He passed out after only three beers, the biggest lightweight Shining had ever seen.
"Well.... second biggest..."
Beside her 'date' Twilight wobbled and whined looking over at the passed out Flash Sentry. Half the beer in her hand had been consumed and she looked like she was on her tenth shot of vodka under that tree in the woods.
He grumbled annoyed. He had got Twilight the beer for her 18th birthday as a bit of a hush hush gift so she could slip out an enjoy herself with her stupid boyfriend.
Shining had dropped her off and parked a bit away to come back around on foot to see what kind of a guy Flash was, but stayed when he noticed the looser had the game of a five year old. Now his sister just lay there staring down at her passed out date mumbling drunkenly about disappointment.
He watched from the distance, the full moon gave him a good view of the two in this quiet open forest. He told her he would be back around 2 in the morning and would let her clean up at Cadence's house before she came home if the night got a little heated. But watching his sister he almost chuckled to himself as he watched proof that she at least to some level, wanted the night to get heated.
Slowly, her hands shaking, biting her lip she undid Flash's belt and started to dig around in his pants. Shining squinted and almost laughed loudly as Twilight pulled the jeans to about mid thigh and blinked at what she saw. Leaning in closer she struggled, even Shining without a drop of alcohol in him and with perfect light couldn't seem to see Flash's dick.
After a moment, he could see Twilight struggling until she gave up and grabbed the bottle again and knocked it back.
Shining sighed and stood up to make his way over. She had already downed the rest of it. She was so drunk she likely wouldn't even remember the disappointing night. He would just bring her home or to Cadence's and let her sleep it off.
She was still upright, her glasses perched on her nose, her short skirt riding up, her blouse messily stained with the last bit of beer that frothed down from her lips and chin.
Even as he approached she seemed unresponsive, just staring out into nothing.
"Come on Twi..." He hooked his arms under her armpits to try and haul her to her feet.
Her reaction was near instant. A happy goofy smile as she waved then just as quick she went to crying and blubbering.
"Ish... ish just... ish just so... small... wh..why? I.. I won't even feel it? I... I ... I just want to have fucking fun for one damn night!"
She buried her face into Shining's shoulder and wet his shirt with tears and snot until she went silent in just a few short seconds.
He stepped back and she fell limp, face first into the grass.
Shining groaned and wiped the mess from his shirt but stopped as sight ticked his mind with mild taboo urges.
Face down, ass up. He could see the simple panties neatly covering the luscious naughty bits under his sister's skirt.
He was suddenly aware of his very loudly beating heart.
He breathed in and looked about, remembering that literally no one knew they were here, even Cadence and his parents thought he was supervising these two at an actual establishment for her party.
Only Twilight's friends knew she was out trying to have fun with Flash, but they didn't even know where.
No one knew they were here, and not even drunk off her ass Twilight would know when she woke up that he was here.
He looked at the flawless upskirt shot he had of his sister and the truth seemed to scream at him.
'No one would ever know.'
He licked his lips as his vision narrowed and his hand came up. He hesitated, even he didn't know what he was going to do. His mind was on fire with what ifs. But still, the truth sounded loudly in his mind. No one would ever know even Twilight wouldn't know he wagered. Depending on what he did, there was literally no drawback, no consequences, no issues.
His mind boiled over, she wasn't aware, this was practically like jerking it to porn, no one knows, and it's not like he would be hurting her.
He bit his lip and took in a deep breath as he slowly reached up and glided his fingers over his little sister's rear.
Downstairs , he woke up very quickly. His sister's last few years had done her some good. Her petite form filled out just a touch. She was still a little underweight for her age, but her form was near perfect.
Plump flesh with taut skin. He actually shivered as the tips of his fingers hooked over the waste and of her panties.
He had gone down on Cadence hundreds of times, he was practically a pro by now, but still this little taboo venture made him twitch and shiver like a virgin trying to figure it all out for the first time.
He bit his lip to force his hand to still itself as he continued to pull. The sight was magnificent.
Cadence always had a little playful patch above her clit, but after seeing this, he instantly knew he would be asking her to go baby smooth forever.
His sister was flawlessly smooth. His mind bubbled with the perfection he saw before him, it was as if she didn't even have to shave. His sister never even grew the pubes to begin with. The glossy smooth skin practically gleamed in the moonlight from under the little miniskirt.
