Caitlin Arrives

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The doorbell rings. Will you get in trouble for answering it without putting on pants? The same aspect of your powers that informed you of your position as the Female Body Inspector- the same that ensures everyone knows who you are and universally accepts the scores you assign women- tells you that you won't. Your abilities give you a tremendous amount of leeway regarding nudity and sex.

Push Dana off your cock and walk to the front door. Open it. Your older sister is standing in front of the house. There's a seconds pause as you process each other's presence. Caitlin had been smiling until she saw your state of undress. Her pink lips part in surprise, and your erection stiffens.

"Leg day?" you ask.

Caitlin's eyes don't rise from your erect member. "It's Saturday."

Caitlin hit legs on Tuesdays and Saturdays, so you should have been able to guess it's leg day. "I wasn't keeping track of the day," you admit. "I guessed from the compression pants."

"What?"

"You wear compression pants on leg day because compression clothing increases circulation, which helps you squat." Wearing compression pants also gave perverts a show, and Caitlin had always been a cocktease. As her first and longest victim, you would know.

"I'm surprised you remember. You never seemed to be interested in exercising."

"In exercising? No. I do pay attention to you, however." Arguably, you pay Caitlin too much attention. Your first experience with masturbation had been to fantasies of her. It's time to make one of those fantasies come true. Casually, reach out and grab her ass. "I've got good news and great news. What would you like to hear first?”

"Are either of them my ass rating?"

"You spoiled the surprise," mock-pout. "The good news is I got a new job as a Female Body Inspector. The better news is that all your squatting paid off. Your ass is fantastic. Easily a nine."

Caitlin's eyes widen. "How do I get my rating up to a ten?"

"By taking your pants off."

Caitlin goes a step further and removes all her clothes, leaving her naked. At your questioning look, she says, “You’re going to inspect me now, right? I was going to have to take off my shirt anyway. I figured I should do it all at once.”

“Being naked in public doesn’t bother you?” Both of you are still on the doorstep of your home. Any passing bystander can see Caitlin in all her glory.

“I took my clothes off for an inspection. There’s nothing wrong with getting naked for a Female Body Inspector.”

“Can’t argue with that.” Your eyes lock on her tits. “Can’t argue..." with anything that lets you see such a marvelous sight.

Caitlin follows your gaze and smiles cheekily. “Do my breasts score well too, little bro?" Double-D's tend to sag due to their weight, but Caitlin's workout routine had kept her perky. To demonstrate, she jiggles her chest, causing her breasts to bounce- something saggy boobs can't do. Caitlin is confident.

"How are you with your mouth?"

Her confidence deflates like a balloon. "My mouth?"

"You’ve trained many of your physical attributes- which is a good thing,” you clarify. “Female Body Inspections are surprise inspections for a reason. I don’t want women taking care of their bodies before the test only to stop after they’ve received their scores. You’ve been caring for your body for years, which is what I want to see.”

Hands go back to her now naked rear. Squeeze. Your fingers dip mere centimeters before encountering the solid muscle mass underlying her curve. Deliver a quick slap. Her ass still jiggles more than Dana’s did. “You did a terrific job with your ass. It’s perfect.”

“Thank you,” she says. Her breathing is irregular, and her face is flushed.

“Cardio sculpted your midriff,” you continue, “Abs are great for attractiveness.”

“They weren’t easy to get,” she admits. “It took years of careful dieting and forty-minute cardio sessions twice a week.“

“And your breasts? What did you do for your chest?”

“Benching mostly. Some stretches- pec flies.”

“You have fantastic boobs.” Her breasts changed whenever you fantasized about- masturbated to- Caitlin. Her breasts had always remained the same size- because you could see what size her breasts were even over her shirt- but the details varied. What was the size and color of her areola? What did her nipples look like?

A decade after you had first wondered, you had your answer. Caitlin’s areola was on the larger side, enough that you could trace the interior with your tongue lying flat. Her nipples are pointy- something she shared with Dana. You wonder if they both inherited the trait from mom.

Give both her big, beautiful boobs a quick suckle, then deepen your interaction by leaving a hickie on her right mammary. “Perfect, sweetheart. Simply perfect.”

“Another ten?” Caitlin sounded hopeful.

“Another ten,” you confirm.

Caitlin’s joy fades when you tell her, “I don’t need to test your physical attributes. I think we both know you’ve passed that with flying colors. I need to test whether you have trained your skills as thoroughly as your body. You’re not a virgin, are you?"

"No, but I-"

Hold up a hand to stop her. "I don't need details. I need to see what you learned."

