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English
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Published:
2025-01-18
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1,525
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1/1
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8
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Male Reader In Wonderland - Part 1

Summary:

Male reader goes to Wonderland.

Work Text:

(Loosely based on the Monster Girl Encyclopedia Versions of these Characters)

Reader’s P.O.V

“So… You’re telling me this is Wonderland?” You said.

You looked towards the Pure White Rabbit Monster Girl walking by your side. Her name was Iola, and she was the White Rabbit of Wonderland. Though, she didn’t work for the Queen like in the book. She was, instead, dating the Alice of Wonderland, who was a boy named Alistair. Who had accidentally fallen into Wonderland without Iola. Iola had asked you to help her find Alistair. You thought she was joking as you didn’t believe that Wonderland was real.

“That’s correct, human” Iola said, “You’re in Wonderland. You believe me now?”

You shrugged, walking along a pathway with Iola, looking around at the strange looking trees and bushes, which were multiple different colours. Bright and vibrant colours. You smiled slightly and looked back at Iola for a moment, checking out her chest, which was larger than average.

“Maybe I do” You said, “… Though… This boyfriend of yours. Alistair, right? Where do you think he would have gone?”

Iola thought for a moment before smiling and shrugging, locking eyes with you and giggling cutely.

“I don’t know. He’s very bad at directions, so he could be anywhere” Iola said, “I think… I think we should start with the Mad Hatter. She’ll know what to do and where to find Alistair.”

You slowly nodded and smiled, asking her to lead the way. Iola smiled brightly and grabbed your hand, pulling you along with her, happily. She didn’t seem to care that her boyfriend had gone missing or gotten himself lost. Or maybe this happiness was just a cover up. Maybe she didn’t want anyone to see her upset. Either way, you thought Iola’s smile was beautiful. The two of you kept walking down the pathway together, hand-in-hand, with Iola happily humming to herself.

“Now this here is a lovely site to see” A voice said, “You finally dumped Alistair, Iola?”

You looked around for the voice but couldn’t see anyone. You frowned slightly, looking at Iola, seeing her smiling cutely and looking in front of her. You looked in front of you, seeing a someone standing right there. You blushed slightly, looking them up and down. A Cheshire Cat Monster Boy. You frowned slightly before raising an eyebrow, finding him very curious. Iola giggled cutely and released your hand, hugging the Cheshire Cat tightly.

“Cheshire!” Iola said, happily, “No, I didn’t leave Alistair. This here is ___, he’s a human and he’s helping me find Alistair.”

Cheshire smirked and hugged Iola back, his hands moving down and grabbing a hold of Iola’s butt, squeezing it softly which Iola loved. She let out a soft and cute moan, snuggling against Cheshire and just letting him continue squeezing her butt.

“Oh, did Ali get himself lost again?” Cheshire said.

Iola giggled and moaned softly, nodding, and looking up at Cheshire, locking eyes with him. The cute and bright smile never left her face.

“Have you seen him?” Iola asked.

Cheshire released Iola’s butt and pulled away from the hug. He disappeared. You looked around, spotting him sitting on a tree branch, eating some sort of fruit. Cheshire thought for a moment, swallowing the bite of fruit.

“Hmm… Usually, I know everything that’s going on around Wonderland” Cheshire said, “But… I didn’t even sense Alistair come here. Maybe the Hatter would know more about it than me. She usually does know more than me.”

Iola smiled and nodded, looking up at Cheshire in the tree.

“That’s exactly where we were heading, Cheshire” Iola said, “I know that Hatty would be able to help us.”

You went to spent but felt the Cheshire Cat behind you, his arms wrapped around you in a hug. You frowned slightly, looking over your shoulder at him, but you didn’t see a male Cheshire Cat. You saw a female one. She giggled and winked at you, before disappearing. You looked back at the male Cheshire Cat, seeing him sitting on the tree branch. The female Cheshire Cat appeared next to him, smiling sweetly. The male Cheshire Cat looked towards her, frowning slightly. You noticed something about them, apart from being opposite genders, their colours differed too. M. Cheshire was purple, pink, and black with white skin. F. Cheshire was navy blue, red, and white with dark brown skin. She reminded you of the Flag of the USA.

