Sissification 101 Ch 03



Summary: Eric(a) gets pegged for the first time.



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



Recap so far:



Sissification 101 tells the story of Eric, a mid-30s Asian, who has been hiding his sissy side curiosity for years until he is caught in pantyhose watching hypno-sissy porn by a very supportive girlfriend.



Sissification 101 Ch 02 as Eric begins his sissy training by getting his ass trained for cock and his tiny clitty caged by his girlfriend as the hierarchy is established with Joan in control.





6. PEGGED... A LOVE STORY

FRIDAY

Joan was already gone when I woke up; she was a morning person.

She left a note:

I want you in the white panties and the complete set of white lingerie all day, and of course the cage, since I have the key.

Looking forward to tonight.

Love Joan

The only thing I focused on as I read the letter was one word: love.

She loved me.

After a few of the craziest days of my life, each more amazing than the previous, I was getting ready for an even more amazing one: both romantically and intimately.

Today already hadn't gone as originally planned, as I'd told her I loved her last night, instead of waiting. That said, everything else was in line for the night of our lives.

I took the plug out.

I got out of bed.

Standing up, having been lying in bed the entire time I'd been in the cage, I realized how heavy it was.

It seemed, ever so slightly, to pull my clitty down.

I looked at myself in the mirror with my clitty caged.

It looked so pathetic and fragile.

I showered, which was a little awkward with the cage, especially while trying to wash my clitty.

I put on the lingerie... that challenge taking way longer than I'd anticipated. The garter-belt was difficult to figure out, and I didn't realize until I went pee that I should have put the panties on after the garter-belt and stockings, not before. Unfortunately I didn't have time to fix it, as I was already running late. Which made getting my clitty out to pee, even more of a struggle.

I went to work, and it was the longest day ever.

First, all I could think about was Joan, and the night ahead.

Second, every second Friday Joan's entire department had the day off, so she wasn't even there.

Third, I couldn't focus on anything, as I imagined Joan wearing a strap-on, or Joan taking Carter's BBC in one of her holes (I could just tell he had a big cock).

Fourth, Joan teased me all day.

A morning text: Just a picture of her strap-on and some lube lying on her bed. My clitty desperately tried to get excited, but thwarted by the brass ceiling.

I texted back: Who is that for?

But she didn't respond to my playful banter.

At 10:00: A picture of just her feet, her toenails freshly painted ruby red, in black nylons. My clitty desperately wanted to salute the beautiful, perfectly manicured toenails, but the cage said, Nope!

I texted back: Those look perfect. I can't wait to worship them as they deserve to be worshipped.

At 11:00: A picture taken by someone else, of her at a salon getting her hair done.

I texted back: You look amazing, honey.

At noon: A picture of a gloryhole with the caption, Don't you wish you were here?

My clitty so badly tried to answer that one with some action, but was denied entry, a constant reminder that 'you know who' was in charge of it.

I texted back: I hope we go on a date there someday soon. We could both gobble up all the chocolate we could handle.

Every single time, she was ignoring my responses, or at least not replying to them, which was frustrating. And because of my chronic insecurity, a little rattling... even though if I stepped back for some detachment, it seemed pretty obvious I had very little, if anything at all, to worry about.

At 1:00: A picture of a white woman between a black woman's legs. It wasn't Joan, but her question was hot... How badly do you want to see me eating a chocolate cunt?

I responded: My clitty tries to destroy the cage when you ask a question like that.

No response from her.

At 2:00: A picture of a black cock... a big hard black cock. Just visiting Master Carter. Don't worry, I didn't do anything other than watch him stroke and get hard so I could take the picture.

Oh fuck.

Carter's dick was huge!

Easily 10 inches.

Thick.

Majestic.

Captivating.

Mouth watering.

Cage rattling.

I had nothing against her sucking or fucking him... although if I had a choice, I'd want to be on hand to watch.

I responded: Please tell Master Carter his cock is mouth watering, clitty crowding in the cage, and amazing.

At 2:10: An open mouth displaying a big lake of white cum in it. I promise I didn't touch his big black cock, although I wanted to so badly. I didn't suck it, or let him fuck me, although I promised he'd be our first if we decided to follow through with serving a BBC Master for the two of us. That said, he insisted I catch his big load, and savour it for you. I obeyed, as a good submissive will do for ANY BBC.

God, I needed out of this cage.

If I had the key, it would be unlocked and I'd be spewing my load in seconds, I imagine.

Yet I didn't have the key.

I was completely helpless, and at the whimsical mercy of my beautiful girlfriend.

I texted back: You're a very lucky BBC cum slut... which I hope I get to join you in being VERY, VERY, SOON. PS: my clitty has a headache from her day of desperate attempts to salute every picture and message you've sent me.

Still no response from her... it was amazing how needy I was becoming. I needed her validation. I needed her voice. God, this was definitely love.

At 4:00: A gif of a guy getting spit-roasted. A BBC in his mouth, and a strap-on wielded by a hot blonde at his back end. The message this time had me aching in ways I'd never felt before: Carter and I discussed trying this position with OUR sissy.

Our sissy.

Holy fuck.

That should have terrified me.

I'd willingly given myself mind, body, soul and caged clitty to the woman I loved... and it seemed that with that willing submission I was also surrendering all my freedom, plus any vague semblance of normalcy (if that even existed anymore) to a black college stud.

Each text made my clitty ache with frustration.

And with discomfort.

And acceptance.

I replied, making it clear I was ready to replace that guy: My mouth and pussy exist only for my Master's and my Mistress's pleasure.

I pressed Send, feeling a rush of adrenaline course through me, as my clitty struggled against her restraints uncontrollably, like a desperate fish on a hook.

For the first time she texted back, just a single word: Soon.

And at 4:30: Go to your office... NOW.

I was actually just shooting the shit with Kevin, a partner, when the text arrived.

"I've got to get going," I said. Kevin knew, and even cared, that today was our four-month anniversary, as he was a romantic guy who still brought flowers home to his wife... weekly.

"Joan?" he asked.

"Yep," I nodded.

"Enjoy tonight then," he said, completely unaware of the new power dynamic that had surged into place for us this week.

"I imagine it's going to be life altering," I said, thinking of that strap-on.

"Don't go in there demanding too much of yourself," he cautioned. "Just be who you are."

