Scorchin Summer Kinkiness

Summary: Sister pushes virgin brother too far and....

Note: This is a

Summer Lovin' 2024

Contest Story so please vote.

Note 2: Thanks to

Small_Island

for editing, as well as Shuj.

Scorchin' Summer Kinkiness

I was sitting on a lawn chair, reading a book by the pool, when my sister walked in with a new friend of hers. A really hot friend.

"Who is this?" The girl asked in a playful tone, in a bikini top that showcased her perky breasts and a short skirt thing (whatever that is called).

"My younger brother," my sister answered, with her usual disdain... seemingly a little surprised and as always annoyed I was here... having just got back from my two-week summer getaway with my best friends after graduation.

"You are six minutes older," I countered with perhaps one of the most common sentences out of my mouth, as I was so sick of her constantly referring to me as her younger brother. I put my book down and stood up, even as I felt my dick beginning to grow. "And good to see you too, Sis," I said, even though my eyes were locked on her companion.

"You have a twin?" The pretty redhead asked, sounding surprised.

"Sadly," my sister Jessica said, always embarrassed by her nerdy brother.

"He's cute," she said, as she walked to me, glancing down at my crotch area where my dick was silently saluting her... now fully erect.

"Seriously?" Jessica said, genuinely surprised by her friend's words.

"Yeah, really cute," the girl said, now directly in front of me. "And why not? You're cute, why wouldn't your brother be cute?" She held out her hand. "I'm Monica."

"I'm J-J-Josh," I stammered slightly as I took her hand in mine.

"Come join us in the pool, J-J-Josh," she playfully teased, pulling me towards the pool and then before I knew it in it... both of us suddenly submerged.

"Jesus, Monica," Jessica said, as I came back up.

"What?" Monica asked. "Come in, the water is refreshing."

It was almost a hundred degrees today, for the seventh day in a row, on this mid-July afternoon. I had already been in the pool, but she was right, it was refreshing.

"Fine," my sister sighed dramatically... her sigh her trademark reaction to pretty much everything.

Monica squeezed my ass under the water and said, "You're so fucking cute."

"Y-y-you're absolutely beautiful," I responded, in awe that someone so out of my league was complimenting me and had just squeezed my ass.

"Aaaaah, you're sweet," she said, giving my ass one more squeeze, before swimming over to my sister who was sitting on the edge of the pool with just her feet in the water. "Get in here," she said to my sister and splashed water on her.

"Fine," she repeated, her famous one-word answer for so many things, as she jumped in the pool.

"How do you two know each other?" I asked, not wanting this strange encounter to end and trying to act as casual as I possibly could even as I tried not to drool.

"We work at Victoria's Secret together," Monica said, which made my hard dick flinch in my trunks... I loved lingerie.

"Be careful," my sister said, "my pervert brother has a thing for lingerie and stockings."

"Jessica," I said, embarrassed, even though it was true. She caught me wearing pantyhose one day about a month ago. It was mortifying, but she had never mentioned anything about it.

"You do, do you?" Monica said, giving me a sexy smile and wink.

"They are sexy," I said, embarrassed even farther, but trying to act as suave as I could, praying my sister wouldn't mention the fact she caught me wearing them.

"On a girl or on you?" my sister asked, my hope crushed in just a few seconds. God, she was a bitch.

"You wear nylons?" The pretty redhead asked, not disgusted, but curious.

"I tried them on to see if they feel as sexy as they look," I whispered, my cheeks burning even though she didn't seem phased.

"Interesting," she said, seeming to ponder this information.

"Yeah, I wouldn't be surprised if he wears them more than me," Jessica added, making me cringe.

"You should wear them more," Monica countered, "not just at work."

Fortunately, the subject was brought to a close when my mom came out.

"Can I get you three any lemonade?"

Between my cheeks blazing with embarrassment and my cock throbbing from Monica's hotness and seeming interest in me wearing nylons, I didn't even want to look at my mom, let alone try to speak. From my sister's expression, she was in a similar bind. Fortunately, our visitor came to the rescue.

"That would be great, Ms. Wilkes," Monica said as she strode toward the pool steps, shifting her attention from me and my sister to my mother. "But let me come help."

