Chapter 21
by bobsaggotsdad
What's next?
Lunch Date
One Week Later
Fuck. The past few days have been a million hours of straight blew balls. Yeah, I have more ways than I can count to physically bust my load, but after the high of finally being able to fuck Mom, I still want more. Like yes, having her vagina to myself was satisfying, but there is nothing more to it. The moment came and went. I spent all this time worried about the ethics of it but when I finally achieved my goal, I simply turned Mom back into Mom and everything was back to normal besides her avoiding me for a few days. At this point, I’m on the verge of where I wanted to be when this whole perverted crusade began. However, I’m painfully aware of that final inch that I am just not reaching yet. There is still more to be done.
The next obvious choice would be to play a little catch-up with my sisters, but I’ve been having no luck. No matter what I do with them, I’m not getting any new triggers that I can use to straight up have sex with one of them. Don’t get me wrong, I’m plenty close, but as soon as I try to get my dick up their cunts one of them always starts to get antsy, and not in a way that would lead to a new trigger.
It’s like I’m in some sort of rut. On top of that, it’s Mia’s finals week and I am against the idea of sabotaging our family’s future chances of staying rich, so I’ve decided on a ceasefire with her in the meantime. It’s not like I’m getting anywhere anyway, so I might as well let her study.
I’ve been having my fun with Mom, but it’s all non-consequential. I swap out her personality with someone else, fuck her, and change her back so I can see her reaction to me cumming in her pussy. Then she tries to get mad and punish me, so she just lets me fuck her again since in her new and improved perspective, that’s her form of punishment: making me re-do the thing I got in trouble for until I am sick of it! Of course, this endless loop of fucking Mom is far from boring, but it’s so non-consequential. Been there, done that!
No Mia, bored of Mom, that brings my attention to Anna who is currently sitting half-naked on the couch. Well… “half-naked” is putting it lightly. At this point in time, she’s given up wearing a bra and walks around the house completely topless, even forgetting to put on panties sometimes. Her pancake-shaped tits are currently resting freely on her chest as she watches tv in the living room.
Mia’s smart-people classes always take a little longer than Anna’s and mine, so the two of us have spent the last while at home lounging around. I take a step towards her and see she is watching an HBO show. Yes, one of those types of HBO shows; the ones with nudity and sex. I can see by her pruned finger and the damp spot on her panties and around her crotch that she was enjoying the show a little more than I thought.
Just as the plot of the episode seems to be getting to it’s climax, the show’s end credit scene starts playing.
“For fucks sake! They always end it on a cliffhanger!” Anna yells annoyed.
“That’s how they keep brats as you stuck inside binging,” I say as I lean forward to rest my weight onto the couch.
“Yeah, 'cause it’s summer. What else is there to do?” she says as she prepares for another episode.
“Exactly, it’s summer. Don’t you have friends you should be wasting time with?” I know it’s counterproductive to try and get Anna to spend less time with me, but a short power trip isn’t enough to make me forget about a lifetime of bickering. I’ve been having my due with Anna but having the two of us stuck at home all day has reminded me of her bitchy tendencies.
“If I knew how to drive, I would. You’re one to talk. You have your license and you still have nowhere better to be,” she says to me as she shoots me a dirty look.
“Now, who’s fault is that?” I say.
“No one’s fault! Driving gives me anxiety!” she says as she crosses her arms and lets out a huff. Her tits merge together to create a valley of her fat that I can stare almost directly straight down from my angle behind her.
Her beautiful breasts have reminded me of my goal. I’ve argued with Anna enough for two lifetimes and now is my time to collect my dues – but for me to do that, I can’t be THAT far on her bad side.
“Fine fine. If I did drive you somewhere, where would you go?” I say. My mind races with ideas: an all-girls sleepover? A gym? A public pool? Anywhere exciting! I’ve only used my powers at home, but theoretically, I could expand them outside.
“Really? You better not be fucking with me,” Anna says as she stares at me, trying to figure out if I am genuine. I nod my head. “Fine. But you better not think that I owe you anything because of this. Hmm… How about… Main street?”
Hm… Main Street is just this area downtown with a ton of places to eat. There isn’t anything necessarily excited to try to do power-wise, but maybe she’ll be going with some hot friends.
