Step Sister Corruption 361

Step Sister Corruption Part 361 - Day 211 Ginger Pays Her Debts (fiction, M/F/F, d/s, teaching, step siblings, con)

Sarah aka Ginger

We got home after spending the day over in Canada after meeting all of Jason's 'invester's', especially a Prince from some island's as he offered his plane there and back. I had talked Jason into waiting until we got home to confirm our bet to find ALL my shoes were still strewn all over the house including ALL my purses.

After I had received Gabe's text about not wanting to throw away so many shoes I knew I was in deep water as I thought I didn't have that many pairs of shoes. Guess I didn't account for having all the sponsors sending so many cute shoes that I wanted to keep.

I blame Jason for getting me into the line of work I did and getting so many sponsors giving me clothes and shoes that I thought were cute.

When we got home and seeing the line of shoes littered all over the house Jason took one look at me and smiled at me ear to ear knowing that I had lost or little bet.

I tried to reason with him and tried to argue that if it weren't for me doing our site and him getting so many sponsors I wouldn't have so many fucking shoes where my asshole was now on the line.

He simply smiled and said the one thing that spelled my doom, "All you had to do babe was throw away once you weren't wearing them anymore."

SHIT!!!

He knows I couldn't simply throw away a pair of shoes because I like matching. And who says a pair of shoes can't come back into style.

And like he's one to talk when he has a few pairs of jeans that were one fart away from disintegrating on the spot. I mean I know he likes torn jeans.... granted he's the one who tears them through wear and tear.

And I'm sure I could find some underwear or shorts that were more hole than clothing.

Granted he doesn't have over a hundred of them and I do.

Sigh.

So here I was trying to save my ass and failing miserably.

He smiled at me after he knew I was defeated as he grabbed my hand, "Come on babe."

I blinked as he started hauling me off to my ass's doom in our bedroom as I thought of a way out of it and blurted, "The kids!"

He looked at me smiling, "Don't worry. Kelly promised to pick them up after she's done at the gym. They're fine."

DOUBLE SHIT!

I almost wanted to throw a fit and I wasn't sure if it was because I lost.... or I was losing my asshole's virginity.

I knew I was scared but had heard from Kelly and Summer when Gabe took their asshole virginity that yes it had hurt but sometime during the act they started enjoying it.

Yep, I was scared and who wouldn't be if they were about to lose their asshole's virginity. At least, in my situation, it was with my husband who I trusted to not hurt me.

The closer we got to our bedroom the more my heart was pounding so hard in my chest that I'm sure Jason could hear it without needing to use a stethoscope.

We got to our room as Jason brought me in for a kiss which I accepted and nearly turned into butter as he held me close and ran his fingers through my hair.

God this is what I missed as I was happy that we had finally got back to how we were.

Jason clenched his fist in my hair lightly tugging forcing me to tilt my head back as our kiss broke as he lightly kissed my neck instantly making me lightly moan as the sensation resonated through my body and started making my panties start to moisten.

He continued lightly kissing my neck, each kiss getting harder and harder until his teeth were being used biting my neck..... another 'turn on' for me making my whimper that I wanted more as my legs threatened to buckle.

I enjoyed each peck and nibble on my neck making my underwear transition from moist to wet and was well past ready to get to the fun part until I remembered what was going to happen as I started a war in my head. I wanted it to move to the next step but at the same time I didn't.

As if Jason sensed that he finally let go of my hair and rested both hands on my shoulders until I felt him grasp my dress.

And one second Jason reminded me exactly how strong he was as he literal tore off my dress like he was that ole time wrestler tearing off his shirt as he walked down the walkway to the stage as if both the shirt and my dress were made out of the same fabric..... something that could be torn easily.

He let go of my dress, officially ruining it as it dropped to the ground, the hole he created big enough to where my body easily slipped out as it dropped to the ground.

I stood there stunned that he had just done that as he took a step back smiling looking me up and down lightly licking his lips instantly making me shudder at the pure carnal desire he was showing me like I was having my Jason back.

He stepped back in wrapping his arms around me kissing me as he forced me onto the bed as we both fell.

We kissed for a moment enjoying each other before he broke the kiss as he growled, "I want you Sarah!"

I gasped but still had a smile on my face as he pulled down my bra freeing my boobs and leaned down to lightly kiss my nipple instantly making me moan before he popped my nipple into his mouth and started sucking on my nipple then putting my nipple in between his teeth lightly tugging at my flesh making me whimper before moving to my other nipple giving it the same attention before started traveling lower.

He kissed my stomach as that was a ticklish spot on me making me laugh and squirm at the touch but he kept traveling down ignoring my laugh until he got to the fabric that covered what he wanted and hooking two fingers in the slings at my hips and pulling them off as I lifted my hips to allow him access.

As soon as my intimacy was uncovered he lightly kissed my lower lips making me groan at the sensation before I felt his tongue pierce my lips gaining access to my inner labia and started licking with the right amount of pressure instantly driving me crazy wanting more of the attention to my pussy.

And Jason didn't disappoint as he licked, sucked and teasing every inch of my pussy allowing me to achieve three orgasms turning me into a limpless fuck doll as I rode the euphoria high that he helped me achieve.

Once he stopped I didn't care what was going on before I felt him urge me to flip over as my body followed the nonverbal command to flip over giving him access to what he wanted.

It took a second before I realized it was time for the BIG moment.

I lightly turned my upper torso to look at him as he started finally removing his clothes to reveal his hardened member ready to go spelunking in my virgin asshole.

I lightly whined, "I need lube babe if you're going down there."

He smiled as he leaned over to the drawer next to our bed where we hid lube for my more dry days, which I hardly ever had as it didn't take much to lube me up. But for my asshole I needed lube.

