Under Mommy's Direction

It had been two days since Jaime had watched that video of the sissy jerking off into his own mouth, and his porn habits never recovered. Every single video, image, and gif that he was jerking off to was of a waifish trap pleasuring themself, posing for their audience, or just crossdressing in slutty clothing. Jaime had become obsessed with the visual of it, and he couldn't understand why. Maybe it had been wearing his Mother's panties that had woken it up in him, maybe it was just coincidence, either way, he was hooked.

Jaime would spend almost his entire day, as soon as his mother left for work, and until she got back, masturbating to these sissies, with only intermittent breaks for recovery, and to keep his mother happy with the cleanliness of the house. What he kept coming back to however, was the first video that he had watched. SissySlut4U was the webname of the creator, and he had a myriad of other videos as well, involving dildos, more crossdressing, and even some chastity play.

Even though he was obsessed with the concept as a whole, this one specific individual has his attention. So much so that in a desperate attempt to understand the changes in himself, Jaime did something that his Mother never could have expected. He sent SissySlut4U a message, and asked them a question.

JayMe1:

I'm a recent fan, and I have to know... Why are you like this?

Jaime sent the message first thing in the morning after his Mother left, having spent a restless night dreaming about sissies, and their panties, and them eating their own cum. Good sissies swallow cum after all.

He waited for an hour, browsing through the newest videos and his older favourites, before he got a response that he half wasn't expecting to get.

SissySlut4U:

Why am I like what? A sissy?~

Jaime could feel the playful subtext in the message and felt his heart jump, as if being called out on the subject of his message so bluntly was some big reveal.

JayMe1:

Yes. I just discovered you and now I can't get them out of my head.

SissySlut4U:

I'm flattered that I can have that effect on people. To answer you question, I became a sissy much for the same obsession you're facing right now~

Jaime felt a lump form in his throat as his hands shakily typed out a response.

JayMe1:

You became a sissy after getting hooked on sissy porn?

SissySlut4U:

Absolutely~ How does that make you feel?~

Jaime felt scared. He'd never really questioned his own sexuality before, and aside from the past week or so, had never even watched porn of solo men, if you could really call a sissy that. He was straight, he knew it. This was just new, and exciting. It was slutty guys who looked enough like women for it not to be gay, and were desperate enough that they'd do anything on camera for their viewers.

SissySlut4U:

I can tell you're deep in thought~ I can help~

Jaime stared at the screen and typed out his reply, not wanting to give away how accurate their insight was.

JayMe1:

How?

A link popped up in the chat log. It was hosted on the porno site they were on, so Jaime surmised it was likely a video.

SissySlut4U:

This is a sort of "test." All you have to do is follow the verbal commands exactly as you hear them.

JayMe1:

Thats it?

SissySlut4U:

That's it~ Let me know how it goes Jayme~

Jaime thought for a second about correcting the spelling, before clicking the link and opening up to a new tab. The video was titled 'Submit or Resist' and he quickly set it to full screen. Jaime took a moment to breath, trying to regulate his heartbeat, but it was pounding in his chest. He was excited to test himself, but he wasn't didn't understand why. He was straight so this was more of a confirmation of what he already knew than anything. Jaime pressed play.

The video started off completely black until a commanding, yet distinctly female voice spoke up.

Take off your clothes

Following came another softer woman's voice.

You can take them off.

Take off your clothes

The two voices repeated themselves as Jaime waited, having been naked since his mother left.

I want you to watch the screen

You can watch the screen, it's okay

Jaime stared into the black screen as shapes and patterns started to form out of the darkness. A shifting pattern of waves and spirals spread out from the center as wifts of mist blew across.

I want you to listen to my voice.

Listen to my voice please.

The voices both vied for Jaime's direct attention, as he stared into the mesmerizing motion of the warping screen.

You will do everything I say.

No, listen to me, please.

Jaime felt his mind twinge as the voices started to contradict each other, but his attention was locked on the screen. The voices wormed in from behind, into his subconscious as he heard them.

Everything I tell you is an order that you will follow.

You don't have to, you can listen to me.

Look at the screen.

Look away.

The patterns became more intense and vibrant, washing over Jaime's mind as he stared at the screen. His body relaxed and his mind went blank.

I know why you're here.

She doesn't, don't listen

You can't get it out of your mind.

It's just a phase, listen to me.

I'm going to say it, repeat after me.

Don't listen to her, don't say it.

I know what you are, deep inside.

She doesn't, she's wrong.

Repeat after me.

Don't, stop the video.

Jaime's wrist didn't even flinch on the mouse as he waited to be told what he was.

A Sissy~

"A Sissy."

You said it...

You're a Sissy~

"I'm a Sissy."

Stop listening, you can go back.

You're a good Sissy, and you'll do as I say.

You're not a Sissy, you can resist.

Look at the screen.

Look away, please.

Images of cocks faded in an out, mixed in with the swirling patterns that were making Jaime's mind more malleable.

