G-Game Over

You gasped.

The last thing you noticed was getting caught up in a massive explosion.

But now...you were back in your basement?

Cerve: “Welcome back, Siree.”

Cerve, in her maid uniform, was hovering over you.

You needed a moment or ten to get your bearings.

...

“H-Hold on, wait a minute! Why am I back here? I want to try again!”

Cerve: “I am afraid that is not possible, Sire. This game is locked to one try per day.”

Oh, you got to be kidding!

That’s way too punishing! Not even the old arcade quarter games were that vicious! And no, you aren’t that old. Shut up!

“Oh, and since we are on the subject of punishment...hehehe”

PUNISHMENT: 60 minutes low intensity reward mode.

“Uwaah!”

With a buzz, your chastity cage sparked back to life, pleasuring your dick immediately.

You cringe, knowing full well that this was exactly designed to be just strong enough to edge you into oblivion.

“Shouldn’t that thing run out of juice eventually?”, you asked, rather annoyed.

Cerve: “There is no need for concern, Sire. The SFC Chastity Cage generates thermal energy by using the users body temperature. By stimulating your crotch, enough body heat can be generated to ensure infinite power. It is the closest humanity has ever come to achieve perpetual motion.”

And they used it to make a chastity cage.

You let out a sigh and slowly got up from the capsule, trying the best to ignore the constant buzzing of your cage.

As you did you were suddenly assaulted by a strong sense of vertigo and nausea.

“Urp…”

You clumsily grabbed the top of the capsule in an attempt to support yourself.

Cerve: “This is a common side effect of exiting virtual reality. You will experience a loss of equilibrium for approximately 5 minutes. Please refrain from any excessive movements during this period.”

“G-great.” You took a deep breath as you tried to steady yourself. “You could have told me as much before.”

“Geez! Ungrateful much? Earlier iterations resulted in a complete loss of bodily functions. Just be glad we don’t have to put you in diapers!”

“Oh, I wouldn’t mind that one bit. You would look adorable in diapers!”

You let out yet another deep sigh. Aside from the world spinning around you, you didn’t feel physically exhausted. But the experience has drained you mentally. Of course the fact that this was a complete and utter waste of time didn’t help either.

A part of you wanted to just lay down and sleep the day away but with your cage vibrating as it did, that was not happening.

You managed to eventually plop yourself down on a chair while Cerve had a drone bring you a glass of water and one of her pink vitamin capsules.

Cerve: “This will help stabilize your biorhythm, Siree.”

You noticed that you were indeed rather thirsty, no small part due to the heat generated from Cerve Servers and as such quickly gulped down the water and pill.

The effect was quick. A few more minutes passed and your body finally felt your own again. So far, so good. Now what?

Cerve: “May I suggest, dressing yourself, Sire?”

Oh. Yeah, you probably should.

Cerve didn’t seem keen on providing you with something new, so you quickly slipped back in your schoolgirl outfit.

Not wanting to spend any more time in this sauna, you quickly left the basement, enjoying the immediate drop in temperature on your skin.

A glance at the clock in your hallway showed you that surprisingly little time had passed since entering your basement office. It was still only late afternoon.

...

That can’t be right. You spend hours in that thing.

Cerve: “Time inside Chipmunk-5 is diluted. 100 Seconds accounts for 1 Second in reality.”

Of course. Just add this to the pile with all the other insanity, you suppose.

Cerve: “If you feel rested, you could attempt some of the other challenges, Sire.”

You decided you might as well, not that you had anything better to do.

CRUSH Unlock Module

Tier 1 Tasks

pills(one per day until box is empty) 1 SP per day

say I am a Sissy 10 times while doing a handstand 1 SP

plug your nose shut and jump on one leg 100 times 1 SP

learn how to pee like a Sissy 1 SP

Play Super Sissy 69 Stage 1 5 SP

drink a gallon of cum 1 SP

COMPLETED TASKS:

Tutorial 1 SP

Secret Star 4 SP

Accumulated SP: 5

TIER 2 TASK UNLOCKED

“Huuuuuuhhhh?”

You stared in disbelief at the display in front of you.

The secret star one was completed? But when did you…

Was it when you saved the Sissy’s and freed the Chain girl?

That must have been it.

Cerve: Very good, Siree. Shall we take a look at the next batch of tasks?

You nodded vigorously. As awful as this was, a small part in your gamer brain was enjoying this type of progression.

Tier 2 Tasks

girls nights out 3 SP

Have a fun night in town! Make sure to strut your stuff!

update your social media accounts: 1 SP

Show everyone your new you!

seduce someone 4 SP

pretty self explanatory, dont’cha think?

meet with a friend 3 SP

Pajama party or girls night’s out? Your choice!

Balanced diet 2 SP

eat a delicious cum flavored Hamburger

Sissy Etiquette II: 1 SP

Good, little Sissy’s don’t orgasm with their clitty. Experience your first anal orgasm!

That’s it, I quit!: 1 SP

Quit your job in person. (If you do it while dressed like a Sissy, you get 8 bonus SP)

Negative Tasks

Gym Bunny: -1 SP for each day missed

Nobody likes a chubby Sissy. Make sure to stay on top of the exercise routine Cerve has developed for you!

Accumulated SP: 5

Next Tier Unlocked: 20 SP

Boss task unlocked: 10 SP

Your mouth hung open as you saw that list.

Were do you even start with this? You couldn’t believe that you were actually excited. This was awful! You don’t want to to do any of those!