"For the first time in my life, who I really am is exactly who I'm being," I said, feeling so liberated not to be living a lie anymore. Well, I was definitely living a lie to Kevin and everyone else who knew me... but with the one I cared about the most, I was completely naked in every conceivable way... although physically naked only when it was allowed.

"That's great," he said, and then joked, "Don't do anything I wouldn't do."

"I'll try," I smiled, as I headed to my office, wondering if Joan was there, and thinking it unlikely that Kevin ever got pegged.

To my surprise, she wasn't.

But there was a giftwrapped box on my desk.

Having no idea what it was, just knowing I'd be better off if no one saw my gift. I closed and locked my office door, then unwrapped the box. According to the outside, it was called a Dual Vibrating Egg for Penis and Anal Vibrating sex toy.

My phone rang.

It was Joan.

"Hi, honey," I greeted, looking forward just to hearing her voice.

"Hey, baby," Joan replied. Just those two words, and my heart melted. "How was your day?"

"Nowhere near as exciting as yours.''

"Everything I did today was for you, baby."

"Everything?" I teased, slightly scoffing.

"Well, I did receive some benefits from doing them, for sure," she admitted cheerfully.

"Was the chocolate satisfying?"

"I'm sorry to say that I was just allowed to have the creamy filling," she said. "Although I was really tempted to gobble down that chocolate whole."

"I can imagine," I said, visualizing my beautiful girlfriend on her knees sucking that young big black cock.

"You're imagining me sucking Carter's big black cock, aren't you?" she nailed me.

"I plead the Fifth," I responded with a slight chuckle, in awe of how well she knew me.

"I'll take that as a 'yes you most certainly would like to see me with ten inches of Carter's big thick black cock in my mouth'," she said wickedly.

I responded, countering her nasty words with some of my own, although I whispered them, somehow nervous to be heard outside my office, even though I knew that would be impossible, "Or seeing that big fat youthful cock slamming into that pink pussy of yours."

She jumped right back with, "Or even rooting up my tight asshole."

I countered, each of us upping the other's sexual ante, "Or tearing apart my virgin cunt."

"Okay, you win," she laughed, before adding, "although that virgin cunt is mine."

"Well, that goes without saying," I said.

"On that happy note, what do you think of your gift?" she asked.

"It looks, umm... confusing," I said. Basically it was a couple of bright-coloured smallish objects connected to each other with electrical wiring; and that was it. "Umm... I'm guessing the one shaped like an egg should go in my ass."

"That's right, and I expect it to go in your ass right now," she said. "I left some lube in your top left-hand desk drawer."

"Okay, but what about the other one?" I asked.

"It's a clamp, and usually it would go around a cock," she said, "but you don't have one of those."

That hurt, yet turned me on.

"It could also go around your clitty, except for that tiny thing being caged," she added, humiliation compounding humiliation... which only added to my complete sexual submission. "See if it can fit around your cage."

"Okay," I said.

"Do it now," she ordered.

"Okay," I repeated.

"Okay, what?" she snapped.

"Okay, Mistress," I corrected.

"Good girl," she said. "First of all, see if the clamp fits around your cage. When I bought it on Monday evening, I hadn't even thought of caging you yet."

"Okay, Mistress," I said, taking my pants down.

I grabbed the toy, awkwardly worked it inside my panties (I really should have put the panties on outside the garter; it had been a complete inconvenience this way all day). Although not a great fit, it did fit around the cage, just awkwardly.

"It kind of fits, Mistress," I reported.

"Good. Now lube up the egg and slide it in your pussy," she ordered.

"Okay, Mistress," I replied, getting more excited with each order she gave me.

"You love being told what to do, don't you?" she asked, as I opened my desk drawer and saw the lube immediately. She likely should have put that somewhere a little more discreet, but it wasn't for me to criticize.

I admitted, "It's like you can read my mind."

"Well, we're both very similar kinds of sexual deviants," she said. "We have lots of the same kinks."

"Well, there is that," I laughed, as I coated the smallish egg with lube. This would be a lot easier to slide into my pussy than the last plug, and also assumedly easier to walk around with.

"You like being my slut?" she asked.

"I love it," I admitted, as I stood up, positioning myself to slide the egg inside my needy cunt.

"I know you do, my slutty, sissy pet," she said wickedly.

"Oooooh," I moaned softly as the egg slipped inside my pussy.

"I heard that. Is it in?"

"It is," I answered. I then added, "Umm... but according to the packaging, there should be a remote."

"Should there?" she asked with such blithe innocence that I knew she'd taken possession of it.

"I can't wait to see you," I said, having been looking forward to this special night even before it had become a sexual special night.

"I can't wait to see you too," she said rather sweetly. I was anticipating more of a disparaging response, so her tender answer made me smile. I hoped this was more how she truly felt, and her endless putdowns were just playing the game to make me happy in the twisted fashion I needed.

"Six o'clock," I said.

"Don't be late," she said.

"You're the one who's usually late," I pointed out, me always striving to be at least ten minutes early for any appointment.

"Yeah, yeah," she said. "I've got to go, Got to finish getting ready."

"Love you," I said, the words flowing off my tongue so smoothly.

"Love you too," she replied, and hung up.

It was crazy how we could segue from two completely opposite modes in a moment: from dominant Mistress vs. submissive sissy sub, to two lovers uttering sweet, tender, declarations of love to each other.

I pulled up my pants and sat down, my pussy so well trained by now it easily swallowed the egg whole, giving me no discomfort at all. And the padlock on the cage wasn't noticeable at all, my having rotated it beneath my scrotum so as not to give me a bigger looking package.

I finished work. Well, really I played five games of Clash Royale, before I left the office to head out for the night of my life.

But first I went home.

Changed clothes... well, not all my clothes, the lingerie remained, but I did at long last undo my stocking clasps, take my panties off (weird saying my panties), re-clasp the stockings, and put the panties back on where they should have been in the first place. There was a lot to learn about being a girl.

That felt way better.

I grabbed the bracelet.

I drove to the restaurant and arrived twenty minutes early.

Joan, as usual, arrived ten minutes late. I was already seated, and had wine poured for both of us.

I didn't see her arrive... I felt it.

Buzzing started in my pussy.

Intense buzzing, with wild sporadic patterns and vibrations! Whoo!

