Chapter Text
From a very young age Cecil knew he was different in many ways. It started with him rejecting all of the traditional ‘girls toys’ his mother Hanna would get him, but before long he was asking his mom for short haircuts and insisting on being a boy when playing make believe with his friends. His mom was transgender herself and recognized the signs, taking him to a specialist who diagnosed him with gender dysphoria. Cecilia became Cecil, She became He, but nothing else in their lives changed much. Hanna was a single mother by choice, choosing a surrogate to carry her child and fulfil her dreams of motherhood. As she was also estranged from her family, there was no need for awkward family discussions, or the risk of her son not being accepted.
Hanna did notice something odd about her son but chocked it up to modern kids having a more fluid understanding of gender. When in public Cecil chose to wear traditional boys’ clothes, but at the house? He still chose to wear his skirts and dresses, things Hanna continued to buy him even as he outgrew his other clothes. When asked why he still wanted to wear girls’ clothes Cecil just shrugged and said that he wanted to look pretty like mommy sometimes.
The cozy, loving family continued as normal for several years after Cecilia became Cecil, before Cecil began to feel strange.
It started when he was 9 years old. Showering with his mom was a perfectly normal occurrence, as with most children and parents. One day, during this uneventful shower Cecil became curious. Turning around to face his mother, Cecil pointed at her flaccid cock.
“Mommy, what’s this? It looks funny!”
He giggled; eyes focused on the strange appendage he seemingly just noticed for the first time. It currently hung eye level with him, putting Cecil face to face with his mother’s thick cock.
Thankfully Hanna had expected this question at some point and had prepared what to say.
“That’s mommy’s penis, sweetheart. Most boys have a penis like this, but not all of them do. Sometimes girls like mommy have a penis, just as boys like you have a vagina.”
Cecil looked up at his mother’s face, considering what she said.
“Is that what I have then, mommy? A vagina?”
He reached down, pawing clumsily at his crotch, before spreading his labia slightly. He glanced down at his crotch before looking back at his mother’s cock, comparing the two of them. Hanna patted his head reassuringly, praising his curiosity.
“That’s exactly right, baby. You’re a boy with a vagina, and mommy is a girl with a penis. We’re both completely normal.”
Leaning down, she kissed him on the cheek, causing him to giggle and wrap his arms around her.
“Now, let’s finish up our shower and go have lunch.”
From that point on Hanna noticed Cecil looking at her cock more often, whether they were naked in the shower, or she was clothed with a visible bulge in her tight shorts. Though a little uncomfortable, she brushed it off as childhood curiosity.
Perhaps she should have been more concerned.
Unbeknownst to Hanna, Cecil had started to feel strange feelings in his chest and stomach when he showered with his mother. Sometimes he would feel her penis brush against his back, causing a weird sensation in his stomach, something like butterflies or lightning. It was intense but still felt good. He felt a similar feeling whenever she would wash his crotch, feeling a twinge of pleasure when she rubbed him with the washcloth. Sometimes Cecil would chase this feeling after the shower, griding his crotch on a pillow while thinking about his mom’s hands and penis.
Hanna gifted Cecil an iPad when he was 10 years old, setting it up with parental controls with the assumption that was all she needed to do. Unfortunately for her, Cecil was a little too smart for his own good, quickly figuring out that the passcode to disable the controls was just his mom’s bank card PIN, which he’d seen her use enough to have it memorized. Assuming the parental controls were enough, Hanna never checked to see what her son was doing on his iPad.
Within weeks of getting the iPad Cecil had discovered pornography. It had started with some innocent Google searches like ‘I like looking at mommys penis’ or ‘feels tingly when mommy touches my vagina’ which quickly led him down a depraved rabbit hole of transgender incest smut and pornography. Laying in his bed at night after Hanna had gone to sleep Cecil would rub his underage pussy to the nastiest taboo fetish porn he could find, warping his mind a little more every time he orgasmed.
Still, Cecil knew he was doing something naughty. Little kids weren’t supposed to be masturbating to porn, and they definitely weren’t supposed to be imagining their parent while doing it. But the pleasure he was feeling outweighed any other feelings. So, Cecil continued his secret deviance mostly undetected for the next year.
Until he decided to push his luck.
It was nearly a year after Cecil had discovered pornography that Hanna noticed something was off. While Cecil had been very careful at first, he slowly started to become bolder. He started his taboo activities a little earlier in the evening, he didn’t hold in his moans as much as he used to, and his sexual behaviors towards his mother happened more frequently.
Hanna noticed the increased staring at first. Whenever he thought she wasn’t looking Cecil would stare at her crotch. Hanna figured this was normal childhood curiosity.
Next came the touchiness. While Cecil had always been a touchy child, she noticed the way he touched became suspiciously sexualized. He started sitting on her lap more, both facing towards and away from her. He especially loved to sit facing her with his head buried into his chest as he wiggled on top of her in a facsimile of innocence, giggling while telling her about his day. His puffy little pussy felt sinfully good on her cock, even through multiple layers of fabric, as she desperately tried to avoid getting an erection.
Still, Hanna tried to convince herself that his behavior was innocent, and that it wasn’t turning her on. Eventually she couldn’t pretend anymore.
It happened during one of their movie nights. Mother and son were dressed in a matching set of pajamas, thin fabric and tiny shorts that one would suspect existed solely to temp pedo-inclined parents to molest their children. The dark part of her that secretly enjoyed her son’s sexualized behavior had impulsively bought them, forgetting about the clothes until she was showing Cecil all the purchases she’d made that day.
