Summary: Straight guy is caught watching sissy porn and...

Note 1: Thanks to Eric who requested and helped plot this lengthy story.

Note 2: Thanks to Tex Beethoven and Robert for editing.

Note 3: All characters are at least 18 years old.

Sissification 101: Ch. 01

1. MY SISSY CURIOSITY

I've always liked nylons. I grew up when they were still popular and worn by many teachers (unlike now), plus by most cheerleaders, and some of the nerdy girls... it wasn't as great as the wild fashion of the eighties, but still better than the bare-legs laziness to date so far in the 21^st Century.

I loved looking at women's legs in nylons, especially if they had a sheer shine to them.

I was drawn even more to nylon-clad feet. If a girl was sitting at a desk within my view, I'd just stare at her feet, praying for her to slip her feet out of her shoes. Although I loved seeing legs in nylons, I liked seeing feet in nylons even better. I couldn't explain it then, I can't explain it now. Just the sight of someone's feet and toes in nylons, regardless of the woman's age, and I get hard. (Yes, that's still true today.) If I see a teenager's feet in nylons, I instantly get erect. If I see my girlfriend's feet in nylons, I instantly want to fuck her. If I see a grandma's feet in nylons, I still get turned on. The truth is pretty simple... nylons, and especially nylon-clad feet, are my sexual kryptonite.

They always have been.

Back when I was in school and I saw a teacher or another student in pantyhose, I'd daydream about rubbing my hands on their legs, or about having them rubbing their feet on my cock. Sometimes, but only in private of course, I even wore them myself.

Truth was, occasionally I even wished I was a girl. Being a guy, I was automatically disqualified from wearing pantyhose, or any other variety of nylon hosiery... at least so anyone could tell... which I thought was very unfair.

As I got older, I pushed these fantasies out of my head. The 2000s arrived, and somehow we dodged the bullet of the massive Y2K electronic meltdown everyone had predicted, but the new century did seem to eliminate silk hosiery as a fashionable accessory.

Spying a woman wearing hosiery became rare, and seeing a woman's feet in hosiery became almost as rare as stumbling across a needle in a haystack (although far less painful).

Thankfully, what the 2000s did herald was porn going mainstream, and throughout my twenties although I dated a few girls, some of them semi-seriously, and one I even thought for a while I might marry, I spent way too much time online.

Doing what online?

Watching porn.

Watching lots of porn.

Online, I could be anonymous.

Online, I could find women wearing nylons.

Online, I discovered I wasn't alone in my nylon fetish.

Online, I found there were fetish websites for pretty much every possible kink... many I hadn't even known existed.

But thankfully, there were many people like me, perhaps not in percentages but certainly in numbers, and therefore many websites that catered to people like me with a nylon fetish.

I've also always been an avid reader. I hid a couple adult sex books in my room as a teenager, had a couple dozen on hand during college, but once the internet exploded, I could read story after story online and not need to worry about someone finding my stash under my mattress. One of my favourite online authors was silkstockingslover, aka Jasmine Walker, a female writer who not only had an unabashed fetish for wearing nylons, but also for seeing other people wearing nylons, and best, who also wrote stories in a variety of categories that turned me on. Because almost all of them featured characters who were wearing nylons, and who made a big deal about doing so.

But I didn't always read porn, frequently I watched it instead. At first, I watched M/F porn and F/F porn, always searching out scenes where the girl was in pantyhose, or thigh highs, or stockings and a garter... and best, scenes where the heels were eventually slipped off.

Yet I also flew through silkstockingslover's extensive collection, or at least the straight, lesbian and incest stories. (I would never do incest, and I was physically incapable of doing lesbian, but they were still kinky to read about.) Eventually I'd read them all... most of them more than a couple of times.

Yet then, I don't know why, other than I just loved the her writing and her captivating characters, and occasionally her clever repartee between characters, plus there being the odd gay-like scene or story (gay themes but not really, such as pegging, cross-dressing, and even guys sucking or being reamed by cocks still without quite being gay, go figure), which made me curious about wearing pantyhose for real. I'd resisted the temptation my entire life because it wasn't considered manly, it seemed to be a gender issue, or maybe a gender identity issue, but suddenly I was discovering there was a whole subculture where men not only wore nylons, but sometimes dressed entirely as women (and wore women's makeup or not, depending).

I read one that triggered me completely, and started me on this wild journey of exploring my sexuality, "Curiosity Fucked the Straight Guy". After that, I read every quasi-gay story she wrote, almost all of them about straight white or Asian guys (I'm Asian) who ended up succumbing to their sudden (or perhaps eventual, but in either case) irresistible fascination with black cock.

Here are a few pornographic themes that appealed to me the most. And in retrospect, I can now see which also influenced me the most.

a. White men submitting to black men.

This was a theme that fascinated me, as I'd always felt myself inferior to black men, and I wanted to know whether that was really the case. It was certainly possible. They were all built stronger than me (with or without serious exercise), and they all had massive cocks... all of them so much bigger than mine. Or at least so I thought, and for some reason felt the need to find out.

I was 1¼ inches soft, and 4½ inches hard. According to my non-scientific research so far, black cocks were almost without fail, double my size, or even more. And whether that was generally the case or not, according to everything I'd seen in porn, that was always the case.

I was so envious of those big black cocks.

So jealous of those big black cocks.

So in awe of how fascinated and lustful the girls got when they saw their first big black cock. The screams they made as that big black cock slid inside them. Their nasty talk and begging as they were fucked by that big black cock; and that wasn't just their first time, that was every time.

No girl had ever done any of those things for me!

