EEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEEHHHHHHHHH???????????????????????

You felt very, very confused.

“N-No, hold on”, you finally managed to blubber out. “You can’t be a girl. I mean, I have seen your di...heep!”

Your crotch was assaulted by a small electric jolt.

Cerve was glaring down at you.

Cerve: “Please mind your manners, Siree.”

James meanwhile took a deep breath. “N-No, that reaction is quite understandable. I...I am Intersex.”

InterWHAT?

You were still, very, very confused. You looked at Cerve but she remained silent, perhaps thinking that it was not her place to explain this to you.

“It means that I have both sexual organs”, James clarified.

Ok.

Ok!

Ok?

Uh...

“But…”

You held your tongue.

What were you going to say? You don’t look like a girl?

James nervously played with his(her?) hair. “It was just easier, you know? To pretend that I was a boy with that...thing.”

Taking a good look at James. It was hard to really call him manly. He always had a very lithe physique and he was soft spoken and polite.

“But I always liked girly things. I...have a dress, a pink one even, which I wear sometimes…”

“Oh...ok…” you responded somewhat dumbly. You could kinda see it. It was weird to think of your childhood friend like this but he wouldn’t look half bad in a dress.

“That you can just come out like this”, James chuckled. “That is extremely brave of you, Alex.”

You quickly shook your head. “N-No, I was basically **** into this….I mean you are much braver!”

James giggled and you could definitely see the girl in him now. “Sometimes...I wish I could be **** too…”

Cerve: “That could be arranged.”

“Don’t even joke about that”, you grumbled, before moving your attention back towards James. “So...uh...what does that mean for us?”

James smiled. “Nothing. I would like to continue our friendship just like before. If you don’t mind, of course.”

“O-Of course I don’t mind!”, you almost shouted.

“Great”, James nodded and then gasped. “Oh...should I even keep calling you Alex? Do you still identify as male?”

“YES, ABSOLUTELY!”, you shouted, before realizing that you should ask the same. “What about you? Is James still fine?”

James hesitated for a few seconds, seemingly wrestling with himself. “If you don’t mind...please call me...Jamie.”

“Eh Jamie? Kinda lame. I personally would have preferred Jasmine.”

“Of course, I don’t mind!”, you nodded vigorously in an attempt to drown out Cerve. You noticed that this was a fairly unisex name and wondered for a bit if James...uh Jamie just did that to make it easier for you.

Jamie giggled again. “You know...for a Sissy you certainly are rather boisterous…”

“I certainly agree”, Cerve sighed. “If only my master was as well mannered as you, Jamie. Exposing his little manhood like that was rather uncouth.”

THAT WAS YOUR IDEA!

“Soooooo, who’s bigger?”

You were not even drinking anything anymore and you still almost managed to spill out your drink. “What the fuck, Ma’am?”

“I’m just saying! Isn’t it normal for guys to compare dicks? Or well, girls.”

Jamie blushed. “Your AI certainly says some...interesting things, huh?”

Argh!

“I don’t mind though.”

Hah?

Jamie cleared her throat. “You showed me yours...I guess it would be only fair…”

“Yay! DMC! DMC! And I’m not talking about Devil May Cry, or maybe I am? Nyehehehehehehe.”

You probably should do a virus check on Cerve.

Cerve: “Very well. I have no objections. Allow me to close the blinds.”

W-wait. Is this actually happening?

…

..

.

Was it the beer? It had to be the beer. Regardless, the two of you were awkwardly fidgeting around in the dark bedroom.

This was happening.

Cerve: “You may disrobe when ready. I will serve as the impartial referee.”

WE DON’T NEED THAT!

“Uh! Uh! Wait! We also need to come up with a penalty for the loser!”

WE DON’T NEED THAT EITHER!

But your complaints aside, the familiar blue holograph showed up again.

Secret Task: Dick Measuring Contest

Prove that you have the biggest dick around!: 10 SP

Penalty for Failure: Penalty Task: Worship your superior’s penis.

What

the

fuck

Secret Task?