Caitlin gets the message. After taking a moment to psych herself up, she sinks to her knees, wincing slightly. You're still on the doorstep, and the floor is gravel. Caitlin's bare knees don't have any cushioning. The discomfort doesn't stop her from taking your dick into her mouth and sucking. Caitlin's mouth feels like heaven on your cock, especially once she starts to run her tongue on your shaft. Dana hadn't been able to do that. Her inexperience had limited her to sucking at varying speeds and amounts of dick in her mouth.

You acknowledge you might have been wrong about Caitlin being a tease. You are starting to suspect your older sister is a whore.

She bobs on your cock until you thread your fingers through her blonde locks. Her eyes water. You had halted her in a 'down' motion. Your dick is pushing against her throat, cutting off her air supply. Count to ten, and then move your hips back, giving her room to breathe. Don't remove your dick from her mouth entirely, and don't move her head. After three seconds, thrust back in.

She meets your gaze and understands your intention. Her hand rests on her toned thigh, and she makes no move to stop you. "Good girl."

Thrust in and out of her mouth. Fuck her face, slowly at first and then faster- far rougher than anything you had done with your innocent little sister. Caitlin- your busty, whorish, older sister- takes it like a champ, even swallowing the entirety of your member twice. She had done this before. You're not sure why that disappoints you. You hadn't expected her to be a virgin like Dana, but you feel... betrayed?

Pull out before you can waste your load by shooting it down her throat. Caitlin had been your fantasy for years. You weren't going to come anywhere but inside her.

There are strands of drool connecting your dick with her mouth. Break the strands by cock-slapping Caitlin twice. Then release your hold on her hair and step back. Observe your handiwork.

Rivers of drool drip down her chin and onto her breasts. Another two streaks of saliva from where your cock slapped her. Her eyes are red from the tears she had shed while enduring your invasion. Her hair was a mess. You had ruined her braid when you had woven your fingers through her hair. Caitlin looked like a wreck. "Bend over the railing."

Despite how roughly you treated her mouth, Caitlin obeys with a flourish. From behind, there was no sign of how savagely you had fucked her face. She looked pristine. And then, to earn brownie points, Caitlin wiggles her ass and begs you to fuck her, "I need you. I need your cock," she says. "Don't make me wait for it. Let me show you how good my pussy feels."

Take your time. Run your dick up and down her folds. They part easily. A reminder Caitlin had men in her before- that this wasn't exactly what you had fantasized about.

Caitlin bucks against you, eager to have you in her. She thinks you're going to fuck her pussy. Thrust into her ass instead and hear her scream. The practiced composure she had demonstrated while you were fucking her face evaporated, leading you to ask whether she had men drill her ass before.

"N-no," Caitlin gasps, and you smile. At the very least, you got one of her virgin holes.

"Try not to fight it, and you'll be fine." The advice is for both of your benefits. Caitlin's virgin ass fits around your cock like a vice- hot and tight. You have to go slow, both to avoid hurting her and because it feels like your dick is going to snap.

Caitlin moans, and it sends a spike of arousal through you. You hadn't heard her moan before because your dick had clogged her throat. You like the sound. Her voice is lower than Dana's- far more sensual. You can't see her face. You want to see her face. Weave your hand through her hair again and turn her head so you can see her expression. Her eyes are scrunched in pain, and she's panting in arousal.

"Does this feel good?" You ask.

"Ye-no. Yes," Caitlin says. "Hurts," she clarifies. "Feels good." Notice her hands. She's gripping the railing she's bent over so hard her knuckles have gone white.

"Pain feels good?" you ask. Give her ass a swat and listen to her yelp. Give her another spank on her right cheek. Stop for two seconds and then deliver another on her left. Another second passes, and you provide another spank to her left cheek. Don't alternate every spank, and don't keep a steady rhythm. You don't want Caitlin to be able to predict your blows and prepare. You like listening to her yelp. You also love listening to her moan; those are the only two sounds she's making. No coherent words. Just yelps and moans. Perfect.

The noises she makes excite you, causing you to speed up. The increased pace takes a toll on Caitlin. Her breathing grows ragged.

Five more thrusts. You feel yourself about to explode and know your orgasm will be noisy. Pull back on Caitlin's hair. Her back arches, and her face- and neck- get closer to you. Bury your face into her neck, and bite into the soft tissue to stifle any noise you might make. Cum. Unload yourself inside her bowels. Pull out.

You stumble back, exhausted. Caitlin stays slumped over the rail. For a moment, there is silence. And then Caitlin asks, "Did I do it? Did I earn a good score?"

You laugh.

Notes: SanctifiedVillain, the original author of this story, casted the MC's family in this chapter of the story: https://chyoa.com/chapter/A-Supportive-Family.463675. The mother (Erin) is casted as Charlee Chase while the sisters (Dana) are casted as Elsa Jean and (Caitlin) Lauren Drain.