How I became my secretary's sissy secretary.

I went into work that fateful Friday, thinking that I would be a normal day.
How wrong I was!
My name is Steve Lamb, I am a manager in an advertising agency, very happily married to Jane, who is more than happy to indulge me in the fact that I am a crossdresser.
At home it is a win, win situation. I do the majority of the housework (many times dressed in my maids uniform), and my wife has a partner who will never complain about going shopping (especially lingerie shopping, we have the fun of choosing what each other is going to wear), and I never complain about how long it takes her to get ready to go out, as I know how you have to think about the WHOLE outfit from the underwear outwards, and how long it takes to get the makeup just right.
My office at work I share with my secretary, Linda Blay, she is very efficient at her job, and her figure would be best described as 'Rubenesque', and she certainly has all the right curves in all the right places.
There have been many times when her name badge was on slightly crooked that I have had an idle fantasy of straightening her badge myself so I would be able to fondle her boobs while reattaching her name badge.
I would never actually do it, but it makes the day go quicker.
As normal I was wearing lingerie under my 'normal' clothes,  it is so sexy to feel the tug of my suspenders as I walk about, it makes me feel randy all day, so when I get home I am more than happy to do what my wife wants (as long as we end up in bed).
Linda had called me over to her desk as she said she had a problem that she wanted help with.
As I stood over her, enjoying the view of her cleavage in the corner of my eye, she suddenly reached out and touched my upper leg.
I was so surprised that I lept back as though she had shocked me with a cattle prod.
He smiled and said "You ARE wearing stockings and suspenders,  I thought it looked like you were wearing stockings, as your trouser leg went above the length of your socks, but I wanted to make sure."
I almost scurried back to the safety of my desk.
"So what would your wife think, if she knew that you wore lingerie under your clothes?"
I could hardy deny what I was wearing, so my only option was to tell her the truth "Jane knows what I wear, in fact she selected what I am wearing today."
Linda's face looked surprised "Really!"
There was a few seconds of awkward silence then she got up from her chair and said "I'm going for a coffee break."
She did not ask my permission, which she usually would, or even offer to get a coffee for me.
I waited, and to be honest I did very little except watch the clock. 10 minutes, 20 minutes, 30 minutes, 40 minutes and she had not returned, then just before it went to 50 minutes the door opened and she came into the office with a smile (but no coffee for me).
"I've been talking to your wife," she said.
"Oh," said.
" I thought I would take the role, as though I was the dutiful secretary and said that I had seen you on the computer and noticed that you were looking at lingerie, and wondered if you were going buy your wife a birthday or anniversary of lingerie, and perhaps I could steer you in the direction of something you would really like.
When I said that, she laughed and said if you were looking at lingerie, you would be looking for something you wanted to wear yourself.
I acted as though I was surprised, and she told me how much fun she has with your liking for all things frilly."
I could feel myself blushing, and my cock straining against my lacy panties.
"She said that now that I know about your sissy side, it is only fair that I enjoy the pleasures, and that you are to obey all my orders, and if you don't, you will have a long time at the window, I don't know what she meant by that, but she said you would know."
I certainly did know what that meant. If there is any time my wife is displeased with me she makes me stand at the window of our house, whilst blindfolded, quite often telling me to wank myself, while she tells me what a sissy I am. I do not live on a busy road, but I never know if someone looks and smiles at me, they have seen me performing in the window.
"So," said Jane "it is only fair if I see what you are wearing."
I looked at her dumbfounded.
"Come on, or should I tell your wife you would not obey me."
I undid my trousers just enough to show a hint of the suspender belt and the panties I was wearing.
"No, I want to see it all," she said as she picked up her phone "or should I phone her now."
I knew I had no option but to fully undress.
As I was taking my clothes off I could see she was idly stroking her boobs, paying particular attention to her nipples, and squeezing her thighs together.
