How I became my secretary's sissy secretary.5

As I had my shower, I couldn't help thinking about what my wife and Linda had got up to last night.
Maybe my wife was on all fours, Linda behind her, using the double ended strap on dildo to fuck her, holding her hips as she entered my wife's pussy, my wife arching her back as she wanted to be filled............Maybe my wife was on top, straddling Linda's hips, looking down on Linda's fantastic boobs, kissing passionately.............Maybe Linda had taken the dildo off, and they chose some of my wife's sex toys for each other, licking them provocatively before pleasuring themselves, giving a sex show........Maybe they used their fingers and tongues to bring each other to orgasm, the way only a woman knows how to pleasure another woman.........Maybe they 69'd each tasting the others pussy juices.......Maybe.......
As each image crossed my mind, my cock was getting harder, and I was stroking it, knowing that I would cum soon, my cum spurting in the shower, to be washed away.
I was tempted to cum, but knowing I was going shopping with my wife for her to get some lingerie, and I was going with her, FULLY DRESSED, for the first time, I wanted to extend the excitement as far as possible, so turned the shower to cold, and soon it had the desired effect of shrinking my cock to a manageable size.
As I got out of the shower and started drying myself, I saw my wife's talc, and thought as I was going out in public I had better smell like a woman as well as looking like one.
I enjoyed the smell of the feminine, flowery talc as I smoothed it on my skin.
When I went into our bedroom, my wife was there, laying out my clothes.
I could see the matching white satin bra, panties and suspender belt, some tan coloured stockings and one of her chiffon summer dresses.
I suppose if I went out as a maid, or schoolgirl (that was most of my dressing up clothes), it would cause many raised eyebrows.
She looked at me and semi-seriously said " Now you will know what it is like, to go outside and worry if the breeze will lift the hem of your skirt, showing your underwear."
I know when I have been out with her when she was wearing this dress and I was quite amused as I saw her struggling to keep her hem down to maintain her modesty, and also I enjoyed the occasional flash of stocking tops.
As she went into the shower she said " Make sure you are more subtle with the make-up, we don't want you to be thought of as a tart, do we?" And with that she left the room.
I wrapped the suspender belt around my waist, then sat down on the bed, so I could smooth the tan coloured stockings up my legs. I know all of my stockings were black, so she was letting me borrow her own stockings. I suppose most women tend to have the black hosiery for more dressy occasions, but day to day wear tan.
As I was attaching the suspender straps to my stockings, I could feel my cock begin to swell.
I pulled the satin panties up to contain my cock, and as always loved the feeling of the material against my skin.
Next I hooked my bra behind my back (when my wife first found out about my liking for lingerie, she insisted I put my bra on like a real woman), and put my silicone, false boobs into the bra cups, loving the feel of the weight of them, knowing they will give a lovely, natural bounce as I walked, the nipples pushing against the satin cups of the bra, adding to the realism.
Next I pulled the dress over my head, pulling it down until the hem settled just above my knees.
I did a quick twirl and looked in the mirror and saw the hem flare out, only just showing the dark material of the top of my stockings, but not the suspender straps.
Now my wig, shoulder length blonde hair framing my face.
As I sat at the dressing table, I chose a subtle pink colour lipstick, nothing too heavy on the foundation and blusher and a hint of green eyeshadow, to enhance the green on my eyes.
As I looked at my reflection, and saw an attractive woman looking back at me, I thought back to my first attempts at putting make-up on, and my wife laughing and saying my look was more 'Coco the clown' than 'femme fatale.'
We spent many happy hours with her teaching me how to use make-up properly.
I heard a wolf whistle from behind me, and turned and saw my wife standing behind me, wrapped in a towel, still wet from the shower.
I must admit part of me wanted to say 'screw going shopping, let's fuck', and I think she read the expression on my face and said "I know what you want, but I want to get myself something pretty."
She looked down at my crotch area and said, "maybe it is a little obvious what you want."
I looked down and could see a bulge at the front of my dress, as my panties were losing the battle to contain my hard cock.
"Hold on" she said, and went to the laundry basket and pulled out Linda's panties which I was wearing yesterday. "These should hold you in better".
I must admit the cotton material was more practical than sexy, and more substantial.
She held them out for me to step into and eased them up my legs until they covered the material of my satin panties and I could feel my cock being held in place.
She let the hem of skirt fall, and looked and said "that looks better, now shoo, and let me get dressed".
When she was ready we got into her car, and she drove us into town.
I must admit my heart was pounding, thinking of walking around in public, dressed up, but my wife must think I looked OK, as it was her suggestion.
I loved the sound of our high heels, echoing in the car park, as we walked to the department store.