Almost in a panic as the flood of ideas and urges popped in, he looked over his shoulder and back to the flawless coochie over and over as he sorted through the ideas.
His heart reacted like he was running a marathon as he looked over the soft supple skin and innocent little slit between her legs, above the crinkled panties bunched up at her thighs and below the hanging short skirt that hid nothing.
Again he breathed deep. "No one knows, no one gets hurt... it's just like.. porn..."
He reached out with his shivering fingers and felt the warm smooth hairless folds before pressing just a bit and parting her.
His dick went tungsten hard as he saw it. Egg white thick love juices strung from lip to lip and like a burst dam began to run down her thighs and sticking eagerly to his fingers.
Her mind went a flurry, she must have been amped for this night before Flash the tiny dick Sentry ruined it for his sister. Somehow picturing her sister moaning uncontrollably as she bobbed up and down on a thick meaty cock turned him on a fair bit more, especially with her love juices gooping together and slowly slimming about as if begging at nauseam to be used as lubricant.
He paused again, feeling each best of his heat reflect up his neck and making his head throb like his cock was.
He whet his lips and muttered to himself. "No one knows… no one's getting hirt… it's just like porn…"
His fingers twitched and shook as he fumbled with his zipper. The cold air met his twitching cock which would have been something he had noticed had his member not met his biological sister's love juices.
He bit his lip and grasped Twilight's rear. He took notice of his thumb resting nearly flawlessly on her cute little asshole as the head of his cock nuzzled and nudged back and forth between her labia.
The excitement nearly made his teeth chatter as he beheld the sight he never in a million years thought he would see.
He clenched his jaw to keep still, but in a moment of depravity, he snorted and spat right where his thumb was. A sort of personal claim of lubricant as he pressed with his thumb.
He was rewarded with his digit sinking in and Twilight moaning softly.
"Fuck that's tight... holy shit that's tight… tighter than…" He paused thinking of Cadence looking back at him as he enjoyed her. She was tight, sure but the way she acted, they were having sex together. This was far more naughty, he was doing this to Twilight not with her.
His mind boiled and he focused on deep breaths as he slowly began to rock her to glide the slick little taco across his shaft, painting it with her love.
With the soft rocking, his thumb sank in and squeezed out, it was as if her little asshole was sucking on his thumb.
He breathed deep and as if it had become a nervous twitch, he looked over his shoulder again. Whetting his lips again his heart thundered in his chest as he maneuvered his cock and felt it notch into place against the steaming hot flawless supple folds of flesh.
He grasped her little hips and closed his eyes.
"No one knows… no one gets hurt… it's just like porn… this.. this might as well be a fleshlight. Yes.. it's just like a… a hot.. fleshlight…"
He swallowed loudly and gripped tighter before whispering again to himself, then… he gave a firm thrust.
It was like heaven assaulted his cock. First a fair amount of strain as he had skipped the foreplay, then a soft wet pop and a loud squelching noise as his manhood penetrated deep into his sister.
"Ffffffuck! Fuck fuck fuck that's tight!.. holy shit Twily…"
He froze as he noticed he was talking over a pained whimper, he even noticed her little honeypot clamping down and spasming over his cock.
He waited wondering if she was still drunk enough for him to tell her she's dreaming. But as she started to quiet down his heart rate dropped into safe ranges and he slowly began pumping again.
He was almost as surprised she didn't wake up from the loud sloppy noises her vice like drenched overflowing pussy was making as he was that she didn't wake up to being fucked and thumb blasted in the ass.
The difference was pretty obvious and he almost expected to be hit when to cool and slow down he pictured he was fucking Cadence instead.
Twilight was just too tight. Gritting his teeth he nearly hit his limit a d pulled out quickly to keep the obvious from happening.
"Whoa! Whoa! Don't cum inside your literal biological sister!"
He lay back panting trying not to look at the mess that was his sister's pussy. But despite how close he was, his eyes fell to his handiwork and he almost came just seeing the mess his sister had become.
Her little agape hole spasmed as if begging to be used, even her little hips bucked and heaved as if she was in the tail end of an orgasm, which would have explained how tight she was when he pulled out.
But quite suddenly, he froze as he noticed something. Of course her panties were soaked and there was practically a puddle in the grass, but he spotted something that nearly made his heart seize.