I didn't immediately begin to wonder what it would be like to suck a big black cock... no, that never occurred to me at the time... but the seed had been planted in my subconscious, and it would slowly grow inside me, without my knowledge or consent.

b. Married men being pegged.

I wasn't sure whether I ever wanted to get ass fucked... but my curiosity had been awakened by the vivid descriptions in some of silkstockingslover's stories.

I wondered what it would be like to be the girl.

Bent over and fucked.

Dominated by a woman.

I'd always felt inadequate because of my dick size, I assumed women often faked it with me, and pegging was a new kink that had me questioning my sexuality.

c. Crossdressing

Jasmine only had a couple stories featuring crossdressing, but the way she wrote them seemed so liberating... both for me and the characters in the stories.

It led me to go to the mall.

It led me finally, after all these years, to buy a few pairs of sheer pantyhose.

It led me to finally summon up the courage to put a pair on.

I wasn't yet intrigued by the idea of dressing completely as a woman... but again, unbeknownst to me, that seed too was planted in my head and began taking root.

I wasn't bold enough to wear my brave new acquisitions outside, or to work... but the moment I got home, I peeled out of my suit and climbed into a pair of sheer hosiery... which I experimented with during the next number of days... concluding that I usually preferred wearing them without underwear... and I loved slowly rubbing my legs and my cock in the sheer nylons, and I always ended up rubbing myself to orgasm after a few videos and a few stories and coming in my pantyhose.

D. THEN I READ A SISSY HYPNOSIS STORY.

Even after years and countless hours of watching porn online, I had no idea sissy hypnosis was a thing.

Then even after reading Jasmine's vivid, detailed, HypnoSissy series, I still didn't know it was a real thing.

Of course I then googled it... and found on Pornhub that not only was it a thing... it was an entire sub-culture.

There were hypno-sissy videos.

There were hypno-sissy audios.

There were hypno-sissy websites and Mistresses.

There were hypno-sissy captions where actual women portrayed themselves as cross-dressed men.

It was all so surreal.

So captivating.

I'd finally found a place where I belonged.

Sure, it was just the internet... but it was mine. Just like how some shy or insecure or nerdish kids who get bullied at school can feel all mighty and powerful online by playing something like Street Fighter... I felt I could be myself online.

I entered chatrooms and took part.

I watched every hypno-sissy video I could find.

I took to heart hundreds. if not thousands, of sissy captions... all while wearing pantyhose.

I developed, without my realizing it was happening, a massive submissive mentality, as I (now consciously) began fostering an increasingly undeniable desire to be transformed into a sissy slut... for real... to suck a big black cock... for real... to be caged by a strong female personality... for real... to be pegged... to be spit-roasted by big black cocks... to be cuckolded by a woman I loved as she got herself fucked by big black dicks and made me eat her creampies... to be completely sissified... to be coated in cum... to be the center of an orgy and dominated by big dicked black men... all not as online fantasies, but absolutely, factually, for real.

This, of course, was all just fantasy and gave me great orgasms... but I never imagined it would ever be anything more than just fantasy....

Then... over the course of a crazy year... everything listed above came true... once I met Joan.

Joan was, no she is, an amazing woman.

They say opposites attract, and that theory was proven true when we started dating.

She's vivacious; I'm shy.

She's white; I'm Asian.

She's 5'7", which is fairly tall for a woman; I'm 5'5", which is fairly short for a man.

She has big, hypnotic, blue eyes that draw you in; I have bland, undistinctive, brown eyes that are as unnoticeable as they come.

She has lovely, wavy, brown hair that seems to adapt and change colour to best enhance her accessories; I have dull, straight, black hair just like every other Asian (except for the gorgeous ones).

She's athletic and works out every day; my idea of a good workout is masturbating.

She has an amazing slender body; I'm slightly chubby.

She's very pretty, with a few attractive freckles under her eyes, and high cheekbones; me? Well, I'm literally non-descript, with no particular features to set me apart from any other mid-30s Asian guy.

She has a sexy smile; I can't smile without looking a little creepy.

She's confident in who she is, while I'm completely insecure.

It was obvious she was way out of my league and yet, after some coaxing from my coworkers, I asked her out, and she astounded me by accepting.

What we had in common, just looking at the surface for now, was we were both geeky, both passionate about our work, both loved cooking and fine dining, and both were (and still are) very thoughtful, pragmatic people.

Less obvious at first, we also had one more thing in common... we both loved nylons. She wore them to work every day, and on most of our dates when we first started dating, and on all of our dates once I confessed to I having a thing for them. She even wore thigh highs, or a garter-belt and stockings, whenever she came over for sex, or I went to her house for sex.

So, although at first I didn't think I had a chance with such a beautiful woman... we really hit it off, largely because we both loved trying new restaurants, and thus I began living a dual life.

One side of me was: a caring, compassionate, attentive boyfriend with an amazing girlfriend who liked giving head, loved swallowing cum, had an insatiable sexual appetite, and seemed okay with my small dick... although I compensated for that by going down on her even more than she went down on me. I had learned early on that the best way to keep a woman was to treat her well, to respect her, to listen to her carefully and caringly, and frequently to get her off with my tongue better than any man or woman ever had, prior to me.

The other side of me was a pantyhose-wearing sissy whenever I was alone at home. I also watched hypno sissy videos for at least a couple of hours each night. I parroted the degrading words of faceless women with seductive voices, thus degrading myself. I frequently watched BBC porn, focusing more on the big black cock than on the hot woman taking it in any of her three holes. The minute I got home, I cast aside my boring suit (well, that was a bit overdramatic; actually I hung it up neatly), thus exiting that part of my life, and put on pantyhose and nothing else for the rest of the night, as I entered my other life.