“So, do you need me to pick anyone up on the way?” I say.
“Um… no it’s okay,” she says with a hint of embarrassment behind her lips.
“What? Are you sure? Do you want to try asking one of your friends?” I say. I’ve never personally met any of Anna’s close friends, but I imagine they wouldn’t be bad-looking since Anna is the judgmental type.
“No, I said it’s fine. Now are we going, or not?” Anna says getting up from her seat. As she rises her plump rear is revealed to me, both cheeks shiny from a light drizzle of her own cum.
I quickly think of the trigger that makes Anna use anything I give her to clean up bodily fluids.
“Yeah yeah, let me just help you get cleaned up first. Can’t have you going out like that,” I say.
“Huh, like what?” she says as she twists her neck and spine to follow my gaze onto her own rear. “Oh, don’t worry I’ll wipe myself off in the shower.”
“No, no. I insist. Let me clean it off,” I say.
“Hm, okay if you say so,” she says as she walks around the couch. Stopping next to me, she juts her as towards me. “Why are you being so nice all of a sudden? What did you do?”
“I’m just tired of fighting, is all,” I say as I reach out and begin to wipe the fluid off of her butt with my bare hand. “Do I really need any ulterior motive to be a good older brother?”
“Where was this energy the last 18 years of my life?” she says as she continuously repositions her body to give me different angles to attack her ass.
“I’ve been keeping track of all the favors I owe you and saving them up for now,” I say.
As my fingers slide around her plump rear, I actually do my best to clear away as much of her cum as I can. It just so happens that the most effective method to do so is also the most erotic way to play with her meaty bottom as I can: a series of squeezes and rubbing that can only be described as blatant groping. However, Anna doesn’t view this as groping. Instead, all she sees is an older brother being suspiciously nice by giving her a good pat-down so that she doesn’t have to ruin a perfectly good towel.
“Jacob? Jacob. Jacob!” Anna’s voice finally reaches me.
“Uh yeah?” I say as I continue to feel up my own sister.
“Are you done yet? I would’ve saved time doing it myself,” she says. “I still need to get dressed!”
Speaking of which, I haven’t even thought about what I am gonna have her wear. I let go of her ass at which point she starts to walk up the stairs towards her room.
“Wait,” I say as she turns to look at me. “Dress a little slutty.”
* * *
“Ugh, I can’t even drive and even I can tell that this is a shitty parking job,” Anna says as she opens the door and hops out of the car. She’s wearing a yellow crop tank top and a white skirt which… hmm. I’m not really sure how to describe it. It’s like a skirt, but in terms of length, I’d compare it to booty shorts. A booty skirt? Is that even a thing? With the amount of butt showing, it’s definitely the type of thing that is supposed to only be worn during sexy time. Like if she bent over, you’d probably see a good 70% off her thong-covered ass (and a thong doesn’t exactly cover much).
The only reason I don’t think anyone will mind too much is that Anna is relatively short, so it’d be hard to get a good angle up there unless she deliberately showed herself off and you knew where to look.
Honestly, even though this outfit is much more socially acceptable than what she was wearing at home (... a pair of panties), she really isn’t hiding all that much more skin with her midriff and cute little belly button exposed. Not to mention, I have a pretty much complete view of her legs and under-ass strutting away.
“Hey, as long as I made it between the lines it’s fine,” I say as I get out and follow after her. “So, why would you choose to get lunch with me over literally any of your friends.”
Honestly, I just want to know cause the idea of a threesome with some of Anna’s friends got me optimistically excited.
“If I get you to come, I don’t have to pay,” she says as she walks into her favorite sandwich shop.
“Hey, who's to say that I’m paying!” I say as I run in after her.
“Well, I forgot my wallet at home,” she says with a smile as she stares at the menu.
Fuck, she’s good.
Anna already knows what she wants, so she waits patiently for a few seconds for me to make up my mind – keyword: a few seconds.
“Jacob, are you gonna hurry up? I’m hungry,” Anna says with crossed arms.
“Wait, just give me a moment. I drove you here, the least you can do is wait for me to decide what toppings to put in my BLT,” I say.
“What toppings? It’s a fucking BLT! You put bacon, lettuce, and tomatoes!” she rolls her eyes.