As the escalator took us up to the heaven that was the 'ladies wear' section it occurred to me that it will be the first time I have been there and not have to act like a man and pretend to be partially embarrassed, and partially bored , to be there.
I could now look at the lingerie, pick it up, feel the material, even hold it against my body to imagine what it would look like when being worn.
I could feel my cock pushing against the material of my panties, and I was glad of the extra support that wearing Linda's panties was giving, but even with that, I made sure that I held the shopping basket in front of me to hide any possible bulges.
My wife was looking at all the displays of sexy lingerie, and I was happily going along with her, and to be honest all of them were so sexy, I would have been turned on by any of her choices.
Then I saw 'IT'.
'IT' was a black satin corset, with red lace trim, and six suspender straps, but the thing that grabbed my attention was that it had no bra cups. So the wearer of it would have their body surrounded by the satin and lace, but their boobs would be totally exposed.
I had to control myself from cumming, just thinking of my wife wearing it.
I shakily whispered to my wife "what about that," as I pointed at the display, my hand trembling slightly.
She looked at me and said "I thought we were coming so I could choose some lingerie, for myself, after you treated yourself to a set of lingerie yesterday.
Whilst I was partially 'forced' to buy the lingerie for Linda and myself yesterday, it wouldn't have been long before I succumbed to the temptation of buying when I had seen them in the shop window.
I looked at my wife, almost pleading with my eyes, and we went over to the display.
She took one of the corsets off the display and held it against her body, and again, I almost came.
Seeing her holding it up, enhancing her boobs as the corset went under, and around her boobs, but not covering them, the six suspender straps dangling down.
She giggled and said "could you imagine how Linda's tits would look if she was wearing this."
I don't know if she suspected how close I was to cumming, and was seeing if she could make me cum, in the middle of the shop floor.
I just nodded my head, trying not to think sexy thoughts, partially considering of if I did cum, would the cum soak through both the pairs of panties I was wearing, and through onto the skirt.
As she looked through the display for one of the corsets that would fit her, it gave me a few seconds to try to control myself.
She held one of a suitable size and said to me in a mock serious tone "it is only fair, that if I buy this because you want me to wear it, then you will have to do what I want you to do."
As I could not imagine her NOT wearing it, I nodded my agreement.
She placed it into the basket I was holding.
I wanted to buy it, rush home, and for her to wear it, but she had other thoughts.
"I need to get some clothes for work," and then walked off, with me meekly following.
I must admit I was not paying any attention to the various skirts and blouses she was loading into the basket. All I wanted to do was go home, but didn't dare say anything incase she changed her mind about the corset.
Eventually she was satisfied with the rest of the purchases and we made our way over to the checkout, and saw there was quite a queue as there appeared to be someone inexperienced on the checkout.
My wife said to me "you get these things, there is something else I want to get. So I will do that and come back here, it will save time."
Anything that would make it quicker to get home was fine to me.
Then it struck me, I was now alone, a man dressed in women's clothing in the middle of the shop. What if someone suspected, what would happen.
The queue moved slowly forwards, and behind me two women joined the queue, and their general casual chat gave me confidence that they did not suspect I was a man, otherwise they would be whispering, and giggling to each other.
Eventually I got to the front of the queue, and the girl on the checkout started scanning the items, all went through OK until it got to the corset (typical !)and she held it up, trying to find the barcode, the suspenders dangling, and the open bra cup obvious to everyone.
I felt a nudge from behind me, and one of the women said "someone's hubby is in for a good time. Have you done something wrong, or are you after something special for yourself"?
It felt like the kind of ribald joke that only women would share with each other, which meant that they suspected nothing.
I said the first thing that came into my head "with that on, he will be putty in my hands."
She replied "if he is putty in your hands, it has not done its job properly." And then burst out laughing.
The image of holding my 'hubby's' cock in my hand, and it being hard and throbbing flashed into my mind.
I felt myself blushing, but fortunately the checkout operator had found the code, scanned it, and called me forwards to pay.
Just as it was all bagged up, I could see my wife had returned and quickly made my way over to her.
She smiled and said "all done now, or should we do more shopping? "
I think I almost whined.
With that she laughed and said "I suppose it is home time then."
When we got home my wife told me to wait downstairs while she tried on her purchase.
I waited, gently stroking my cock, through my dress, feeling it getting harder.
I heard her clear her throat and said "what do you think then?"
I turned and the sight I saw exceeded my expectations,
The corset was on, holding her body in, and made her boobs look even bigger than normal.
The six suspenders held up the black stockings, and that framed her neatly trimmed pussy, as she had no panties on.
She saw where I was looking and laughed and said, " I thought the panties would be surplus to requirement."
I felt my mouth go dry and stuttered out "you look fantastic."
She shook her shoulders, which made her boobs jiggle.