This kinky pattern of behaviour became the trigger that changed everything... in a single moment of time. One moment of sexual serendipity... if you believe in that sort of thing... I believed prior to this crazy night, and what happened next, confirmed my belief).

2. CAUGHT YOU IN THE ACT

MONDAY

I was in my home office, in my high end gaming chair (when you spend as much time in a chair as I do, it's well worth the money), watching my favourite BBC hypno-sissy video on my computer screen (24 inches, lol), where every few seconds, a different big black cock was fucking a different mouth, pussy or ass, while the most seductive female voice I'd ever heard constantly ordered me to repeat after her a wide variety of derogatory, submissive, and racially fueled descriptions of myself.

So, I was naked except for my expensive pantyhose (I'd ordered a dozen pairs of luxurious sandalfoot sheer silk pantyhose from Europe six months prior, and had eight pairs still in great shape), slowly rubbing my raging four-and-a-half-inch cock (if a cock as small as mine can be said to rage), parroting in a loud voice saying, "I'm a sissy begging for big black cock and a load of dominant cum," when I suddenly froze, realizing I wasn't alone.

"Oh my," Joan said, her tone sounding as shocked as I instantly felt.

My eyes went wide; I was paralyzed from getting caught in such an act... by my girlfriend!

The female voice on the screen, blithely unaware of what was transpiring in real life, ordered, "Repeat after me. I was born to be a sissy two-hole faggot for every big black cock."

I didn't repeat that one, even though habit made me sorely want to, the idea of being a two-hole slut having become more and more intriguing as time went by, but instead I slowly turned around to see her behind me, standing just inside my office doorway, staring at the screen.

She asked, with no qualities in her voice to give away whether she was shocked, disgusted, stunned, or something else, "So tell me Eric, were you really born to be a sissy two-hole faggot for every big black cock?"

I apologized, terrified of losing the woman I believed I was meant to be with for life, "I'm so sorry Joan, this isn't what it looks like."

"It appears to me that you're watching, as well as participating in, black cock training sissy hypnosis videos," she said, as the video behind me continued to play. "If you can give me another description that makes any sense, I'll be happy to hear it."

The female voice ordered, a sentence I had long ago memorized, actually I'd memorized the entire twenty-two minute clip, having already watched it hundreds, perhaps even a thousand times, "Declare to the world that your purpose in life is to be on your white pathetic knees, worshiping the superior black race."

I frantically spun back around and halted the video, my cheeks burning with shame, having declared that statement almost every night at least a dozen times for over a year.

"Nice pantyhose," she said, although her tone continued to conceal whether she was delivering a compliment or sarcasm.

Caught in the act, I had completely forgotten I was wearing nothing but black pantyhose... compounding my humiliation.

I stammered another apology, "I-I-I'm so sorry."

"How long have you wanted to suck black dick?" she asked, ignoring my apology, and still giving me nary a clue as to what she was thinking.

On the bright side, she hadn't freaked out, thrown anything (both of my prior Asian girlfriends had literally thrown shit at me when they got mad), or stormed out in a fiery rage.

Yet she also hadn't moved a single inch from leaning against the door frame.

Her tone hadn't changed at all.

Her expression was stone cold. Which was how I first learned she had an amazing poker face.

I whispered, shame coursing through me, even though my tiny cock was still hard, "For a while."

"Since before you met me?" she asked.

"Yes," I admitted, which I didn't know was better or worse for me. Was it worse for me to have hidden it when we started dating, or for me to have discovered this twisted side of myself after we started dating? I sensed that the answer I'd just given was the better of the two, if only the lesser of two very humiliating evils.

"Have you ever really sucked a black cock?" she asked, making me a little overwhelmed to be answering such questions to the woman I'd fallen in love with. I'd never imagined this secret fantasy being revealed to anyone I knew in real life.

"No," I answered sheepishly, feeling my cheeks burning with shame.

"Have you ever sucked any cock?"

"No."

"Do you want to suck a black cock?"

I answered with the truest response I could; there was no point in lying now, "Sometimes I do."

"Sometimes?"

"Yes," I said, as I tried to find a way of explaining to her what even I didn't understand myself. Even after years of gradually becoming more and more intrigued by crossdressing, sissification, and especially fascination with black cock, I still had no idea what kept constantly drawing me into this growing obsession.

"So you're saying that sometimes you want to suck a black cock and sometimes you don't?"

I sighed and gave her my most simplistic answer to a surprisingly complex question, "Yes, I do when I'm horny."

"So you want to almost always," she summarized.

I wanted to counter her seemingly playful shot by pointing out that she was almost always horny too, but this didn't seem to be the best time to tell her that (and I sure as fuck would never complain about it. Truth was, I'd never had sex more frequently in my life than since I'd hooked up with her. She was truly insatiable).

She then asked the question I was dreading, the one where I'd see her insecurity peeking out from under cover, "So I'm not enough for you?"

This barb, (or rather reverse barb, since it was really directed at herself), made me feel even worse than getting caught in such a compromised and humiliating position. My obsession had nothing to do with her. In truth, I'd watched fewer sissy videos, been a little less obsessed with black cock, ever since we'd met... although the difference wasn't huge (as in I didn't spend eight hours over a weekend watching every sissy video ever made... usually just two or three hours). I said, "You're more than enough for me, it's just...."
"Just what?" she asked, still sounding more hurt than mortified.

I wasn't sure how I could possibly construct my response to that question without either making me sound like a pathetic faggot, or her sound unsatisfactory, or both. Yet she had already seen the video and me watching it, and had heard the gist of the message it was delivering, so my shameful secret life was already out of the bag, per se. I decided just to lay it on the table, honestly and with no spin. I explained, "Frankly, I have no idea why I get so turned on by these videos, and I won't deny to you that I do. If I had to guess, I'd say it's partly because I feel inferior because of the size of my penis, and... also... because..." I ground to a halt, because even though she'd caught me in the act and I was still wearing my pantyhose, I couldn't come right out and say the next unmentionable thing.

