MiL's sissy 3
We woke up about an hour afterwards, and the tea was totally cold, so we got up.
After having a shower and getting dressed, I went downstairs and Joan was already in the living room, this time fully dressed.
I was expecting a knowing smile, or wink or even a suggestive comment, but all she said was "Good morning sleepy head."
It was such a 'normal' thing to say, I began to think it had been a 'wardrobe malfunction' that she flashed her nightie, or had I imagined it!
For the next two weeks nothing unusual happened, and I began to wonder if the events had happened, or was it my imagination.
Then on the day of my wife's office party, something else happened.
Joan was watching Eastenders downstairs and I was upstairs, in our bedroom reading, or at least pretending to read.
My wife was getting dressed ready for her office party, she had chosen her dress, which was a black dress which came to just above the knee, with silver threads on it which moved and sparkled with every movement of her body.
She had just come out of the shower, and was walking naked while she selected her underwear to wear with the dress.
I was getting hard, glancing over the top of my book while pretending to read.
She pulled out a pair of lacy knickers, and pulled them up.
While glancing at her putting them on, I was thinking of the last time I had worn those knickers and wanked into them, making my cock even harder, wondering if I would find an opportunity to wear them after she had worn them.
Then a matching black lacy bra was selected and she deftly put it on.
I am always amazed how women can do their bras behind their back.
I know when I put a bra on I have to put them on back to front, then swivel them round.
Then she picked out a pair of black tights, and began the inelegant shuffle of putting them on.
Personally I think tights are the invention of the devil, and wished I was around before they had been invented, so all women wore stockings and suspenders.
Then she stopped the wriggling of putting her tights on, and said "damn."
I could stop pretending to read, and looked at her and said " What's the matter?"
"I have just laddered my tights."
I looked and saw a definite ladder, so I said "just put on another pair then."
She said " all I have are tan coloured tights."
She saw the blank look on my face, so she added " they won't go with the dress."
I suppose that when I get to dress in the lingerie, I don't care about matching the items, I just love the sexy feeling of wearing any sexy lingerie.
" I suppose I will have to wear these," she said, as she held up a pair of black stockings.
She did wear stockings and suspenders, but it was for my pleasure only, and in the bedroom only.
She then picked up a black suspender belt, and wrapped it around her waist, pushing the straps under her knickers.
Then gathered the stocking up, put it on her foot and smoothed it up her leg.
My cock was getting harder as I watched, wishing it was my hands putting on her legs, and also thinking of the times when I had worn those stockings.
When she had put the second stocking on, I couldn't resist saying "do you need to go to the party, I'm sure we could have fun here," and stroking my cock through my trousers to make it obvious what fun I was looking for.
She laughed and said "I know what fun you want, but these parties are useful for networking, which can help my career.
But do remember when I get home you can help me get undressed. "
Then she slipped her dress over her head, and it slid down her body, covering her sexy lingerie, with the only people knowing how sexy she was dressed was me and her.
She came over to me so that I could zip the dress up, which I did, then ran my hands down her body, feeling the suspenders through the material.
Then we went downstairs, and Joan was there watching the telly.
Eastenders had finished and there was a nature programme on.
She looked at Lesley and said "you look nice dear."
My wife did a little shimmy which caused all the silver threads to sparkle in the lights.
"Thanks Mum," she said, "it looks like you are on babysitting duties for me."
Then as I sat down she playfully patted my head and said to me "now you be a good boy for mummy, and make sure you do what she tells you."
I laughed, but could feel myself blushing and my cock getting hard, thinking of the humiliation of having to be babysat.
With that she gave me a kiss, and left to go to her party.
After about half an hour of watching the programme on the telly, I felt my eyes begin to droop, as I began to nod off.
Joan said "Mike, do you want to do something more interesting? "
"Sure, what do you want" still feeling a bit sleepy, expecting her to suggest a film.
"Do you want to try on some of mummy's pretty things," she said.
That woke me up!
"What do you mean," I asked.
"Well you have already tried on some of my things in secret, so we may as well see what else you like."
My mind was thinking of reasons not to do this, but my cock was rock hard thinking about what she was saying.
