Never in my dreams, I would have thought about losing my balls…

The intercom buzzes and my boss’s voice booms out loud and clear.

“SugerPie I want you in here in ten minutes to take dictation. And bring me

some coffee.” “Yes sir, I’ll be in there in ten minutes with your coffee

sir” I reply.

I get up to make a fresh pot of coffee. As I walk to the coffee maker my suntan

colored nylons rub against each other at my thighs making a soft whispering

sound. My four-inch navy pumps and tight short skirt force me to take

small mincing steps, causing my full hips and ass to wiggle. While filling

the coffee pot I admire my long oval nails painted Raven Red. After putting

the coffee on I check myself in the mirror. My long blonde hair is pulled

back into a French twist. Large gold hoops hang from my pierced ears

. My brows are thin and arched. My makeup is flawless, if a bit over

done for the office. My lashes are heavy with mascara making them long and

luxurious. My eyes are dark with liner, making them look big and excited.

My cheeks are dusted with rose colored powder giving me a constant blush.

And my lips are painted Raven Red, shaped into a sweet Cupids bow giving

them a full and pouty look. I see my deep cleavage reflected in the mirror.

Inside the confines of my low cut ivory blouse my 42D breasts are cradled in

a demi cup push up bra, forcing them together and up, presenting them for

all to see.

I return to my desk and resume typing. Will I need to type letters? File contracts? Take

dictation? Or perhaps his needs will be more personal.

Will he need me to suck his wonderful cock? Or maybe take it up my tight asshole?

I purr softly to myself hoping I may serve him so intimately. I feel my

dickie harden as these thoughts go through my head. It strains against the

chastity belt it’s locked in. Yes, under the snug fitting skirt, past the silky

nylons and lace garter belt, beneath the tight fitting nylon panties is my

penis. The last vestige of my former male self.

I think back to when I met Master Brad (I only call him Mr.Thomas at the

office) through an ad in the local swingers paper. I was a crossdresser

looking to fulfill my fantasy of serving a dominant male. We met and clicked

immediately. And soon I was under Master Brads spell. He suggested I take

female hormones. I said yes and before I knew it my body was changing. I

had always been small and thin, but the estrogen caused shifts in body fat.

My hips and tush filled out and became downright womanly. Simultaneously

I was blossoming up top. My tits grew, my nipples enlarged becoming

sensitive and pink buds. My skin softened, my body hair grew lighter and

my voice went up an octave to a girlish soprano. Then came the piercings.

My ears for big, dangling earrings. And my nipples for large chrome hoops.

My hair had been growing and when it reached shoulder length, I had it dyed

blonde, cause Master Brad prefers blondes. Collagen treatments pumped up

my lips to what Master Brad refers to as “cocksucker lips”. I continued to

love my new found femininity and submissiveness and would rarely object

to anything Master Brad suggested. But when he mentioned breasts implants

I panicked and said no. Master Brad countered that I already looked like a

girl, the hair, the figure, the clothes and that I dressed all the time. Plus he

would give me a job in his small company as a secretary. After thinking

about it, I said yes, so wrapped up was I in my trip down the road to total

femininity.

Two weeks later we went to the hospital and my breasts were “augmented”

as the doctor said. They pumped enough silicone into me that I now possess

a bra busting 42D bosom. Thanks to the hormones, implants and exercise I

now have an hourglass figure with measurements of 42D-24-38.

But the implants weren’t all that happened at the hospital. While I was

under Master Brad had me castrated. That’s right my little nuts were cut off.

He said my panties would fit better without them and besides I really didn’t

need them since I was his girl now. He also had my clit (he insist I call my

dick my clit) fitted for a chastity belt. It’s a stainless steel tube that goes from

the base to right below the head of my clit. There’s a “D” ring at the top of it

for attaching a leash. It’s locked on and only Master Brad has the key. It’s

meant to keep me pure and chaste Master Brad said. He also pointed out that

the tubes curved shape could be pushed back and between my legs giving

my crotch a smooth girlish appearance. Another benefit is I’d need to sit

down to pee, just like any other girl.

All this news had me reeling. But Master Brad explained at this point I

needed him more then he needed me. I resolved to accept my fate in life and

serve Master Brad as his sissy secretary. What else could I do? I was more

girl then man and anyway I loved being his girl. After recovering from the

surgery I went to work for Master Brad. No one at the office knows of my

past or of my more intimate relationship with Master Brad. I learned to dress

to his liking. And I learned Master Brad liked me to dress as the epitome of

femininity. Everyday he selects my outfit from underwear to accessories,

even my nail polish color! Sometimes the outfits cause me to squirm with

embarrassment. Like the time he made wear a black lace bra under a sheer

white blouse. Oh the looks I got that day! Or when he made me wear that

black satin dress with the tight bodice and full skirt, with petticoats no less!