"And what?" she asked, her arms now crossed, which I found more intimidating. I was thankful however that she was still here... most women would have either raged out the door or fled in tears long ago. She was asking probing questions and doing so non-judgementally (although she had still given me no indication of what she felt about it), truly attempting to understand what I was doing, and why I was doing it. If she was washing her hands of me, she wouldn't be bothering.

I looked down to her nylon-clad feet, she was even wearing nylons under her jeans, which made my cock involuntarily flinch in my pantyhose, as I sheepishly admitted to the first person ever in person, a single one more than I'd ever imagined admitting this to (I'd told many people about these feelings online, but always anonymously), "The worst part is that I sometimes wonder what it would be like to be a girl."

"Or just to dress like a girl?"

"Yes, that too," I whispered in shame, as I continued to direct my gaze at the floor and at her sexy feet, her toes, I noticed, painted a cute blue... which was new. Today at work, they'd been red.

"And to suck a cock?"

"A black cock," I corrected her, and then wondered why I'd felt the need to clarify that point. I was certain I was now looking even more pathetic.

"And to be fucked by a black cock? And I understand the distinction you're making."

"I don't know," I said, then admitted my truth, "Well, actually the answer is yes. But only sometimes."

"Ever had anything in your ass?" she asked, beginning to astonish me by her abundance of questions, and also by the familiarity with this subject she must have to be asking these specific questions. She was beginning to appear more intrigued than anything else, which had me more than a little confused.

"No, never," I answered, but not adamantly. I'd considered buying some anal toys, had even gone into an adult store and looked around, but I couldn't build up the courage to take an anal starter kit up to the till, which was attended by a pretty college-age girl. I didn't want to be judged, not even by someone working in a sex shop, so I allowed my insecurity about who I was, keep me from exploring more of my sexuality.

"That's a good call, actually; a proper black cock would tear that ass of yours apart without proper training," she said rather matter-of-factly.

"W-w-what?" I stammered.

"An ass needs to be well prepared before it can take a big black cock inside it," she elaborated.

"Oh," was all I could muster.

"So, do you have any other hidden fantasies other than cross dressing, becoming a girl, sucking black cock, and taking a black dick up your ass?"

The list just as she'd recited it had me utterly humiliated. Yes, I did have many other twisted fantasies, including being spit-roasted by BBC, gangbanged by BBC, and then many daydreams involving her, including Joan pegging me, watching her get fucked by a big black cock or a group of black men, her caging my tiny dick, and eating her cum-filled pussy.

"Oh my God, you do!" she exclaimed, always able to read me.

"But they're all really sick and twisted and embarrassing," I replied sheepishly, completely disgusted with myself. I'd found a way to ruin my first serious relationship in a decade with my sick sexual perversions. A woman I'd thought may very well be The One.

"Nevertheless, tell me," she ordered. Then added, "I want to know every single one."

"That would take a long time," I joked awkwardly.

"I'm not going anywhere," she said, which surprised me yet again. Why was she being so patient? She didn't seem disgusted by any of this. She also didn't seem turned-on, or anything else. She just seemed... I guess the best description I could give was... curious. It seemed she was trying to understand what she had walked into, and what it meant to me... and perhaps even to her, but that would likely be stretching it.

I sighed heavily, not at her, but myself. I began with, "Well... I'd like to be spit-roasted. Which means..."

"I'm familiar with the term. By two black cocks?"

"Yes, otherwise I wouldn't bother."

"Being spit-roasted can be pretty wild," she observed, although her tone was still neutral.

"You've been spit-roasted?" I asked, surprised, although based on the sexual appetite she'd demonstrated with me, I guess I shouldn't have been.

"A few times," she said, then added, only offering me a single detail, although I instantly had lots of questions, "although never by two black cocks."

"Have you ever had a black cock?"

"Two," she answered, but then stressed, leaving me more intrigued, "but we can talk about my history another time; for now, let's focus on your fantasies. What else is there?"

"They're all so embarrassing," I admitted.

She finally moved away from leaning against the doorframe. She walked over to me, dropped to her knees before me and said, "There's nothing about any fantasy to be ashamed of." She then leaned forward and sucked on the head of my cock through my pantyhose.

"Ooooh," I moaned, her unexpected mouth on my cock instantly sending waves of pleasure through my very being, strongly propelled by the rush of relief coursing through me that she wasn't disgusted by me, she wasn't leaving me, and she even seemed to be turned on by all this.

She sat back up as she rubbed my nylon-clad legs and explained, "I know you're ashamed of your fantasies. So I need to tell you that shame isn't a naturally occurring condition. It's inflicted from the outside by judgemental people. So kindly look deep into my eyes and tell me whether I'm judging you."

I did, and all I could see in those lovely blue eyes was caring and compassion. Plus a hint of authority I'd never noticed before. "No. Astonishingly, you're not. I don't see even a hint of criticism coming from you."

"And I can honestly assure you that you're reading me accurately. We can work on alleviating that astonishment as we go along, but right now I want you to tell me everything. Every... single... fantasy."

"You sure?" I asked, still in awe that not only was she still here, but she seemed to want to know all my fantasies. No, that's not right. She was insisting on knowing them all.

"Every single one," she repeated, as she stood up and unbuttoned her jeans. "And I'll take a step towards getting naked after hearing each of them."

"Well... I want to go to a glory hole and suck and swallow the cum from as many big black cocks as I possibly can," I blurted out, dying to see her undress... dying for an opportunity to reveal all my sick twisted fantasies after years of holding them inside... dying to end up fucking her.

