Helping Sis Squirt, Part I

My sister Alison and I have always been close. She is a year old than me, and both of us are young adults, out of high school and working, trying to figure out our futures. We both stuck around our home town, and I run into Alison pretty regularly. She’s petite and skinny, pretty enough I guess (although I never really looked at her in a sexual way until just recently), with long dirty blonde hair, twinkling brown eyes, a pert nose, and a friendly smile. One thing I’ve always been aware of is that she has nice big tits for such a girl with a small frame, and she’s never been able to effectively cover up her huge nipple bumps. Over the years, she and I have joked around several times about her nipples pointing out. This is a good example about how close and open and unashamed we were. Once, last year we were watching TV in my appointment, and she looked over and exclaimed “Oh my god, you are getting a boner!” I looked down, and sure enough, my pants were bulging. “Sorry,” I said, and pushed my cock down, readjusting it. Unlike most porn movies, we didn’t start fucking. Instead she giggled, and we just went back to watching TV.

Anyway, yesterday was Sunday, and I was sitting around my apartment watching some big truck rallies or some shit on cable TV. My roommate was gone for the day, visiting his parents upstate. I heard a knock on the door, and then it opened, and Alison stepped in. She was lugging a knapsack, which I knew to be full of books, since she took part time classes at the local community college, and often came over to my relatively quiet flat to study. “Hey,” I said. “Hi, Rob,” she replied, and walked over, tossed her knapsack on the floor, and flopped down on the couch beside me. “What you doing?” she asked. “Nada,” I said. “Day off from work, and I’m sore from the gym yesterday. Just gonna watch TV and drink a beer or three.” Alison grinned and nodded. She was in a tight tank top, and had obviously skipped a bra, since her tits were undulating against the thin fabric every time she moved, and her nipples not only pointed out, but also darkened the tips of her breasts under the light shirt. My sister had thrown on shorts, and her tanned, skinny legs were fucking lovely.

“I should be studying today but don’t feel like it. Can I mooch a beer?” I nodded sure, and she hopped up and fetched one from the fridge, and then came back and sat beside me, her tits bouncing heavily as she dropped onto the couch. She cracked it open and took a swig, and we watched TV a bit, conversing lightly about life, our parents, ex’s and such things. Then, suddenly, it got interesting.

“Rob, is there anything we are not allowed to talk about?” Alison asked suddenly. My face scrunched up. “What do you mean not allowed?” “I mean topics that might be embarrassing or awkward or inappropriate for brothers and sisters to talk about.”

I made a disparaging sound. “Not likely. You pointed out my boner once, and I’m always telling you to put your fucking nipples away.” Alison giggled, and then reached up and twisted her right nipple through her shirt. It became even more prominent. “They are in full force today.” She said. “Are they sensitive?” I asked, curious. “Because they are fucking huge for such a skinny girl.” Alison nodded. “They are super sensitive. I can cum from someone just sucking on them- sometimes I don’t even need to be fingered or fucked.”

I chuckled. “Well, we are clearly able to talk about anything.”

Alison looked over at me. “Good, because I wanted to ask you something. Its super kinky. You might not have heard about it, but like three of my friends are talking about it, and honestly, I’m just mystified.”

“Talking about what?” I asked.

“Squirting,” Alison said. “When some women cum, they just squirt everywhere. And its not pee, I know that. Anyway, I have three friends who do it, and they all tell me that once you learn how to do it, or have it done to you, that it is fucking amazing, leads to the best orgasms ever.”

“Ah,” I nodded. “Yeah. Remember that chick Marion that I dated last year? The emo one with the tattoos? She squirted all the time. We literally had to put down towels before we fucked each time.”

Alison sipped her beer and looked at me. “So you knew how to make her squirt?”

“Yep. For her it was a very specific way that I would finger her, usually. Sometimes she would squirt when I was fucking her, and when I felt her start to do that, I’d pull my cock out quickly, and she would just gush like a fountain out of her cunt. But usually would take fingers.”

“Wow,” said Alison. “I want to do that so bad.”

“Get a boyfriend who knows how, and I’m sure it’ll happen.” I suggested. I did notice at this point that Alison was playing with one of her nipples through her shirt, absent-mindedly in front of me. And that I was half hard in my pants. “Um, Sis, you are playing with your nipple,” I told her, since my nickname was Captain Obvious.

She gasped a little, in a fake way. “Sorry, you busted me. Just felt good while we were talking.” But she didn’t stop. Then, she looked over at me. “Will you show me how you do it?”

“Show you how I make a girl squirt?” I asked, a little shocked, and trying to conceal my excitement.

“Yes, I would love for you to do that,” she said, looking very eager.

“You do realize it involves putting fingers in your cunt?” I said.
“I figured,” she said. “As long as you don’t tell anyone, I’m totally ok with you doing that. I want to see if you can make me squirt like Marion.”

I looked over at my sister, and from here, there was no going back. “I’d like to do that.” I said. “But if I do that for you, I want you to give me a blowjob and let me cum in your mouth.”