You're a Sissy and you love cock.

No you're not. Fight it.

You want to worship it, Sissy.

Resist it.

You belong to cock, Sissy

No, you're free, resist.

You belong to me, Sissy.

Don't let her control you.

Touch yourself, Sissy.

Jaime's hand went down to his dick, gripping his 4 inches.

Don't touch yourself.

Stroke your Sissy clitty.

Jaime began to jerk himself off as cocks continued to wash across the screen, flowing over his mind and soaking into his subconscious.

Take your hand off your dick. Stop the video.

You love cock, Sissy, it's the only way you can get off.

That's not true.

Keep stroking Sissy, I want you to cum

Don't cum, that will make this permanent.

You're going to cum to cocks, Sissy.

Don't, you won't be able to go back.

Cum now Sissy.

Don't!

Cum for cocks, Sissy!

No!

Jaime's entire body spasmed as his clitty twitched in his hand and spurted his load all over his fingers and hand. He panted and gasped for air as the next command came in.

Lick it up Sissy.

You can't go back.

Jaime brought his hand to his mouth, and stuck two of his cum covered fingers in. He let his tongue wrap around them, sucking off every drop of cum until they were clean, and moving onto the next ones

You're a Sissy.

You're a Sissy now.

As Jaime licked his palm clean, getting the last few smears of cum from his hand, the two voices merged together, speaking in unison.

You're a Sissy forever, and there's no going back.

The video instantly went silent, and switched to a glaring white screen. Jaime's pupils shrank as he recoiled from the blinding screen, and awakening to what had just happened to him.

"I'm a Sissy now..."

Jaime quickly closed the tab, staring blankly at his screen as he processed what had just happened. It made sense. It explained the panties incident, the porn he was watching. He'd never had a girlfriend, and he didn't develop much throughout highschool. Thinking back about himself in the mirror when he was wearing his Mother's panties, and comparing it to the sissies online, he realised there wasn't any difference. Out of the corner of his eye he could see the messenger window lighting up, as a litany of new messages popped up

SissySlut4U:

It's been long enough~

SissySlut4U:

Did you enjoy the video?~

SissySlut4U:

Did you listen to instruction like a good boy?~

Jaime knew he should have just closed the website, shut off the computer, and walked away. He knew he shouldn't reply back, and confirm what they clearly already knew. He knew that nothing good would come of this.

JayMe1:

Yes.

SissySlut4U:

And did you cum like a good little Sissy?

The words stung at him, but he couldn't deny it. He had. He did everything that the commanding voice had asked of him, and had proclaimed it to himself. He was a Sissy.

JayMe1:

Yes.

SissySlut4U:

Then that's that, Sissy~ There's no going back~

Jaime just stared at the answer, written so matter-of-factly. There was no going back. He could only go forward, whatever that meant. All of a sudden, a sense of being utterly lost descended upon him. He was a sissy now, but what did that actually mean? Was he gay now? Did he not like girls? Did he have to crossdress, buy a dildo?

JayMe1:

What do I do now?

Jaime didn't know where else to turn. Maybe he would take responsibility, help him through this?

SissySlut4U:

Sounds like you need a Master~

JayMe1:

What?

SissySlut4U:

A trainer, a guide, someone to shape you into the perfect little Sissy that you are~

Jaime's clitty twitched between his legs as he imagined being trained and tutored in the art of being a sissy.

SissySlut4U:

It can't be me though~ Sissies training sissies? We'd just spend all day fucking each other~

SissySlut4U:

You need to go here~

A link popped up on the screen, and Jaime followed it. It led to a forum about sissies, about training them, fucking them, with people looking for sissies, and sissies looking for masters. It was a shock to Jaime that there was this entire other world of sexuality revolving entirely around sissies, around him, and he was thrust into the middle of it.

...

Sandra always hated those friday morning meetings. A waste of time of time under the guise of promoting workplace cohesion and synergy. Most of all she hated their no cell phone policy, 'so that all focus can be on the meeting at hand.' She scoffed as she began to scroll through her phone on the way to the washroom. A few emails to return, some texts, then to see what filthy sissy smut Jaime had found for himself this morning.

As she sat down with her skirt hiked up and he white cotton panties around her ankles, she sent a reply off to the last message before bringing up the live feed of Jaime's computer. Sandra froze. He was on the sissy forum that she had gotten the hypno files from, all the advice, all the testimonials. She frantically scrolled back through the feed, looking for what had led him there until she found the conversation he had been having.

Sandra's eyes bored into her phone screen as she read through the conversation, watched the hypno video, swapping between the feed from his computer and his webcam. All the while she would pop back to the live feed, watching him browse through the forum, reading posts about sissies looking for masters and doms, and posts about how to be a better sissy.

What she had thought was a complete disaster, was actually the greatest thing she could have hoped for. Jaime was searching for advice, guidance, a teacher, and she was going to position herself perfectly to take advantage of that.