She unzipped her jeans, looked at me and said, "Mmmmmmm, and?"

Her 'Mmmmmmm' was perhaps the hottest non-word ever uttered. She was getting turned on by my sissy fantasies. By undressing, she was actually rewarding me for coming up with them. God, she was amazing!

"I want to be the centerpiece of a big black cock bukkake," I listed. I'd been wondering for a while not only what cum tasted like, and what it would feel like in my mouth and gliding down my throat, but also what it would be like to take a facial. In my fantasies, the more humiliating and demeaning something was, the more sexually stimulating I found it. This causal relationship didn't make much sense to me, yet that was my reality.

"Mmmmmmm, so hot," she said in a deliberately seductive tone, as she slid her jeans down her legs to reveal she was wearing a lacy garter-belt and stockings.

"I want to be gangbanged by big black cocks," I added, perving on her black lingerie and her pale violet lace panties.

"Who wouldn't?" she asked rhetorically and wickedly, affirming that she too would enjoy being gangbanged by big black cock.

I asked, needing to remove any doubt, "Do you really want to be gangbanged as well?"

"By big fat cocks?" she asked demurely,

"No, by big fat black cocks," I smiled back, still finding this entire situation surreal and unbelievable.

"Maybe," she shrugged. "But for now I'm neither confirming nor denying anything about my own proclivities; this conversation is about you. So what else?"

Maybe those were her rules, but she'd unmistakably hinted. Which gave me the cajones to reveal the next one. I admitted, "I want to watch you fuck a big black cock."

"Oh my, how flattering," she said, as she lost the jeans completely. "And?"

My perverted list was turning her on. I added, "And then I want to clean out your cream pie."

"Now let me get this straight, with the clear understanding that I'm still not judging you. You want to watch a black stud with a big dick fuck me until he comes inside me, and then you want to eat his big load of cum from my cunt and swallow every last drop? While it's mixed in with my own tasty orgasmic nectar?" she elaborated wickedly. She was a dirty talker when we were having sex, something that always really turned me on. In public she was sweet and caring and impeccably well-spoken... so no one would ever guess how dirty she could talk when she was getting fucked or eaten out. She was the only woman I'd ever met who used the word 'cunt'. But only to me, and only when we were doing something where it worked.

"Yes, all of that, and from your gorgeous cunt," I agreed, as she slipped her panties down to reveal said cunt, along with a new surprise... it was completely bald... which was new.

I stared in hungry awe. Her pink pussy lips were glistening ever so slightly.

"I had a Brazilian a couple days ago," she explained. "Like?"

"It's amazing," I said, unable to stop staring at her ripe, inviting pussy. I loved eating pussy, always have; I'd better, since my dick is so inadequate, and now I could dine without getting the odd pubic hair in my mouth.

"Good. Next one?"

Since I'd already given her so many tawdry revelations, I figured there was no point in turning back now. "I want to be pegged," I answered, and then added, "by you."

"Oh, fun," she smiled, as she raised her t-shirt over her head and off, to reveal she wasn't wearing a bra.

"In my dreams, that's always fun."

"So, you want your hot girlfriend to fuck your cute virgin ass?" she asked, the words sounding so fucking hot coming out of her mouth, especially while she squeezed my tiny cock, which was indeed raging.

"God, yes," I moaned, as she reached behind me, pulled Chrome back up and pressed Play on the video that had been playing.

She spun my chair back around to face the screen and ordered, "I want you to do exactly as the voice tells you to."

"Okay," I said, still in awe of what was happening. She wasn't disgusted by my pathetic-ness. No, she was definitely turned on by it.

The female voice ordered, as a cute blonde in pigtails was being face fucked by a big black cock, "Your purpose is to suck black cock."

"Say it," Joan ordered, as she stood behind me with her hands on my shoulders, assumedly watching the video too.

"My purpose is to suck black cock," I repeated, shame and excitement simultaneously coursing through me.

A black cock pounded a chubby redhead in the ass, as the voice said, "Your cunt is available for every black cock to breed you."

It had originally taken me a while to get used to the videos calling a male asshole a man cunt, or simply a cunt, but over time, I had.

"Say it, sissy," Joan ordered me from behind.

Hearing her call me a sissy was a bit of a surprise, but also a huge turn on, as I obeyed both female voices, "My cunt is available for every black cock to breed me."

A girl on her back was sucking on a big pair of black balls while stroking the thick shaft, as the voice intoned, "Your one and only purpose in life is to worship big black cock."

I repeated, being pulled into the video like I always was, in a hypnotic sort of way, "My one and only purpose in life is to worship big black cock."

"Mmmmmm," Joan moaned from behind me. "Isn't that a nice cock?"

"So nice," I agreed, entranced by the video.

A new scene appeared, of a girl bouncing on a big cock and looking to be in complete euphoria, as the voice said, "You're a sissy slut for big black cock."

I repeated the words, imagining it was I somehow bouncing back onto that big black cock, "I'm a sissy slut for big black cock."

"I'd be a slut for that cock too," Joan added, obviously enjoying the video, and whittling away at my deeply ingrained shame by getting turned on by the same things that I was.

The video was nearing its end, as the scenes became quicker and the repeated phrases shorter.

Three black men stroked their big black cocks as the voice said, "You love BBC."

"I love BBC," I repeated, staring at all three of those long, thick, glistening cocks, seeming to be calling my name.

"You... love... big... black... cock," she said, stressing each word very slowly, as a pretty brunette stroked a big black cock.

