like it, promise me you’ll stop.”
“O.K., I will.” I said as I took her hand. She was trembling and blushing again. “Why don’t you close your eyes? That way it might be easier for you.” She shut her eyes and I guided her hand to just above my cock. “Are you ready?” I asked and she was breathing heavy as she nodded her consent.
I couldn’t believe my sister was about to touch and stroke my cock. A dream come true. I hoped I didn’t shoot off in her hand and scare her away. I slowly lowered her hand, with her palm open and facing down until it was lightly touching my hard on. She jumped and pulled her hand back. “Oh my god, was that what I think it was?” ‘Sorta, but you didn’t really touch it. Let’s try it again.” I guided her hand back into position and this time I curled my hand around her fingers and put it on my cock. She gasped and I pushed her hand down a little harder. “See, that’s not so bad, is it?” I asked
“No, she wimpered. It’s ok. It’s much bigger than I thought it would be and harder too.” I took her hand in mine and showed her how to stroke it up and down. Gez, it felt wonderful. I was ready to shoot, I was so close. I had to maintain control.
“Now you do it.” I let go of her hand and she continued to stroke me through my shorts. “A little harder. You won’t hurt it. You could also squeeze it a little bit while you’re moving your hand.” My sister was pulling at my cock. I couldn’t believe it. Then I noticed I could see down her blouse and the very tops of her nipples were peeking out over her bra. Oh gez, they were brown and big. Really big. My breathing got heavy and Robin asked if I was alright.
“Yea, I’m great but you better stop before I cum in your hand. You’re turning me on and I can’t help it. Danny will like that too.” I was trying to show her the benefits of stroking a guy’s cock so she wouldn’t stop.
The waistband of my shorts had slipped down with all the heavy action going on. I could see the purple tip of my cock showing its wet head. There was pre cum leaking everywhere. Suddenly Robin opened her eyes and shrieked. “What’s that? Is that what I think it is? Why is it sticking out like that?” She continued to gape at my cock straining for release.
“I’m so sorry. The movement of your hand on my cock made my shorts slip down. I’ll put it away. Unless you want to see it more?” My heart was pounding. Oh please, please say yes.
Robin was staring at my cock head and she slowly reached out and touched it with the tip of her finger. “It’s kinda squishy but kinda hard. Maybe you could show me a little more? I’ve never seen any guys thingy in real life.”
Shit, you didn’t have to ask me twice. I slowly slid my shorts down, showing her an inch at a time. Before long, my entire cock was standing up at full attention and my shorts were pushed all the way down to the base. I proudly held the bottom, to give my sister a good look at her first cock. It was standing up proudly, all 9 inches of it. I stroked it up and down and invited me sister to do the same.
“Go ahead, touch it. Wrap your hand around it and just move your hand up and down while squeezing gently. Danny will love you for it,” I wasn’t lying but it was me who would love her for it.
My sister grabbed my cock like a pro and giggled. “I can’t believe it. This is so cool. I love doing this, Robin said. Danny will be so surprised.”
I reached over to the end table to get the baby oil I kept there. “Here, I said, as I squirted it on her hand. This will make it slippery and you can feel everything.”
Robin kept stroking up and down. I had to wrap my hand around hers a couple of times to get the right pressure. My head was back and I knew I was about to cum. I wanted my sister to see me shoot cum all over her hand. My cock started to pulse and my balls drew up. I was cuming! On my sisters hand. She squeezed me tight and speed up her movements. My cum shot out, dripping all over her hand and arm. She squealed with delight and didn’t stop until I removed her hand from my sensitive member.
“That was so cool. Can we do it again? I think I need more practice.” Robin couldn’t get enough. My little sister was turning into a slut. Her eyes were blazing and her breathing heavy. I knew I could have fucked her right then but I wanted to play innocent so she’d want more.
I went upstairs to shower and after I threw a towel around my waist I found Robin waiting in my room. She pulled the towel off and my half hard cock was bouncing right in front of her face.
“Can I do that again? Is there more that you can show me? I want to learn everything.”
Everything? I thought. I looked at her lips and brushed the tip of my cock across her mouth.
“Sure, I can teach you more. Are you sure you want to learn?” I asked as I reached behind her head and pulled her face forward into my crotch. “There’s lots I can teach you. Open your mouth.”
