I was notified that my previously uploaded work violated the guidelines and it was taken down, so I made significant revisions to the story.
A futanari woman makes a bet with a mysterious middle-aged man who lives in her neighborhood.“If you can go one month wearing a chastity cage and then fail to insert it into my anus, I’ll give you 100,000 yen (about 630 USD).”Thinking it would be an easy win, she accepts the bet—but things soon take a turn far beyond what she had imagined.
Pannel1:
“If you wear a chastity device for one full month—enduring complete denial of ejaculation and erections—and can still manage to resist the urge to penetrate my ass afterward, I’ll give you 100,000 yen.”She thought, “There’s no easier way to make money than this,” and excitedly accepted the challenge.
Then, one month later—on the day the chastity belt was to come off—she went to the man’s house.
Her mind was on the verge of exploding with pent-up sexual desire.“Alright, now go ahead and put it in my ass!” the man said.She hurriedly denied it.
“No way I’m falling for that kind of invitation! My first time is going to be having sex with a cute girl—that’s my dream!”While she was still speaking, the man unlocked and removed her chastity belt.
Panel 2:
Freed from the cage, her penis instantly surges to full erection.
The strange man once again urges her: “Put it in my ass.” He adds, “Sure, my asshole might look dirty, but the feeling inside is exactly the same as a cute girl’s.”
In her extreme state of arousal, she can no longer hold back. She places her hands on his knees.
A huge amount of pre-cum is already drooling heavily from her tip.
Panel 3:
“I’m absolutely not putting it in!!”
“Yeah, yeah, I get how you feel.”
“I’m going to lose my virginity to a cute girl!”
“I know, I know! That’s why you should try my ass — it feels exactly the same as a cute girl’s pussy!”
He keeps weaving clever, seductive words one after another.
Eventually she finds herself rubbing her glans against his anus.
The important thing here is that he didn’t force her to do anything at all. He was simply seducing her, and every action she took was decided entirely by her own will.
Or rather, should I say — by the will of her penis.
Even while thinking This can’t be my first time — this is impossible, disgusting, unacceptable…, her body refuses to listen.
She mutters “Huh? Wait… what…?” as she loses track of her own actions and is swept away by pleasure.
Panel 4:
When she suddenly snaps back to reality, her penis is already buried to the hilt inside the guy’s rectum.
Looking perfectly satisfied, he says:
“Congratulations on losing your virginity~♪”
All the color drains from her face.
Panel 5:
He continues: “No matter how many cute girls you sleep with from now on, never forget that I was your very first partner.”
She starts to cry. He keeps talking:
“After just a few weeks of holding back ejaculation, the only kind of person who would end up shoving their dick inside a middle-aged man’s asshole is someone like you. Your brain basically lives in your balls. And there’s no need to pretend you’re crying because you hate it. If you truly hated this, you would have pulled it out of my ass long ago, right?”
His words carry an uncomfortable amount of truth.
“You don’t have to keep forcing yourself to act like a normal girl anymore. You’re just a depraved futanari whose brain is completely controlled by cock.”
Then he starts deliberately clenching his anus around her.
“No no no—!” She thrashes and struggles.
She absolutely cannot allow herself to ejaculate inside his ass.
Yet his rectum keeps rippling and massaging her shaft, actively trying to force her to cum.
He begins a countdown.
“Three… two… one… until the best orgasm of your entire life—”
Panel 6:
“Zero!”
Along with his countdown she lets out a guttural, animalistic “Ohooooh—!!” and explodes into a massive ejaculation.
Her penis trembles with ecstasy as an unbelievable volume of semen gushes out.
—After that, she continued having anal sex with him until dawn.
While thinking He was right after all, and fully accepting that she is a lewd futanari ruled by the pleasure of cock, she kept climaxing over and over again.