Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 4 by Control Freak Control Freak

Will you start with one of your sisters, or find someone else to 'inspect' first?

Of course you're going to start with Dana! Why wouldn't you?

"How about we start with you?" you say to Dana. Sure, you could have started somewhere else, but you really couldn't wait to see what your new job was going to be like.

Dana blinks in shock, and stammers, "S-Seriously? Right now?"

"Yes, right now," you reply, gesturing to her, "Stand up and take off your shirt so I can get a good look at you."

For a very brief moment, you are worried that this would be the moment where it gets revealed that this was all one big joke, and Dana and your mom would break out in laughter. But those fears are immediately quelled when your sister stands up and takes off her shirt, revealing her small but perky breasts to you. You knew that Dana didn't sleep in a bra, but this was still the first time you'd seen her topless since you were little kids.

"Ooh, how exciting!" your mom squeals eagerly, "I get to see my son on his first day and my daughter's first inspection at the same time! Good luck, sweetie!"

"Thanks Mom," Dana says to her. She is clearly far less excited about this than your mom, fidgeting nervously and biting her lip as she looks expectantly at you.

You set the clipboard down on the kitchen table, then get up and walk over to her sister. Your eyes roam over her creamy white skin, taking her entire bare torso in. After a few moments, you say aloud, "Hmm... I like what I'm seeing so far."

"Thanks," your sister says, looking up at you with a nervous smile.

Feeling emboldened, you proceed to reach forward and cup your hands around her tiny tits and give them a few experimental squeezes. Dana doesn't react other than flinching slightly, but you're caught a little off-guard when your mom asks, "So, do they feel alright?"

It takes you a little bit to recover from the shock of remembering that your mother was watching the entire thing. Once you do, you answer, "Uh, yeah, they feel good."

"Just good?" Dana asks.

"Can't say for sure yet," you reply, letting go of her breasts and looking at them again. After the experience of groping your sister, the sight of her small pink nipples sticking out from her chest was almost enough to make you cum right there. While you were doing your best to keep from doing so in your sweats, you decide to take a risk.

Leaning your head forward, you stick out your tongue and lick one of Dana's nipples. You follow that off with a kiss, your lips enveloping the nipple in the process. You apply a little suction before pulling your mouth off, creating a satisfying 'pop' and causing Dana to shiver.

"Mmmm... body wash and a hint of sweat, but otherwise clean," you manage to say, "Very good."

Dana smiles at this, "Thanks." Then with a slightly less confident tone, "Um, is that everything?"

"Almost," you sat, "Turn around, please."

Your sister nods, then turns around, showing you her backside. You give her backside a cursory once over, then yank her boy shorts down, exposing her taut little ass. You hear your mom gasp behind you, and for a moment you thought you went too far. Thankfully, that wasn't the case.

"Dana Doe, is that a tattoo I see on your butt?" your mother asks.

Taking a closer look, you see that your mom was right: Dana has a small tattoo of her initials inside the outline of a star on her left buttcheek.

"O-Oh yeah, I forgot about that," your sister said with a nervous chuckle.

"So help me God, if this lowers your Ass Rating..." your mother grumbles. Dana winces at this, while you can't help but be amused at your mom referring to her daughter's 'Ass Rating' out loud.

You reach your hands out and squeeze her buttcheeks in your hands, then kneel down and spread her cheeks to look at her tight asshole.

"Hmm... everything checks out down here," you say out loud. Not quite ready to do more to her ass than that, you let go of her cheeks and stand back up.

You figure it's about time to finally deal with the boner that's been straining your sweatpants, so you say, "Alright, one last thing to test. Bend over, spread your legs, and put your hands on the table."

The look on Dana's face tells you she has an idea of what your final 'test' is going to be, but she still nods and obeys your instructions, kicking her shorts off her legs so she can properly spread out. You stand behind her and look down, where you can see her bare pussy peeking out from between her legs.

