My Sister's Panties Ch. 05

Story Info
Jack goes on a 'date' with his sister, whoops!
10.5k words
4.85
34.7k
56
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

Thanks again for all of the feedback. Special thanks to those that asked for me to keep the story going.

As before, this is not a stand alone chapter. I would encourage any new reader to start from chapter 1 to find out all that is going on with Jack.

I am also keeping the slow tag. Jack is still a pervert and sex seems to be the only thing on his mind, but there hasn't been an orgy (yet) so this is probably on the slow side compared to many other erotica stories :)

---------------------------------------------------------------------------------------------------------------------

I was climbing out of a spaceship shaped like an octopus when I heard a beautiful alien calling out my name.

"Jack," the angel said. It was heaven in my ears

I tried swimming through space, hoping to move towards that sound, but my flapping and kicking was useless.

"Sweetie," the angel called again to me, more urgently this time.

I moved my arms harder, furtively chasing the sound until I bumped against an unseen solid object.

"Jack, honey, wake up!"

I nearly jumped as I was jolted from my dream, throwing my blanket off my chest in the process

"Shhhhh..." came the angel's voice again and I felt a warm hand rub my arm soothingly.

"Mom?" I said groggily, trying to wipe the sleep out of my eyes and get a handle on my surroundings. I could barely make out the shape of her sitting on my bed, my eyes were so blurry from sleep. I closed them again and waited as they adjusted to the bright sun streaming into my room.

"Sorry to wake you, but I have to get to work and... well I need to talk to you," my mother said.

There was a heaviness in her tone that instantly worried me.

Flashes of the last few days and how crazy they had been rushed through my mind. With the memory tour came a bout of guilt and shame over my new perverted panty obsession with my mother. I started playing through my worst fears, I had pushed my mom too far, I never should have gone into her room last night...

"Jack, it's about your sister," she said, interrupting my rush down the rabbit hole.

Phew, I thought, except then my mom continued.

"Jack, she loves you... and she is excited to hang out with you tonight. Very excited. I.. I just don't want you to hurt her again. You two have always been so close and it tore me up to see you almost lose that."

I slumped back into my bed, she was right, I had hurt my sister terribly.

"Mom, I love..." I started.

"I know and I know you would never do anything to hurt her but, girls are very private about their bodies and you took that away from her. You stole something from Ashley and not just her underwear. I know you can't help it. Boy's have their... their needs, and maybe... maybe I should have.." She trailed off before refocusing. "Jack, if you really love her you will never break her trust again."

She put her full Mom force into those last words. I felt like a little boy in time out, the shame was real.

My head hung low.

"I promise mom... I was devastated at what I did to her, I..." I struggled to put how I had felt, was feeling right then, into words.

She looked into my eyes.

"Sweetie you have always been good, to her and... and to me. I need you to help her put it behind her. Can you do that?"

"Mom, I will be there for her. She... I promise to be the big brother she deserves!" I said vehemently.

My mother took in a breath and sighed, I hadn't realized how tense she was until just then.

Honestly, I had been worried about the same thing. I knew my sister was giving me another chance, one that maybe I didn't deserve, and I had been worried I would screw it up somehow. I was going to be the best brother I could be starting with our 'date' that night.

Yes, I am an idiot and didn't realize the contradiction.

There was hesitation in my mothers voice as she continued, "There... is something else I need to say to you."

My breath caught. The night before I had pushed my mother's boundaries in an entirely inappropriate way. Memories of me in her bed covered with her dirty panties came to mind. Even if she had offered, I was the one that pushed it too far.

I looked up at her, heart heavy, ready to admit my failure. Looking into her eyes though, all I saw was how much she loved me and how nervous she was. I watched dumbfounded as she gathered her courage up.

"Thank you," she finally said.

Hunh?

She must have seen my confusion. She smiled gently at me and put her hand on my bare chest. My whole body noticed it

"Sweetie, I... I appreciate that you still let me mother you sometimes... I used to dread the day you grew up. The day you weren't my baby anymore. Now, here you are taller than me, your shoulders so wide, you are..."

She was struggling with something, her hand was fidgeting with my chest hair. I wisely kept my mouth shut.