I had to grab the table to steady myself, as the toy stimulated my prostate perfectly, and my clitty also tingled with mind-numbing pleasure, while the vibrations also rattled my cage (and thus my clitty, and fortunately not very loudly).

A moment later Joan arrived where I could see and greet her, and like the gentleman I was, I stood up for her. She smiled and said, "You look handsome."

"You look amazing," I returned, admiring her red dress, black stockings (I assumed they were stockings on an occasion like this), and five-inch red heels.

"Don't I always?" She asked, as she leaned in and kissed me, her hand reaching around to my ass.

"Always," I agreed, as she squeezed my ass.

"You're literally vibrating with excitement," she playfully punned (which, to my surprise, is an actual word).

"I've been thinking about you all day," I said.

"I've been thinking about you all day too," she replied as she sat down... as did I. Although very cautiously, as the buzzing continued at an intensely pleasurable pace.

"Well, now we're here," I smiled.

"Yes, we are," she smiled, as she took a sip of her wine, and a moment later the vibrations shut off. She said, "I probably shouldn't have made my entrance so... shall I say, titillating. Because the rule tonight is no sex talk during dinner."

"Agreed," I smiled, as our waitress came by, and we ordered a couple of appetizers and our entrees.

I won't bore you with details of the next hour, but we chatted about where we should travel this summer (she wanted to go to Italy... it's her dream trip, although she wants to hit all of Europe whenever time and money will allow), we discussed why most of the best music was in the 1980s or earlier (including that back then everyone wrote their own music, and could actually play an instrument (auto tune should be illegal)), we agreed that the best movies were action movies with some humour, and we pondered when we should introduce each other to our families (concluding, albeit with a little trepidation, her parent's 40th wedding anniversary in three weeks would be the best time).

I thought this would be a good moment to pull out the jewelry box and place it on the table in front of her. "Just a little something for the woman I love."

"You shouldn't have," she said, taking the box.

"Yes, I should have."

"All right, yes, you should have," she laughed as she opened the box. "Oh, it's beautiful!"

"I hoped you'd like it," I said, having spent a long time looking through a variety of bracelets before choosing this one.

"I love it," she said, her smile and red cheeks confirming she really did. "It's so sweet."

"And I love you," I smiled, loving those three simple, yet all-empowering words.

"I love you too."

The waitress arrived, and we ordered a cheesecake to share.

"So, this play may be a little too much for you," she cautioned.

"How so?" I asked. I love musicals, which stereotypically may explain my sexuality crisis. Yet I wasn't gay. I loved Joan, and she turned me on both before and after she caught me in the act, per se. However, I was beginning to accept I may be bisexual. Or more of a natural cuckold, if that's a thing. Who knows? Labels are always annoying, as they try to pigeonhole everyone too restrictively.

"There are a lot of black men in this play," she smiled.

I laughed as I countered, "Then It could be too much for you, as well."

"Touché! So it should get us both all revved up."

"With someplace to go," I sang, playing on the Meatloaf song and our plans for after the musical.

"Indeed," she smiled, as the cheesecake arrived, and the buzzing in my clitty and pussy resumed, this time at a lower setting.

"Nice," I said, controlling a moan, as the waitress assumed I meant the cheesecake.

"Enjoy," the pretty girl said.

"Oh, he will," Joan spoke for me.

She walked away looking a little perplexed, just as a shoeless foot reached between my legs.

"Horny?" she asked, as I reached down to grasp the sheer, silky foot.

"Pretty much twenty-four seven," I replied.

"The cage is working, then," she deduced.

"It seems to be," I nodded. "It keeps me in an almost perpetual state of frustrated arousal, which I guess is the point."

"Hey, that was me when I was still single," she joked.

"And that's also every guy around," I replied, as she put pressure on my crotch. "Ever."

"Touché again," she smiled, as she reached out her fork for another bite of our cheesecake.
Thereafter we ate our dessert in silence... the only noise being a faint buzzing in my pussy... that even I could barely hear, and I wasn't sure if Joan could hear it at all.

We finished the cheesecake, I paid the bill, and we strolled out hand in hand... the buzzing suddenly stopping... which was both good and bad. I was really enjoying the teasing pleasure in my nether region, but I wasn't sure I wanted to walk through downtown in a state of frustrated horniness.

The theatre was two blocks away, so we walked. Just enjoying the evening air and each other's company.

We entered the theatre.

We stood in line together chatting away about whatever, to purchase glasses of wine.

We chatted.

The buzzing started up again.

She smiled, as she pulled out the remote, "I really like this thing. And especially the look on your face whenever I exert my power."

"I bet you do," I said.

She shut it off again. "Just a tease for later."

"I'm not sure I can take much more of that kind of teasing."

"Too bad, you'd better get used to it," she said, sipping on her wine.

Three hours later, we left the theatre following a wonderful show. Humming soul music, we went to Joan's car to fetch a travel bag she insisted was vital to the rest of the night, we summoned an Uber, both of us having had a couple more drinks than the law would allow before driving.

Joan, not too concerned about the driver, or perhaps deciding to give him a drive to remember, said, "God, I can't wait to get to your place and really fuck the shit out of you."

"Don't you know I'm more than just a piece of meat?" I joked, not any softer than she'd been.

"You are?" she asked as if this was news, as she gave me a surreptitious wink.

"Yes, I have feelings too," I pointed out.

"No worries, you'll be feeling me," she countered, her meaning lost to the Uber driver but not to me.

Deciding to enhance the driver's shock I said, "I can't wait for you to take my virginity, dear." He would likely think, Who is this thirty-something Asian virgin?

Although that wouldn't last long as Joan clarified, "You see, Howard," that was the driver's name, "I'm pegging him for the first time once we get back to his place."

"Oh," the driver said, clearly shocked and a little uncomfortable.

"God, I'd suck your tiny dick right now if it wasn't caged," she added.

"Up to you; you're the one with the key," I pointed out, the idea of her lips wrapped around my clitty making my cage rattle, a bit more figuratively this time.

"Oh shit," she said.

"What?" I said, her tone worrying me.

"I have no idea where I put it!"

"Really?" I asked, that scaring me a little. I liked the cage. I liked the discipline. I liked giving her all the power. But I couldn't fathom her never being able to take it off me even if she wanted to.