You could hear them rustling as I walked the halls. And then there was the

time he had me dress like a hooker. After slipping into a pair of lycra panties

(being careful to tuck my clit back between my legs) and matching bra, I

pulled cinnamon colored pantyhose up my smooth legs. Next came a pair of

lycra hot pink Capri pants. Thanks to my chastity belt and neutered state I

sported a very feminine “V” shaped crotch. No bulge here! My top was a

cropped black blouse tied at the waist with a big bow. And so low cut my

mountainous mammaries were practically spilling out. I slipped my feet, with

their toenails painted dark purple, into a pair of bright yellow mules with

four inch heels. I applied lipstick to match my nail polish, teased my hair out

a mile, and added big, chunky jewelry. God the abuse I took that day! I was

called everything from trollop to harlot to slut. And I spent a lot of time on

my knees in Master Brads office satisfying his insatiable wanton male urges.

That whole episode reinforced my image as the office bimbo. Today’s outfit

is somewhat conservative compared to those I’ve wore in the past. But it

doesn’t matter, I’m always dressed and made up to send the same signal: I’m

the ultimate girl thing. Mr. Thomas’s ultimate girl thing.

I’m brought back to the present as my clitty stirs uselessly, between my ass

cheeks, trapped in its prison of stainless steel and nylon. I sigh knowing my

only chance of pleasure is through serving Master Brads thick tool. I must

hurry or I’ll be late! I get my purse, steno pad and Master Brads coffee.

I knock before entering Master Brads office. “Come in” he says. I sashay in

put everything on his desk and drop to my knees. I bend forward and place a

small kiss on the tip of both of his big, wing tip dress shoes. I remain in that

position till he tells me to “Rise”. I straighten up but remain kneeling.

Contrary to the stereotype of bosses chasing secretaries around their desks, I

don’t play hard to get. Matter of fact I’m totally obedient and willing to do

my bosses bidding. “SugerPie. I need you to take some “dicktation” before

lunch. Assume the position”. I reach into my mouth and remove my

dentures. I think back to the day I accidentally grazed Master Brads cock

with my teeth. He slapped me about the face and said he had a fitting

solution for the problem. Next day I found myself at the dentist. Master Brad

was at my side as the doctor put me under. I awoke with a numbed face.

Master Brad handed me a mirror and nodded for me to look into my mouth. I

was shocked! All my teeth were gone! Every last one of them. Master Brad spoke

. “After you bit me I needed to teach you a lesson. I’m sure you’ve

learned it now”. He laughed. “Besides I’ll have you outfitted with a dazzling

set of pure white false teeth. You’ll have a million dollar smile. Which will

add to your beauty. And when I want you’ll have a cunt for a mouth” he

chuckled. So now I have a set of perfect, sparkling teeth. And when Master

Brad desires I remove them and he fucks my mouth like a pussy. I snap back

to the present and place my dentures in their case and reach for my lipstick. I

apply a fresh coat, Master Brad demands I must have a fresh coat of lipstick

before taking “dicktation”. I crawl around to the front of Master Brads desk

and wedge myself between it and the floor. Due to the tight space I find

myself with my head resting squarely on Master Brads chair seat my head

between his legs. I wait for the signal. “Begin” he says. I slowly unzip his

trousers and gently pull out his hardening manhood. I stare in awe at its piss

slit and give it a delicate kiss, leaving a lipstick print right on the mushroom

shaped head. I slip it pass my tender lips and into my moist, toothless

mouth, sucking ever so carefully. Master Brads prick responds to my oral

adoration by springing to its fully erect size, a mouth filling ten inches long

and two inches thick! I’m lost in the moment as I lick, suck, kiss and love

Master Brads dong. I swirl my tongue over his purple head. I dart my

tongue at his cum filled balls. After I’ve moistened it with my salvia I get

down to the business of some serious cocksucking. Tightening my lips

around Master Brads thick rod I piston up and down the length of it, feeling

every ridge and vein. My very being is focused on giving this man as much

pleasure as I can. In short, I make love to Master Brads pecker. Master Brad

warns me “When I cum, don’t swallow!” I continue my in and out motions

doing everything to coax a big, sticky load of man cream from Master Brads

cock. In a few minutes I’m rewarded, as Master Brad spews a huge creamy

load of hot jizz into my mouth. I gobble it up as spurt after spurt fills me.

Obeying Master Brad I allow it to collect in my mouth, not swallowing a drop

of his manly discharge. When he’s done I lick him clean, wipe off his tool

and put him back together. I don’t move till Master Brad says “Out from

under the desk SugerPie”. I crawl back to his side. “Open your mouth”. I do.

“My, my I really shot a big load there didn’t I?”.

I nod my head yes, careful

not to spell any of Master Brads fresh seed. He grabs a mirror from his desk

drawer and holds it up for me to see.