Soon I was standing in front of he showing the white silky camisole top, white silky panties, suspender belt and black stockings. My cock was hard and throbbing, making my panties tent out.
"No bra?", she asked.
"She does sometimes make me wear a bra to work, but then I usually have to wear a jumper to hide my bra straps" I replied.
She laughed and said "so all the times you came into work in a jumper, you had a bra on?"
I nodded, knowing I was blushing, and I could feel my pre-cum begin to soak into my panties.
She came over to me, and cupped her hands to my chest, making it into a breast and whispered "it is a lovely feeling, having your tits in a nice sexy bra."
I gasped and said "oh yes."
"I bet you wished you could wear a bra all the time?" She said as she pinched my nipple.
I groaned and said "Yes."
She gently slid her hand down the silky material of the camisole, past my suspender belt, until she was holding my cock through the silky material of my panties.
"So do you wish you were a woman, and did not have a cock?"
"No, I like being a man, but I like all the sexy clothes women wear." As she stroked my cock I was trying not to cum.
"So if you don't want to be a woman, but want to wear women's clothes, I suppose it means you are a sissy? "
It took all my control not to fill my panties with cum, and all I could do was nod my head.
It was almost a relief when she stopped stroking my cock, and with one sweep of her arm, pushed all the paperwork off my desk, and onto the floor.
"Lie down on the desk," she commanded.
As I climbed onto the desk, I could see Linda reach under her skirt and hook the thumbs over the waistband of her tights, and start wriggling as she pushed her tights and panties down.
She saw I was looking at her and she grinned and said "stockings make this sexier."
When she had removed them ,she walked over to where I was on my desk, and ran her hand up my stockinged leg, brushing over my silky panties,  then stroking my nipples through my camisole.
"Are you a pretty sissy? " She whispered into my ear.
I couldn't help gasping out "oh yes."
"Well sissy, your wife said I could use you any way that I like, and I would like my cunt licked."
My heart was beating wildly as she climbed onto the desk.
Obviously I had licked my wife’s pussy many times, but since I have been married to Jane, I have not been with another woman. Now Linda was about to mount me, with the blessing of my wife.
She straddled my face, and I could see up her skirt, I could see her hairy pussy. I had got so used to my wife's neatly trimmed bush it looked so different.
As she lowered herself onto my face, I could smell her sex, again different from my wife, but exciting as well.
Soon could feel the hairs of her pussy tickling my face, and my tongue started probing through the hairs, feeling the cleft of her pussy, then feeling the clit, and I was rewarded by hearing her gasp and I flicked my tongue over her erect clit.
She thrust her hips into my face, forcing herself on my. I could feel and taste her juices trickling into my mouth and smearing onto my face.
I felt my cock being grabbed through my panties,  and being wanked.
She began to thrust the body into my face, smothering me, with each thrust of her hips. Her hands wanking my cock in time with the thrusting of her hips.
I know I was not far from cumming, then with a final thrust, she clamped her thighs tight around my head, I could not move, I could not hear, I could not even breathe,  all I could do was keep licking her clit and pleasuring her.
I could feel I was cumming, filling my panties, my hips thrusting, but my mouth was totally occupied so I could make no sound.
Eventually she relaxed her legs, and I was able to take a breath.
She ,shakily, climbed off the desk and said "well I never expected that, when I came into work this morning."
She looked down at my panties and said "Oh dear, it looks like you have wet your knickers."
I glanced down, and I could see the dark patch, where my cum was soaking into the silky material.
She untangled her panties from her tights, then brushed them against my face. I could smell the musky scent of her body. My mouth was still filled with that smell, but having her panties brushed against my face made my cock begin to twitch inside my cum filled panties.
Her panties were black cotton, with the mearest hint of frill around the legs and waistband,  and a pretty bow on the front. The panties were not in themselves sexy, but the thought that until a few minutes ago, they had been on Linda's body was the turn on.
"I suppose as you have wet your knickers, I could let you borrow my panties, would you like that?" She said.