I repeated, "I... love... big... black... cock," experiencing a strange extra rush, knowing my beautiful girlfriend was right behind me not only literally but figuratively, while she was not only watching the same video I was, but listening without reproof to my many sick and twisted declarations.

A cheerleader was deep throating black cock, as the voice said, "You live for black cock."

"I live for black cock," I repeated.

A nerdy girl got face fucked by a fat black cock as the voice said, "You crave black cock."

"I crave black cock."

A schoolteacher was bent over her desk taking a big black dick in her pussy, as the voice continued, "You service only black cock."

"I service only black cock," I repeated, my eyes glued to the screen.

As two black cocks spit roasted a MILF the voice said, "You're addicted to BBC."

"I'm addicted to BBC," I repeated mindlessly.

"You can't resist big black cock," the voice said, as a girl dropped to her knees before a huge black dick.

"I can't resist big black cock."

"I wouldn't be able to resist that one either," Joan chimed in, sounding as in awe of the plethora of perfect black cocks as I was.

"You're a slave for big black cock," the voice said, as a girl with a silver choke necklace actually engraved with 'BBC slave', stroked and sucked a big black cock.

"I'm a slave for big black cock," I repeated word for word, having watched this same video and repeated these same words so many times I could do it without the video, except I'd miss out on the visuals.

As a Latina was pounded hard and was clearly experiencing intense pleasure, the voice said, "You want to feel the way she feels."

"I want to feel the way she feels," I repeated with feeling, so curious to know what it would feel like to get fucked like that.

"It feels amazing," Joan added.

"I bet it does," I said, as I imagined Joan taking that massive black pussy fucker.

"You want to be her," the voice added, as a pretty blonde was furiously pounded from behind.

"I want to be her," I repeated.

"I have been her," Joan said wickedly from behind me.

"Tell me more," I begged; I'd love to hear that story.

"Not now. Keep watching," she ordered.

"You love the taste of BBC," the voice said, as a petite brunette with her ponytail flying everywhere bobbed up and down, and then swirled her tongue around a huge chocolate stick, making it glisten with visual appeal.

"I love the taste of BBC," I repeated, and so did Joan.

Surprised, I turned around to look at her, but she ordered, "Stay focused," pointing at the computer screen.

"You can't resist big... black... cock," the voice said in a slow seductive tone, as a tiny Asian on all fours bounced on a big black cock, obviously near apocalyptic bliss.

"I can't resist..." I began, then was joined by my hot girlfriend in finishing, "...big... black... cock."

"You must submit to any BBC at all," the voice stressed, as a cute coed pulled down a pair of sweats to reveal her very own massive black snake.

"I must submit to any BBC at all," I repeated, now hearing Joan moaning behind me, now with only one hand resting on my shoulder.

"You must suck BBC," the voice said, as a chubby nurse gagged on a fat black dick.

"I must suck BBC," I repeated.

"You must dress sexy for BBC," the voice instructed, as a girl in sexy lingerie gave a nylon-clad foot job to a black prick.

"I must dress sexy for BBC," I repeated, a little ashamed to admit that pronouncement in front of Joan, and yet she seemed fine with it, or at least she didn't comment.

"I should do that to you," Joan said.

"That would be hot," I said, never having had a nylon foot job, but having watched tons of them on a website focusing on that niche.

"Dress you up, I mean," she clarified, surprising me.

"Oh," I said, as my telltale cock flinched at the idea.

"I could turn you into a pretty sexy little slut," she purred, as she tugged on my ear.

"Oh fuck," I groaned, not having complied with the recorded order to wear stockings for BBC. I'd bought myself a couple pairs of thigh high stockings, but only worn them once, as I preferred the feel of my penis against my pantyhose... although sissy boys, I'd learned from these sissy videos, didn't have cocks... a proper sissy had a penis or a clitty.

"You'd like that, wouldn't you?" she whispered, as she reached for my cock, and then added a single word that set me off completely, "Erica,"

"God, yes," I moaned loudly, hearing my name feminized, an idea I hadn't even thought of before, even though it now seemed so obvious. I trembled and came inside my pantyhose within a couple of seconds.

"Oh my, you really like that idea!" she purred, as she continued rubbing my cock while I continued coming all over myself. "Very well, then. You're my sweet little Erica."

"Sissies only want black cock; sissies only need black cock," the voice repeated, this time over and over for the entire final thirty seconds as very short clips of black cocks flashed constantly before me.

"Say it with her, Erica," Joan purred, as she squeezed my slimed cock through my pantyhose.

"Sissies only want black cock, sissies only need black cock," I repeated weakly five times, until the video ended.

"That was so hot," Joan said, as she moved around to stand in front of me, pulled my pantyhose down, scooped up some wads of my cum, and inserted them into her pussy. She then said, "Get down and eat my modified creampie, my sexy little sissy slut."

I was stunned and yet so aroused, as I rolled my chair forward a bit, leaned down, and licked my cum from Joan's wet pussy.
It was so humiliating.

And so stimulating.

And it was also, as I was soon to discover, only the beginning.

I licked all my cum out, the cocktail of our mixed juices quite unique and tasty, as she moaned, "Eat your cum out of my cunt, my sexy sissy."

Her words brought forth the naturally submissive nature I'd hidden away for all these years, as I obeyed, aggressively attacking her pussy and retrieving every last drop of our cum.

"Yes, you cum eater," she moaned, sounding as turned on by what we were doing as I was. "Eat it all up, like a good little sissy."

I don't think she was referring to my tiny penis, or even my slim feminine frame, but I took it that way, which enhanced my transition to submissive sissy and her obedient slave. I replied, between licks, "I want to be a good submissive sissy for my strong, dominant woman."

"Mmmmmmm," she moaned and twitched as I flicked her clit, "I like that. And I can be that woman for you."

