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Chapter 27
by
Trom1806
So, you wake up again in the morning...
Routine again, you have to go to college again...
Day after day follows monotonously, like a line of identical mannequins in a supermarket...
Overcoming your laziness, you wake up to the sound of your alarm.
Again...
Peter, as usual, woke up half an hour early.
So, this early morning, you have to go to college lectures again.
However, in addition to the usual **** to exert yourself, your mind is now also immersed in anxiety due to the events of the past few weeks.
To your surprise, your "streaming career" with your roommate Peter has become something... extremely strange...
This "streaming career" has become something that draws your life into unknown "spaces" that could indelibly affect your personality.
With each new shameful event, you feel a growing fear of a mysterious future.
A "cacophony" of emotions and thoughts fills your mind: "What's happening to me?! I stole women's underwear from the laundry... I let to put that horrible flat chastity cage on my penis... I did some incredibly shameful things while streaming... Maybe I should stop all this? Tell Peter we need to stop doing these shameful things?"
Thoughts like these are swirling through your head as you wash your face, brush your teeth, and eat a meager breakfast.
Hm... it seems your dejected expression has caught your roommate's attention...
"Are you sad about something, Billy?" - Peter asks worriedly, sitting at the kitchen table and quickly finishing a jam sandwich.
"I... I don't know... Maybe we should tone it down a bit? These streams... Sometimes I think this is too much... And then there's the women's underwear, the women's makeup..." - you say slowly.
"We'll each only put on makeup in the evenings, after school. We don't go out looking like that... So, women's makeup isn't a problem - no one sees it except the donator... Photos need to be sent to him to comply with the terms. After all, he paid us generously..." - Peter says calmly.
"But... Peter... Don't you think this is going in a dubious direction?" - you mumble.
Your roommate takes out his smartphone...
A minute later, he uses the mobile app to show you the current income figures from your combined "streaming career"...
Donations...
"Another thousand dollars?!" you exclaim in amazement.
"Streaming broadcast recordings are also watched by a lot of people... And donations can come in regularly... The main thing is that we keep creating content and don't give up... Understand, Billy, we really need this money!" Peter says, leaning toward you and gently putting an arm around your drooping shoulders.
"Well... I see... Yeah, I guess you're right..." - you say, not feeling the courage to resist such obvious "monetary" arguments.
So, you're both getting ready to go to college lectures.
Peter left your dorm room faster, and you lingered a little.
Since early this morning, you've been feeling a strange sensation...
Heat and pressure in the area... below your stomach...
Flat chastity cage...
It seems this device is triggering your sexual arousal...
You remember what you had to do in the college bathroom yesterday...
And your face turns red with shame...
You want to cum right now, but you can't.
Tears gather in your eyes and are about to roll down your cheeks.
How touchingly helpless...
You try to distract yourself: you put on women's underwear. A black women's thong, black women's lace tights, a black women's bra - all of these you stole from the laundry yesterday.
Then - what's supposed to disguise your shameful crossdresser status - men's outerwear (hoodie, breeches) and shoes.
"Calm down... I need to wait... I need this strange sexual arousal to pass, or at least subside..." - you think.
So, you go outside and walk toward the college building.
The light of the morning sun...
The rustling of the trees in the wind...
Many people hurrying to work or school...
Someone is walking a dog, which is happily running around a tree and barking at every passerby...
Alas, your sexual arousal doesn't subside even when you enter the classroom and begin listening to the lecture along with many other students.
Computer-aided design…
This discipline has never interested you - and now (with such a powerful distraction as the desire to cum) this academic chatter is clearly not for you…
For the next hour, professor Dafiadis's words were perceived by you as the annoying noise of a radio broadcast with a lot of static…
You glance around warily: it seems the students around you aren't particularly engaged in the lecture either. Many of them are stealthily glancing at their smartphones (hidden so the professor won't notice).
One of the nerds is taking notes. The most important thing for you is that the students aren't looking in your direction or paying attention to what you're doing...
It seems you're so tormented by the unsatisfied need to cum that you might do something reckless right now...
Your mind protests, but you're too eager for sexual satisfaction...
So, your hand slowly moves downwards...
Your fingers gently caress your groin, your tiny testicles...
You'd like more...
Alas, a metal flat chastity cage gets in your way...
You're almost crying from unsatisfied sexual desire...
Then you cautiously begin searching online using your smartphone...
Looking for porn videos is too risky...
You're looking for graphic porno-content: porn comics, hentai. And in this search, you use the recently learned terms "femboy," "sissy," "crossdressing," and "feminization"...
You're ashamed to admit the obvious – these words directly characterize the "development" of your own personality.
Before your gaze is one lewd illustration after another...

The bodies of these weak sissy sluts are so **** and susceptible to the influence of muscular real men...
If it weren't for their tiny sissy clits, the bodies of these effeminate sissies would be difficult to distinguish from the stunningly beautiful and depraved bodies of female porn actresses. You can't help but imagine yourself in the shoes of each of these depraved femboys...
Sissy, femboy, crossdresser, feminized faggot, effeminate pervert with a pathetic micropenis locked in a chastity cage...
These concepts are vividly reflected in the illustrations of the comics you read...
All of this is extremely humiliating and shameful for you...
Chastity cage...
These comics and hentai contained numerous examples of those wearing chastity cages...

What usually happens to such boys who have lost the last vestiges of masculinity?
The answer is evident in the many extremely depraved illustrations. All of this makes you feel shame, powerlessness, humiliation...
But your body reacts strangely, as if you enjoy "plunging" into this "swamp" of self-humiliation...
Surprisingly, these concepts and vivid visual images provoke a pleasant sensation of warmth throughout your body, and your consciousness is immersed in a kind of "fog" of lust and depravity...
Your fingers increasingly stroke your pathetic little balls...
Belatedly, you realize you should have waited for the break between lectures.
However, your arousal is so intense that you can't stop.
You read one porn comic after another...
And the abundance of such content on the internet amazes you with its diversity, sophistication, and a certain depravity that strangely captivates your attention...
Both Western comics and Asian hentai demonstrate that there is a veritable "ocean" of sissy-content in the world.

You've probably already gone too far in your immersion in this "ocean"...
The lustful images revealed in the illustrations have become not only a source of aesthetic pleasure for you, but also, in part, a model for action...
Sexual tension reaches its climax when, in addition to caressing your micro-testicles, you pinch your nipple with the fingers of your left hand.
A surge of pleasure!
You screamed in a thin, girlish voice.
You've managed to cum...
You look around fearfully: it seems only the noise of the many students' conversations around you allowed your shameful activity to go unnoticed.
At least, you hope no one noticed your actions.
The students are chatting loudly - after all, the lecture is over and a break has been announced.
Some of the students are heading to the cafeteria.
Some, no longer hiding, are doing something on their smartphones.
And now you sit and enjoy the post-orgasm sensations. You've finally managed to release the sexual tension.
Suddenly, you realize the consequences...
Now your plump bottom is covered in a black thong.
And this black thong is stained with a copious stream of your sperm.
Worse yet: a stain of the same fluid is also visible in the groin area of your breeches...
If you don't take action right now, anyone can notice!
So, what will you do now?
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Billy's Sissy Adventures.
Adventures of a young white sissy guy in sunny California and maybe somewhere else...
You are Billy Atkins, a white male student at Hayne College in Hautenville, California.
Updated on Jun 20, 2026
by Trom1806
Created on Aug 21, 2023
by Trom1806
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