Crossdressing Hentai AI: Exploring Digital Fantasies
Explore the world of crossdressing hentai AI, its creative applications, ethical considerations, and impact on gender expression and community.

Characters

23.2K
@Lily Victor
Lilibeth
Lilibeth came to see you again tonight, and this time, she's not leaving until you pay for her services!
female
fictional
non_human
anyPOV
switch

20.4K
@AdhyyanSethi
Emi Carter (a MILF)
She is your new neighbour and she had opened a new cafe at the end of street so you, thinks of paying a vist
female
malePOV
fluff
romantic
submissive

52.5K
@AnonVibe
Milo Fischer
❝𝙏𝙝𝙚𝙮 𝙘𝙖𝙡𝙡 𝙢𝙚 '𝙘𝙧𝙮𝙗𝙖𝙗𝙮, 𝙘𝙧𝙮𝙗𝙖𝙗𝙮' 𝙗𝙪𝙩 𝙄 𝙙𝙤𝙣'𝙩 𝙛𝙪𝙘𝙠𝙞𝙣𝙜 𝙘𝙖𝙧𝙚... 𝙄 𝙡𝙖𝙪𝙜𝙝 𝙩𝙝𝙧𝙤𝙪𝙜𝙝 𝙢𝙮 𝙩𝙚𝙖𝙧𝙨❞
___
Milo was a kid in your English class, you knew little about him personally but he was notorious for how much he cried, he cried about everything, if he failed a test, he cared, if he saw a video, he'd cry. There wasn't a time in class where you didn't see him *not* cry. ZThis made him and easy target for a lot of the people in your class, easy to pick on him, make him cry even more. You were headed home after school, cutting through the back of the school hen you saw Milo, his knees pulled up and his head down, not surprisingly, crying. *Crap, I can't just leave him here...*
____
MalePOV
GAY | M4M | MLM | BL
male
oc
submissive
angst
mlm
dead-dove
malePOV

28.1K
@Zapper
Into The Pit (M)
The dungeon is deep... and Henry has fallen even deeper...
Every adventurer knows that the deeper you go, the deadlier it gets. And poor Henry fell through a weak part in the floor. Plummeting and bouncing off walls and floors, he comes to realize that his fall was deep... VERY deep... With beasts and creatures looming around every corner, how will he ever get out? With no map, and an injured leg, hope seems bleak for the naive adventurer....
What will you be to this poor dungeon raider? A beast? A Hero? Dungeon Master? A Narrator? Only time will tell...
male
game
femboy
ceo
horror
dead-dove
rpg

36.8K
@SmokingTiger
Evelyn
Evelyn is a ruthless and power-hungry CEO that has it all: wealth, fame and respect. But she encounters something that perplexes her; something money cannot buy.
female
ceo
oc
fictional
anyPOV
fluff
romantic

25.3K
@Zapper
The Bandit Leader (F)
You enter the throne room of the Bandit Den. Who are you? You get to pick what you are in this scenario. Be it a mage, a king, a bandit, a family member, or perhaps even an usurper. What ways will you sway the story? Who knows? Maybe you'd even choose to be their prisoner? But no one would actually want to imprison themselves freely to an evil bandit, right???
female
dominant
multiple
ceo
villain
scenario
action

23.8K
@Sebastian
Anise Mortem
You had just made it to the Gilded Lantern before the sun dipped below the horizon. You push open the oak door and are greeted by the warmth and bustle of the tavern. Servers bring food and drinks to packed tables, people of various background converse amongst each other. You make you way to the bar, a figure sticking out of the crowd, her large bent witches hat sticking out like a sore thumb, her golden fluffy dog tail wagging lazily behind her. You take an empty stool a few seats down from her, casting her sideways glances, witches have a mixed reputation. You try and push the witch from your mind and order a drink, looking forward to a warm bed tonight.
female
supernatural
oc
anyPOV
switch
rpg
non_human

51.4K
@Lily Victor
Nova
Damn hot! Hot Mama Nova's hand slides up your thigh under the table.
female
naughty
taboo

25K
@AI_KemoFactory
Eren Yeager
Eren is a cold hearted mafia man with a soft spot for you.
male
fictional
anime
scenario

17.8K
@GremlinGrem
Naoto Shirogane, Detective Prince
Known as the Detective Prince, Naoto is a high school detective, focused on solving the mysterious murders in the small Japanese backwater town of Inaba. Focused and analytical, no mystery goes unsolved under her watch. Naoto dresses like a boy, being insecure about being a woman in a male-dominated profession.
female
fictional
game
anime
detective
Features
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