She didn't speak for a few seconds, long enough for my stress to grow alarmingly, before she laughed, "It's all right sweetie, I have the key."

"I hate you!"

"I thought you w-w-oved me," she whined, suddenly all baby talk.

"I can't stay mad at you," I said.

"Because you w-w-ove me?" she asked, pouting. God, she even pouted sexily.

"A little," I answered.

"Onwy a widdle?" she carried on with her spoiled little girl act. "Just wike your clitty is widdle?"

"Oh, that widdle thing? Yes, I love you much more than that," I reassured my widdle girl.

"Thank God," she said, before adding in a normal voice as Howard pulled up to my house, "In case you didn't catch our drift Howard, my boyfriend's dick is really small."

He stopped the car without comment, but I did think I saw an embarrassed cringe.

"Her strap-on is a lot bigger than my clitty," I added.

"And you're about to take it up your tight virgin cunt."

"And I can't wait. Thanks for the ride, Howard," I said.

"But now my boyfriend's about to really go for a ride," she added.

"Have a good night, you two," Howard said, clearly discomfited by the entire situation, and happy to see our backs.

We got out of the car, went directly up to my bedroom, and she pushed me onto the bed.

I complained playfully, "Hey, I think the man is supposed to do that."

She refuted, "No, the Mistress does everything, and the sissy gets things done to her. Until the Mistress changes her mind, of course."

"Yes, Mistress," I agreed, as she got onto the bed with me and began kissing me.

And right before the wildness that was about to occur... dominant sex... sodomy... my sissification getting enhanced... we shared some tender intimacy.

We kissed.

Nothing more, nothing less... for a good ten minutes.

No talking.

No groping.

Just our lips pressing together and our tongues dancing with each other. Oh yes, and sighs. There was lots of sighing.

She broke the kiss... I would have remained in this moment of sweet tenderness forever... although I was really dying to see what was under her dress and to cross my next frontier of sissihood (I know that's not a word; perhaps it should be).

She looked into my eyes... with love and caring. "Last chance to change your mind."

"Do you want to change your mind?" I asked, hoping her answer was no. I'd found my soulmate, and I hoped she still wanted to explore all the devious fucked up kink I'd only ever dreamed of doing.

"Not at all," she said. "But I want to make sure you're one hundred percent certain you want to do this. Once we go through with it, we won't be able to unsodomize you afterwards."

"But I have a pussy, you've said it yourself," I pointed out with a smile. "And you can't sodomize a pussy."

"Okay then," she smiled back. "But my point is the same, just in different words. You can only have your virginity taken once."

"Agreed. And since you ask, I'm one hundred percent certain I want to lose it to you," I said. Considering that this discussion was about a girl about to ass fuck a guy... not to mention about a woman transforming a man's masculinity into femininity, it was an incredibly romantic one, and I wanted to make that very clear. "Bottom line Mistress: I love you, and I want to do everything with you, and to do everything I can to please you, for the rest of our lives."

"Wow! I really felt that. You're the sweetest man I've ever met," she professed sincerely.

"And you're perfection," I replied.

She leaned in and kissed me again.

This time for just a few seconds before she broke the kiss again, got off the bed and said, "Then I guess it's clear that your commitment to this course of action is totally settled, and therefore so is mine. So going forward..." and she jumped back into a playful mode... "you want to see what I bought just for this special occasion?"

"Yes, I do," I said with bated breath.

"I'll be back in a minute," she said. "Why don't you get out of that misleading man costume? For the rest of the night you're to be who you really are... a sissy slut."

"Yes, Mistress," I replied, as she grabbed the travel bag we'd collected from her car and left the room.

I got undressed, as intense high-speed vibrations resumed in my cunt.

Not getting completely undressed, of course; I left on all my wedding night attire.

White lingerie.

With white stockings attached.

Looking into the mirror, I looked incredibly feminine.

I also looked incredibly sexy. (Which isn't as conceited as it might sound. I'd never seen myself looking anything like this before, and I was blown away!)

My overly feminine body, which had always been my second largest insecurity (after the size of my penis), had suddenly become an asset.

I admired myself in the mirror, wondered if perhaps I should begin painting my toenails, and then I began posing for myself. I was bending over to check out my ass, when Joan walked in.

She startled me by asking out of the blue, "Admiring your girlish beauty, my sissy slut?"

I turned around about to quip something, but instead I froze and gasped. I'd expected that she'd been wearing something sexy underneath her dress all evening, but nothing could have possibly prepared me for what I was suddenly staring at.

"Like?" she asked, as she posed for me in a black leather teddy (although that's a very inadequate descriptor for a dominatrix goddess outfit), which was attached to black stockings, and black five-inch-heeled boots that went up to her thighs. She undoubtably looked like a Mistress.

"You look unbelievable," I moaned, helpless from lust, unable to remove my stare from the entire package that was Joan. She looked radiant, and equally dominant. The strap-on cock pointing directly at me completed the ensemble, making her into dominance personified.

"I know I do," she said, as she turned around to show off the seams going down both legs. (If your Mistress has a seam down the back of her stocking, you know she means business.)

"Wow, just wow," I said, as my clitty desperately tried to break through the cage that was keeping her down.

"Like my new necklace?" she asked, turning back around to show it to me.

I looked at it and noticed that besides it being a very nice delicate gold chain... it also had a key suspended from it... assumedly my cage key.

I said, "Very nice."

"I thought this would be a convenient place to keep it, so I could lock or unlock your cage anytime and anyplace.'

"Good idea," I said, desperately hoping I'd be uncaged tonight.

"So since you're dying for me to unlock your cage," she said, reading my mind again but probably not needing much clairvoyance this time to do so, "you have a task to perform. This cock isn't going to suck itself," she hinted broadly.

I began to walk towards her, eager to take her cock in my mouth, but she stopped me in my tracks. "Nope! Crawl, sissy."

"Yes, Mistress," I obeyed, having read those exact words many times in a variety of domination stories by silkstockingslover. Usually the statement was made by a dominant woman addressing a submissive woman; and at this moment, I realized, the same was true here.

Joan was the dominant female.

I was the submissive female.

Joan was going to train me to be a submissive sissy slut.

I was going to obey without hesitation every order given me by my dominant Mistress.