"F..fuck!.. not like a fleshlight…" His eyes traced her flawless inner thighs soaked in girly juice and a touch of blood.
He remembered that wet pop on entry, he figured she just didn't have much fun and was extra tight.
"Oh fuck Twily.. I … I fucking busted your cherry…"
His head swam in panic and worry, it didn't matter how well she cleaned up, she would notice this.
In that odd dumbfounded moment of panic, a simple voice from deep within reasoned. 'Well… you popped your little sister's cherry… you can't unpop it… just finish up and blame it on little dick here…"
He paused looking at his own rather impressive girth, then the unconscious Flash's minuscule cock. But he shrugged.
"Fuck it…."
He grabbed her hips and forced back in, drunk on the incestuous pleasure. As if he had just surrendered to the depravity, he didn't hold back. His mind nearly blank, he hammered her innocence relentlessly, even as she took to semi conscious moaning and whimpering until finally.
He remembered, he and Cadence were trying to conceive. The way she purred each time he said it, how she tightened up on the finish. His lips parted and grasping his sister's hair with a white knuckled grip he pulled her head off the ground and tore open her shirt to grasp the fleshy soft breast and with a heavy thrust of his hips buried his cock as deep as it could go until she cringed and whimpered as he whispered into her ear.
"Happy mother's day."
And with that his life giving seed splashed in thick heavy spurts into his biological sister's body. As if painting her womb, the head of his cock was crammed against the deepest depths of her womb and he spurted it all out until his balls ached.
He breathed heavily almost certain the girth of his cock was keeping most of his mess deep inside her. His fingertips teased at her now exposed nipple.
But as if his senses came crashing back to him he let go and watched his sister fall to the grass moaning and twitching. His cock spilling out of her and the flood of cum puddling up over her thighs and in the grass.
"Oh fuck!... I just… I just… inside my...my own sister?... oh fuck!..."
He looked down at her, almost expecting her to get up an accuse him. But her drunken moaning spat out something reassuring.
"Mmmmmm...Flash…"
Almost in a mix of his previous panic and hope that she would just think it was Flash. The. The thought occurred, how bad his game was, how awkward he acted. It was possible that he really didn't want anyone to know about his sad size issues. He would likely be eager to claim this triumph so long as Twilight woke up feeling as pleased as Shining felt.
He looked to the still out cold Flash. "Yeah… you're not in a hurry to drop your pants and prove you didn't fuck my sister…"
It took a few moments to calm down and clean up before he got into his car to come back and 'discover' them in an hour. He looked over at how he had posed them. Sober, he wouldn't take his pants off again, she'd be happy to have finally scored and he would feel like a Chad for once. Shining almost felt sorry for him, more sorry for his sister.
He took one last look at Twilight, he had pulled up her shirt and left her panties in a tree. The more wild it looked the more her sore pussy would make sense. "Happy birthday sis… hope you liked your presents."
Flash the 'Chad' nearly danced across the street making Shining roll his eyes, even as Cadence laughed and went back to scrolling through her phone. Shining sighed as he waited for the light to turn.
The dumbass was still celebrating 6 weeks later and Twilight's friends reported the gossip. Twilight walked funny for the first week and beamed with utter joy, but the failure at a willing repeat performance slowly made them drift apart. They were still a thing but the "legendary night' kept them happy together for now.
The phone chimed and Cadence hummed before letting out a concerned hum.
"Oh dear…"
The light changed and Shining started down the road as Cadence dialed hardly catching Shining's attention.
"What? Well how king has it been since… oh!.. oh… well.. I'll tell him! Go tell your mom!" Cadence hung up and turned with bright eyes.
Shining knew those eyes, same eyes he saw when Cadence showed him the pregnancy test.
"What?"
She beamed happily. "You know how you're going to be a daddy?"
He nodded
"Well you're going to be a daddy and an uncle!"
He spat and nearly crashed as the color drained from his face at her oddly correct choice of words.
"Y..you.. ah… you don't say?…"
Author's Note
This story is another request.
Originally it was WAYYYY darker. It went from near violent non con of a sort of organized crime member impregnating Twilight in front of her dad for debts or something, to Twilight's dad impregnating her against her will, to Shining, then it went a lot more soft to just drunk cant resist type non con.