She grabbed the back of my head and began grinding her twat against my face, something she'd never done before. I licked as best as I could, until she came, and a fresh helping of her pussy juice splattered all over my face as she screamed, "Yes, my sissy slut, lick up my cunt cum!"

I loved the alliteration as I did just that, licking up as much of her pussy cum as I possibly could... a taste I'd always enjoyed, and now even more so, since it was a cocktail of our blended cum.

Once done, she smiled and said, "Well, I came here to surprise you, but I was the one in for a surprise."

"I'm so sorry," I apologized, still a little ashamed she'd caught me in such a humiliating situation.

"No, I'm thrilled I discovered your secrets," she said, her face actually looking thrilled.

"You are?"

"If we're going to work as a couple, and I want us to work as a couple, we can't keep any more secrets," she said.

"I didn't think you'd understand," I said. I added, serving up my own vulnerability to her, "I don't even understand."

"Understanding will come in time, especially without any more secrets. We all harbour sexual fantasies we don't live out, and that we repress," she explained, almost sounding like a clinical psychologist, even as she kept her legs parted to allow me an amazing view of her pussy, thus presenting a very different persona.

"Do you have any?" I asked.

"Of course," she nodded.

"What are they?" I asked.

"Well... and I'm only telling you this because my naughty little sissy will no longer hide away any secrets from me... I've always been curious about having sex with another woman," she said.

"I support that wholeheartedly," I said, perhaps a little too eagerly.

"Of course you do," she said, giving me a smirk.

"Just saying, I support you unconditionally," I said, with a smile.

"Good to know," she nodded. "And although I didn't realize it until I caught you with your pants down so to speak, and then listened to your fantasies and watched these videos with you, I think now I may have a few new fantasies."

"Like?" I asked curious to know what my humiliation and perversion could have triggered inside her.

"Well, being gangbanged by black dicks sure sounds like fun," she smiled.

"Oh my," I said, visualizing her with three black dicks filling all three of her holes... even though I'd not yet fucked her ass; I didn't even know if she was into that.

"Fucking your ass also sounds pretty fun," she added, looking at me as my tiny penis hardened again.

"You want to peg me?" I asked, that being one of my very biggest fantasies, yet one I'd never fathomed ever having a chance to fulfill.

"Very much so," she said, as her nylon-clad feet went to my cock. "Shall I get a strap-on cock and fuck your virgin asshole? Would you be up for that? Or rather, down?"

Hearing her say asshole was somehow even hotter than her amazing offer. While she rubbed her silky sheer feet on my throbbing clitty. I usually took a while to regroup after an orgasm, but this time I was already ready, and loaded for more.

I answered, gradually coming round to the idea that I no longer needed to see myself as pathetic when I wanted to be the fuckee instead of the fucker, "Yes."

"Yes, what?" she asked, just like dominants did in the many stories I'd often read by silkstockingslover... pushing the submissive deeper into complete obedience by insisting they spell out what they want.

"Yes please, I want my beautiful girlfriend to bend me over and fuck my virgin asshole with her store-bought cock, which will be much bigger than mine," I replied, making it sound as wicked as I possibly could, even going out of my way to degrade myself, as I described exactly how I imagined her doing it.

"That's so fucking hot, you good girl," she purred, as she rubbed my penis with both of her nylon-clad soles.

"This is too," I moaned, both loving my first-ever nylon foot job, and loving that she was turned on by the idea of pegging me.

"Well, today is a special day," she smiled, as she got off the desk and knelt before me.

"So true," I agreed.

"Stand up," she ordered.

I did. "What I thought I was coming here for was to celebrate our six months," she said.

"What? It's not our six-month anniversary," I said, as she took my penis in her mouth, able to deep throat me without any effort at all. It would be four months on Friday... I'd already booked us a table at the best restaurant in town to celebrate it.

"It's been six months today since the day we met," she pointed out.

"Oh," I moaned as she bobbed on my cock, and at the reality of how sweet she was. I did remember when I first met her. I'd first noticed her because, unlike every other woman in the office, she was wearing pantyhose. I fell in love with her legs even before I saw her face, and eventually I fell in love with the entire package.... something I planned to tell her on Friday. To my mind, my using the 'L' word should be delayed until the time when I really knew it without a doubt... which I'd concluded even before tonight was absolutely the case, and now that she was being so supportive of all the kinks I'd always considered my secret shame, I was one hundred and ten percent certain.

She bobbed on my cock, and within a couple dozen stokes, I was already beginning to feel my balls boiling... I could never last long inside Joan's amazing mouth.

Her hands moved to my ass and gave it a squeeze, which she'd often done before, but this time I felt a finger against my ass, and while never losing the rhythm of her expert deep throat bobbing, she pushed a finger in my asshole.

At first my ass rejected the intrusion. But with a little insistent force, her finger broke through, I gasped, and instantly spewed a load in Joan's velvet mouth.

She kept bobbing, swallowing it all, even as her finger remained lodged partway in my ass, giving me a shockingly intense prostate orgasm.

Once she was done extracting every drop of cum in me, she pulled her finger out, pulled my pantyhose back up and said, "I have one more dirty little fantasy I often fuck myself to."

"What is that?" I asked, as she climbed back into her jeans.

"It's even nastier and more taboo than anything you revealed today," she said, intriguing me.

"I can't fathom that's possible," I said, as she grabbed her t-shirt.

"Oh, it's more taboo than an Asian dude sucking a big black cock," she said bluntly.

"More taboo than having a cross dressing boyfriend you fuck in the ass?" I asked daringly, feeling it so liberating to be able to say such wicked things out loud without any sense of shame or fear of ridicule, instead of being stuck forever with just imagining them in my head, or alone at my computer.