“Ugh, fine,” I say as I follow her to the counter.
Anna gives her order first: “Can I have an avocado sunshine wrap?”
“Mhm,” the bored minimum wage drone says blankly as he taps away at the computer screen. He turns his attention towards me. “And for you sir?”
“Can I just get a BLT?” I say.
“Okay,” he says as he inputs my order. “Any toppings?”
“You got to be kidding me,” Anna says with an exasperated sigh. Not wanting to wait any longer, she answers for me. “No. Toppings. Just bacon, lettuce, and tomato.”
Before the worker has a chance to read us our total, Anna grabs my debit card out of my hand and taps it against the payment terminal.
It doesn’t take long for our food to get made and we quickly head to a table in the empty corner of the store. As we walk away, I quickly turn around and catch the worker eyeing Anna’s near bare ass.
Given that it’s a sunny day, most of the usual customers are taking advantage of the nice weather and enjoying their meal out on the patio. the booth that we chose is a lot more hidden from random eyes.
Our meal starts in silence as Anna wastes no time digging into her food. This is easily excusable as we are both starving. However, this initial peace transforms into an awkward silence as time goes on. I can tell we are both thinking about how there is nothing to talk about.
Anna and I are the epitome of a love-hate relationship. We do get along at times, but we could never consider ourselves close due to the on and off hostility towards each other. And even though we aren’t currently in a disagreement, that doesn’t change the fact that we have limited conversation topics. It certainly doesn’t help that we have both been cooped up in the same house for the last week straight.
Well, no big deal. This wasn’t exactly the bonding scenario that I expected, but at least it’s not a setback. I’ll just drive her home in silence and have her give me a handjob once we arrive so I can get my money’s worth.
Wait… why do I have to wait until I get home. I mean, there’s no one around and I do get a kick out of messing with them in public.
I remember the last time I took Mia to the mall and I had her drink my cum in her boba. I could easily do the same thing now and cum in Anna’s drink. Heck, I could even masturbate in front of her and have her drink it straight – but what’s the fun in that. I mean, it’s all already been done. I have a better idea.
“Anna, are you masturbating right now?” I ask.
“No I’m no-” her hand subconsciously reaches beneath her skirt towards her crotch. “Yes, yes I am. Why?”
“Just wondering,” I say as I watch her arm move in a suspicious manner.
Anna doesn’t think much of me asking that question anymore, so the conversation goes dead. However, that doesn’t mean that my little sister doesn’t get started working on what I can only assume is her clit. For a few minutes, we sit in silence as Anna tries her hardest to get off. While I chow down into my BLT, I savor in the heavy breathing and light moans coming from across the table. Luckily, no one is around to see, but Anna casually takes out her phone and starts looking at porn (nothing super hardcore. Just some of those NSFW types of Twitter accounts).
With a revitalized reason to rub herself off, the intensity of her breathing and wrist movements increase.
Without her noticing, I slide my phone under the table and begin recording to get a better view of the action. With her thong pushed to the side, I have a clear shot of Anna playing with herself. She’s mainly using her right digits, but she occasionally sends ole’ lefty in to lend a hand. Not only is she rubbing her clit, but her finger has gotta be at least 2 inches deep into her cunt. A small dribble of fluid begins to run out of her clit and onto her asshole.
This only goes on for so much longer until I get annoyed of having to watch such a magnificent sight through a shitty 7-inch phone screen. I get out of my seat and move to her side of the booth.
“What are you doing?” she says.
“It’s easier to hear you,” I say.
“We weren’t even talking,” Anna mentions over the sound of her pussy shloshing. Yeah… that’s not what I was talking about.
“Yeah… cause I couldn’t hear you,” I say.
“Ugh, whatever,” she says as she uses her left hand to take a bit out of her sandwich. I’m trying to run the math in my head, but I’m fairly certain that she had to have gotten at least a little of her own cum into her mouth.
I take a look around the restaurant. Unless there are some hidden cameras, there is absolutely nowhere anyone can see us unless they intentionally walk over.
Knowing this, I unbutton my pants and slide my cock out. I can sense Anna give it a surprised glare out of her peripheral vision, but other than that she ignores it.