"They do look nice, don't they" she said with a smile.
"Fuck yes," I said.
We kissed deeply, our tongues, sliding past each other, entering each others mouths, as though fucking each other with our tongues.
My hands sliding down the satin material of her corset, feeling the lacy trim at the bottom, then going further down. My finger sliding into the cleft of her bum, teasing the sensitive entrance of her anus, and feeling her wriggle against me.
Her hands were stroking the back of my dress, expertly feeling where the zip was, and slowly pulling it down.
When it was open to its full extent she stepped back and gently pushed the shoulder straps past my shoulders and the whole dress slipped down my body, leaving me standing in my bra, stockings and suspenders, with Linda's panties hiding my more sexy panties.
My wife knelt down in front of me and said "I don't think we need these anymore ", and hooked her fingers around the waistband of the panties.
As she pulled them down my cock was released, and immediately sprung up with such suddenness it almost felt like there should have been a comedy 'boing' sound as it was revealed.
As the panties were pulled down to my feet, I stepped out of them, and then as my wife was about to discard them, a wicked grin crossed her face, and she separated my panties from Linda's.
"I think I still have a use for these," she said as she held Linda's panties up.
She stood up and put them over my head, so I was looking out the leg holes, and the crotch was over my nose and mouth.
"I bet you would like to be a sissy to both of us, me at home and Linda at work, wouldn't you."
I know some of the odour I was breathing in was my own, but I could smell Linda's pussy juices as well.
I gasped "oh yes." In my mind I could imagine me kneeling in front of Linda, at her desk, as she parted her legs, and ordered me to lick her pussy.
My wife pushed me to the floor and stood over my head so I was looking up her stockinged legs, up to her neatly trimmed pusse, up to her corset which thrust her boobs out.
"So tell me sissy, do you REALLY want to serve us both," she said.
I don't know if it was the warmth, or moisture of my breath, but the smell of Linda's pussy juices seemed to intensify, and more and more lurid images flashed through my mind, me being over Linda's knee and spanked, me having to grovel, and kiss Linda's feet, me being bent over my desk and being fucked by Linda.
"Oh yes please Mistress, I want to serve you and Linda," I said.
With that she knelt down, just hovering over my cock, and grabbed it, slowly moving it over the length of her pussy, from her clit to the entrance of her pussy.
I desperately wanted to enter her, but she was kneeling over my hips and stopping me from thrusting into her.
"Say you are a sissy, and all you deserve is to serve us, all the time".
I was so turned on by then I would have done anything to get relief from the sexual torment.
"I am a sissy, and I need to serve you both, all the time".
When I said that, she thrust herself onto my cock, this was not a gentle entering, my cock was totally buried in her pussy, and it felt like entering liquid velvet, which showed how turned on my wife was.
Then she started thrusting her hips, with great urgency. To make it clear, we were not making love, she was fucking me, I was being used for a tool for her pleasure.
With all the anticipation I have had, I could feel I was about to cum, so I gasped out "Mistress, I am going to cum," expecting her to slow her thrusts down, but she went faster.
I almost screamed when I felt my cum explode out on my cock, and she thrust down, keeping my cock buried in her pussy, and I could feel her internal muscles caressing my cock, as though she wanted to milk my cock dry.
I felt jet after jet of cum enter her, and it was only when the spasms of my cock finished, that she quickly pulled up Linda's panties which were covering my face, until the waistband was covering my eyes, effectively becoming a blindfold, and uncovering my mouth.
She then positioned herself over my face, her knees pinning my shoulders to the ground, and I felt something drip onto my face, I don't know if it was my cum, or her pussy juices.
"Time to pleasure your Mistress, " she said as she lowered her pussy onto my mouth.
I have sucked, and licked her pussy many times, so it did not take long for my tongue to find her clit, and start teasing it to give her the most pleasure.
She was rubbing herself into my face as she approached her orgasm, then when she came, I could feel her ejaculating into my mouth, a combination of her own juices, and my cum.
As it hit the back of my throat, I had to swallow or I would have choked.
She kept thrusting into my face, wanting more pleasure, and it was only when she had come four or five times that she climbed off my face.
I could feel my face was covered with her juices and my own, it was in my mouth, on my cheeks, my chin and I could feel it trickling down onto my neck.
She pulled Linda's panties totally from my head, then lay alongside me holding my head against her boobs.
I could feel a sheen of sweat on her body, and could hear her heart pounding.
She started telling me of her plan, and I felt in such a state of exhaustment that all I could do was let her words flow over me.
In the back of my mind, I thought it would not work, but she was stroking my head, and I was barely staying awake, so could not make any comment.
If only I knew what was to happen..........

To be continued (as long as you want more, comments appreciated).