Playing With My Sister Ch. 02

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Brother & sister play with a hot older woman.
5.5k words
4.53
199.9k
73

Part 2 of the 15 part series

Updated 11/01/2022
Created 11/17/2005
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KenJames
KenJames
1,424 Followers

"Hi, I'm Paul," I said, trying not to stare at the woman who had answered my knock. "I've come to fix the broken light switch."

Helen Maybury had just moved into the vacant apartment on the top floor of Mom and Dad's hardware store.

She was a slender quietly muscular blonde. I guessed she was in her late 30s, like Mom and Dad. She wore a clinging one-piece dress, made of black and white cloth resembling cow skin. It ended at mid-thigh and was cut so low I could see between her big firm conical breasts. She wasn't wearing a bra and her long hard nipples stretched the fabric.

"Come in," Helen said, smiling slightly at the obvious bulge in my crotch. "It'll be nice to have the hanging lights working," she continued as she walked past the kitchen and into the living room. I stared at her solid buttocks rolling beneath the tightly-stretched dress.

We'd remodeled the apartment. The big modern kitchen was by the entrance, separated from the living room by a granite-topped island. Helen bent over the island, facing me, as I removed the screws from the switch and pulled it out of the wall. I glanced over at her and almost creamed my shorts. The dress had sagged when she leaned forward, revealing the tops of her areolas. They were the size of half-dollars and only slightly darker than the skin surrounding them. The switch I was holding sparked as I brushed it carelessly with the screwdriver. "I need to turn the breaker off," I said, a little breathlessly.

"You don't mind if I watch?" she asked when I came back from the switchbox in the hall. "I like to watch men . . . work. Charlie . . . my husband . . . is a long-haul trucker, so he's away most of the time. That's hard on a woman."

It only took me a little while to replace the switch. When I was finished, Helen offered me lemonade. We took our glasses into the living room. She spread her legs briefly as she settled on the couch, giving me a fleeting glimpse of . . . bare flesh!

We talked for a few minutes, but I don't remember much about it. I kept thinking about the way she'd flashed me.

I was shy with women and would still have been a virgin if my older sister Angela hadn't gotten frustrated with her boyfriend Bernie and dragged me into bed. My girlfriend Suzie was finally letting me feel her breasts through her clothes. I couldn't believe a sophisticated older woman was interested in an awkward teenage boy.

When we finished the lemonade, I picked the glasses up and took them to the kitchen. Helen followed me, leaning against the island and watching me rinse the glasses in the sink. "What are you going to do now?" she asked.

It was early Saturday afternoon. Fixing the light switch was my last chore. "Go jogging . . . probably do some homework," I answered. "I'm taking my girlfriend to a movie, but that's after supper."

"So, you're not really busy?" Helen was looking at me speculatively.

"No. Why?"

"What do you think about sex?" she asked.

My cock was straining against my shorts. "I like it."

Helen stared at me for long seconds. "You're not a virgin. You've been with a girl a couple of times," she said. "I can tell by the way you look at me." My sister Angela had taken my virginity a week before and we'd had sex twice since then.

"Do you like these?" she asked, suddenly pulling her dress down. While Angela's unsupported breasts descended from her chest in graceful arcs of firm flesh, Helen's tits were near-perfect cones, tipped with thick elongated nipples, standing out from her chest despite their size and weight.

It was hard to speak. "Yeah," I finally gasped. I was frozen in place, unable to do anything but stare at the half-naked woman standing three feet away.

"Come here," Helen commanded. "See how they feel." She caught my hands as I stepped toward her and guided them to her breasts. They were bigger and heavier than Angela's. Helen's nipples were near-perfect hemispheres surmounting elongated cylinders of pink skin. They were even thicker and longer than Angela's. I pinched them gently, watching her reaction as I increased the pressure.

"That's good!" Helen gasped as I rolled her nipples between my thumbs and index fingers while flattening my palms against her breasts. She wrapped her arms around my back and pulled our bodies together as we kissed passionately.

"You've learned a lot from your girl," Helen said. I had her pressed against the island and was rubbing my crotch against hers. Her sex smell was sharp. She moaned as I buried my face between her breasts, licking and kissing her spectacular tits.

"Take it out," she said reaching for my belt. A moment later, my pants and shorts were around my ankles. "You're really a big boy!" she marveled as she closed her hand around my jutting cock.

Helen squeezed my balls as she ran her hand slowly up and down my shaft. Sometimes, she'd stop with her index finger anchored in the top of my corneal ring and stroke the little Vee on the underside of my cock-head with her thumb.