I nervously licked my lips, tasting more of her juices, and stammered " Yes please."
"Well if you are borrowing my panties, it is only fair that you replace them for me. You know the La Perla shop in town?"
I nodded my head, as a tranny I am well aware of all the lingerie shops in town, and many times deliberately walk past the shop to admire the lingerie in the shop window.
She laughed and said "I thought you might know that. Well there is a display in the shop window of a matching set of panties, bra and a suspender belt. It is red satin with black lace trim. I could never justify buying something as expensive as that for myself, but if you are going to be wearing my panties, it is only fair that you compensate me.
I nod my head. I know exactly the lingerie she was talking about as I had seen them, and had wondered if to buy them for myself, knowing that I have many lingerie sets, but when you see something new, you want to have it!
She quickly wrote something down on a piece of paper. "These are my sizes, I want you to buy me a set, and make sure that you have the receipt marked that the lingerie is for your secretary, so could be changed if necessary. Also get the same set for yourself, but have the receipt marked that the lingerie is for you, so will not need to be changed."
My mind was in a whirl, knowing she is only doing this to humiliate me, but knowing I can still smell and taste her body, my cock beginning to swell in my panties, all I could think was that had to obey her, as she had been given permission to control me by my wife.
She left her panties d****d over my face, then wriggled her tights up her legs.
She then went to the door of my office and said "I am going to have my lunch break now, I do hope that I don't get chatting to the girls, and the conversation goes to how our bosses want to get into our panties, I REALLY don't know what I would say."
And with that she opened the door and left, but leaving the the door open so anyone passing would see me lying on my desk, wearing cum soaked lingerie, with her panties on my face.................

To be continued.....
Comments appreciated
发布者 sarah_hot1
1 年 前
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45
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funpics70
sarah_hot1 : already did lol
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sarah_hot1
funpics70 : Also feel free to add the story to your favourites xx
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sarah_hot1
funpics70 : I hope you enjoy the rest of the sory, and read my other stories as well xx
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funpics70
wow this is so hot cant wait to go through all of them
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sarah_hot1
spec1410 : I am working on the last part now xx
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spec1410
Loving this story so so sexeeeeeeee and sensual
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sarah_hot1
Syrah : Your welcome. I am working on the last episode now xx
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Syrah
Thats a very nice story  Thank you. 
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sarah_hot1
Juicer1875 : The advantage of written porn is that your imagination makes everything perfect
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SancheZ069
Juicer1875 : Loved the story as well :smile:
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SancheZ069
Hot :smile:
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Juicer1875
So horny, I've saved the whole story to my favourites. I find that written porn can be more satisfying than the visual form. Keep it coming, thank you J x.
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sarah_hot1
77rocket : I hope to make your cock harder with the rest of the story xx
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77rocket
My cock is throbbing in my panties after this story
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sarah_hot1
sissyteri : Thank you 😀
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sissyteri
excellent story
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crzs
lucky guy 
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Wow excellent
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Such a well written story and so erotic 
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sarah_hot1
trannyuk : Thank you xx
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trannyuk
fantastic x
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sdcv21
just brilliant such a lucky guy and so well written xx
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Leomoore
sarah_hot1 : Thanks love.
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sarah_hot1
Piernasymedias : Part 2 of the sissy secretary story is now out.
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sarah_hot1
hottvcarole : Part 2 of the sissy secretary story is now out.
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sarah_hot1
sloggijohan : Part 2 of the sissy secretary story is now out.
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sarah_hot1
Leomoore : Part 2 of the sissy secretary story is now out.
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sarah_hot1
watcher-1 : Part 2 of the sissy secretary story is now out.
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sarah_hot1
vaboater : Part 2 of the sissy secretary story is now out.
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Such a sexy story.  This really is the stuff of dreams.  I really love the part where you had to go the La Perla shop to replace your secretary's lingerie.  Omg, this is gorgeous.
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