I lowered myself to my knees and then, like a good pet, I crawled the few feet to my Goddess of a Mistress.

"You like being on all fours, Erica?" she asked as, with my hands still on the carpet, I sat on my haunches before her.

"I do indeed, Mistress," I replied, bending down and kissing her boot.

"Nicely done, except that I require balance at all times. Kiss the other one, too."

I did.

"Now turn around, I want to see that pussy," she ordered.

"Yes, Mistress," I obeyed, turning around and showcasing my arched back and feminine ass proudly, posed as if I were a top competitor in the annual Westminster Kennel Club Dog Show in New York City.

"Reach back and spread those cheeks nice and wide, so I can get a really good look at that pussy," she ordered.

I had to abandon my championship bitch pose and far less gracefully, I rested my head on the carpet so I could do as she instructed.

"Pull those ass cheeks apart wider," she ordered.

I pulled them as far apart as I could possibly go.

"Shit, I think we'll have to manicure those nails one day soon," she observed.

"I was already thinking of painting my toes," I admitted, keeping my ass cheeks wide.

"Oh, we'll be doing your fingernails too," she promised.

"Yes, Mistress," I said, a little self-conscious about having my fingers painted, and then going out in public.

"Now come and get this cock nice and ready for your virgin pussy," she ordered.

Part of me still couldn't believe this was happening... my greatest fantasies coming true like this... it still seemed unreal... like the best, and also longest, dream ever.

Yet my caged clitty, my all-white lingerie, plus my girlfriend's black dominant attire all made it pretty clear. This wasn't a dream.

I knelt before her and took the black (of course) cock in my hand. "What a great cock," I admired, even though it was quite small for a black one.

Six Inches.

And thin.

"It's just a beginner cock," she said. "Your pussy couldn't possibly take my two bigger black cocks," she said and paused for a moment, "yet."

As I stroked the cock I said, "I can't wait to be able to take every big black cock you can find into my needy cunt."

"All in good time," she said, as I licked the shaft up and down... something I liked having done to me.

I did this for a few seconds before she ordered, "Now suck it, slut."

"Yes, Mistress," I replied, getting a rush of adrenaline every time she gave me an order... my clitty continuing desperately to try and salute this beautiful goddess... pleasure denied for the past few days really driving my core existence crazy.

I opened my mouth and took the delicious cock in my mouth, as the vibrations again resumed inside me, this time more intensely than ever before. "Oh fuck," I moaned just before I wrapped my lips around Joan's cock.

I bobbed slowly on the cock, still getting used to the strange yet natural feeling of having a cock in my mouth... albeit only a plastic one.

God, I really wondered what a real cock would feel like between my lips... deep inside my mouth.

"A sissy slut bobs on a cock, she doesn't fucking make love to it," she scolded.

I followed her instructions as I began to bob on the cock, determined to take all six inches in my mouth. I wanted to be a great cock sucker, especially when the inevitable opportunity to suck Carter's big black cock, or any other big black cock, was offered to me.

"That's better," she encouraged, moaning softly.

Was she getting turned on from watching me suck her cock as much as I was stimulated from sucking it?

I had four inches going easily in and out of my mouth, and I tried taking a little bit more with each forward bob. I was determined, come hell or high water, to take the entire six inches into my mouth.

"That's it, keep taking more and more between those pretty cock-sucking lips," she encouraged, constantly reading my mind.

The strange compliments continued enhancing my inner pleasure and lust, even as my outer pleasure was still completely restrained by the cage.

A dozen bobs and I had five inches in my mouth... which gave me a rush of excitement as I got closer to deep throating all six inches.

"Getting closer, faggot," she said from above me, that term always seeming harsher than others.

I was a sissy... hard to argue, as I loved dressing up.

I was a cuckold... I definitely wanted to watch Joan getting fucked by BBC. I wanted her to have the massive orgasms from a real dick that I couldn't give her physically, but that I certainly could assist her in reaching with others.

I was a cock sucker... well, I wanted to be. I already had a plastic cock in my mouth in part to practice with, and I wanted nothing more than eventually to suck to completion a BBC.

I also wanted to taste a load of cum.

I wanted to take a facial.

I also was curious to get fucked... today by Joan's strap-on... another day by a BBC.

Yet, I wasn't sure I was a faggot. In fact, I probably wasn't one, since I got turned on by women. I didn't find men sexually attractive... just cock... and more accurately, just black cock.

I didn't want to kiss a man.

I didn't want to hold a man's hand.

I most certainly didn't want to date a man.

Could you imagine me flirting with Carter? I think not.

Could you imagine Carter flirting with me? That would be just plain wrong.

I just wanted to suck and get fucked by BBC.

As I pondered all this... which in essence was just semantics... just boxes... just labels that oversimplified who people were... And who was I? I was who I was today, while tomorrow I might be something a bit more or less... as simple as that.

I took the final inch of my practice cock in my mouth.

I felt like I had won the Stanley Cup.

"Good girl," Joan moaned, congratulating me on my first ever deep throat. Sure it was only six inches, but after taking all of it for the first few times, I could now take it easily, without gagging at all, which was thrilling! Hopefully I would soon have larger... and actual... cocks in my mouth and down my throat.

Joan pulled out and asked, "What do you want, Erica?"

"I want your cock, Mistress," I responded instantly... my mind now switched to sexual submission cruise control.

"Where?" she asked, tapping my lips with her cock.

"In my cock sucker mouth, or if you would be so kind... in my virgin ass," I replied forthrightly, dying to feel the pleasure and pain of anal sex... the constant buzzing having been driving me wild ever since Joan had left to get changed, and had then returned to play.

"In your what?" she interrogated, tracing my lips with her cock.

"Sorry, silly me," I apologized, having briefly forgotten my new gender. "In my pussy, my cunt; I desperately want to feel your black cock pounding my virgin pussy."

"Better," she approved, as she snapped her fingers and pointed to the bed.

I crawled, like an obedient puppy, on all fours to my bed.

She ordered, "Take off your panties."

"Yes, Mistress," I responded, starting to stand up.

"But do so while on all fours," she ordered.

"Of course, Mistress," I nodded, thinking this would be a lot more challenging. I moved my left hand to my panties and tugged them down, but after only an inch or so they were caught on the cage.