My mouth is full of milky white cum, so much so that my gums are barely

visible. “Swallow it bitch. Slowly”. I slowly let Master Brads semen slide

down my throat, feeling the thick stringy cream as it coats the inside of my

throat. When I’m finished I lick my lips and thank Master Brad for allowing

me to suck his dick and swallow his sperm. “Now I’m going to a luncheon

meeting and I want you to stay here. But first I need to make sure you won’t

roam”. “Get up”. I stand up next to Master Brad who is so tall that even in

my four inch pumps I’m still five inches shorter then him! “Get out of your

skirt” I unbutton my skirt and allow it drop to the floor. “Unbutton your

blouse”. I undo all the buttons of my blouse. Master Brad clears his desk

and flips the top to reveal a secret compartment containing various bondage

devices. He pulls out a spreader bar and attaches it to my ankles forcing my

legs three feet apart, turning me so that I’m parallel with his desk and then

attaches the spreader bar to the desk. Next he pulls my arms behind my back

and handcuffs them together. Then he unhooks my front closing bra and

exposes my big knockers with their pierced nipples and chrome rings. He

picks up a Y shaped chain and hooks two ends to my nipple rings, then he

pushes me forward till I’m bent over at the waist and locks the remaining end

of the chain to an eyehook in the desk. My range of motion is limited and if I

try to exceed it my pert nipples are stretched. “One more thing”. Master Brad

goes behind me and opens a drawer. Then he pulls my panties down to my

luscious thighs. I feel a cool slippery goo being spread all over my asshole.

Then Master Brads middle finger slips into my pussyass and massages my

anal passage. Mmmm, it feels so good! Master Brad takes his biggest

buttplug and jams it up my greased love tunnel. God it fills me right up.

Master Brad pulls up my panties saying “These will help keep things in

place”. Master Brad comes around to my front. “Clean this up baby”. He

says as he sticks his finger into my mouth. The combination of KY jelly and

my own ass taste is unpleasant, but I dutifully suck my Masters finger clean.

A penis shaped gag is forced between my lips and locked behind my head.

“There, you’re all set. Now don’t go anywhere” Master Brad laughs. He

leaves locking the door on his way out.

I contemplate my situation I’m locked, strapped and gagged in my bosses

office. And I love it! I’m enjoying the bondage of the cuffs, the tightness of

the spreader bar the restriction of the chain and nipple rings, the gagging of

the gag, the fullness of the butt plug. The time passes slowly as I wait for

my beloved’s return. After two agonizing hours I hear the key in the lock

and the door opens and Master Brad enters looking refreshed. And a bit

devilish. “SugerPie have you been good while I was gone?” I nod yes.

“That’s my girl. And since you’ve been so good I’ve brought you a treat. It’s

here in my pants” Master Brad chuckles. He goes around the desk and stands

directly behind me. “Yes such a good girl” Master Brad says as he strokes

my ass cheeks. I can’t help but wiggle them as I respond to his stimulation

of my bottom. His stroking stops and is followed by the sound of a zipper

being opened and the flop of a pair of pants hitting the carpet. I’m still

wiggling my butt when I feel the heat of a hard cock through the thinness of

my nylon panties. Master Brad rubs his cock all over my smooth panty clad

ass. He’s so hard! And anxious. Grabbing a pair of scissors he slices my

panties right off me. Then it’s the butt plug as he yanks it out of my tight

poop chute. It’s a relief to have that monster removed, but my comfort is

short lived.

Master Brad grabs my hips and in one fast penetrating stroke,

impales me on his steel hard man meat. I let out a muffled cry through the gag as his

prick splits my ass cheeks, burrowing itself deep into my most private spot.

He pulls out and rams me again, his thrusts so powerful it lifts me right off

the ground. Master Brad savagely rapes my backside, plunging his manly

tool in and out of my tender sissycunt. My initial pain fades to a deep, dark

pleasure, centered around my puckered opening as it’s assaulted over and

over, by this symbol of male dominance. Master Brad long dick tickles my

prostrate and sends shivers up and down my spine, pushing me closer to

orgasm. But I remember that I’m here for his pleasure, not my mine. I

squeeze my sphincter muscles as much as possible to make this the tightest

ass fuck for my man, my Master. Master Brad is stabbing at my love nest

with wild abandon, grunting and groaning as he holds onto my hips with an

iron clad grip. The way he’s humping me I know that he’s on the verge of

cumming. Growling Master Brad says “Are you ready bitch? Ready for me

to cum in you? To blast my cum deep into your ass?” I answer yes by

nodding my head. He laughs “I thought you were”. And picks up his pace.

He’s fucking me like a mad man, sawing in and out of my bottom with such

recklessness. It won’t be long before he cums. And it isn’t. He plunges his

dick in me and holds it there as his scalding semen fills my bowels. It’s like

a garden hose being turned on inside my behind. Master Brad cums with

such force and quantity, he literally fills my rectum with his sticky man

cream marking me as his girl, his territory, his property. I purr, like the

pussy I am, with satisfaction for having drained my Masters balls of his

precious dick juice. After resting a bit Master Brad pulls out of me with a

loud “pop”, cleans himself up and puts himself back together. He unlocks

my handcuffs and goes around and places the keys on the desk. “I’ve got a

meeting, then I’m going out for drinks. I want you to fix yourself up and

finish your work here. Have dinner ready at 7:30 and be dressed in your

black satin French Maid uniform and looking your prettiest. I nod to

acknowledge his orders. Master Brad starts walking out but stops at the

door, turns to me and says “By the way, plug your ass with a maxi tampon.

I want my cum staying with you all day. And SugerPie don’t wear any panties

tonight. I want to see that tampon string hanging between your cheeks when

you bend over. See you later sweets!”.

Last Updated on 2 years by pseudonymous