I pawed Helen's breasts, roughly squeezing and twisting her swollen nipples as I stared between her tits at her fingers, slick with my pre-cum, playing with my cock and balls. Her hands were going fast now, driving me rapidly toward orgasm. I wanted to stop her . . . push her against the island . . . thrust my cock between her muscular legs . . . shoot my load deep inside her snatch . . . But the sight and sensations had me frozen.

"Oh wow!" I gasped. "I'm gonna . . ." Hot juice fountained from my throbbing dick, splashing on her hands and spraying the front of Helen's dress. I moaned in pleasure and a little pain as she milked me dry.

"That was spectacular," she commented, making me gasp as she gently rubbed her cum-slick fingers over my hypersensitive cock and balls.

"It was wonderful!" I answered. "Thank you so much!" I should have fucked Helen. The hand job was all I was going to get. My two times with Angela had made me want sex more than ever. I was so frustrated, I was going to rape Suzie as soon as I got her alone.

Helen sank to her knees and licked the cum from my balls. "Oh Jesus!" I gasped as her tongue stroked my shaft, slowly ascending to slide over my cock-head and probe my cum slit . . .

My dick was slick with her saliva and my renewed flow of pre-cum. She paused for an instant and chided, "Don't take the name of the Lord in vain!" before swallowing my swollen tool.

Helen was a better cocksucker than Angela, taking me deeper, using her tongue and hands . . . She quickly had me throbbing . . .

"No!" I gasped, gripping her shoulders and pushing her away. "Not this time!"

Helen stood up and I steadied her as she stepped out of her dress. "Let's see what else your girl's taught you," she said, jumping up onto the island and sitting with her legs spread. The brown hair obscuring her pink folds wasn't nearly as thick and dark as Angela's. The rest of her crotch was closely trimmed.

I tore my clothes off with fumbling fingers and bent over, putting my face between Helen's thighs, kissing her furry mound, licking her slit and sucking her furry lips. Angela liked me to tease her, licking and kissing her mound before slowly opening her with my tongue. Helen was impatient. "Eat me!" she growled, pulling her folds apart.

"That's a beautiful clit!" I marveled, staring into her hot female core. While Angela's little clitoris peeked modestly from beneath her big fleshy hood, Helen's swollen love bud - much larger than Angela's - jutted proudly from the center of a wide pink field. Angela liked me to stroke her clit gently, gradually increasing her heat. I already knew Helen was different.

"Oh! . . . Yess!!" she cried as I clamped my mouth over her clitoris, sucking . . . lip biting . . . licking . . . kissing . . . I sensed her rapidly approaching climax and pulled away, thrusting my tongue into her pussy. I thought that would cool her down. Instead, it set her off.

Helen's hot walls clamped my tongue as she screamed and shook. When she fell back onto the island, her arm struck a stacked set of metal bowls, sending them crashing to the floor with a loud ringing that echoed through the apartment.

I sucked her clit roughly as I drove two fingers into her hot wet snatch, making her scream louder than ever. She was even more orgasmic than Angela. I made her cum over and over until she collapsed on the island.

It only took Helen moments to recover. "That was a wonderful afternoon snack," she said. "Now give me some of that hot Italian sausage!"

She turned around and bent over after I helped her off the island. I took a moment to admire her athletic body, big hanging breasts, round compact buttocks spread to reveal her little puckered hole, pussy lips partially open from my finger-fucking . . .

"Put it in me now!" Helen commanded. There was a big mirror on the wall we were facing and I could see the anticipation in her reflected face.

I stared at her asshole as I moved into position, feeling an almost-overwhelming desire to drive my swollen bone into it. Instead, I positioned my cock-head at the top of her folds.

"Oh Yes!" Helen moaned as I slid my entire length up her pussy with one smooth motion. "Fuck me, Big Boy!"

"Yeah Baby!" I growled. "I'm ramming my cock up your hot wet snatch!" Helen was braced against the island. I gripped her waist and screwed her hard and fast, pulling almost completely out then slamming home, too excited to hold back even if I'd wanted to . . .

"Fuck me hard, Big Boy!" Helen cried. She was supporting her body with her left hand on the island, while her right hand played with her tits and pussy, staring at our reflections in the mirror the whole time. She reached between her open legs and grabbed my balls, gripping and squeezing them as I drove into her.

"Fuck, Big Boy! . . . Fuck! Fuck! Fuck!" Helen sobbed as her muscular snatch rhythmically clamped and released my plunging penis. Despite my orgasm a few minutes before, the juice was boiling in my balls. "Yeah! Shoot it!" she screamed as my first hot jet splashed her pussy walls. She moaned as I slammed into her over and over, spurting with each thrust.

