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Chapter 22 by DefeatedDamsels DefeatedDamsels

What is the thought?

Her pussy isn't the only hole available.

The thought makes your dick twitch.

Could you... Could you do her up the butt?

Sure, she had answered negatively to the statement "I enjoy anal sex", but unlike the other girl, she then also answered negatively to the statement "I've had anal sex". So unlike the blue team, who knew for sure that their sister would be nothing but upset about anal action, your daughter has simply never experienced it. So... Perhaps... You could convince yourself that she might not hate it as much as she expects.

Your dick hardens a bit more. Anal sex has always been a kink of yours. Butt stuff in general, to be honest. Even after two orgasms, the thought of pumping your little pumpkin's backdoor full of your spunk is really turning you on. Which despite being really, truly awful, is exactly what you need right now.

It's not your first time putting a dick in a butt, so you are aware that some preparation is in order. You spit on your hand, and are about to wipe it all over your dick, when you remember the rule that you can be disqualified for playing with yourself. So, then... There's only one more way to do this.

You take your fingers, covered in your saliva, and gently begin to massage your daughters delicate virgin butthole.

Immediately, her feet spring to life, wiggling and shaking as much as possible. The message is clear - "No, please no." But you are in charge. Daddy is in charge.

Your cock shamefully grows even harder. You could insert it now, but you want to give your darling the best chance possible of not having an awful time. So you spit a big glob of saliva onto her butt crack, and watch it trickle down towards her anus... And when it reaches its target, you use two fingers to press the saliva inside.

Two fingers at once, straight away, may seem harsh, but it's still nothing compared to what she's got coming next. Her tunnel needs to learn to get stretchy, and it needs to learn now.

Her feet are flailing even more than before, if that could even be possible. The ten condoms flap around like grotesque flags in the wind.

"Dad, are you really... Are you going to..." Finch begins to ask.

"It's the only practical option left." You snap back. Finch shuts up.

Her asshole clenches around your two fingers, much too tightly. That's no good. She's got to be able to take your whole cock. You spit some saliva onto your third finger, and push it inside. Ooh, this is going to be a real tight fit for your dick!

Your cock is now rock hard.

To your side, you notice the second youngest brother from team blue stepped up to his own sister, but not yet penetrating. Instead, he's just watching you with wide eyes. His own dick is growing harder just watching you anally finger your daughter.

"Watch and learn, kiddo." Your fire is back, and you actually find it within you to smirk at the young man as you once again spit a big glob of spittle onto your daughter's ass crack.

Removing your three fingers, you wait for the saliva to ooze down her crack to her asshole, and when it reaches... The tip of your raging boner pushes the spit inside.

Holy fuck, that's tight.

You completely ignore the lad to your right, and get work easing your turgid member in your daughter's backdoor. Nothing is discouraging you. You love anal sex too much. Not the fact that it's your daughter, nor the fact that your family are watching, deters you from your job of squeezing every last inch of man meat you have into this tight, delicate hole.

It takes a bit of wiggling, a bit of back and forth movement, but eventually your shaft is covered in enough of the saliva you've sent inside to allow you to slide all the way into the hilt.

You wonder how that must feel for her. And you're very glad she doesn't know the identity of the man who's forcefully taking her anal virginity.

Your ex-wife was partial to receiving anal sex a few times a year, and so you learned the ropes. The most important thing, to avoid it becoming too intense for her, was some accompanying clitoral stimulation. Your wife had taken care of that herself, of course, but your daughter is unable to do the same, her arms trapped on the wrong side of this solid thick wall. So, you'll have to do it for her.

Reaching underneath your balls, you find her button. Scooping a little vaginal juice from higher up, you begin to rub it into her most sensitive spot. And then you begin to fuck her ass properly.

In, out, in, out. Not all the way - she definitely wouldn't be able to take that - but enough of a big thrust that it feels amazing for you. After all, this is still a race.

Your daughter's asshole is incredibly tight. Magically so. And to get to experience that warm tightness with no condom, no barrier between your cock and her anal lining, is a real delight. A delight that most men will never experience, especially not of their own daughter's hole.

In this moment, you almost consider yourself fortunate. Sure, you're probably going to hell, but there is some amount of this situation that's not entirely your fault. You feel that of all the anal rapes that have ever occurred, this is probably one of the least bad, ethically speaking. You're essentially under duress, after all.

And yet, there's no denying that you're enjoying it a bit too much. But who's judging you for that? Nobody but your future self. Right now, you could hardly care less. You want nothing more than to unleash your seed right up into her rectum. It's going to be a delightful highlight of your life. A disgusting, shameful highlight, but a weirdly treasured one nonetheless.

And then... Her hole gets even tighter. What in the world? What's going...

Suddenly, impossibly, your daughter begins to squirt. Apparently the combination of your condomless anal **** and your finger on her clitoris was enough to bring her to a squirting orgasm. And it's a big one. So much liquid is coming out of her that you're not entirely convinced it's not just piss. Or maybe squirt is piss. You've heard people claim that before. In any case, whatever it is, your daughter was briefly a water fountain, as she orgasmed from anal sex.

And as all her muscles clenched, they brought you to your peak, too. Her anal muscles essentially milk the cum out of your balls, and into the depths of her asshole, as if desperately thirsty for it.

You release your fingers from her clit and grab both of her sizeable buttocks tightly as you growl, groan and moan as your third and final orgasm washes over you, and your seed surges forward into your daughter's belly.

Euphoria washes over you, and you feel at one with your daughter.

And then, inevitably, comes the shame. The disgust. You want to pull out immediately, to go and cower in a corner and close your eyes until it's all over. But one job remains. You just creampied your daughter, even if it was anally, and so you have to slowly count down from 50 before you pull out.

"50..."

"50..."

Huh? Who's that second voice?

Oh, it's the young lad next to you. He's just finished with his own creampie - a vaginal one, his seed joining his brother's inside his sister's snatch. Joining the race to be the one to find that prize egg.

You're counting down together.

"49... 48... 47..." You say in unison, trying to ignore each other, but inevitably marching to the beat of the same drum.

"3... 2... 1... 0." You both sigh with relief as the awkwardness comes to an end, and you both pull out of your respective holes.

Your daughter's asshole immediately zips up tight, trapping the semen within. At least for now. Gravity tends to win eventually.

His sister's pussy does not have the same ability to close up so tight, and cum oozes out. It's now not only coating her asshole, but lots has oozed down, inevitable about to stain the underwear that is pinned below. She's going to have to walk home in underwear stained with her brothers' cum.

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You do your best to ignore that mental image as you return to your brother and sons.

"I can now give you the eleventh true-or-false question." The announcer says happily.

What is the question?

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