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Chapter 8
by
totallynot
What's next?
You have a round two with her
You look at Caitlin. Making her orgasm was not even part of the deal, and seeing her cum for the first time was the hottest thing you have had in the entire week. Your mind races. "Why does Caitlin even have a cum-inflatable dildo? What has she been doing with it?"
All of these thoughts have made your cock stand in attention again. Caitlin notices this and says "Jeez, John, looks like you're ready to go again!"
"Yeah, so, are you...", you say, not able to even complete a sentence.
Caitlin spreads her legs towards you and says: "Don't even think about me. Go ahead, I'm yours." You look at the gooey mess between her legs. "Really?", you ask, "Are you sure?"
"Mm hmm, go ahead...", she replies. You move towards her and slowly slide your cock into her. You've never fucked a cum-filled pussy before and the sensation blows your mind. It's so different than your normal sex with Dana. You feel as if you are fucking a soaking wet velvet glove.
You start to move more quickly and look at Caitlin's face for her reactions. She looks back at you, smiles and gives you a small approving nod.
"That feels good...", she says, "I am so so glad you didn't turn me down."
You look at her pretty face and incredible bust. "Turn you down? What I am, an idiot", you think to yourself as you steadily grind inside Caitlin's pussy. She moves her hands through your hair as you stare at her tits as they bounce up and down as you thrust inside her.
This is the first time ever you've had a second round with anyone immediately after the first. You feel like you could keep going forever. Your only regret is that this experience will soon come to an end.
After a while you stop and tell Caitlin to get on top of you.
"Huh?" she says.
"I want you on top. I want to see those tits bounce", you say.
"Oh, OK", she replies, a bit surprised by your request, but she does as told, gets on top and slides your dick back in. You and her stare into each other's eyes as she starts bouncing, and you put your hands on her tits. Their weight feels incredible. You can't decide if it's better to knead on Caitlin's massive breasts, or let them hang free and bounce as she grinds on top of you. You decide for the best of both worlds. You rub her one boob and let the other one bounce free.
"You feel incredible", you tell her, "And look even better".
Caitlin leans over and kisses you while your hands get lost in her massive tits.
"I really like you too...", she whispers in your ear.
Your hands leave her tits and move down to her ass. You grab both of her cheeks and pull her into you as close as possible.
She feels so fucking good, and you can't hold on any longer.
"I'm gonna come!"
"Do it, baby!"
You release your seed inside her. You grip her ass tightly as you continue to thrust inside her.
"AHH... AHAHAHA.... YES!"
You moan out in ecstasy as you empty every last drop within her. You feel like you've died and gone to heaven. After a few more thrusts, she lifts herself off of you and slowly slides down next to you.
"You OK?", she asks.
"Much more than OK", you reply, "I hope this makes up for me cumming so early the first time".
"It's alright, I think it was my fault anyway. I got carried away. It was just so hot having a real cock between my tits for the first time"
"Real cock? Did she just confess to titty fuck playing with her cumshot dildo?", you think to yourself.
You look at your watch.
"Anyway, I better get going...", you say reluctantly and start to get dressed. Caitlin gives you a kiss on the cheek and says "Thank you so much again for agreeing to this! I'll let you know if I got pregnant". "Sure", you say and leave Caitlin's place.
What happens next? Did she already get pregnant?
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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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