I begin jerking my cock and just enjoy this atmosphere. Just a brother and sister enjoying some bonding time – and by bonding time, I mean public masturbation together.
At this point, I see Anna begin to clench up and shut her eyes. Has she finished already? I lean forward and see her stomach start to convulse. Her pussy starts to squirt straight onto the leather cushions. Normally, I’d think how gross this would be for the next guy who sits here, but given Anna’s physical attractiveness, I decide I am doing him a favor.
After Anna finishes up, she simply takes a deep sigh, shuts off her phone, and returns to eating her sandwich. Yup… she definitely got some of her cum into her mouth this time – like 100%. I can literally see moist spots on her bread and fingers (ew, wet bread!) right before she places it into her mouth.
She takes a few bites before looking down at my cock.
“You aren’t done yet?” she asks.
“Yeah… you got… a head start,” I let out as I stare down her body.
Given that the triggers make it Anna’s duty to help me out when I haven’t finished yet, I know exactly what will happen next.
“Is there any way I can help?” she asks as if we weren’t just arguing 20 minutes ago.
“Uhhh… yeah. Could you like, sit on my lap?” I say.
“Sit on your lap? How would you reach your cock if I’m in the way?” she says. Funny that her first concern is about the physical limitations of the position and not the fact that I’m asking her to do such a perverted thing at all.
“Come one, let’s just try,” I say as I scoot back all the way into my seat to give Anna room.
“Whatever you say,” she lets out with an eye roll.
Anna stands half-up as she positions and hovers herself over me. Since there is a dining table in front of us, she has to sort of work herself into place, but she figures it out. When she is finally lined up, she quickly lowers her weight onto my cock. For a brief moment, the weight of her ass cheeks closes in around my shaft. My entire manhood is enveloped in my sister’s ass like a perfectly fitted puzzle piece. She tries to wiggle it out from under her, giving me what is basically a lap-dance-lite.
Of course, this is all short-lived as Anna lifts herself up once again and grabs my cock – the tips of her fingers holding onto my shaft– and guides it forward through her thighs so she can sit down without crushing my sex.
My cock is now pointing up and resting against her vagina. I take in the familiar sensation of my dick resting upon Anna’s wet cunt. The first thing that always takes me by surprise is her warmth. As soon as we make contact, her vagina sends a wave of heat all the way up down my pole and up my spine. This makes the portion of my dick that isn’t directly in contact with Anna’s skin feel incredibly cold in comparison. The second thing I notice is the **** moisture that lightly coats my cock in a shiny layer. This kind of goes hand in hand with the warmth as her slippery goo spreads her hotness to places to her body that she can’t directly make contact with. It’s the squishy texture that hits me last. It sort of conforms around the shape of my dick as my anatomy causes my shaft to press up into her.
“Is this good? Can you jerk off like this?” she asks.
I try to reach around her waist but the best I can do is get a grasp of my dick from a semi-awkward angle. It’s sort of hard trying to rub myself off like this, but honestly, the mental image is hot enough to more than make up for the lack of physical satisfaction. Even if I can’t get perfect strokes off, my dick is still out in public against my sister’s pussy. I’ll make do.
“Yeah, that works,” I say as I begin to masturbate.
“Well, just hurry up. I don’t want anyone to see us,” she says. That's peculiar; even though she is okay with it, she still doesn’t want others to see us like this.
She goes back to eating her sandwich as I masturbate to the feeling of her bare ass on my upper crotch. I lean forward and get a whiff of my sister’s hair. By nature of my jerking motion and positioning with Anna, every time I stroke myself, I lightly rub against Anna’s clit.
I feel myself nearing when-
“Yo Jacob!” I look up and see a familiar yet unwelcomed face smiling at me from across the shop. “It’s me! Dan! From high school!”
Shit.
What's next?
Disable your Ad Blocker! Thanks :)
EXPERIMENTAL: AI
Perversion with some help
After an experimental artificial intelligence gets free in an advanced interconnected Smart Neighborhood, he offers his powers to Jacob to help manipulate and corrupt those around him.
Updated on Aug 6, 2023
by bobsaggotsdad
Created on Aug 3, 2020
by bobsaggotsdad
- All Comments
- Chapter Comments