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."