Afterwards, we stood kissing in the center of the kitchen floor. "You're really good . . . for just having been with one woman," Helen purred.

"Yeah," I agreed. "Ang . . . uh! . . . my girlfriend . . . is a great teacher."

She looked at me hard for a second. "Let's go into the bedroom," she said. "I know you're good for another round."

Helen's king-size bed almost filled the room. After we kissed briefly, she lay on her back and I moved into her arms.

"I love teenage boys!" she whispered. "You stay hard all the time and shoot hot cum over and over. You're barely-legal fun!" I was lying between her legs and my chest was flattening her breasts. When she started moving her hips, I knew what she wanted.

"Yeah, Big Boy!" Helen moaned. "Slide your big thick tool up my snatch!" This time, I fucked her slowly, alternating between diving deep and rubbing my cock head around her sensitive pussy mouth, occasionally changing the angle of my thrusts to rub her clit with my shaft. I HAD learned a lot with Angela.

I fucked Helen for long minutes. Her feet were flat on the mattress and she was working her pelvis in time with my gentle motions. "Face to face is best," she whispered. "I love your expression. A boy taking his second woman . . . fucking me good! . . ." My cock-head was slowly rubbing the slick wall just inside her pussy mouth. "Making me . . ." Her face contorted as she screamed and clamped me with her thighs. I held still as she worked her snatch around my stiff rod, pushing herself to orgasm after orgasm.

"Come for me!" Helen finally gasped, wrapping her legs around my back. "Give it to me . . . deep and fast!" I thrust into her tight hot hole. "Your face!" she cried. "A new man fucking your second woman . . . Now shoot for me! . . . Please! . . ." I was throbbing when she grabbed my buttocks, pulling me all the way inside. "Shoot that big man cock deep in my hot cunt! . . ."

"Fuck yeah!" I cried as the thick hot sperm erupted from my tool. She relaxed and tightened her grip in time with my thrusts as I shot wave after wave of cum into her pussy, finally collapsing on her chest, gasping for breath.

"If you'd been a virgin, we'd have done it here in bed first," Helen said as she held me. "Not doggie style in the kitchen, even though I could see your face in the mirror. I love watching a boy's face the first time he cums in a woman! . . . In my pussy! . . . Most of them have their mouths open and their eyes are as wide as saucers! One even cried, 'Oh my God, I'm going to cum like a man!' just before he shot. You have that same look of wonder."

"I still don't feel like a man . . ."

"But you are . . . now." Helen kissed me fiercely. "Even though it's not quite your first time, it's so great watching your face as I feel you spurt inside me! It's powerful making a man cum and I love it!"

"And you ARE a man," she continued. "You're not a boy anymore. You're different and everyone will see it . . . even you, eventually."

We kissed for a while longer. When I reluctantly glanced at the clock, it was later than I'd expected. "I want to stay here forever," I said, "but Mom's going to start wondering where I am."

"Don't worry, Big Boy," Helen said. "I understand."

"I still can't believe this," I said after I'd dressed. "You're making me a man." I was almost afraid to ask, "Can we do this again?"

Helen was still lying naked on the bed. I stared at her jutting breasts and the open folds between her spread legs, gleaming with our co-mingled juices. She looked at me for a long time before answering. "You're a cute sweet guy and I like you."

"My husband has been on the road for six days and won't be home until Wednesday," she continued. "I try to save myself for him, but I get so horny and there are temptations . . ."

When I bent over, she moved her face so I kissed her cheek rather than her lips. "You're a temptation . . . I try to resist, but . . ." Helen grabbed my shoulders, pulled my body down onto hers and kissed me passionately. She had her hand on my zipper when she suddenly pushed me away and said, "You'd better go . . ."

* * *

Along with the hardware store, Mom and Dad had bought the parts warehouse next door. Bright floodlights illuminated the fenced parking lot, but Mom's Crown Victoria was parked in the shadows beside the building. I'd made a copy of the key and the back seat was a perfect private place for Suzie and me after the movie.

In the back seat, I held her in my arms and kissed her tenderly. As our tongues danced together, I remembered our first date. She'd whispered "Don't French." I'd responded by pulling my tongue back and kissing her closed lips, followed by her nose, cheeks, forehead, eyelids, earlobes . . . all kissing, no tongue . . . down to her neck, stopping at her blouse collar . . . up her jaw . . . back to her opening lips.