She continued in a quiet voice, "I know you are becoming... you need to.. be the man of the house now. I... I haven't forgotten... I won't forget about your needs."

She was blushing furiously as the words came out. She looked away briefly before continuing, "I have... I have something planned for tomorrow night. A.. a way to.. be better for you."

Her hand was hot against my flesh.

I was lost, how could she be better than last night? I was the one to push her to do those things, wasn't I? I had almost made out with her. There was no way she really wanted her son to... oh my god... I remembered her text.

It wasn't just me pushing her, she wanted this too! She admitted as much in her message!

I became intensely aware of her body next to mine. She was sitting on the bed, turned to face me. Her hips were only a few inches away from me.

My mother was a full figured soccer-mom hottie. She was wearing a cream blouse and dark skirt, her makeup and hair were done up for work. I could see her chest rising as she sat there. Her large heavy tits were almost right in front of my face. All I would have to do was lean up and...

It's amazing how fast my perverted mind can switch, I went from a guilt ridden stump to a raging piston in no time flat.

"Will you be home tomorrow night?" She asked in a small voice. She was a girl asking a boy out.

A noticeable tent had developed in my covers and her eyes had definitely caught it. Her hand was still fidgeting on my chest.

"I'm not sure I can make it till then," I said honestly.

She leaned down to me, blushing as she said in my ear, "Sweetie, I have a little surprise for you now, but you have to promise to wait to open it until tomorrow night."

"Promise," I said, not knowing what I was promising, just knowing I wanted whatever she was going to give me.

My mother stood up and backed away a few feet from the bed. She was trying to give me a sultry look but it was clear she was feeling very vulnerable.

Slowly she unzipped the side of her skirt. She was trembling when they finally came into sight. At first she tried to hide the flash of blue with her hands, but then I saw.

Holy shit.

I instantly recognized the panties from the night before. The pair that had been touching my dick less than ten hours ago. The pair that I had cum on. She had put them back on!

"Did you wear those all night?" I asked incredulously. My slutty mom had been wearing panties stained with my cum. My dick was fucking painfully hard.

She barely nodded her head. "They made me feel..." was all she could say before trailing off. She shifted nervously, "Is that ok?" she finally asked.

I was out of bed and next to her in a heartbeat. She was holding her skirt together tightly in her hand.

I tilted her head up towards mine and I looked her in the eyes. She stepped closer to me automatically. I was partially poking out of my boxers, my dick pressed against her stomach as she moved towards me. She gasped as she felt it press into her belly.

I pulled her closer and kissed her fully on the lips, her mouth opened to me. We explored each other, me in my boxers, her barely holding her skirt up.

She moaned as I drew my hands around her waist and up her back. I almost came as I felt her tremble with passion. Her belly against my cock, my hands on her back, her lips against mine. It was a struggle to keep from going further.

We finally broke off, she whispered breathlessly, "I told you no unwrapping your present until tomorrow night,"

My hand dipped lower, I had her full round ass in my hands. She exhaled as I squeezed it, her eyes wide as I laid claim to her body.

"I'll be a good mommy for you tomorrow night, I promise" she said with a giggle. "But you have to wait!"

It took all my effort but I let her go.

In my lower right I caught a notice Social +1 (Kissing)

---------------------

Fuck.

The morning had been an emotional and sexual roller coaster and I had barely gotten out of bed.

Seriously, the last week had been crazy, like insane asylum crazy.

I willed myself to stop thinking about my mom, her slutty panties and her promise about the next night. First, my boner wasn't going to go away until I did. Second, I didn't want to think about why she was suddenly acting the way she was. Last, I absolutely didn't want to think about the guy from the store the day before and the shit he laid on me.

I needed a distraction and came up with one that would kill two stones with one bird, or however that went.

Heading downstairs, I yelled to my sister through her closed door "I'm making breakfast, would you like pancakes?"

Breakfast by big brother, I figured that was a good start to being the best I could be!

I heard a commotion and almost opened her door when she yelled, "No no, don't come in, I'm changing!"

"Hey, want me to make you some breakfast?" I asked again.

I heard another sound and couldn't help picture what was happening behind her closed door. I imagined her pulling off her sleep shirt slowly, her taut stomach and then the swell of her teenage breasts coming into view.

