Sissy secretary has some fun at the office.x

A new position at work.

 

Here's a little warning for all you grrls out there to be careful what you wish for. My boss is an attractive, and quite tall, woman in her early forties. Recently divorced she decided to have a clear out and arrived at work with some bags of clothes for the charity shops. Unfortunately she couldn't slip out at lunchtime to drop them off so they were still in her office when she went home.

Well............Candi always needs new clothes, isn't that a kind of charity?? I sneaked a peek in the bags and couldn't believe my eyes, Bossy never wore anything this sexy to work and I saw her in a whole new light. After a bit of a rummage I just couldn't resist trying on a pink polkadot dress and some high-ish heels.......it'd look so good when I took it up a foot or so!!

I was just having a bit of a sashay around the office when my Boss strode right in! 'What the fuck are you up to??' I tried to think on my feet and stumbled out some shit about a fancy dress party coming up but she saw straight through it. 'You didn't find those stockings in there, did you you faggot?' I was well and truly caught and then she lifted the hem to reveal the pink teddy Mistress had made me wear under my boy stuff. 

'Explain' she insisted and made me sit beside her on her leather couch. As I told her about my sissification at my Mistress's  hands I could see she was enjoying my squirming. 'There there my dear, your secret's safe with me.........if you're gonna be nice!!' I hadn't noticed that she was stroking my stocking-clad legs and now she was reaching under my hem.

Finding my satin clad little clitty she seemed disappointed that I wasn't rising to the occasion. I had to explain that Mistress had me on a special brew that prevented that happening and she just giggled and said 'Well I'm sure we can find a way!' She leaned on top of me and pushed her tongue hungrily between my lips. After probing my mouth for a while she breathed huskily into my ear that she liked having a girl she could play with for just as long as she liked. 

She guided my hand inside my panties and ordered me to rub my dolly for her. Meanwhile she slipped a hand inside my top and began stroking my nipples, I gasped at the pleasure and she continued blowing in my ear and pressing her thighs against mine and moaning in a most unladylike way.

Just like in the movies Bossy took off her glasses and let her long blonde hair out of it's usual bun, and she was ravishing. She slowly undid her own blouse and bra and stroked her gorgeous breasts right in front of me. There was a thoughtful sparkle in her eyes and she commanded me to lie on my back, head on her lap facing up. As I did she inserted a very large nipple into my mouth and told me to 'Suck on Mommy's tit little girl.' I sucked and slobbered for all I was worth and rolled my tongue around it and flicked it while Mommy reached between my legs to toy with my flaccid little man. 'Oh what a shame Candi, you just don't seem to like this......but I do!!' The weight of her lovely breast was cutting off my air supply and I was struggling for breath when she decided to change position and as one wet nipple was pulled away from my lips another took its place. I didn't need telling what to do and got back to suckling all over again.

'Good girl Candi, with a tongue like yours you don't even need that sissy cock of yours. It's time for my fun now!' Pushing me onto my knees on the floor Mommy laid back and eased her skirt up past her stocking tops. 'Eat me you little sissy dyke, use your tranny tongue on me, you're gonna be my pantywaist bitch from now on!' I eased her navy blue knickers away from her pussy and stuck my tongue straight in. It only took a few thrusts with my hard little Mistress-pleaser and she came against my mouth, bucking and writhing. If she'd have had a cock it woulda been around my tonsils!! Thinking I'd done well I took a moment to reflect that an often asked question had been answered, Mommy is a natural blonde after all!

I was snapped back to the moment by her pulling my head straight back against her sex and her orders to 'Lick it bitch!!' I took a couple of long lingering strokes right up her slit and onto her clit but she pulled me in harder and started grinding her pussy against my face. I don't know how many times she came that way but even my tongue was tired. Mommy threw me over onto my back and sat right down on my mouth......I thought I was gonna get squished into the carpet she rode my face so hard. Finally she rolled off me and lay sprawled on the floor, grinning at me, but there was a terribly naughty look on her face.