I also thought that if I did not do as I was told she could tell Lesley that she had caught me wearing her lingerie, so even the 'sensible' part of me knew I had to do as I was told.
She grinned and said "Lesley did say you had to do what mummy said, and if you don't do as I tell you you might have a spanking."
I don't know what was more appealing, putting on more of her lingerie, or being bent over her knee and being spanked, but I knew I would obey her.
She led the way to her bedroom, and then told me to strip.
I took my sweatshirt, socks and trousers off, and stood in front of her in my boxer shorts, trying to hide my erection with my hands.
"Don't be so silly" she snapped "take everything off, it's not as though I haven't already seen everything."
Knowing she had seen me in her see-through knickers, there was very little she hadn't seen, so I removed the boxer shorts, and my cock was hard, making it obvious how I was feeling.
She pointed and said "sit down on the bed" then opened the drawer where her lingerie was.
"Let's see what to wear, we know you like these" she said, as she pulled out the black see-through knickers she had caught me wearing.
She held them so they were dangling in her hands then slowly stroked them up my legs, over my thigh, over my nipples and over my face, then placed them beside me.
"Or part of the pleasure we women have is choosing different things to wear" and with that she pulled out a pair of French knickers, white satin with a deep white lace trim around the legs.
She then stroked them over my body like she had with the previous knickers.
My cock was rock hard and leaking pre-cum, as the French knickers stroked over my cock, I almost thought I would cum there and then, but fortunately I held it back.
She then put the French knickers on the other side of me.
She went into the drawer and said "I think I know what you should wear," and pulled out a pair of crotchless knickers, they were red and lacy.
" These will leave no doubt that you are a man wearing women's clothes" she held them up, and put her finger through the crotchless part, as though it was a cock sticking through the knickers.
My heart was pounding and I heard myself whispering "oh yes."
"Now we have the colour, let's see we have the rest of the matching lingerie, " and with that she she pulled out a red lacy suspender belt, and bra.
"Stand up" she ordered.
As I stood up, she wrapped the suspender belt around my waist.
Then she reached into the drawer and pulled out a pair of black stockings, then gathered them together and put them over my foot, then slid them up my legs, expertly attaching the suspender straps to the stockings, her hands millimetres away from my cock but never touching it.
She held the knickers open for me to step into.
My cock was inches from her face, and part of me wanted her to kiss or suck it, but I knew I would almost certainly cum immediately if she did.
But all she did was pull the knickers up my legs holding the waistband open so my cock went past it, then she pulled them up so my cock slipped into the crotchless part, and stuck out.
"Now for your bra" she said, holding out the bra for me to put my arms into, then she went round my back and attached the clasp.
"Now to give you something to fill your bra with" she said and rolled up a couple of pairs of stockings and padded the bra cups.
"Not ideal, but it gives you some shape"
She looked at me and smiled, then said "I know what will finish the look off," then opened another drawer, and removed a totally transparent, full length white nightie, with lace around the hem and arms.
I held up my arms, so she could put it over my head, then let it slip down my body.
The length came to just above my ankles, and if I moved my body it swished around.
" Do you want to look in the mirror to see how pretty you look" she said.
As I looked in the mirror, I could see my hard cock tenting out the nightie, and it was clear to see the sexy lingerie I was wearing under the see through nightie.
My hand went to my cock and I stroked myself, enjoying the feeling on the nightie rubbing against my cock.
I was so mesmerised by the sight of myself in the mirror, I had almost forgotten Joan was there until she said "I'm sure a real man wouldn't like wearing pretty things like that, so what does mean you are?"
I was almost surprised when I heard myself saying "a sissy"
"Do you wear Lesley's pretty things?"
There was no point lying so I said "yes", I couldn't believe that I had just called myself a sissy, and admitted to dressing up, to my mother in law.
but it felt as though I had no control over myself.
"Does Lesley know you are a sissy, and wear her lingerie? "
" No, I tried suggesting it might be fun if I wore a pair of her knickers, but she didn't do anything, so I didn't try again."
"If she knew you were a sissy, she could be having some real fun at her party at the moment " she said.
"She could be doing some sexy dancing with a 'real' man, their hands stroking each others bodies.
