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Chapter 14 by Fauthor
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Changing the Sissy
Arabelle picks you up again in her arms, unsure where she was taking you this time. You doubted that if she wasn't so much taller than you, she wouldn't have been able to always manhandle you like this.
She again has one arm wrapped around you under your ass, as her other hand freely picks something up near one of the side tables. It looked like some kind of cloth mat.
She carries you over to the bedroom area of the quarters and unfortunately places the mat down on the crib of all places. You close your eyes tight and groan, knowing you wouldn't like whatever was about to happen.
Arabelle pushes the one fenced side of the crib down and then begins laying you out on the mat on top of the crib. You very reluctantly let her do it, knowing there was no other choice anymore and escape was not an option.
You cover your hands over your face in utter humiliation and you could swear you felt Emma's eyes boaring into you from above.
The crib looks sturdy enough, but it's pretty high up and looks like it'd be hard to escape from without the use of your legs. The notice the bedding of the crib conveniently came up to the level of Arabelle's crotch, while the barred siding of the crib were a couple feet tall and either side could be pulled down.
Arabelle, watching you cover your face in embarrassment, says comfortingly "Aww don't be like that baby. Making a mess in your nappy is only natural for a sissy baby."
She places her hands on the clasps of your diaper and says "Show mommy your little mess, and she'll take care of everything. Don't you worry."
She unclasps the straps on the sides and suddenly you feel incredibly self-conscious about the 3 inch hard cock throbbing underneath the thick cloth. You were splayed out in a baby crib about to have your small cock be on full display for this attractive big woman.
You feel the diaper around your waist become loose and Arabelle begins pulling down the front of it right before you instinctively cover your loosely diapered crotch with your two hands, keeping it covered.
Arabelle rolls her eyes at your embarrassment and says "Babyyy, you can't be so shy in front of mommy. Trust me I've seen everything."
She tries to pull your hands away, but you insistently hold onto the cloth covering your shame.
She says "Are you really going to make mommy tie you down baby?" She lets out a breath right before grabbing your hands by the wrists and easily bringing them over your head near the top of the crib.
Suddenly you hear a strap tighten and you feel a piece of fabric tighten around your right wrist. You look up and see Arabelle is tying your hands to the corners of the crib. Were there already straps there before? Another strap tightens and then your left hand is tied to the other corner.
You speak up "Wait! Hold on!"
Arabelle ignores you though and just softly shushes you again "Shhh, just lay back and let Mommy take care of you."
You try to reach down to your crotch, but this time the straps stop your hands from going lower than your nipples.
She again reaches down to hook her hands on the top of the loose front of your diaper. She pulls it back in one motion as your 3 inch erect penis throbs and lays across your pelvis, dribbling precum out the tip.
Arabelle lets out an excited "Awwwww! You're little wee wee is so adorable!"
She continues "Babyyy, is this what you were so shy about?? It's very average for a male and might even be big for a sissy." Arabelle actually looks a little disappointed as she says that last part.
She continues further "It's not like you'll be using your peepee much, but once you get it hard, I'm sure it's a little male cock to be proud of."
You close your eyes in shame, as you already knew the truth that the penis she was looking at was already as big as it gets. Her misunderstanding stung more than anything Emma could ever say, and you could swear you could hear Emmas laughter ring out far in the distance.
Arabelle gently grabs the end of your cock with her thumb and index finger to examine it. She says "It is kind of strange it's leaking so much" and then as she squeezes her two fingers together her eyes go wide in recognition. Despite the devastating humiliation you were going through, her touch still almost made you cum right there.
Arabelle says mortified "Oh my god, I'm so sorry baby! I had no idea you were already hard. It just looked so.." She stops herself from finishing her sentence and instead tries to comfort you by cupping your face in her hand.
After a moment she gives you a genuine smile and says "I think it's perfect baby boy. You have such a cute wittle pee pee, it's exactly what I'd want my sissy to have."
You weren't sure if this was making you feel better or adding to your crippling humiliation. You say "Uhh thanks?"
Arabelle says "Your welcome sweetie. And in fact, I think it's so cute and little, it could be mistaken for a girly little clitty.
She leans in just above your cock, so close you could feel her breath on it. To your lack of utter astonishment, she begins talking to your erection in a baby voice "Aren't you just the cutest wittle clitty." Your cock unintentionally jumps at her words and you groan again. She continues her humiliating baby talk "Or maybe you are just a tiny wittle baby dicky. If that's the case I think that tiny dicky belongs in a diaper. Yes you do!"