The fuck is this bullshit?

“Oh yeah, if certain conditions are fulfilled you may unlock a secret task. They are sorta special but are super worth it!”

You could see that. 10 points would be a huge.

But that penalty...what does worship even mean? No, you had a very good idea of what it means.

There’s no way you’re going to agree to that.

…

Hold on.

...

You are bigger, right?

You did this sort of thing in the past with James, as guys tend to do in their adolescence and you came ahead every single time.

It makes sense too, right? If Jamie is a uhh...Intersex...then her dick should naturally be smaller.

Yes, there is no question about it.

I mean, let’s face it you are pretty well endowed, no? Last time you measured yourself you were huge. Like at least three inches.

And then there is the cage adding a bit on top of that too.

Yes, you absolutely had this in the bag.

“Umm...what’s that about a secret task?”, Jamie asked.

Uwah!

Fuck!

It would be so easy if you could just come clean to her, but you are still worried that this might retroactively screw you out of the points you just earned.

Cerve: “It is merely a game I devised so that my master may find it easier to slip into his role as a Sissy. I provide him with points dependent on various tasks he does. He needs to accumulate a 100 Points to clear the game and unlock his chastity cage.”

Oh, nice safe there, Cerve!

“So...whadja think about some jolly cooperation? Or I guess PvP would be more appropriate. Heh, get it?”

Hearing it like this, Jamie seemed much more receptive to the idea. Jamie liked games about as much as you do and had a surprisingly competitive streak in that regard. She even gave you a confident smirk. “Very well, Alex. But this is your funeral.”

Heh, yeah right. Now, that Jamie is on board you really don’t have any reason to refuse. Well, you probably won’t make her actually service your cock(not that she even could) although the mere idea of it already made you hard again.

“Ok, then Jamie as the challenger you go first. Drop em.”

Jamie cleared her throat and chuckled nervously. “T-this is a bit embarrassing…”

Deciding that getting it over with quickly was better, she quickly dropped her jeans and underwear.

SCHWING.

Huh?

H-Hold on.

Can this thing even be called a penis? Calling it a dick would be like calling the Atlantic a puddle. This is like the Megalodon of dicks!

“7.25 inches.(18.4 cm) Congratulations, Jamie. That is a very respectable size.”

No, respectable does not even come close to describe this schlong! How the fuck did you even conceal this Anaconda in your trousers? Are you a ninja?

“Thank you”, Jamie smiled shyly, which did not fit her at all with that Gigadong hanging around.

Cerve: “Well then Siree, it is your turn. Please disrobe, Siree.”

Oh, crap!

“Uh...w-wait...I’d like to cancel this task.”

Cerve: Please disrobe, Siree.”

“You already have my measurements, there is no reason to…”

Cerve: Please disrobe, Siree.”

It was hopeless.

Knowing that, you slipped out of your bathrobe completely showing your naked, caged, form of in all its glory.

You grip your stiff three inches

Cerve: “2.92 inches.(7.4 cm) Congratulations Siree, you officially qualify for the medical condition called micro-penis.”

“T-That’s because of the cage!”, you complained.

Cerve: “I have taken that under consideration and adjusted my measurements accordingly. I have erred on the size of caution as well and gave you the maximum margin of error.

Meanwhile Jamie stared at you pathetic excuse of a manhood and bit her lips. “It...didn’t grew all that much since we were kids, huh? Or did it shrink?”

Argh!

“Oh, I mean it is very cute!”, Jamie hastily added. “It suits you.”

“Indeed. It is the perfect size for an adorable little Sissy.”

Urgh…

Cerve: “Please line up next to each other for a final comparison to ensure no mistakes.”

There was zero reason for that but Cerve insisted and the two of you stood next to each other, making the massive disparity in size even more apparent.

“The winner of this Dick Measurement Contest is Jamie. Yay! Yay!”

Jamie smiled bashfully and scratched her head. Despite claiming that she is a girl, she sure seemed to be proud of her dong.

Cerve: “Now then. It is time for your penalty game, Siree.”

Oh, fuck.