"Ya, thanks!" came her muffled reply.

Yes, I was fantasizing about my eighteen year old sister changing literally ten minutes after promising my mother I wouldn't be a pervert.

"Should be ready in 20 minutes or so," I yelled back and left before my mind went any further.

Now, I'm not a great cook, so it shouldn't have surprised me when I saw the message in my lower right vision

Mind +1 (Cooking Skill)

I got to say, it's a trip ranking up a stat just by cooking pancakes. I was wondering what level 100 pancakes would taste like when I heard my sister coming down the stairs.

She entered the kitchen, her plaid school skirt shifting left and right with each step. Thankfully she was looking at her phone and didn't catch me checking her out, because wow.

She was wearing the standard high-school uniform, her hair in a tight ponytail, white socks and Penny Janes. I could see a hint of her white bra through the blouse. Her deep brown hair framed her cute face. She absently pushed her large glasses up her button nose before looking up at me.

If it could just be a fly on the wall for ten minutes while she was changing. Stop, I told myself.

"So big brother, where are you taking me tonight on our date?" She had a mischievous grin on her face as she continued, "if I remember correctly you owe me clothes and dinner?"

"Crap!" I said in mock concern, "that was supposed to be tonight?"

Her face fell briefly before she realized I was joking.

"It wouldn't be a surprise if I told you." I said quickly. Plus I hadn't actually figured out where to eat yet. There was an Italian restaurant, but was that too much? I mean we were joking about it being a date, I didn't want to take it too far.

She must have been reading my mind because her next words were,

"Oh I like surprises! Like a nice restaurant kind of surprise?" She was leaning over the kitchen island literally battering her eyelashes at me and smiling. I couldn't help but chuckle.

"Your wish is my command," I said in a bad accent.

We had just dug into our breakfast when she had to rush off to the bus. It was the end of her senior year at high-school but they didn't let anyone park on campus. Eighteen and still riding the school bus she had complained.

I managed to look away when she bent over to pick up her backpack. Look at me Ma, I have self-control!

I cleaned up the dishes and headed to the bathroom to ready myself for classes.

I was brushing my teeth when I looked down and saw them, just laying there, innocently minding their own business. Dammit, what is it with the women in my family and their panties!

It was the same pair of purple undies that had started this whole thing off. My sister's panties, freshly worn, were laying on the floor not three inches from my feet. I couldn't help but look at them. She had probably just slipped out of them that morning, maybe minutes before coming down for breakfast. The crotch was turned up, clearly visible from where I was standing. The gusset had a few white streaks and there was still a damp spot right where her... fuck.

I closed my eyes and counted to ten. I will not fantasize about my sister, I will not invade her privacy. I will not fantasize about my sister, I will not invade her privacy. I will not... I chanted the mantra while I finished flossing, studiously looking at anything but the floor, trying my hardest to get her off my mind.

I was almost free when the dreaded words appeared in my vision:

'Quest: Cum on your sisters panties'

Cum on your sister's panties in the next 24 hours and receive the following reward.

Reward: Choose one of the following; increase to kissing skill +10 or increase to touch skill +10. Gain 5 xp.

My cock was a steel pole.

"No," I said out loud.

No!

And hell no! My sister was way more important than some stupid quest reward allowing me to kiss better. I ran from the bathroom, jumping over the panties like they were a venomous snake.

I got to my room and slumped on my bed.

The weird detective guy from the day before had said that the quests would get harder. If that meant masturbating in weird places, sure I would do it, and had! But my sister was off limits. Aliens, reality porn, quests, whatever this shit was I never wanted to jeopardize my family's love again.

Thinking of quests, I realized I still hadn't reviewed my 'Identity Page'.

What a stupid name, I thought, as I said the word 'Identity' out loud.

Sure enough, just like the day before at the store, an entire character sheet appeared before my eyes.

I got lost in it.

It's amazing what you can learn about yourself when it's laid out in black and white. My best stat was cooking (frozen pizza, mind 11), that checked out. I also could see the two skills that I had learned, the Wishmaster one and the Better Lover one.