I desperately wanted to say she would never do something like that, but I felt my my hand stroking my cock even quicker, in my minds eye I could imagine my wife's body being stroked, someone getting to feel that she was wearing suspenders underneath her dress, then rubbing their hardening cock against her crotch.
Joan continued " Maybe she would take her boss into one of the offices to 'discuss' a promotion, get on her knees in front of him, then unzip his trousers, pull his cock out, and start sucking on a 'real' mans cock, knowing her sissy is at home dressed in her frillies."
As much as I wanted to say 'she wouldn't do that, and stop talking like that', all I could do was keep looking in the mirror, looking at the reflection of a sissy, all dressed in sexy lingerie, playing with himself, pre-cum already staining the front of the nightie.
"Then he would take her to the desk, bend her over, lift her skirt up, pull her knickers down, and then fuck her."
I imagined the sight of her bent over the desk, showing her stockings and suspenders, her boss grabbing her hips, thrusting himself into her.
"Then when he had finished with her, she would stay over the desk, and any 'real' man could fuck her."
This was like a torture that I never wanted to finish.
"When her cunt was filled with 'real' mens cum, she would pull her knickers up, trapping all that cum.
Then come home to her sissy, pull her knickers off, tell her sissy to put them on and wank into them, while he licked 'real mens' cum out of her cunt.
As she said that I gave out a groan, and cum spurted from my cock, soaking the nightie, and I collapsed to my knees as all strength left my body.
It seemed as though from a thousand miles away, I heard Joan say "I will let you get yourself cleaned up," as she left the room.
I don't know how long it was before I gained the strength to take all 'mummy's pretty things' off but I felt totally drained.
When I got dressed and went downstairs, Joan looked up and said "hi" as though nothing had happened.
I don't know what is more unsettling, when she knows when I am wearing her lingerie, or when she acts as though nothing had happened.
Lesley hadn't come home when I went to bed, and as I lay in bed I considered putting on Lesley's sexy baby doll nightie, and accidentally on purpose let her catch me wearing it, in the hope she would accept me dressing up.
But the realistic part of my thought it would not go well, but with that though in my head I fell asleep.
To be continued...
Comments appreciated, if you like the story, please add to your favourites xx
After having a shower and getting dressed, I went downstairs and Joan was already in the living room, this time fully dressed.
I was expecting a knowing smile, or wink or even a suggestive comment, but all she said was "Good morning sleepy head."
It was such a 'normal' thing to say, I began to think it had been a 'wardrobe malfunction' that she flashed her nightie, or had I imagined it!
For the next two weeks nothing unusual happened, and I began to wonder if the events had happened, or was it my imagination.
Then on the day of my wife's office party, something else happened.
Joan was watching Eastenders downstairs and I was upstairs, in our bedroom reading, or at least pretending to read.
My wife was getting dressed ready for her office party, she had chosen her dress, which was a black dress which came to just above the knee, with silver threads on it which moved and sparkled with every movement of her body.
She had just come out of the shower, and was walking naked while she selected her underwear to wear with the dress.
I was getting hard, glancing over the top of my book while pretending to read.
She pulled out a pair of lacy knickers, and pulled them up.
While glancing at her putting them on, I was thinking of the last time I had worn those knickers and wanked into them, making my cock even harder, wondering if I would find an opportunity to wear them after she had worn them.
Then a matching black lacy bra was selected and she deftly put it on.
I am always amazed how women can do their bras behind their back.
I know when I put a bra on I have to put them on back to front, then swivel them round.
Then she picked out a pair of black tights, and began the inelegant shuffle of putting them on.
Personally I think tights are the invention of the devil, and wished I was around before they had been invented, so all women wore stockings and suspenders.
Then she stopped the wriggling of putting her tights on, and said "damn."
I could stop pretending to read, and looked at her and said " What's the matter?"
"I have just laddered my tights."
I looked and saw a definite ladder, so I said "just put on another pair then."
She said " all I have are tan coloured tights."
She saw the blank look on my face, so she added " they won't go with the dress."
I suppose that when I get to dress in the lingerie, I don't care about matching the items, I just love the sexy feeling of wearing any sexy lingerie.
" I suppose I will have to wear these," she said, as she held up a pair of black stockings.