“You’re not supposed to be here!” M. Cheshire said, “Go back to your half of Wonderland!”

F. Cheshire smiled and giggled, leaning towards M. Cheshire and kissing his cheek softly, which made M. Cheshire blushed deeply.

“What? I’m not allowed to visit my boyfriend here in Bright Side Wonderland?” F. Cheshire said, “You know how much I hate Dark Side Wonderland. It’s so cold there. I really need you to warm me up, Cheshire!”

M. Cheshire groaned and looked away from her, continuing to eat his fruit. F. Cheshire giggled and snuggled up to him, pressing her breasts against M. Cheshire. Iola giggled cutely, grabbing your hand and continuing to walk with you. You went to speak but Iola spoke instead.

“There’s two different Wonderlands” Iola said, “One on the Bright Side of the Moon, which is the side we’re on. It’s bright and warm and happy and lewd. Then there’s the one on the Dark Side of the Moon. It’s dark and cold and… I-It’s still lewd but… Not like here. It’s very extreme over there. I-I believe their ruler is a Demon.”

You frowned and slowly nodded, taking all that information in, before smiling at Iola, chuckling a bit.

“Well… I’m glad I’m on this side with you, then” You said.

Iola smiled brightly and nodded, giggling sweetly and linking her arm with yours, resting her head against you as you both kept walking. Iola didn’t notice it, but you sure did. Both the Cheshire Cats were following you both, keeping their eyes on you. You sighed, trying to ignore them as you kept walking.

 

As you and Iola got closer to the Mad Hatter’s place, Iola ran up ahead, really wanted to see the Mad Hatter, March Hare, and Dormouse. You smiled and kept walking at your own pace, knowing where to go. You could see the Mad Hatter’s place from here. Though, you stopped in your place, turning around and seeing both the Cheshire Cat’s right there, staring into your eyes.

“… You’ve been following us…” You muttered.

M. Cheshire Cat sighed and groaned, looking away from you and blushing slightly. F. Cheshire Cat giggled and licked her lips, continuing to stare into your eyes. You blushed, finding her eyes beautiful.

“My boyfriend over there wants you to double team me with him” F. Cheshire Cat said.

Your entire face turned a deep shade of red as you looked away from her eyes, over towards M. Cheshire Cat. M. Cheshire Cat groaned and sighed, his cheeks red. You thought for a moment before slowly nodding, agreeing to it. F. Cheshire Cat smiled brightly and tackled you to the ground. She began stripping off your clothes until you were naked. You blushed slightly and watched as both Cheshire Cats removed their own clothes, showing off their naked bodies. You stared at the F. Cheshire Cat’s body for a moment, before she got into position on her hands and knees.

“You sure you’re fine with him fucking my pussy, Cheshire?” F. Cheshire said.

M. Cheshire groaned and moved in front of her, rubbing his hard cock against her cheek for a moment.

“… Shut up and start sucking… Before I change my mind…” M. Cheshire said.

F. Cheshire giggled and took M. Cheshire’s cock into her mouth, starting to suck it, wrapping her tongue around it and covering it with drool. You smirked and got an erection, quickly getting up and walking up behind her, grabbing F. Cheshire’s hips and thrusting inside her pussy, making her moan lewdly. You smirked and began thrusting inside F. Cheshire’s amazing pussy. M. Cheshire groaned and moaned, beginning to thrust inside her mouth and down her throat. You and M. Cheshire began thrusting in unison inside of F. Cheshire who was moaning and squirting already, loving the pleasure that she was feeling from both your cocks. You grabbed her hips tightly, thrusting your entire length inside F. Cheshire, feeling ready to cum but you held back. Her pussy felt so good. M. Cheshire grabbed F. Cheshire’s hair tightly, pounding her throat and making her gag lewdly. F. Cheshire’s eyes rolled back fully, squirting hard and hard. You and M. Cheshire couldn’t hold back anymore. M. Cheshire poured his cum down F. Cheshire’s throat as you filled her pussy with your cum. You and M. Cheshire cam for a full minute, almost making F. Cheshire pass out from the pleasure. You both pulled out of her. She collapsed on the ground, panting hard and leaking cum from her moan and pussy. You smirked and sat down, catching your breath for a minute. You were starting to really like it here and were excited to learn more about Wonderland.