There were a whole slew of settings, buttons and toggles. I did as the weird dude said and turned off my display settings so at least I wasn't flashing my name and level to all of the other players. Then I started scrolling through everything else.

Some of the options I understood, like 'Display damage and health bars', some I could guess at, like 'Mini Map' or 'Auto Lube' toggle.

There were many options that I had no clue what they did. The one that caught my eye the most was 'Suspend Broadcast'. I tried switching that one in hopes I would stop broadcasting to the universe but it was currently grayed out for me.

I played around for a while in the sheet. I found sections for world, local and faction reputation levels. There was an inventory section that displayed every item I had on my body. Finally, there were achievements and a social tab that currently displayed nothing for me.

It all begged the question, were modern video games originally designed by people like me? Or did this whole system get made to mimic a video game?

The part I hated seeing was my ranks in stats around women and sex. Some of the sex stat categories were gonzo, like 'Bus Driver' or 'Canadian Porch Swing'. I didn't even want to know what those were.

Some of the categories were very real and I had dismal scores in all of them. Hell, my best stat was in breast fondling and that was a three. Ya, I knew I didn't have much experience with women so the low ranks made sense, but man my ego took a hit.

And if life didn't have enough to say about my pathetic existence, I found a stat that was even higher rank than my pizza cooking; masturbation. Turns out I had a 23 in wanking myself off.

As I was looking through the numbers I realized I was just distracting myself. If the asshole from the day before was telling the truth, I had unwillingly become a reality TV show star for some universe-wide porn show. The system that broadcasted that show could somehow control those around me and give me perverted superpowers.

What I really really really didn't want to think about was that the system was likely the culprit for why my mother was suddenly trying to 'help' me with my needs. Was she acting like she was because she had a thing for me or was some alien tech controlling her? How far would this go and was I really ok with it? Yes I absolutely wanted her to be a dirty little cum slut for me. Did I still want that if it wasn't really her decision?

Hell, the system was probably who put my sister's underwear in the bathroom earlier and it was definitely the reason for the crazy public bathroom thing with my teacher. I slumped when I realized it might even be the reason why Mia was flirting with me.

"Fuck!" I yelled.

Speaking of, I glanced down at my phone and saw a text from Mia, it read "Where are you?"

Double fuck, I had five minutes to get to class!

-----------------------------

Mia was trying not to laugh when I finally sat down next to her. The teacher had politely suggested that I get an alarm clock and not disrupt her class again. I took my seat as quickly and quietly as I could.

Three minutes later, Mia was still giggling as she passed me a note telling me my t-shirt was inside out.

I pointed out that her shoelaces were untied. It didn't seem to embarrass her and it definitely didn't stop her giggling. I decided to put up with it solely because of how cute she was. Her hoop earrings, the tight t-shirt she was wearing, the silver pendant that sat nestled between her very full breasts, the feel of her soft skin when our hands touched, her bubbly smile whenever we caught each other's eyes, it was all I could do to keep from taking her right there.

I was falling pretty quickly for this girl or at least I was becoming heavily infatuated. Screw it, even if this was the result of some crazy alien mind control, she was into me and it felt real enough that I never wanted it to go away.

I drew a picture of some flowers, passed them to her and said "I got you some flowers :) "

She laughed and wrote back "It's going to take more than a scribbled picture of a flower to woo me, buster,"

I drew another picture and asked "Would a scribbled paper mansion be enough?"

She smiled, drew a picture of us kissing and said, "It's worth one paper kiss, no tongue."

I erased her arms and hands and drew them so that they were grabbing my ass and wrote "Hey, stop groping me, I'm not just your sex plaything."

She snorted, trying hard to not laugh out loud. I cooled it on the notes not wanting to get yelled at by the professor again.

After class, Mia led me out the door and said, "Come with me, I've got something to show you."

"Um ok, what is it?" I asked dumbly as I stared at her amazing ass.

She turned and caught me looking, "It's a surprise, paper flower boy,"

I swear she swayed her hips even more as she walked.

I followed her to the same quiet hallway I had found the day before. I was worried/excited she would pull me into the bathroom but she stopped midway down the hall. She briefly looked around, leaned back against a locker and pulled me close to her.