It's been a few years since you and Chara got together
During that time you both did the normal couple things
Cuddles, genocide, preparing breeding pens, cornering the candy market to satiate sweet-teeth, and becoming simian moguls of destruction against the helium menace.
Yet it was only on her 5th birthday of you two living together that a couple of things clicked as you laid on her pudgy stomach.
She was soft with how much you two were being refined epicureans, warm and very pleasant to the head too. Combine this with the hand playing with your scalp and the pops from behind, it's a miracle you could think about anything at all.
Perhaps this is what it felt like to be melted be the smores in someone's mouth?
As the wave ended and she paused to grab another sweet you lovingly baked the night prior, your curiosity emerged to the surface. "Chara, where you born 9/9/999?"
You lifted your chin up to see her face, an eyebrow raised in confusion before deadening to a blank stare, that of a soul-crushing realization after doing some math. "Yes, so what if I'm old?"
She trailed off like she isn't aging better than Ocarina of Time. Seems she should've been more worried about the surface rubbing bad habits off on her than on you.
"You're saying that like I'm not barely 100 days younger, just thought it was neat with how you were about 9 and being born on 9/9/999", you started to gently kiss the marshmallow you were laying on.
You felt the confusion coming down from on high as the little suction noises became audible and she moved your hair out of the way. "What perverse mindset's gotten over you?"
You ignored her question as you focused on kissing her, she seemed to be accepting as you heard the desolation of balloons resume.
As the annihilation of blimps escalated you also noticed small changes with the hand on your head. It started getting more possessive, clingy.
What started as a little ruffling on top became something that was staying there as you kept kissing her, her hand scratching the back of your head as if to prevent some form of escape.
But you couldn't care, she was still warm, the popping therapeutic, and the scratching comforting. By what should've been the mid-game you started to just doze off on the loveliest pillow in the house.
Your comfort got the better of you as you lifted Chara's sweater and went further in, sleeping on her stomach directly as you closed your eyes while something heavy covered laid on top of your head.
Eventually you'd be awoken from your Heaven as something yanked your head upwards to the aura of a sweater-less demon holding restraint on waking up the entire neighborhood.
You at first had trouble seeing the face from drowsiness, didn't help there was two mountains in the wa....
Mommy.
As soon as you recognized what your head cover was you could feel the daggers piercing through them, directly into your soul and the true gravity of the situation.
The fingernail tapping your scalp? Considering the best angle for your lobotomy. Or the saliva to the side of your mouth meant that you must've been drooling in your nap while your arms wrapped around Chara's waist.
"Enjoying yourself partner?", you gulped and attempted to move your head away but the claw kept you in position. "I don't remember saying you could leave"
You then noticed that your surrounding was changing.
The sky was multi-layered as her sweater was compounded with a weighted blanket, keeping you securely on her pussy because of course you must've slid down and drooled on that while sleeping.
It was so warm and smelly to not drive you crazy, her thighs would lock you in and prevent escape. Seems that your only way to curry good favor again would be through and not around.
"Here's a second birthday present you can focus on giving me while I enjoy freeplay, maybe then I'll let you sleep tonight."
You did as you were told and started to eagerly eat Chara out as the free Dart Monkey was deployed, this wasn't going to be a sprint.
As Chara played a game above the blanket, you were making sure she was feeling good aside from popping bloons with just prejudice.
At first you were concerned if you were doing it well considering she was quiet, while its possible she was just focused to the wrath above, the thought of your tongue failing her didn't abate.
You closed your eyes completely to focus on how she feels and after some shuffling around for angles, you procured a spot and rhythm that started sending shivers down the demon's spine.
As you started to gradually quicken your pace you felt the thighs tighten as you flicked your tongue as deep as you could round in, round out.
Also got to be lucky Chara aged so well considering the lip allowed by her cleavage was the only air you were getting.
Wait is Chara a milf now? Is 30 usually the cut off point?
These questions enamored your imagination intensely and caused you to go feral with your tongue, licking and flicking everywhere.
You only got dragged out of your trance when Chara intensified even harder, her thighs nearly crushed you while her moans fully escaped and drowned your ears. Your face got drenched as you couldn't swallow her juices.
"Again."
And so you did, many times in fact for your short queen.
While your head wasn't threatened to be cracked open like the first one, you did find the good spots and lavished them in attention, making sure to swallow to not make as much as mess as before.
In between sucking her clit and spelling ILU inside Chara's pussy you both lost count in the orgasms, the main indicator time was indeed passing was of Bloons beginning its laggy death march in the late, late rounds.
Who knew performance tanked when you combined infinite projectile spam and with maddening bloon density. After a couple of steps into it, a goddess from above tore the dark sky asunder, blinding you with light as blanket and sweater was tossed aside.
You looked up and saw Chara's face smiling with arms open, didn't need a word for what she wanted next.
You lept into her arms and nestled your head on her neck as you both held each other tight.
She cooed into your ears about how you were a good partner, your boner being nudged away from digging into her.
The atmosphere just went tender as you both focused on cuddling each other that your boner would soon dissipate in the haze of the wholesome.
Sadly gravity wanted to try and piss in the warm, loving cuddles as you felt something leak onto your dick.
You looked up thinking ceiling leak even if the weather didn't sound anywhere near that bad but it seemed Chara found the source as she tapped the back of your head.
Turning downward you were face to face with the most beautiful face ever conceived looking downward, and as you traced what she was looking at, you found where the other was at.
Her right bosom was leaking, the beautifully red nipples punctured with a dash of brown.
You were in shock as Chara's hand tapped underneath it once more, watching it jiggle and the milk drop down again.
"Could you please confirm if the potion fully worked?"
You huddled down to Chara's breast and began sucking.
It was as divine as you could imagine, the milk was thick and rich in the cocoa-blessed taste you both love so much.
Chara would feel the answer as you became fanatic after the first droplets, sucking as hard as you could before she dragged you by the hair. "Do it gently like a good partner or your mouth won't be touching them again, am I clear?"
You nodded and gulped, too ashamed to look her in the eyes before going back and starting with your tongue first.
At first licking the nipple resulted in little dribbles but it seemed to feel good as she kept you in place, coddled by a spare arm as you tried to find the best way to extract the most milk while properly tending to her.
By the time blimps spawned you would eventually hit your strive, sucking while having your tongue massage under the nipple seemed to give the best results.
Not only did it give the most milk for you to savor but also the most pleasure for Chara as she bellowed her holy choir on your ears.
You'd hear a new sound though as you popped off and went to the other boob for sustenance, a little giggle.
You opened your eyes and saw the boob was lifted upwards by some finger-tips, as if in someone else's mouth.
"What, you thought I wasn't thirsty too?", you blinked as she resumed sucking her own boob, checks out.
What good is chocolate milk if she doesn't get to drink it? Wait, if this is fulfilling, wouldn't this result in... You shook your head, can figure this out later, you've still a boob to tend too.
As you kept sucking you felt something warm and heavy land on top of your head, this alongside her milk settling in your stomach made you go into a bit of a drink coma.
Chara noticed you slowing down and shuffled you onto her lap, gently kissing your head before she departed the last words you'd hear; "Sleep well Anon, thanks for taking care of me"
Not wanting your feelings unheard you blurred some parting words before hitting the snooze button, fully content in Chara's embrace.

"'Mommy' Perhaps getting older isn't that bad of a thing if this is how you tend the elderly. Should try becoming one sooner rather than later though if wanting to truly bare that title."

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Pub: 10 Sep 2025 16:04 UTC

Edit: 10 Sep 2025 22:26 UTC

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