He retrieved the small bottle for 'in case' that we hardly ever used and held open my cheeks before I felt ice cold liquid fill my crack as Jason coated my asshole enough to where it was dripping onto my pussy and probably onto the bed making me jump at the sudden cold of the viscous liquid as I lightly shrilled at the sudden coldness.

I watched Jason speak, "There. Nice and lubed." as he smiled at me.

Then I watched as he coated his dick, that still had his urethral plug in, before he angled his tip to my rear cavity as I felt the tip touch my rear starfish and watched in horror as the 'show' was about to begin as Jason took my last virginity as he became my first.

I felt the pressure and instantly let out a small shrill as I screamed into the bed 'IIIEEEEEEEEE!!!!!' as my body instantly was coated with sweat and I was introduced with a new pain I had never experienced before..... and I had delivered three children..... one of which, Jasmine, literally torn my vagina when she left my body.

This pain was different as it approached excruciating making my shrill last longer.

They say having a butt plug helps lessen the pain of having a cock shoved up your ass but there was two clear differences with shoving a butt plug up your ass and having a cock shoved up your ass.

One, the butt plug usually isn't as wide as a cock.... unless you're into stretching your asshole for just this purpose, which I'm not and haven't done.

And two, the head of a cock is usually infinitely larger than a fucking butt plug.

I mean Yes I have shoved a butt plug up my ass once or twice for the website. And Yes I have worn a butt plug for an extended period of time.

So you would think having a cock shoved up your rump wouldn't be as painful as having a butt plug introduced to your back passage as the first time a butt plug, in my experience, was uncomfortable and almost painful. Then you get used to it and it suddenly becomes more enjoyable, dare I say as good as having a dick slide up your vagina.

As Jason pushed his mushroom into my rear I was suddenly having two distinct thoughts at the same time. One was I was so thankful that Gabe wasn't the one taking my ass's virginity as his cock was much much fatter than Jason's. And two, I was secretly praying that Jason used enough lube that my fanny doesn't get torn.

As each millimeter was introduced to my puckered orifice I was introduced with more and more pain as my balloon knot slowly stretched to allow the object to pass.

I felt feverish as the offending object was not supposed to go into my available hole only reserved for exit purposes only as he was now turning it into an entrance.

Before the pain became TOO EXCRUCIATING I finally felt the tip pass as my orifice closed around the object only to be further hindered as I still had to deal with the stick attached to the mushroom attached to Jason.

At least the hard part is done..... or so I thought.

Then I felt the mushroom head travel deeper into my cavity causing my eyes to go wide as I sharply inhaled at the sensation as I had never experienced something go in that deep finding the experience painful.

I felt tears start running down my face as I tried to hold back the sobs hoping this would soon turn into pleasure.

When I felt Jason's pelvis greet my cheeks is when I started feeling the pumping of Jason.

I secretly prayed a new prayer I never thought I would utter.....'Please let Jason's stamina be quick."

Then I felt him start slowly as he pulled out his dick out of my ass before slowly pushing back in making me grunt in time with his.

Each stroke in my insides we both grunted.... for different reasons. My grunt was pain as I tried to not cry or let Jason hear me cry. And Jason's grunt was his obvious enjoyment.

I don't know how many strokes Jason did on my new entrance as the only thing I experienced was pain.... until suddenly I slowly started feeling pleasure..... rich pleasure..... strong pleasure.

Still I grunted..... then I moaned.... and soon I was whimpering as if Jason was fucking my pussy instead of my ass.

I blinked at the surprise that I was feeling so much pleasure but it was only momentary before Jason really started pumping my ass for all he was worth.

I heard him groan as he spoke in between thrusts, "I need to take out my plug soon."

I moaned, "Not yet!" as I was approaching my first anal orgasm and I didn't want to miss it.

I grunted, "But babe..."

I moaned and whined, "Not yet!"

He grunted, "I'm gonna cum!"

I moaned semi loudly, "So am I!"

I pleaded, "Just keep pumping me!" Please."

He stopped, "What about my plug?"

I whined, "We bought a pack. You have more. NOW Just FUCK me!"

That was all the permission he needed as he really started pumping me and I felt my first orgasm slowly approaching me like it was a dwarf slowly running up on me..... if his legs were in different lengths.

As the dwarf orgasm ran up on me I realized the orgasm wasn't a dwarf but a lumbering giant slowly walking up on me.

I pleaded with Jason, "Harder!"

He grunted as I felt his thrusts slap me harder against my cheeks as if he were using his pelvis to spank me.

Still the giant wandered up on me.

I whined and whimpered as my grunt was finished.

I was close as I felt like I was looking up on my orgasm giant.

It wasn't long now I felt Jason's thrusts become erratic.

With one final thrust I felt Jason hold himself down on me as he grunted and felt his soldier start twitching in my ass before I felt the warmth enter into my anal cavity as I felt this new experience not sure how to determine how I felt as the new warmth was enough to have my orgasm giant slam down on me causing me to grunt and as my body tensed harder than I have ever tensed before.

It was the strongest orgasm I had ever felt beyond my M. O. A. O. or the Neutron Orgasm Bomb as it literally ripped through my conscious easily destroying any synapse in it's wake as the orgasm slammed against my brain.

When the orgasm finally subsided my body went limp and the only thing I could do to save my life from suffocation, as I had pretty much had my face buried in the bed and covers during the whole thing, was turn my head so I could breathe.

I laid there panting right with Jason as Jason kissed my cheek and lightly murmured, "You're finally all mine!"

I lightly chuckled as I hoarsely answered, "Yes I am."