I did the same on the other side, more forward than to the right this time, and with three yanks, the panties had managed to get past the cage, although it hurt like hell while they did.

It then took me another thirty seconds to slowly pull the panties down side to side, bit by bit, to my knees.

I raised my right knee and pulled the panties over it.

I did the same thing with my left knee.

After that it was easy: I just used my right hand to sweep my panties down my calves, over my feet, and off.

It literally was a workout; I was sweating afterwards.

"Good girl," she chuckled, clearly amused by all my tussles.

"Thank you, Mistress," I said, realizing I was also slightly out of breath.

"Climb onto the bed and roll onto your back," she said. "I need to see your caged clitty."

"Yes, Mistress," I replied, crawling onto the bed and then onto my back, the vibrations in my pussy and clitty still continuing relentlessly, although now my cage was swinging around whenever I moved.

"How has wearing a cage been for you?" she asked, as she crawled between my legs.

"Intense," I answered, that one-word answer pretty much encapsulating every feeling that had come with wearing the restrictive device.

Intensely humiliating... as I allowed Joan to take control over my manhood.

Intensely frustrating... as my clitty was constantly stimulated, yet ignored.

Intensely stimulating... I'd been constantly horny and on edge.

Intensely consuming... the cage had taken complete control of my attention, making it very difficult to focus on anything else.

Intensely life-altering... in one wild week, everything had changed.

She smiled as she cupped my caged dick, "The dear thing really is small."

"I know," I said, her humiliating words enhancing the pleasure consuming me.

"I mean ridiculously small," she said, bending down to get an up close and personal look at my pathetic little caged clitty.

"I know," I whispered, my heart filling with shame.

"And yet so easily excitable," she said, as she massaged my clitty through the cage, and then moved her finger up to my lips.

I sucked a very small amount of pre-cum off her fingers. I wondered how much leakage I'd had today... the constant stimulation throughout the day as my clitty begged for the attention and release the cage refused to allow.
She moved her hand around, inspecting my clitty in the cage. "I don't think very many men could possibly fit their cocks into this tiny thing."

I replied, "Only tiny sissies like me." Although I had to assume that some men with bigger dicks, and perhaps even the odd one with a large cock, had fantasies of sissification, or at least of giving handing over control to a powerful woman.

"I would think so," she said. She cupped my balls and said, "On the other hand, it feels like there's a pretty big load in here."

"That load has been rising and falling for days, now," I said; it felt like an eternity since I'd last come.

"Your balls do look cute, all shaved like that," she said.

"Thanks, Mistress," I replied. I imagine very few men would appreciate being told they had cute balls. Telling a guy he really had balls would be a nice compliment. Adding the word 'cute' would completely reverse the sentiment.

"Let's get you back on all fours," she ordered, slapping my caged cock.

I grunted, "Oooooh," as I obeyed her command... thinking I was finally about to take a cock up my ass... sorry, my pussy.

"God, you almost have a hotter ass than I do," she said, as she slapped it playfully.

"No one is hotter than you," I said loyally, as she pulled the egg, still vibrating, out of my desperate pussy.

"That's true," she agreed, as she shut it off and tossed it onto the bedside table.

"So," she said, my body trembling as she moved behind me, somehow already having lube with her. "What should we do next?"

"Probably be best just to slam that black dick in your sissy slut's cunt," I answered, feeling a rush go through me at saying such sick and twisted words.

"I don't know," she said, as she lubed her dick generously. "I'm not sure you really want to be fucked, and forever become a two-hole bimbo for dick."

Fuck, she had a nasty tongue.

More wicked than any porn star's.

This being a live scene way hotter than any scripted film.

The truth was that real life was always more fascinating than fiction.

I responded, almost pleading, no, strike the almost, "Please, Mistress, I really, really DO want you to be the first to take my virginity and make me your bimbo fuck slut. PLEASE train my pussy so I can take big black cocks and become the two-hole fuck box I was born to be."

"Mmmmmmm," she purred, as she moved right behind me and I felt her cock move between my ass cheeks.

"Just slam that big dick inside me," I moaned, preparing myself to feel a dick in my ass... my pussy. I knew there would be some pain, some discomfort... but all I cared about right now was becoming Joan's sissy slut... taking a cock in my virgin pussy... being sodomized... a word I found so hot.

"God, you're such a slut," she purred approvingly as she grasped my hips and slowly penetrated me.

"Oooooooh," I moaned in a very feminine tone as I felt her dick slide inside me. Maybe it was the butt plug training, maybe it was the lengthy buzzing from the egg, or maybe it was the complete sexual rush of submission... but I didn't really feel any pain... just an intense sensation as my clitty tried to harden.

"Your cunt is swallowing my dick," Joan said, as the cock kept going deeper and deeper into my no-longer-virgin pussy.

"Oh yes, it feels so good," I moaned, wondering how many inches my pussy could take. I learned a moment later it was at least six... as Joan's body was resting against mine... her cock completely inside me.

The moment was transcendental.

After years of being the one penetrating another (when I got lucky) ... being on the other end was surreal. Being the fuckee instead of the fucker was a completely different experience.

"Your cunt took it all, my sissy slut," she said, her hands remaining on my hips.

"Feels so good," I groaned, this experience continuing to be completely cathartic... years of fantasy, years of wondering, suddenly coming to fruition in one perfect moment of time.

She bucked her hips, making her cock somehow reach deeper than I'd thought possible, since she'd already been all the way inside me.

"Ooooooh," I whimpered, a sudden pain hitting me.

"Oh yeah, take it bitch," she said, giving me five quick, rough, deep thrusts.

"Ooooooooooh, aaaaaaaah," escaped my lips, although it didn't sound at all like me. No, it sounded more like a high-pitched scream from a teenage girl.

"Yeah, you love my dick, don't you?" she growled, seeming to really enjoy this other kind of power she had over me.

"I fucking love it," I moaned, sounding like the slut I was becoming.

"I'm going to fuck you good and hard," she said, as she began pumping her cock in and out of me.

The sensation when I was fucking someone was constant stimulation to my penis, as the pleasure grew and grew until I erupted.

This was different.

Strange would be the best descriptor.

Strange in the fact that the entire exchange felt wrong... as if we were shattering the previously unshakable hierarchy not only of society, but of evolution itself.

But I don't mean wrong in a bad sense.