"Yes, and even more taboo than you eating my creampie after my cunt has taken a dozen loads of BBC cum," she said wickedly, now completely dressed, although her panties were still on the floor.

"Oh God, that's the hottest thing I've ever heard," I groaned.

She leaned down and kissed me, and whispered in my ear, her hot breath sending a warm chill up my spine, "My biggest fantasy is a lesbian threesome with me being the submissive slut to my two Mistresses."

"Oh God, that's hot," I moaned, the visual so captivating and erotic but I pointed out, "but it isn't overly taboo."

She walked to the door, stopped, turned her head to me, and revealed, with the wickedest grin ever, "The two girls I want... are my sisters."

I gasped as she walked out of my office and headed down the stairs, right after lobbing me a bombshell just as taboo and twisted as any of the ones I'd unleashed on her, after she'd let herself in with her key to surprise me, and then I'd accidentally turned the tables to surprise the fuck out of her.

"Come back here, you," I called out, imagining her elder sister Denise, a beautiful reddish blonde with amazing curves in a petite frame, and Jeanette, Joan's junior (by only thirteen months), shy academic sister (she was just finishing the thesis for her PhD), in the midst of a sexy daisy chain (of course all three were in nylons in my fantasy... and as it happened, all three ladies were so hot, that I'd already jerked off to that exact same fantasy, and more than once).

"Gotta go. See you tomorrow," she called back, in a tone that said she was getting a real kick out of dropping the bombshell she was now leaving me to deal with.

"If I recover from my heart attack after that reveal," I said, heading downstairs to forestall her.

She was finishing putting on her heels on as she announced, "Tomorrow we go shopping."

"For what?"

"Toys for that cute ass of yours, and a strap-on to strap around these cute hips," she said, posing with her hands on said cute hips.

"Are we really going to do this?" I asked, knowing that Pandora's Box had been not just opened, but nuked to smithereens.

"I refuse to allow my sweet sissy girlfriend to live in denial or regret," she teased, coming over and kissing me tenderly.

"I have no regrets," I said, as I looked into her beautiful blue eyes. "At least not now."

"But if you don't let me help you explore this side of your sexuality, you'll always wonder, and one day you'll regret not following up on today," she prophesied.

"Maybe, maybe not," I said, not yet having any time to process all this... and I was a man who liked to ponder thoroughly, and even make pro and con lists, before making any major decisions.

"There won't be a maybe, and absolutely no maybe not, ever again," she said. "You want to get fucked, and I'm just the girl to fuck you."

"That is the hottest thing you've ever said," I pointed out.

"Hotter than my wanting to be the soft squishy center in a lesbian sandwich with my hot sisters? And if my stern Mistresses allow it, while you watch?"

"Okay," I corrected myself, imagining her rather aggressive older sister taking control of her two younger sisters. "It was the second hottest thing you've ever said."

"And I want to be there cheering you on, when you take that first BBC into your mouth," she added.

"Okay, the third hottest thing I've ever heard you say," I laughed.

"Friday night, after our dinner and the musical, I'm taking your anal cherry," she promised, kissing me one more time, giving my penis a squeeze though my sticky pantyhose, and walked to the door.

"Okay, you make me keep renumbering the order of the hottest things I've ever heard from you," I said, adjusting my penis, which was bent awkwardly in my pantyhose.

"Oh, and beginning tomorrow, your Mistress requires you always to be in pantyhose, or sheer stockings if you prefer, beneath your suit at work, or whatever clothing you're wearing elsewhere," she instructed, opening the door.

"Fifth hottest, or maybe fourth, I'm losing track," I said, completely overwhelmed but in a good way, at the wild turn of events beginning the moment I was caught in the act of watching BBC sissy hypnosis porn and believing my relationship was over... and then miraculously, it wasn't!

She closed the door, leaving me standing there in bewildered awe and soiled pantyhose.

"Wow," I said to myself, as I went back to my office to shut down.

Who would have thought serendipity would play such a wild, crazy, wonderful trick on me?

"Wow, just wow," I repeated to myself as I grabbed her panties off the floor and placed them against my nose. God, she smelt good. I knew these would be resting on the pillow beside me tonight.

I pulled off the pantyhose, took a shower, and got ready for bed. I saw my phone flashing with a picture text from Joan. She was holding a strap-on around her waist (at an adult shop, it appeared) with the message: Sorry, couldn't wait for tomorrow to buy one. Think I'll look hot with this around my waist wearing some lingerie?

I texted back, although her message was fifteen minutes old: First, you always look hot. Second, you'll look amazing when you're wearing that one and it's buried deep in my asshole.

She texted back a few minutes later: I bought a few special items for Friday, and some for the rest of the week.

I texted back, thinking tomorrow was only Tuesday: What did you buy?

She texted back: That's for me to know and you to find out when I want you to.

I texted back: Sigh. Fine.

She texted back: And going forward, NO touching that cock of MINE without permission.

I loved that she called my tiny penis a cock. Thinking of the plethora of stories by silkstockingslover where a submissive is ordered to obey a dominant, I replied: Yes, Mistress.

I got into bed, my tiny penis again hard but now untouchable, as she responded: Good girl.

I felt myself blush at her purposeful decision to call me a girl.

I texted back: Good night, Mistress.

She texted back: Good night, Erica.

My tiny penis flinched, begging for more attention.

I ignored its needs, as I began my journey of utter obedience to my sweet, and apparently dominant (although a switch), girlfriend.

THE END OF CHAPTER 1

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COMING IN A COUPLE OF WEEKS:

Sissification 101: Chapter 2: Where both Eric (a) and Joan discover the joys of toys.