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Chapter 8
by
Workalready
Do you?
Yes. Hard.
Bodies are funny things, really. Sometimes they do things you aren't expecting. Sometimes they talk to you. For instance, yours is currently explaining to you, in excruciating detail, its planned mutiny against your brain if you don't fuck Dana right now.
Capitulating (not that you were exactly fighting back), you tell Erin to get some cushions from Old Creak, which you place on the kitchen floor for Dana.
"I want you on all fours, sis," you say. Dana squeals with excitement and begins to present herself to you. Your mother helps her position the cushions under her knees. You grin as a thought crosses your mind. Everyone finds you fucking people adorable, right? So, logically -- if logic were actually operating right now -- they'd just love to film it. Right? Well, no harm in asking.
"Hey Mom, Dana. It's my baby sister's first time. Don't you think we should keep some sort of record of it?"
Erin's maternal instincts immediately jump into overdrive. She can't agree with you fast enough.
"Ooh! We have a video of her first steps, her first birthday, and now we'll have her first fuck!"
"Mom, use my phone," Dana says.
Erin really leans in to the family archivist role, wanting everything narrated.
"Okay kids, say hi, give me a smile," she says. Dana beams her anticipation. You supply a slightly shit-eating grin. This clearly isn't going to go quite how you envisioned it.
"John's just finished eating Dana out," your mother bubbles, setting the scene. "And now, he's getting ready to take his baby sister's cherry! Okay, sweeties, don't mind me, I'm just going to make sure we get this to send to the family. Won't that be nice?"
You decide to tune Erin out a bit and turn your focus back to your sister. For the first time, you take a close look at her cute, virginal slit.
"Dana, why is your pussy shaved," your mother's voice chimes in. "Don't tell me you've got a boyfriend!"
"No mom, geez! I just don't like how they feel on me. Stop trying to make me embarrassed," Dana half-whines, half-mumbles, in a way that only a teenager truly can.
In the meantime, you've finished inspecting Dana's slit. It's still very wet and red from her earlier climax, with her lips puffy on either side, which normally serves to keep her vagina closed (and gives her an amazing camel toe, your memory informs you). Now, however, her excitement means her lips are slightly spread and covered with dewdrops. Her clit has begun retreating back under its hood, but, you think to yourself, not for long.
It's time.
You take your cock in your hand and move behind your sister. Despite the fact you've been leaking pre-cum for several minutes now, you rub your head up and down Dana's slit, making sure to include her nub in the fun. You get a moan as a reward. Gathering your breath, you place your knob against Dana's lips and start to press slowly against her. It's almost excruciatingly tight. Dana moans and squeaks as you advance, apparently unable to control the pitch of her voice. Meanwhile your mother is making cooing sounds, like people gushing over a baby. Soon, however, you feel something blocking your path. Her hymen. Apparently Dana hasn't played much with toys. As you start to ever-so-slowly put pressure on it, Dana flinches.
"Are you okay, sis? Mom, I've hit her cherry," you say.
"Aww. You're so sweet for thinking about me," Dana says. "But mom asked you to fuck me hard, so just push through. I'll be fine," she confidently beams at you.
"Yes, honey. Pop her then hold still to let her recover. Then ram my baby's cute little hole," Erin chimes in. Shifting your hips back slightly, you comply.
"OWW! Fuck. Okay, give me a minute," Dana says, with a lot less confidence all of a sudden. You reach down to rub her clit to help take her mind off the pain. "Thanks, bro. You're so nice to me!"
"Pull out John, I want to record Dana's blood," your mother says. "It's all so romantic!" You pull back so that your tip is just kissing Dana's pussy lips, holding for a few seconds so Erin can get a shot of your sister's proof of virginity. Then you start to push back in. It's easier going than before, but Dana's still as tight as, well, a virgin. Fortunately, your excitement plus the fact you ate her out first start to add up, and soon you have a solid pace going. Each stroke takes you slightly deeper in your sister, until you feel another barrier blocking your way. Dana loses all control as you bump into her cervix, starting to wildly convulse all over your cock. You hold yourself as still as possible while your sister's orgasm fades, and then, just as it's almost gone, give her a swat on the ass, setting off a new series of minor flutters.
That's all the warning either Dana or Erin get before you start to pound her tight hole, pulling Dana's hips back to meet you a couple times until she gets the hint and starts bucking back on her own. This frees you hands for the occasional extra spank, each of which earns you a squeal on top of Dana's running stream of moans. Each follow-through again pushes you up against the entrance to your sister's womb, which reminds you that you're going to need to come to a decision very soon.
Do you creampie your sister?
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Sexual Privilege
Freeuse for One
These branching stories are going to have 3 very simple premises: 1) You exist in a world where your character AND ONLY your character gets to have sex with whatever group or groups of people you choose wherever and whenever he or she desires. 2) The circumstances under which he or she can have sex with that group can be specified generally or specifically. 3) The response of the people you have sex with and/or the general public can be chosen.
Updated on Jun 11, 2026
by Cross C
Created on Aug 31, 2017
by SanctifiedVillified
You can customize this story. Simply enter the following details about the main characters.
With every decision at the end of a chapter your game state can change. Here are your current variables.
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