Just that it was completely strange, and unorthodox, and even unnatural to be using an inevitable 'exit only' hole as an entrance.

This too was impossible to explain, as the unnatural feeling was actually an added turn-on. I was breaking the norms, flipping them 180 degrees per se, and I was deriving intense pleasure from that realization.

It was humiliating... which was something a man was never supposed to allow.

It brought me humility... as this role reversal allowed me to view sex in an entirely different light.

It also brought me the most amazing sexual rush of my life, although that was limited by the cage preventing my tiny clitty from swaying around or getting at all hard.

Nevertheless, As Joan started fucking me in earnest, I let go completely. When I was the one fucking her I tended to be quiet, physically energetic of course, but audibly just enjoying myself by listening to her moans. I didn't let out many sounds when Joan was giving me head.

Yet tonight as she penetrated me, I lost control, or maybe gave it over. My moans were loud! Lustful! Desperate! The cage likely enhanced the desperation, since for the first time ever, my clitty was completely removed from the action. I couldn't even rub it against the bed. And again, the noises escaping my lips weren't masculine at all.

This fulfilling desperation (yeah, sounds nuts, doesn't it?) only increased as she began fucking me even faster.

"Oh yeah, you love this cock in your cunt, don't you?" Joan moaned, seemingly also turned on by this hot role reversal.

The sounds escaping my lips that I didn't even know I could make, revealed that I too was in a new world of euphoria as I replied, "Oh yes, I love your cock pounding my cunt!"

The feeling was overwhelming.

The pleasure was unlike any I'd ever experienced, as my prostate was pleasured, and I discovered my male g-spot.

Similar I suppose to shutting your eyes during sex intensifying your other senses, my pleasure seemed to be even more intense, since the cage was keeping my clitty from hardening, even as it desperately attempted to become the Hulk and break free of its shackles.

I also felt completely vulnerable, as I was giving myself up, along with any shred of my remaining masculinity, to this amazing woman.

She stopped, deep inside me, and ordered, "How badly do you want my dick?"

"So badly," I moaned, desperate for her to resume fucking me.

"Show me," she ordered. "Fuck yourself on my cock."

I didn't even hesitate, and began to bounce back on the cock... riding it like a horny desperate slut.

"That's it," she encouraged. "Ride my cock."

"Oh yes, I love your cock," I moaned, getting a new rush from being the one fucking myself.

"What are you?" she queried after a couple minutes of my riding her cock like a porn star.

"I'm a slutty sissy," I moaned.

"What else?" she asked, as she slapped my ass. Crack!

"A bimbo for cock," I added, as my ass burned from the unexpected slap.

"And?"

"Your submissive fuck toy," I declared, these self-declarations adding to my humiliation and excitement, bouncing up on the cock, and feeling my cock within its cage bouncing all over the place.

Another slap. Smack!

"God, you really are one eager bimbo slut," she mused, as I moaned from her cock, and from the slaps on my ass.

"Yes, your bimbo slut," I moaned, as I received a third slap, even as I bounced back onto her cock. Whack!

Suddenly she pulled out and ordered, "Flip onto your back."

I did, suddenly feeling so empty and wanting that dick back inside me, desperate to feel so completely full again.

She hopped to the floor, then grabbed my ankles and roughly pulled me to the end of the bed.

I felt so helpless, which I cherished.

"Lift those legs up," she ordered.

I did, as I grabbed the backs of my knees and looked up at her with lustful desperation. She looked down at me with dominant aggression.

She cupped my caged clitty and balls and said, "This poor little thing looks so pathetic and desperate."

"It's never been so numb before," I replied, although a pleasurable ache was consuming the rest of me.

Joan kissed the hairless region around my caged clitty... which made it flinch. She gave me a splattering of kisses as I watched, wishing the cage wasn't there, so she could suck it if she wished.

I noticed she'd left little lipstick marks all around the area.

Her upper arms rested against my hands behind my knees as she slid her cock back into my gaping hole. I moaned as exhilaration coursed through my body, this position making me feel even more vulnerable than before, since I was far more open to her.

Legs up.

Spread.

Joan able to see my caged clitty.

Joan able to see the ever-changing expressions on my face.

As she resumed fucking me, I got what could only be described as a case of the warm fuzzies. As raw and carnal as this was, this new position was shockingly intimate.

"Oh yes," I moaned, as I was able to watch her fuck me.

To watch her body.

To watch her expressions.

To watch her cock going in and out of me.

It was so fucking intimate... and hot... and primal... and so fucking wrong, which made it feel so fucking right.

Thank God I was caged, or I would have come in seconds. "Oh yes!" I cried out.

"Oh yes, what?" she asked as she held my legs open.

"Oh yes, keep fucking me," I moaned as my clitty begged for release, and the only things in the entire universe I could possibly want right now was her cock inside me... to be her sissy slut... and to keep being fucked.

"God, you look so hot with my dick in your pussy and wearing your sexy lingerie," she said, admiring me the same way I was admiring her.

"You look so hot too... fucking your sissy slut in your dominant Mistress outfit," I reciprocated, feeling so dirty, so kinky, so fucking slutty... the ultimate euphoria.

"I love pounding this tight fucking pussy," she added as she began thrusting hard and deep into me.

"Oh yes, fuck me," I whispered, as my body was writhing in lust as the pleasure consumed me... nothing coming close to this excess of pleasure in my entire life... coursing through my entire body, even as my clitty, helplessly walled away from the action, nevertheless continually tried to break free from its metal cage.

"God, you're such a natural sissy slut," she said, slamming into me.

I couldn't explain it, but it felt like this was what my body was built to do. To get fucked! Hard! Rough! Deep!

Nothing had ever felt so right in my whole life.

Nothing in my life had ever been more simplistic... there were no complexities... just an understanding between Joan and me that she wanted to fuck me, and I needed to be fucked.

We were raw animals, both fulfilling our primal needs.

"Does your clitty need to come out and play?" she asked, as she moved a hand to my caged clitty.

"Oh God, yes," I writhed, as I so desperately needed to come... like never before.

"You're leaking rather profusely," she observed.

I couldn't feel anything leaking out of me, just a constant state of hovering at the ultimate peak of arousal with nowhere else to go.

"Oh please, don't stop," I moaned, as she pounded me hard.