'Get me the phone Candi, this is too good an opportunity to miss.' Before I knew what was happening she'd called Mistress and was describing what had just happened. Mommy and Mistress then had a long conversation, comparing notes and laughing about the many uses they could make of a sissy. I don't know quite what Mistress was telling her but she occasionally looked shocked, then she turned that into a thoughtful smile.

'Come on Candi, your Mistress just invited me round for the meal you're gonna cook us. I can't wait to meet her!!'

Freedom of the press!!

Mistress wanted me to do this interview, Suzi was Her favourite writer for Her favourite magazine, a rather raunchy women's title here in the UK. I knocked on the door to her hotel suite dressed like a sissy hooker in 6-inch heels, hold ups and a tiny flared mini skirt. My satin top strained to contain the huge filled-out bra Mistress had put me into over my tightest corset!

The shortie smock coat, pink wouldn't you know, barely covered my stocking tops and I felt very exposed in the hallway in such slutty make-up and massive blonde wig!
I'd expected Suzi to be one of those jeans and jumper raggedy journalists but when she opened the door to her hotel suite I gasped at her strict but beautifully cut black pencil suit, patent 4-inch pumps and crisp arctic white blouse! 

Her hair was up in a french curl which accentuated her fine features but it was the fact that her scarlet lipstick matched perfectly with the polish on her long nails that told me this woman knew how to look good!!!
We sat near the window for the interview and I could feel Suzi's eyes roaming all over me but she was against the light and it was difficult to squint back at her. She sat very properly, legs sensually crossed to make best use of her legs, and her voice was like velvet, purring out her questions with perfect diction. 

And oh what questions, Suzi had seen all my flickr photos and wanted to know exactly how I'd felt at any one time!! She didn't spare my blushes at all and said the women who would be reading her article had a right to know why I was pretending to be so girlie, how my Mistress used me and why I let myself be used and humiliated at Her whim!! She wasn't writing anything down and insisted I speak to her recorder in a sissy lispy voice at all times!!


When the interview was over Suzi said she'd need some photos for the article so she had me pose in front of the window, in the chair and, of course, on the bed!! At first it seemed she was just getting shots of my outfit but then she started demanding I lift my skirt or touch myself or bend over. Some of the shots on the bed would never make it to publication and I'm pretty suspicious her editor probably never got to see those ones!!! It was sexy though to be bossed around by this seemingly disinterested lady and I got lots of sneaky peeks up her skirts as she squatted to get the best shot!!! I particularly liked it when she stood over me with her heels either side of my head to shoot directly down on my rather now disheveled outfit!!!! Needless to say something was stirring in my panties that I just couldn't control!!!


When it was all over Suzi said she'd run me home in her car. I fixed my make-up and outfit and was preparing to leave when Suzi told me it was a lovely day outside and I wouldn't need my coat!! Just carry it over my arm! I waited in the centre of the lobby while Suzi took an age paying her bill!! Every passer-by was staring at the slutty sissy apparition as they walked past and I heard several lewd comments about how much I might cost, etc!!! Even the girls behind the desk didn't help, not even trying to hide their amusement and giggling and pointing at me as much as they could!! I think every employee of that hotel must have got a call because I'm sure they all found a reason to visit the lobby while I was there!!! 

 Finally we got to Suzi's car and my scarlet face began to return to its normal colour! Suzi opened the door and relished a quick glimpse of my panties as I got in, 'Pink is such a good colour on a man!!' she sniggered!!
 Driving out into the traffic Suzi kept finding reasons to touch my leg....even though her car was an automatic her hand rested on the edge of my seat! 'I'm beginning to see the appeal of owning a sissy' she said abstractedly at one point and moved her hand full onto my thigh!!! We drove for some time in the rush hour traffic and Suzi's hand was now wandering all over my legs and she seemed to like the feel of sheer stockings! 

We had only been driving for a short while on a quieter country road when Suzi swung the car into a lay-by and pulled up!
 Without uttering a word she leaned over and pulled my face to hers, forcing her tongue deep into my mouth and I felt it dart in and out and roll around in a terribly suggestive way!!! Her hand was immediately inside my blouse toying with my massive breasts, kneading and squeezing them and I felt her shift her weight in the seat to lean into me. At that she released my chair back and I found myself almost under her as she forced her hot mouth against mine and her hand clawed at the hem of my skirt!!! Suzi practically ripped my panties to my knees, releasing 'you know who' which sprang against my belly in the rudest way!! 