She did wear stockings and suspenders, but it was for my pleasure only, and in the bedroom only.
She then picked up a black suspender belt, and wrapped it around her waist, pushing the straps under her knickers.
Then gathered the stocking up, put it on her foot and smoothed it up her leg.
My cock was getting harder as I watched, wishing it was my hands putting on her legs, and also thinking of the times when I had worn those stockings.
When she had put the second stocking on, I couldn't resist saying "do you need to go to the party, I'm sure we could have fun here," and stroking my cock through my trousers to make it obvious what fun I was looking for.
She laughed and said "I know what fun you want, but these parties are useful for networking, which can help my career.
But do remember when I get home you can help me get undressed. "
Then she slipped her dress over her head, and it slid down her body, covering her sexy lingerie, with the only people knowing how sexy she was dressed was me and her.
She came over to me so that I could zip the dress up, which I did, then ran my hands down her body, feeling the suspenders through the material.
Then we went downstairs, and Joan was there watching the telly.
Eastenders had finished and there was a nature programme on.
She looked at Lesley and said "you look nice dear."
My wife did a little shimmy which caused all the silver threads to sparkle in the lights.
"Thanks Mum," she said, "it looks like you are on babysitting duties for me."
Then as I sat down she playfully patted my head and said to me "now you be a good boy for mummy, and make sure you do what she tells you."
I laughed, but could feel myself blushing and my cock getting hard, thinking of the humiliation of having to be babysat.
With that she gave me a kiss, and left to go to her party.
After about half an hour of watching the programme on the telly, I felt my eyes begin to droop, as I began to nod off.
Joan said "Mike, do you want to do something more interesting? "
"Sure, what do you want" still feeling a bit sleepy, expecting her to suggest a film.
"Do you want to try on some of mummy's pretty things," she said.
That woke me up!
"What do you mean," I asked.
"Well you have already tried on some of my things in secret, so we may as well see what else you like."
My mind was thinking of reasons not to do this, but my cock was rock hard thinking about what she was saying.
I also thought that if I did not do as I was told she could tell Lesley that she had caught me wearing her lingerie, so even the 'sensible' part of me knew I had to do as I was told.
She grinned and said "Lesley did say you had to do what mummy said, and if you don't do as I tell you you might have a spanking."
I don't know what was more appealing, putting on more of her lingerie, or being bent over her knee and being spanked, but I knew I would obey her.
She led the way to her bedroom, and then told me to strip.
I took my sweatshirt, socks and trousers off, and stood in front of her in my boxer shorts, trying to hide my erection with my hands.
"Don't be so silly" she snapped "take everything off, it's not as though I haven't already seen everything."
Knowing she had seen me in her see-through knickers, there was very little she hadn't seen, so I removed the boxer shorts, and my cock was hard, making it obvious how I was feeling.
She pointed and said "sit down on the bed" then opened the drawer where her lingerie was.
"Let's see what to wear, we know you like these" she said, as she pulled out the black see-through knickers she had caught me wearing.
She held them so they were dangling in her hands then slowly stroked them up my legs, over my thigh, over my nipples and over my face, then placed them beside me.
"Or part of the pleasure we women have is choosing different things to wear" and with that she pulled out a pair of French knickers, white satin with a deep white lace trim around the legs.
She then stroked them over my body like she had with the previous knickers.
My cock was rock hard and leaking pre-cum, as the French knickers stroked over my cock, I almost thought I would cum there and then, but fortunately I held it back.
She then put the French knickers on the other side of me.
She went into the drawer and said "I think I know what you should wear," and pulled out a pair of crotchless knickers, they were red and lacy.
" These will leave no doubt that you are a man wearing women's clothes" she held them up, and put her finger through the crotchless part, as though it was a cock sticking through the knickers.
My heart was pounding and I heard myself whispering "oh yes."
"Now we have the colour, let's see we have the rest of the matching lingerie, " and with that she she pulled out a red lacy suspender belt, and bra.
"Stand up" she ordered.
As I stood up, she wrapped the suspender belt around my waist.
Then she reached into the drawer and pulled out a pair of black stockings, then gathered them together and put them over my foot, then slid them up my legs, expertly attaching the suspender straps to the stockings, her hands millimetres away from my cock but never touching it.