"So you do shave your vagina," you say, pulling down your sweatpants and boxers to free your erect member.

"Y-Yeah," she says, trying to look over her shoulder, "Is that what you were wanting to che- eek!"

She barely manages to catch herself on the table as you thrust your dick into her pussy. You then grab your sister by the torso and begin roughly fucking her doggie style over the kitchen table. Your mother, who has a front row seat to the show you're putting on, is a little thrown off by this at first, but regains her composure surprisingly quickly and says, "Don't worry honey, you're almost done. Don't let him do all the work."

"I... eep, I'll t-try!" she says, doing her best to speak while getting railed by you, "But I... I've never done, unf, done this, before."

"Really?" you ask her, "Because I didn't feel a hymen break going in."

"I... oh... oh... I'm pretty sure I... oh, broke it myself during... during my first regionals," Dana explains, her voice a few octaves higher than usual, "I... nnnnn, nnnnnever got past second base with... with a guy before."

"Well then I guess no one's told you that you sound cute when you're getting fucked," you say in a low voice.

Your mother's eyes light up upon hearing that, "Oooh, Dana, try some dirty talk! It might help!"

"D-Dirty talk?" Dana squeals, bracing herself as she's shoved further onto the table by the pounding she's receiving, "I... I don't... don't know if... I can do it. What if I... oh..."

"It doesn't hurt to try, sweetie," your mom assures her, "A lot of men love it when you talk dirty to them."

You're not entirely sure what to feel about your mom telling your sister how to get you off, but you do know the conundrum is getting distracting. You're about to tell your mom to be quiet when suddenly Dana lets out another squeal and says, "Oh... oh yes... f-fuck me harder big bro! I love the... eep, the feeling of your cock in my, oh, my wet p-p-pussy!"

"As you wish," you say, speeding up some more. You're already feeling ready to go over the edge.

Your sister's legs start trembling as she does her best to remain on her feet, "Oh, oh, oh, don't stop, I'm almost there. I, eeep, I want you to fill me up so badly... I, I need it so much! Please, cum in your horny sister's tight little cunt so she can get off, pleeeeeeeeease!"

That final high-pitch tirade was the last push you needed. Your hands tighten on Dana's torso, and you blow your load directly into her pussy as she lets out one last moan of pleasure. You then pull out of her and let go, causing Dana to drop to her knees, her arms still resting on the edge of the table. It's not until you sit back down in your chair that you realize how badly you need to catch your breath. You may have overdone it a little on your first inspection.

"Okay," you pant, "I think that's about does it."

"Here honey, have some water," your mom says, handing over the cup she got for herself. As you drink it down, she goes over to your sister and helps her to her feet, "What about you, Dana? Are you feeling okay?"

"Y-Yeah..." Dana replied, "That was a little more intense than I was expecting, but I'll be fine."

Once she regains her footing and takes a moment to catch her own breath, Dana looks over to you and asks, "So... how did I do?"

"What?" you ask, setting the empty glass down and wiping your mouth.

"The inspection, dummy!" Dana snaps, "What are my scores?"

"Oh, right," you say, reaching over to your new clipboard. In the excitement of fucking your sister in the middle of your kitchen, you had almost forgotten the whole reason you were allowed to do it in the first place, "Just give me a second and I'll fill them out."

"Okay," Dana says, clenching her legs together in anticipation. After a moment, she suddenly becomes self-conscious of her current state and puts a hand over her bare vagina to regain some modesty, only to have your mother grab her by the wrist.

"Not yet, dear," your mom tells her gently, "We want to make sure John can see everything he needs to while scoring."

Dana bites her lip nervously and nods, dropping her arms to her sides and revealing her pussy, and the cum dripping out of it, to you once more. You pick up the clipboard from the table and pull the pen out of its holder, thinking about how you want to grade Dana.

What kind of scores do you give Dana?

More fun
Want to support CHYOA?
Disable your Ad Blocker! Thanks :)