Alison grinned. “Of course. That’s fair. If we are going this far, I want you to fuck me too. I’m getting so horny right now!”

I took charge, standing up, gentling taking my sister’s slim hand, and walking back to my bedroom, with her walking beside and behind me. Once there, I turned around and looked at her. “I don’t really want to kiss,” said Alison. “That would be weird. But I want you to suck on my tits and then fuck my mouth a little before you do whatever that thing is with your fingers.” I nodded, and pulled my shirt over my head, revealing my muscular torso and six pack abs. Alison did the same, lifting her shirt over her face, disentangling her long hair and earrings, and then tossing it aside. Her tits were magnificent, large, round, heavy, capped with dark extended nipples. I bent down and began sucking on them, and Alison began moaning loudly as she clasped my head with her hands. I nipped and bit and sucked on the right nipple, playing with it with my tongue in her mouth. At the same time I slid my hand up her leg and into the crotch of her shorts, digging under the fabric to suddenly feel her moist juicy center. Alison shuddered a little as the tips of two fingers played with her slick labia and then slipped inside, all the while I was up above sucking mightily on her nipple. The shudder became uncontrollable shaking, and then I heard her expel air harshly and moan “I’m cumming you fucker,” and then she was holding herself up against me as an orgasm rippled through her body.

I backed away, and shivvied down my jeans, with my long cock popping out, and Alison eagerly slipped to her knees, and began licking and chewing on my big cock. I felt her tongue lashing around wetly, and then little bites from her playful mouth, and then she was ramming my dick all the way back into her throat, pushing her face all the way in up to the base of my cock.
I reached over and grabbed my smart phone, unlocked it, and pushed the video button. “Mind if I do?” I asked, as she looked up, her big eyes locked on mine, her lips stretched by my cock. She shook her head, and backed off my dick. A stream of spit was still connecting the head of my dick with her mouth. “No, take film and pictures. I just want them too.” “Okay, I said.” I held my phone as she began licking and sucking. “Look up here you slutty cunt,” I told her. She grinned and smiled at the camera and winked, and then went back to licking my cock. “What are you doing?” I asked forcefully. “I’m sucking your fucking dick down my whore throat,” Alison said, getting into the groove of it. “I’m a slutty cunt who needs cock pumping down her throat.” I grinned, and kept filming.

After a few minutes of blowjob heaven, I pulled my cock out of my sister’s mouth. “Time to squirt, Sis,” I said. She pulled off her shorts, exposing her hairless bald pussy, a pink slit between her legs. “Where do you want me?” she asked. “On your knees on the edge of the bed, ass in the air,” I told her, and when she positioned on the edge, ass in the air, I noticed it was the perfect height. “I’m going to slip my cock into your slutty cunt just a little first, before the fingering,” I told her. “Yes!” she hissed, excited. I got behind her, noticing her plump ass in front of me, the pink slit and tiny asshole between two round tan-lined globes. I was still filming with the phone in my left hand, so I used my right hand to spread her cheek to the side, and I slowly pushed my rigid cock into her cunt. I didn’t stop until I was fully inside her, my hips pushed against her soft plush ass, my cock buried all the way to her ovaries. The film I was making was going to be great. “Fuck me!” she urged. I realized at this moment that my sister needed to be fucked like a beast, treated like a whore, pushed down and fucked like a goddamned possession. Intuitively knowing what was going to happen, already breathing hard with pre-orgasmic passion, Alison reached with both hands and held her cunt lips apart, and I pushed forward, still on my knees, and my cock slid smoothly into and out of her wet velvety hole. She moaned with passion, and then made another noise I couldn’t really describe. I again pushed my cock all the way into her wet pussy, holding myself with two arms, looking down at my gorgeous tanned sister .

“Oh that’s it, you bastard, fuck your little whore,” she said. I held myself with one arm, and leaned back on my heels and got a good video shot of my cock half planted in her fuckhole, and then sliding in and out a little. I panned up and got her torso, face turned back to gaze at me, the expression on her face like she had just discovered her daddy. I thrust again into her, all the way, and held it, relaxed, and then squeezed my cock muscles hard, making my cock head grow inside her, pressing against her cervix. That little action was enough to push my busty, slutty sister into her second orgasm. She moaned and gasped, and her body went rigid. She was making swallowing sounds, and was looking at me again, her face full of love and gratitude as orgasm rocked her world. Not content to rest on my laurels, I began pounding her quim again, keeping up a rhythmic motion going, slow but steady. I turned off the video and set aside the camera, and focused her. It took 30 seconds to make her come a third time.

I stepped back, my cock popping out of her streaming cunt. She collapsed in a heap on the bed.

“Now are you ready to squirt?” I asked, humorously.

She grinned and looked up at me through tangled hair across her face. “No,” she said. “I’ve just had the fuck of my life, and I can’t move. Let me recover.”

I laughed, and sat down on the bed beside her. “We’ve got all day.” I said.

End of Part I.

Source: reddit.com/r/Erotica/comments/e7zb0r/helping_sis_squirt_part_i