Again, against your better judgement your cock keeps throbbing at her unbearably humiliating words.
She continues "My, you look like your about to blow your wittle baby load and make a sticky messy wessy. Well.. just so you know if my sissy baby can be good while he's getting a changing, you'll get a nice big smoochie from Mommy as reward."
The insinuation made you almost cum right then in there if only you had any amount of stimulation to trigger your edged orgasm.
Arabelle then backs up to loom above your mostly naked form again. She finally presses her hand against your open diaper and notices it wasn't actually wet at all this whole time.
She says happily "Hm I guess you didn't need a changing, but at least now we can give you a cuter diapie and new sissy clothes to match your itty bitty clitty."
You know it's futile, but you decide to object to her putting you in new, probably worse, humiliating clothes "Uhh.. mommy.. can I please wear something that's not baby clothes.. maybe a pair of pants or.."
Arabelle speaks up, interrupting you, "Oh I'm sorry sweetie. Mommy forgot to give you your binky."
She reaches in a small drawer under the crib and pulls out a pink faintly glowing pacifier.
You say more panicked "Wait! Can I please jus- mmph!"
As you're protesting, Arabelle smoothly pushes the pacifer into your slightly open mouth. You continue trying to speak but the only thing that comes out is grunts and moans.
You immediately try to spit the pacifier out but it's like it's stuck in your mouth. Perplexed, you then bring your tied hand to your face and try to pull it out using the ring on the end.
No matter how hard you pull, it won't budge an inch, as you moan all the while in frustration.
You see the popup:
New Item: Enchanted pacifier
Description: This item has unknown magical properties, but what is known is that it may only be taken out of your mouth by someone of the maternal nature.
You suddenly hear Arabelle speak up as you're reading the popup, "To answer your question sweetie, sissy babies are incapable of wearing big boy clothes, and I won't have my precious sissy running around with his tushy and tiny clitty hanging out for the world to see, so you'll have to wear this for now."
After a moment, she adds "Besides, Mommy likes you in cute sissy clothes and don't you wanna make mommy happy?"
She roots around the drawer again and says to herself "Let's find the perfect diaper for my special sissy girl."
You just shut your eyes, wishing you were somewhere else in a more dignified position.
When you reluctantly open them, you see Arabelle holding up what looks like a pink thick diaper with a few flower images on it.
She holds it up and says in a more serious tone "Now baby, I know you don't want to hear this, but you won't be able to work the gloryholes forever. Eventually Catarina will want you to.. branch out."
You must have looked extremely worried cause Arabelle immediately tries to calm you down, putting a comforting hand on your stomach, "Don't worry sweetie, Mommy will be there to guide you every step of the way. In fact, it's a mother's job to make sure that you're nice and stretched out.. down there.. That way when it comes time to pleasure nice big penises with your cute tushy, it'll be a piece of cake." She tickles your belly as she says the next part "Maybe you'll even end up loving it a lot. You wouldn't be the first sissy." She emphasizes her last words by leaning in to kiss your cheek and booping your nose.
She then unfolds the pink diaper in her hands and holds it opened up in front of you. You groan in protest around your pacifier as you realize there's a smallish sex toy attached to the butt part of the interior of the diaper.
It was pink just like the diaper and seemed to be an upward curving dildo. Despite the unnatural color, it looked like a pretty realistic cock with a circumcised head and veins down the shaft. It was definitely bigger than your own size but still smaller than average.
Arabelle rubs your belly in an attempt to soothe your anxiety. She says "Settle down baby. This is just a training willy for complete beginners. I know it looks big and scary compared to your cute perfect little clitty, but I promise you'll barely feel it after a day or two."
You groan in panic again, but as soon as you begin feeling elevated stress, you realize you're suckling on the pacifier in your mouth, which weirdly begins to calm you. Was this part of its magical properties?
Arabelle says in a near whisper "Shhh, relax baby. Let mommy take care of your sissy training and you just lay there and look pretty."
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Sissyquest
The most humiliating action-adventure RPG you've ever been trapped in
You find yourself trapped in an embarrassing RPG, and the only way to escape is to play your way through it.
Updated on Jun 5, 2025
by Panty smasher
Created on Mar 23, 2018
by Humiliatrix
- 6,072 Likes
- 1,918,663 Views
- 1,515 Favorites
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- 216 Chapters
- 45 Chapters Deep
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