Should you just knock out the easy Tier 1 tasks and try the game again tomorrow? But even that wouldn’t be enough!

And what’s with that negative task bullshit! Are you kidding me?

“Uhh...I spot a combo! Go out with a friend for cumburgers! Then seduce that friend! Wow! This is too easy!”

LIKE HELL IT IS!

No, even before that, this list just reminded you of an issue you pushed to the back of your mind.

Today was Sunday. You had work the day after tomorrow.

Trying to work with that chastity cage on, well it wouldn’t be impossible but you had no intention of showing up dressed like a girl!

Can you speedrun this in two days? With how things are going so far, that seems extremely unlikely.

Cerve: “As I have already informed you, money is of no issue anymore, Sire. Since you achieve no fulfillment from your work, I highly recommend quitting. Especially since doing so will reward you with a considerable amount of SP.”

You gulped.

“T-There is no way I can quit dressed like this.”

“Hmm..yes, I do not think that would fulfill the Sissy quota. We would have to dress you up in something a little more pink and frilly.”

No way! There’s absolutely no way you can do that one!

“Why not? You didn’t seem to be bothered all that much while playing the game.”

Y-yeah, but that was a game! This is real life!

But…getting to 20 points without that bonus would be very difficult. It wouldn’t be impossible but you would either have to swallow a bunch of pills or do some other very degrading tasks.

Cerve: “In addition, a lack of employment will free you up for more important matters. After all, a daily gym routine is mandatory.”

Right!

“What’s up with that stuff?”, you finally decided to ask. “Why can I earn negative points?”

“Duh. Wouldn’t be much of a game if you can’t fail.”

But that’s so unfair! And what happens if you lose so much points that you can’t get to the next level?

Cerve: “Please be at ease, Siree. I will ensure that you complete your mandatory exercise routine without fail.”

It did, in fact, not put you at ease.

Your brain was a complete mess and the constant rumbling of your cage was not helping. Luckily for you, Cerve was prepared to do the thinking for you.

Cerve: “May I suggest first aiming for the Boss task, Sire?”

You took a deep breath. R-right. That would only need five more points. That was certainly a lot more achievable. Especially since you still had a bunch of Tier 1 tasks to knock out.

Even so, Boss task sounds pretty scary.

“Can you tell me something about this boss task, Ma’am?”

Cerve: “Unfortunately, I do not have access to that directory, Sire. However, as completing of a boss task is mandatory there is no reason to concern yourselves with the peculiarities.”

Looks like you have little choice in the matter.

…

..

.

“Haa...Haaa...”

You were currently plugging your nose and jumping up and down on one leg.

With your nose blocked all you could do was breathe through your mouth. As fatigue was mounting you started to produce some rather interesting noises, especially since your crotch punishment was still ongoing.

Perhaps it would have been wiser to wait a little, so that you didn’t have to deal with an erection.

But you really wanted to get this one over with.

This was so humiliating. Fortunately, nobody was looking you degrading yourself like this.

Well, save for Cerve, of course. Your AI maid was watching you with her usual stern gaze.

It did not make things easier.

But by the time you were halfway through your set you couldn’t be bothered to feel shame anymore. This exercise was deceptively exhausting.

You were thankful for your two gym visits who prepared you at least a little for this. Even so, your feet were killing you. Regardless, you decided to power through.

TASK COMPLETED:

Exercise II: 1 SP

You immediately collapsed yourself on your bed and began massaging your sore feet. Today was supposed to be your rest day, but it sure didn’t feel like it.

Cerve: “Good work, Siree. Please hydrate yourself.”

A flying drone provided you with yet another a glass of water, which you immediately gulped down half of it.

Only then did you notice the accompanying pill that inconspicuously lay on the tray. This wasn’t the usual pink but a pure white.

...

“Ma’am. Is that what I think it is?”

Cerve: “Your misgivings are understandable, but these pills are intended for daily use. If you do not ingest them daily there should be no undesirable effect.”

Oh.

Ooooooooh!

Fuck, that is so smart!

You really were worried about how you would get to the next tier but that’s basically 20 free points, right there!

All you need to do is spread them out over a longer amount of time.

You grinned giddily, knowing that you have just outsmarted a multi trillion dollar company and gulped down the pill immediately, followed by the rest of your water.

“Guh?”

The effect was near immediate, your vision dimmed and you had trouble even sitting up. You struggled to do so only for a bit before collapsing on the bed completely.

Your senses appeared to sharpen and at the same time your body was heating up.

Then the pleasure came.

You let out a shrill shriek as an orgasm bubbled up inside of you nearly unbidden.

For the last 24 hours you were denied countless times. But now you were finally, finally allowed release.

And this wasn’t an average orgasm either. Being single for so long, to the point were daily masturbation was more a way to pass the time then actual pleasure, you have almost forgotten how good an orgasm can actually feel.

You got a small taste of that long lost feeling a few days ago when you jerked it to that first sissy video.

But this was different.

You could do nothing but focus on the brain melting sensation as cum coated the in and outside of your cage. You moaned in pure pleasure as your body was rocked by an orgasm so powerful it bordered on ****.

And then it kept going.

The male orgasm was a quick short spike. But the climax right now had multiple of these spikes, each one just as massively powerful as the last. It felt that your dick was intend to drain you from every single drop of cum you have accumulated over the last day.

It felt like an eternity, but after 30 seconds the tremors finally abated.

TASK COMPLETED:

a pill a day keeps the Man away: 1 SP per day 1/20

Complete and utterly satisfied, you slowly fell into afterglow bliss