"You don't have to," Mom said, but Monica had already exited the pool and picked up a towel. I was still so nervous that I didn't register until later that she really took her time in covering herself with the towel, and even then, only draped it over her shoulders as she moved her amazing bikini-clad body lithely toward our mother.

"I insist," Monica smiled warmly, seeming to always be in charm mode.

"Well, that's very sweet, thank you," Mom said in an odd voice, one I didn't usually hear from her, barely looking over at both me and my sister before turning back to the house.

After Mom and Monica left, my sister said, "Don't even think about it."

"Think about what?" I asked, even though I was thinking exactly what she thought I was thinking.

"She is way, way, way out of your league," she said, stressing the word 'way' each time.

"Whatever," I said, still processing the fact that a completely hot girl squeezed my ass and yes I knew she was way out of my league.

"I mean she is waaaaaaay out of your league," she stressed, in only a way she could do... going over the top to piss me off and humiliate me at the same time.

"Yeah, yeah, I get it," I sighed, starting to walk up the steps from the shallow end of the pool, not even caring that I was clearly posting a boner.

Jessica followed closely, almost like she was chasing me out of the water. The steps curved on their way up and I was soon in profile to my bitch of a sister. "Oh my, she excited you, baby brother," she smirked, looking at the tent in my trunks.

"Trust me, it's no baby anything," I said through clenched teeth. Sure, I might be a virgin, but I knew from my habitual nerd research that my seven inches were well beyond what most non-porn-star guys were packing.

"What?" She said, continuing to push me, "That tiny thing?"

"Tiny?" I questioned, so annoyed by her pretentious 'she thinks she is better than me' attitude. Before I knew it, so sick of her fucking attitude, I went back down one step, turned to her, pulled my trunks down and exposed my completely hard dick.

"Jesus, put that thing away," she said, clearly shocked to be suddenly staring eye-level at her twin brother's dick.

"Does this look small to you?" I questioned, fuelled by years of anger and humiliation and not backing down as I held my dick in front of her very pretty face.

"Just put it away," she repeated, but without much conviction. There also wasn't much conviction in the way she reached out to push my dick aside. I immediately registered how her gaze wasn't turning away as she touched, more than pushed my dick.

Emboldened by her reaction, I said, "Gee, Jess, you look like you haven't seen one this large up close before. Surely my dick isn't that much bigger than Mike's," referring to her college boyfriend.

"He would kill you if he knew you were exposing yourself to me," she said, acting like she was disgusted, and yet not turning away, or brushing past me and striding off.

"Is it true what I've read, that the same steroids that bulk up his body do the opposite to his love muscle?" I said, stroking my dick ever so slowly in front of her... done being her verbal punching bag.

"Jesus," she said, though it sounded more like awe than disdain.

"Yeah, that's what I thought," I said, and briefly forgetting she was my sister, rather than just some stuck up bitch who ignored me all through high school, I brushed her hair over her ear, gripped the back of her head, and slid my dick into her mouth like I had imagined doing so may times.

Her eyes went wide as I shut her up with my dick.

My eyes went wide as I realized what I had just done.

For a moment, just a few precious seconds, we both were stoic. Me with half my dick in her mouth; her with half my dick in her mouth.

Then, to my surprise, she began to bob.

My eyes went even wider at the shocking result of my brazen, impulsive action. For a flash I worried if she was just going deeper so she could bite off more of my shameless manhood. Then I registered she was really sucking me... and moaning... she was enjoying and getting turned on sucking my dick.

As I enjoyed my first ever blow job, miraculously from my own sister, I worried about two things. One: what if mom or Monica came out and two I was not going to last long. I mean this was my first ever blow job!!!

It wasn't even thirty seconds when my moans increased and I knew I was going to blow a load. As I pondered in my head whether to warn her or not, I began to come.

My sister, to her credit, swallowed my entire load without slowing down... clearly not her first time with a dick in her mouth.

Once she had completely swallowed my load, she backed off and said, back to her normal bitch sister self, and acting as if this wasn't crazy strange, "Is that all you can last?"

"I'll be ready for round two in seconds," I assured, having come multiple times in a row while masturbating.

"Put that away," she said, pushing me back and shaking her head as she seemed to suddenly process what she just did. "And for the record, this never happened."

"What? That you sucked my big dick or that you swallowed my entire load?" I questioned, a new confidence brewing inside after what just happened.