But her hand went straight past my boy parts and I felt her fingernail insist on entering my behind!! I lifted my hips a little to make her way in a little easier and there was a sharp sting as her manicured probe drove straight into me!!! My clitty was fit to burst as she began rhythmically sliding in and out of me and she whispered for me to stroke it for her! 

SLOWLY!!!!! My own hand was guided by her deflowering digit and I pumped my dolly at the same speed she was fucking me!! Her tongue was also probing my mouth at the same speed and before I knew it I was at the point of no return!! My Candi-juice shot out in hot jets against my belly and I was jerking uncontrollably under her, bucking and writhing and moaning onto her tongue!!!!
Pulling back Suzi yanked on the door handle and pushed me out of the car, tearing my knickers right off "as a souvenir!!!" 

'Your Mistress will pick you up in an hour or so....or you can try to get a lift off a lorry driver!!!' With that Suzi slammed the door and sped off leaving me giggling at the thought that I'd just had my first PRESS RELEASE!!!!!

How did all this start?

How did all this start?

I'm completely new to blogging so please be patient.

I suppose I should begin by explaining just why I'm even starting this blog, I'm a sissy crossdresser and have been for about four years now. I'm not trying to emulate a real woman, or become one. I'm a male who wears the most feminine clothes I can find, usually pink and frilly, but always very very girly.

My heels are always very high so I have to teeter and mince around the place, making my usually short skirts jump and swish to reveal my panties for everyone to see. I answer to the name Candi and always wear quite big, bimbo-style bosoms. Wigs in an assortment of colours but mostly blonde or pink.

I'm sitting here in front of my computer today in a teensy grey pleated skirt, candystripe pink blouse and black stockings. Sky-high 8"heels, pink bra and blonde wig complete the ensemble. I'm conscious I can hardly see the keyboard past my enormous diddies and I'm constantly correcting typos because I can't touch type.

I'm also very aware that skin is all tingly because I just shaved my whole body and it feels so deliciously smooth and girly. I am allowed to keep a tiny landing strip for my Mistress's amusement, she says a lot of men shave completely nowadays so my bikini line will be even more embarrassing if I'm caught with my panties down.

Earlier today I was terribly aware of how my flaccid little thingy was squeezing in between my legs and it felt so smooth and small. I wondered why I do this, what makes me want to dress up as a sissy secretary and go about my day dressed up in the girliest ways. I have to admit, it's because I like it. No, that's not the whole story, I really like it. It's who I've become, a submissive crossdressing sissy.

So how did I come to this?

It all started, innocently enough, one Valentine's Day, I'd bought my girlfriend what I thought were some very sexy pants but she went ballistic and was ranting on that she wasn't a slut, etc. As I tried to justify my gift by saying I thought they looked pretty she said I should wear them then, we've all done it at some times. Immediately she felt me through the satin her mood changed, she got very turned on and assertive, she was calling me her little toy, slut, sissy and made me eat her like a girlfriend until my tongue was tired. Then she put me across her knee and spanked me for being too easy!! She said I should be glad there would be one slut in our relationship....I didn't know it was gonna be me!
 

The very next night she turned up with a stack of undies in bright colours, mostly pink, and made me model every pair. She rubbed me through every one then made me wash them all by hand, she even brought her own and I had to wash them too!! It was pretty nerve racking standing at the kitchen sink in front of a window with only pink frillies on. Finally I had to wash the pants she was wearing with my tongue, and she was very exacting I can tell you.


After that it was no sex unless I was in cute knickers and then I had to try stockings so she could feel me up in them too. I was ordered to buy six-inch heeled shoes, I can't tell you what it was like in the shop having to try them on. My first night in them I was teetering around in front of Mistress in stockings and panties while she had a friend over to watch shemale porn and compare me with the models. I don't think I could get any redder! Now I have dresses and skirts and am under instruction to build up my wardrobe, Mistress doesn't want the guy I was anymore, just her sissy Candi available all the time!!!