Suzie was growing more sexual every week, but keeping the pace slow. Last week, she'd finally allowed me to feel her breasts through her blouse.

"Paul, are you all right?" Suzie whispered.

"I'm great, Baby. This is perfect." I just wanted to kiss and hold her . . .

"You're kind of acting different tonight," she said. "Not pushy like a guy but, like . . . more . . . tender . . . romantic . . . ya know?" She climbed onto my lap and gave me a full-body kiss: open mouths with dancing tongues, her breasts flattened against my chest, even her crotch pressing against the bulge in my blue jeans. "I like a boy to be romantic!"

Suzie's breath was hot on my skin as she pulled my T-shirt over my head. "You're a sexy guy," she whispered, catching my hands and guiding them to her blouse buttons.

"Take it all the way off," she said. A padded Victoria's Secret bra concealed her breasts. I wrapped my arms around her as she bent forward. While we kissed, I fumbled with the catches on her bra. "Here, I'll do it," she said after a minute, giggling and reaching behind her back. A moment later, she slipped the straps off her arms, revealing her small breasts and delicate nipples.

Suzie stiffened when my palms made contact with her soft naked flesh and gasped when I brushed my thumbs over her hard little nipples. "Paul . . ." she whispered. "You're the first . . . man . . . to . . . touch me . . . like this."

"I know, Baby," I answered, brushing her nipples again. "Thanks for letting me be first. We'll do what you want. I'm not going to push you." I gently massaged Suzie's breasts while kissing her tenderly. Her trembling gradually ceased.

"Paul!" she said. "Squeeze my . . . uh, you know . . . I know they're little . . ."

"I don't care about size. Your breasts are beautiful. You're beautiful."

"Oh Paul! Your hands feel so good on me! Pinch my . . . nipples . . . a little harder! . . . Oh, that's good! I like you being gentle, but I'm not fragile!" She squirmed in my lap as I played with her breasts, grinding her crotch against mine. My penis was painfully trapped in my briefs.

"Suzie, you're so hot!" I gasped. The car was filled with diffused outside light and I stared at her swollen areolas and tight nipples. "Let's change positions."

"You're not putting it in me," she warned as she lay back on the big bench seat. I adjusted my clothes as I climbed on top of her, managing to move my swollen cock into an upright position.

"Of course not," I whispered reassuringly. Suzie's legs were pressed together and I was on my hands and knees over her body. We tongue-kissed for a while, then I moved down to her chest. She moaned and ran her fingers through my hair as I licked her breasts and sucked her nipples. Although smaller than Angela's or Helen's, they were even more sensitive.

"Oh Paul!" she whispered. "That's so . . . Oh!" Suzie squirmed beneath me, trying to move her legs. Realizing what she wanted, I put one knee, then the other inside her opening thighs. "No, not that!" she said when I reached up her skirt and pressed my hand against her panties. The fabric was hot and damp.

I lay between her legs, flattening her breasts, feeling her hard little nipples pressing into my bare chest, stroking her face and kissing her passionately. Suzie rocked her pelvis, grinding her crotch into my stiff cock.

Her breathing grew harsh as she increased the pressure and tempo. I remained still, letting Suzie stimulate herself against my hard rod. "Oh God Paul!" she gasped. "Oh Yeah!" My penis throbbed as her body stiffened beneath mine. She screamed and humped me even harder as I twisted her nipples roughly.

Suzie collapsed on the big bench seat. I used my elbows to keep my weight off her heaving chest. "Paul . . ." she moaned, wrapping her arms around my back and pulling me down onto her.

We kissed tenderly and held each other for a long time. I hadn't ejaculated, but my briefs were sticky with the pre-cum that was still leaking from my tip. "We'd better go," Suzie finally whispered.

I glanced at my watch. "Shit! It's 11:45. I'll have to sweet talk Mom." We dressed hastily and walked the five blocks to Suzie's. Outside her building, we ducked into a dark basement doorway.

"You're different," she whispered when we finally separated. It was no accident when her hand slipped between my legs. "So sexy . . ." She pulled away suddenly. "I have to go. It's after midnight already." After a quick kiss, she ran up the stairs, leaving me with an unbelievable boner.

Resisting the temptation to jack off in the doorway, I called Mom, then walked slowly home.

"What was up with Suzie tonight?" I wondered. Had losing my virginity, to Angela and - in a different way - to Helen, changed me that much?

Maybe so, but Suzie had been different, too. It was more than me suddenly becoming "so sexy." There was something else. I wondered what had happened to her.

KenJames
KenJames
1,424 Followers
12