"It... never... happened," she repeated, her tone terse... regret clearly washing over her.

"Okay, okay, it never happened," I said, although my tone was dripping with sarcasm, "but want one more good look to think about later?"

"Put that fucking thing away," she snapped.

"Okay, okay," I said, putting my still hard cock in my trunks, "but remember, anytime you want it all you have to do is come and beg."

"Fuck you," she said, her cheeks going red with anger as she pushed past me to walk up the steps and out of the pool.

"Soon," I smiled, walking back into the pool, just as Monica returned with lemonades.

She handed one to my sister and walked into the pool to bring me mine. As she reached me and handed it to me she said, loud enough for my sister to hear, "Did you really just shove this big dick in your sister's mouth?"

I moaned as her free hand went directly to my dick.

"Monica, you saw that?" Jessica asked, mortified and going unbelievably pale.

"Yeah, I had to distract your mom or she would have too," Monica said turning to my sister, but rubbing my dick in the water.

"I can explain," Jessica said, her cheeks going a shade of humiliation red I had never seen before.

"No explanation necessary," Monica said, giving my dick another squeeze, "it was incredibly hot. I mean who would have thought you were an incest slut."

"I'm not a--" Jessica began

"It was?" I asked, speaking for the first time. "Hot?"

"Shut up, Josh," my sister said, standing there paralyzed with the consequences of the rash act we both just committed.

"Come join us in the pool, Jess," Monica warmly invited.

"I need to go inside."

"You need to come in the pool," Monica repeated, this time with a firmness that bordered on dominant.

"Fine," my sister said in the dramatic way she always did when she was doing something she didn't want to do... which was often... yet she actually did as she was told.

"Have you and your sister fucked yet?" Monica whispered in my ear, too quiet for my sister to hear but making me moan with the double sensual attack of her hand on my dick over my trunks and her hot breath on my ear.

"No, that was the first time we ever did anything like that," I admitted.

"Don't encourage him," Jessica said, as she got closer to us... still as white as a ghost.

"You already did that when you blew your brother and let him drop his load in your mouth," Monica wickedly said, making my cock twitch in her hand.

"Monica, please, don't," my sister pleaded, clearly humiliated by her actions. "I don't even know how it happened."

"I shoved my cock in your mouth and you eagerly sucked me," I interjected, even though I knew I may get the full wrath of my sister... Monica's hand on my dick and her surprise encouragement had me oozing with confidence... and with pre-cum I suspected.

"Josh, you little fucker," my sister snapped.

"Not yet," I mused back.

"Not yet, like with her or not yet with like anyone?" Monica asked.

"Oh, he is definitely a virgin," my sister said, now standing right beside Monica and still not able to not be a bitch even after what she just did.

"I don't know why she has to belittle me about it, but for once my sister is right," I admitted, thinking perhaps this beautiful redhead would assist in changing my answer.

"Well, we can't have that," Monica said, leaning in and kissing me on the lips.

"Monica, what are you doing?" my sister asked, as I kissed her friend back in utter awe. I had kissed a couple of girls, but nothing compared to the softness of Monica's lips.

Monica broke the kiss after a few amazing seconds. "We are going to take your brother's virginity."

"We are doing what?" my sister asked, which I thought was an odd response instead of an outright no.

"Well, actually," Monica said, turning to my sister and kissing her, making my eyes go wide and my dick again flinch in her hand, "you are going to take your brother's virginity."

My sister was for the first time ever... speechless.

I'm not going to lie, I was too.

After a good ten seconds that felt like an eternity, my sister said, "We can't, Mom is home." This was an even odder response. Again, no outright no. Not the obvious, 'That would be wrong and incestuous.' All she had was, 'Our mother may catch us.'

"Is that your only concern?" Monica asked, after finishing her lemonade and allowing the empty glass to float as the other hand not on my dick went under the water and towards my sister.

"One among maaaaany," Jessica moaned, as it was obvious Monica was touching her pussy now... somehow this sexy redhead was masturbating both of us at once.

"It's obvious you want to fuck him," Monica bluntly accused, "and it's equally obvious he wants to fuck you. Plus, it would put an end to your silly sibling rivalry." The corner of her mouth went up wickedly. "Which I'm sure would also make your sweet mother happy. Who, by the way, told me she was going out to the store - so she's not here to interfere with what you both want to happen."