She held the knickers open for me to step into.
My cock was inches from her face, and part of me wanted her to kiss or suck it, but I knew I would almost certainly cum immediately if she did.
But all she did was pull the knickers up my legs holding the waistband open so my cock went past it, then she pulled them up so my cock slipped into the crotchless part, and stuck out.
"Now for your bra" she said, holding out the bra for me to put my arms into, then she went round my back and attached the clasp.
"Now to give you something to fill your bra with" she said and rolled up a couple of pairs of stockings and padded the bra cups.
"Not ideal, but it gives you some shape"
She looked at me and smiled, then said "I know what will finish the look off," then opened another drawer, and removed a totally transparent, full length white nightie, with lace around the hem and arms.
I held up my arms, so she could put it over my head, then let it slip down my body.
The length came to just above my ankles, and if I moved my body it swished around.
" Do you want to look in the mirror to see how pretty you look" she said.
As I looked in the mirror, I could see my hard cock tenting out the nightie, and it was clear to see the sexy lingerie I was wearing under the see through nightie.
My hand went to my cock and I stroked myself, enjoying the feeling on the nightie rubbing against my cock.
I was so mesmerised by the sight of myself in the mirror, I had almost forgotten Joan was there until she said "I'm sure a real man wouldn't like wearing pretty things like that, so what does mean you are?"
I was almost surprised when I heard myself saying "a sissy"
"Do you wear Lesley's pretty things?"
There was no point lying so I said "yes", I couldn't believe that I had just called myself a sissy, and admitted to dressing up, to my mother in law.
but it felt as though I had no control over myself.
"Does Lesley know you are a sissy, and wear her lingerie? "
" No, I tried suggesting it might be fun if I wore a pair of her knickers, but she didn't do anything, so I didn't try again."
"If she knew you were a sissy, she could be having some real fun at her party at the moment " she said.
"She could be doing some sexy dancing with a 'real' man, their hands stroking each others bodies.
I desperately wanted to say she would never do something like that, but I felt my my hand stroking my cock even quicker, in my minds eye I could imagine my wife's body being stroked, someone getting to feel that she was wearing suspenders underneath her dress, then rubbing their hardening cock against her crotch.
Joan continued " Maybe she would take her boss into one of the offices to 'discuss' a promotion, get on her knees in front of him, then unzip his trousers, pull his cock out, and start sucking on a 'real' mans cock, knowing her sissy is at home dressed in her frillies."
As much as I wanted to say 'she wouldn't do that, and stop talking like that', all I could do was keep looking in the mirror, looking at the reflection of a sissy, all dressed in sexy lingerie, playing with himself, pre-cum already staining the front of the nightie.
"Then he would take her to the desk, bend her over, lift her skirt up, pull her knickers down, and then fuck her."
I imagined the sight of her bent over the desk, showing her stockings and suspenders, her boss grabbing her hips, thrusting himself into her.
"Then when he had finished with her, she would stay over the desk, and any 'real' man could fuck her."
This was like a torture that I never wanted to finish.
"When her cunt was filled with 'real' mens cum, she would pull her knickers up, trapping all that cum.
Then come home to her sissy, pull her knickers off, tell her sissy to put them on and wank into them, while he licked 'real mens' cum out of her cunt.
As she said that I gave out a groan, and cum spurted from my cock, soaking the nightie, and I collapsed to my knees as all strength left my body.
It seemed as though from a thousand miles away, I heard Joan say "I will let you get yourself cleaned up," as she left the room.
I don't know how long it was before I gained the strength to take all 'mummy's pretty things' off but I felt totally drained.
When I got dressed and went downstairs, Joan looked up and said "hi" as though nothing had happened.
I don't know what is more unsettling, when she knows when I am wearing her lingerie, or when she acts as though nothing had happened.
Lesley hadn't come home when I went to bed, and as I lay in bed I considered putting on Lesley's sexy baby doll nightie, and accidentally on purpose let her catch me wearing it, in the hope she would accept me dressing up.
But the realistic part of my thought it would not go well, but with that though in my head I fell asleep.
To be continued...
Comments appreciated, if you like the story, please add to your favourites xx
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