Once Hanna sat down on the couch Cecil chose his favorite spot to sit for movie night, his mother’s lap. Facing towards the couch he wiggled several times to get comfortable as Hanna pulled a blanket over the two of them before starting the movie.
The next two hours were pleasurable torture for Hanna. Cecil bounced on her crotch she he laughed, wiggled when he got excited, and seemed to absentmindedly grind on her. Eventually Cecil settled down during a quiet part of the movie, drifting off to sleep. Hanna breathed a sign of relief, thankful the edging had stopped. She let the movie finish with Cecil sleeping away, holding her baby boy close as she thought about his strange behaviors over the last several months.
On top of his staring and touchiness, Hanna had noticed strange sounds coming from her 10-year-old son’s bedroom at night. When she first heard the sounds she thought he was having a nightmare, quickly getting out of bed and walking to her son’s room next door. It was only as she was about to push the door open that she realized the sound she heard was a pleasurable-sounding moan, paired with an almost inaudible slick-sounding rubbing. The realization hit her suddenly – her son was masturbating. Her 10-year-old son was rubbing his wet little pussy as he moaned and grunted, too lost in his pleasure to have heard his mom get out of bed and walk to his room.
Hanna stood frozen outside her son’s door until he orgasmed, breathy moans coming faster until they finally stopped. She waited for several more minutes until she was certain he was asleep, slowly walking back to her bed. Her cock had gotten hard shortly after she realized what her son was doing, and it now positively ached, precum wetting her shorts.
She couldn’t help it. Impossibly turned on and half asleep, Hanna stroked her thick cock to the thought of her son’s pussy. She imagined what it must have looked like, glistening and wet with a tiny clitty. His clumsy fingers rubbing, chasing his pleasure, maybe even slipping a finger into his tight hole. Her hand moved faster as her imagination took over, envisioning how it would feel for her to rub his pussy, how fresh his juices must taste, and how tightly his pussy would squeeze her tongue as she probed him open.
That night Hanna came harder than she had in years.
As she thought back to that very first night, her cock continued to harden, pushing against Cecil’s pert little bum. With a guilty sigh Hanna slowly pulled off the blanket, taking care to not wake up her son. Wrapping her arms around him, she slowly moved Cecil off her lap and onto the couch, laying him down. It was then that she noticed something that made her cock jerk with arousal.
Cecil’s shorts were soaked. The entire crotch of his shorts were a darker color, the fabric appearing to almost glisten. A glance at her shorts revealed a small patch where his wetness had started to soak her shorts as well. Her heart beat faster as she looked back at her son, laying so innocently on the couch, legs spread slightly due to how she’s laid him down.
Her willpower, which was slowly eroded away by Cecil’s increasingly sexual behavior over the last several months, was almost non-existent at this moment. She reached over, grabbing the wet fabric covering Cecil’s pussy. A string of arousal followed as she slowly pulled the fabric to the side, revealing his pale, creamy mound, soaked and glistening with a delicious smelling wetness.
‘Fuck, it looks so sinful. This is pedo fuel. No one could see this and not be a pedo.’
Hanna thought, looking up at her baby’s face. His long eyelashes and soft plushy lips gave him an almost angelic appearance as he slept, breathing softly.
‘Just once.’ Hanna thought to herself.
‘I’ll touch him just once to see how he reacts.’
Slowly, Hanna brought her other hand towards her son’s pussy, hovering it over uncertainly. After several seconds of waiting Hanna slowly traced one finger from the bottom to the top of Cecil’s slit, his wetness allowing her finger to dip into his honeypot until she felt his clit. Pulling her finger away she brought it to her mouth, tasting his wetness.
She was never going to be able to stop at just one touch.
Hanna ran her fingers along his slit again, and again, slowly increasing the pressure against his clit. By the fifth rub Cecil had started to make breathy little moans, causing Hanna to stop. She watched his face for a few seconds, but he continued to sleep, the only difference being that his mouth had opened more.
Although she desperately wanted to, Hanna was afraid to finger her son, unsure if it would cause him any pain. Instead, she continued to rub his pussy and clit, satisfied with the current depraved situation. As Hanna worked Cecil towards an orgasm his moans became louder and more frequent, his little legs spreading further open by instinct.
“You’re just a natural slut aren’t you, baby?” She whispered, drinking in the sight of her son spread out so deliciously for her. She rubbed faster and harder, determined to bring her underaged son to orgasm.
Suddenly Cecil’s body started to shake as Hanna could feel his clit throb. He let out his loudest moan yet, brought to orgasm by his mother’s fingers. She quickly pulled her hands away, breathing heavily, as Cecil squirmed and twitched. He calmed down after nearly a minute, his face relaxing and breath evening out. Still, Hanna watched him for several more minutes, seeing if he was truly asleep.
Once she was certain he was asleep, Hanna pulled out her neglected cock, which had been aching with need since she first saw her son’s wet pussy. She started to stroke it with one hand while the other one pulled his now thoroughly soaked shorts aside again. In a final act of incestuous, pedophilic depravity, Hanna brought the tip of her cock right up to her son’s pussy as she stroked faster, reaching an intense orgasm almost embarrassingly quick. Her cum painted Cecil’s pussy as she panted in ecstasy, entranced with the beautiful sight.
While she expected to feel guilt or shame, all Hanna could feel with a deep sense of satisfaction, and the urge to continue these depraved acts with her son.
As Hanna carried Cecil to bed she didn’t notice his satisfied smile, as the young boy internally celebrated successfully seducing his mother.
Now the real fun could begin.