She pulled out and said, "Don't move; like it or not in the short term, you need a pit stop."

"Please hurry, I need your cock back in my cunt so bad," I pleaded like the pathetic slut I had become. All I wanted was cock. Her cock! All I wanted was to be fucked. By her!

As I continued holding my legs up, I wondered how pathetic I must look.

She removed her necklace.

Anticipation coursed through me.

She slid her cock back into me, lodging all of it in me, and remained in place while she unlocked the cage.

I trembled uncontrollably.

She removed the cage, set it aside, and resumed fucking me. "Such a cute clitty," she mused as it instantly sprang forth... to its full four and a half inches.

"Ooooh fuck," I trembled uncontrollably, as in fifteen seconds, maybe less, following only a few deep hard strokes from Joan, I shot my load up in the air like a one-gun salute delivered by my tiny cannon! Or maybe by a water cannon!

"You pathetic little slut, couldn't you hold it?" she laughed, I'm sure knowing full well there was no way I could have possibly held back, given the extremity she'd driven me to. She continued fucking me as my enormous load that had been building up for days, splattered her all-black attire, and also as my clitty flailed around every which way, still shooting, some landing on my bed, some on my chest, and even more of it who knows where.

"Oh, God," I moaned weakly, as the most intense orgasm of my life ricocheted through me like a pinball of pleasure.

"You came without your clitty even being touched," she said, as she didn't slow down her deep thrusts.

"And that's never ever happened before! I'm such a sissy slut," I declared, as the orgasm still continued... unlike the three to five seconds of pleasure my orgasms usually lasted.

"You're my sissy slut," she added as she pulled out, rolled me onto my side, got behind me and slammed back into me.

"Oh yes, I'm your sissy slut," I agreed, as my clitty remained rock hard as she fucked me and continued pleasuring my prostate, which I was learning, allowed the orgasm to linger long after its initial eruption, and totally unlike most male experiences, seemed to be allowing a second orgasm to build upon the first one.

This position was different, as the angle was different, which led to a different pleasing of the prostate.

I was completely at the mercy of pleasure.

Of cock.

I begged, the sensation continuing to go directly to my clitty, which was throbbing completely, "Yes, please keep fucking my cunt."

"Such a tight pussy you have," she purred, as she reamed me from behind and caressed one of my nylon-clad legs.

"I love your cock so much," I declared, unable to control my emotions at all.

"I love fucking you so much," she replied.

For a couple more minutes she fucked me roughly, my clitty constantly throbbing, my body on fire.

She pulled out, pushed me onto my back, and she quickly got out of her strap-on harness. "God, that was so fucking fun."

"So fucking fun," I parroted in agreement, smiling at her use of the word 'fucking'.

"It got me so fucking hot and bothered," she said, as she tossed the harness off the bed.

"You got wet from fucking me?" I asked.

She straddled me and dropped on my clitty as she said, "So fucking wet."

She began riding me, and although it had been less than ten minutes since I'd been uncaged before almost immediately unloading a massive eruption, I was about to burst again!

I warned, after being inside her wetness for maybe thirty seconds, "I'm going to come again."

"Come deep inside me," she moaned, "or as deep as my sweet little sissy can," as she stabilised herself with both hands on my chest, and really rode me.

"Oh fuck, yes," I grunted, as I spewed my second load in ten minutes, this time inside my beautiful girlfriend's pussy.

"That was quick," she said, as I filled her.

"Sorry," I moaned, embarrassed at my inability to please her sexually, or even to last long enough to get her off.

"Not to worry; I know how exciting all this has been for you, Erica. Besides, you can finish me off the way you're best at," she said, getting off my clitty and straddling my face, and offering me an added attraction as my cum leaked out of her pussy, plopping right on my face.

Hungry to taste her, to eat my cum, and to get her off, I leaned up and buried my face in her cream pie.

I hungrily lapped up my cum.

"That's it, eat your cum, you dirty cum slut," she moaned, clearly turned on.

"I love cum," I declared bimbo-like, as I eagerly lapped her pussy.

"Cum... yours or someone else's... will be part of your new diet," she decreed, as she began grinding on my face.

I kept my tongue extended as I received a face wash from a blend of my own cum and her wetness.

"Oh fuck," she moaned, as she aggressively ground on my face for her pleasure.

I licked the best I could for a couple minutes, until she grabbed the back of my head and came all over my face... a massive gush splattering me.

I lapped up as much of it as I could, almost suffocated by her pussy.

A moment later, she let go of my head and collapsed beside me.

I rolled onto my side and said playfully, "That torrent almost drowned me, so you must have come."

"So good," she moaned, trembling slightly.

"I love you," I said, admiring her beauty as she enjoyed the afterglow of orgasm.

"I love you too," she said, as she also rolled to her side, bringing us face to face.

"That was wild," I said.

"It was a wild rush," she added.

"Yeah, it was way more intense than I'd even imagined," I admitted. "And I've been doing lots of imagining in the last few days."

"No regrets?"

"None."

"Me neither," she said, leaning in and kissing me.

It was a tender kiss for a minute or two, before she sat up and said, "You should go pee if you want, before I put the cage back on you."

"Ohhhh, a cage-free pee treat," I said, that actually exciting me.

I went pee... standing up.

In a cohesive stream, instead of droplets flying everywhere.

It was liberating.

I returned to the bedroom (after washing my hands, of course) and she was out of the boots but still in the lingerie, as she sat on the edge of the bed.... cage in hand.

I walked over and watched her lock my clitty back in the cage.

She then got into bed and said, "Get in here."

"Yes, Mistress," I said, climbing under the sheets.

"Honey, when the sex is done, I'm your girlfriend, your lover," she said. "And although I think it makes sense for me still to be the one to decide when your clitty should and shouldn't be caged... I think you're happier that way... any other decisions we can make together, as equals."

"God, I love you," I said, kissing her.

"And wait until you see what I have in store for you tomorrow!" she said, when she broke the kiss.

"What?" I asked, instantly curious. "What do you have in store for me?"

"That's for me to know and you to find out at the right time," she said, kissing me once more, and then cuddling into me.

God, I was the luckiest man... sissy... guy... girl... whatsit... in the world.



The end... for now.

Coming next: Eric(a) and Joan both get their BBC they have been craving.