"I don't want to fuck him," my sister responded, although her usual bite of hate wasn't there.

"Oh yeah, you are dying to feel your brother's big cock in your pussy," Monica said, ignoring my sister's words while slowly teasing both of us.

Unsure whether to speak or not, I chose silence since Monica was an amazing wing woman and doing way better than I ever would.

"It's incest," my sister pointed out, looking at me with anger, desire, and confusion.

"That didn't seem to bother you when you had his big cock in your mouth," Monica pointed out right back.

"I don't know why I did that," Jessica said, and her tone made it clear she was as confused as I was about what just happened.

"Because you're a cock hungry, insatiable, incestuous slut," Monica wickedly said, making my raging rod flinch in her hand.

"Monica," Jessica moaned, the words obviously humiliating but also seemingly turning her on.

"Say it, slut," Monica ordered, "say that you want your brother's big cock in your pussy."

"Monica, don't make me," Jessica pleaded, even as she moaned again.

I'd never seen this side of my sister. It was like she was submissive to Monica. It made me wonder if these two had perhaps been having a lesbian relationship. That too made my desperate cock flinch.

"I'm not making you do anything, Jessica," Monica said, as she moved my sister's hand to my cock."Feel how big and hard that is."

"Monica I--" Jessica began to say something, but Monica cut her off.

"We all know you want your brother's big cock," Monica continued, "I mean feel how hard it is for you. Has it even been five minutes since he unloaded into your belly?"

"Monica I--" Jessica again began to respond, but Monica kissed her even as my sister's hand remained on my cock.

I watched as my sister hesitated for only a brief second before she kissed Monica back and a moment later began to slowly rub my cock over my trunks.

While they continued kissing, my dick desperate for release, I quickly pulled my trunks down and off and tossed them aside, before grabbing my sister's hand and placing it back on my dick.

As the kiss continued, my sister continued to stroke my cock as I watched in school boy fascination the two hot girls kiss.

When Monica broke the kiss, she took my sister's hand, walked to the edge of the pool and hopped up onto the edge. She tugged off her bikini bottom and tossed it to me.

I followed behind, my raging rod leading the way and caught the bikini bottom.

"You know what to do," Monica said, as she spread her legs to reveal a shaved pussy.

My sister protested, even as she seemed to be staring at Monica's pussy, just like I was. "Monica, not here."

"Now, slut," Monica ordered in a firm voice that made my dick twitch in the water.

My sister didn't say another word, didn't look back at me at all, she simply obeyed as she moved between the tanned legs of her hot friend and buried her face in the shaved pussy.

My eyes went wide and my cock again twitched at watching such a hot act live. I mean, sure, I watched a lot of porn and some of it was lesbian porn, but nothing had ever come close to seeing the real thing up close and personal.

"Fuck her, Josh," Monica said, as her hand went to the back of my sister's head to seemingly prevent her from any sort of protest.

"Really?" I asked, the question dumb as why else would she say it? Yet, this was just so unbelievable that I was not processing the shocking reality of the situation.

"Yes, just slide that big cock in your sister's pussy," Monica instructed, as she let out the softest of moans.

"I want to but...." I said, knowing I should just do it, I mean who would ever reject such an offer, but I wanted my sister to agree. Like when I shoved my dick in her mouth, she could have pushed me back, or bit it right off, but she chose to suck it. I wanted her to choose to get fucked. It was only then as I caressed my sister's ass that I learned her bikini bottom was no longer on her. Monica must have taken it off when she was doing her multi-tasking mutual masturbation of my sister and I.

"You want her permission?" Monica asked, as if able to read my mind.

"Yeah," I nodded.

"What a gentleman," Monica smiled, before moving her hand from the back of my sister's head and ordering her, "Slut, tell your brother you want him to fuck you."

"Fuck," my sister sighed in the dramatic way she always did even in such a torrid moment. Yet she followed that with the words every brother fantasizes hearing from a hot sister, or any girl for that matter. "Fuck me, Josh."

"You can do better than that," Monica said, even as those were all the words I needed to hear. I moved in close behind my bent over sister and positioned my dick towards her pussy... the water making it slightly more difficult.