MiL's sissy 7

I felt the blood drain from my face and I waited for her to start shouting and screaming and probably talking about divorce, but what what she said shocked me even more.
"You are right Mum, he does look pretty as a sissy."
I turned back to face Joan and she said "could you get him ready to be my sissy."
My wife took me by the hand and led me to the bed.
I followed meekly, almost in a daze, not knowing what was happening.
My wife got me to kneel down in front of the bed, with my arms stretched across the bed, I had the unusual sensation of my boobs pressing against my chest, making me think that this is how women feel when they are lying face down.
I felt my wife pushing my skirt and petticoats up, then pulling my knickers down.
I looked round to Joan, and could see she had removed her skirt, and was in the process of clipping on the strap on dildo.
She must have seen the shocked expression on my face and said to Lesley "I think you should give your husband something to concentrate on, while I prepare him to become a true sissy."
My wife sat down on the bed in front of me and slowly started to pull her skirt up her legs.
As she revealed more of her leg I realised that she was actually wearing stockings.
Normally she was strictly a tights wearer, stockings were for 'bedroom only', but here she was wearing stockings.
As her skirt went higher I could see the taut suspender straps holding up the stockings, then her bare thigh.
My attention was fully on what my wife was doing, and it almost came as a surprise when I felt something cold and wet on my bum, I assumed that Joan had put some lube on there, and I felt her fingers slip down the cleavage of my bum, and then gently touching the entrance of my anus.
With Lesley, we had never played with each others in that way, but with what Joan was doing, I knew we would introduce it into our sex life.
Now Lesley's skirt was pulled up, showing her knickers, and I recognised them as the lingerie I had bought for her at Christmas, which she said she would leave for a special occasion.
She shuffled forward so her pussy was millimetres away from my face, making it obvious that the wanted to be licked.
I could smell how excited she was, and I put my tongue out and was rewarded by the delicious taste of her juices.
I felt Joan's finger enter me, and at first it felt strange, but as she started gently moving her fingers in and out, I began to relax and enjoy the sensation.
This spurred me to lick Lesley's pussy even harder, enjoying hearing her begin to gasp as she became even more excited.
Then I felt a second finger enter me, and almost unbidden by me my hips were thrusting against Joan's fingers, pushing them deeper into my body.
I heard Lesley cry out, and felt her body shudder as an orgasm ripped through her body, and that spurred me on to lick harder, pushing my tongue into her body, wanting her to cum multiple times.
Then the most unusual thing happened, I felt I was cumming, but not like any orgasm I had felt before.
Cum was oozing out of my cock, but I felt none of the usual feelings of release, and pleasure.
In fact it was making me feel even hornier.
"Oh look" said Joan "your husband is having a 'sissygasm'. "
She whispered in my ear "don't worry, I will teach Lesley how to give you a sissygasm."
As her fingers probed into my body, I was getting more excited, but unable to have the release which would give me sexual pleasure.
It was like having sexual itch which you couldn't scratch.
As she removed her fingers, I desperately wanted her to continue and I couldn't help moaning and thrusting my hips, wishing that she would put her fingers back.
Lesley was doing her own moaning as she had an orgasm.
I felt something considerably larger than Joan's fingers pushing against my anus, and I realised that she had the strap on dildo about to enter me.
As she pushed deeper, I will be honest, it hurt, and I said 'ow'.
Joan immediately withdrew the dildo and said "Unfortunately women, and sissies, always have that moment of pain when we lose our virginity, but it is something we have to endure before we get to the pleasure.
Lesley, maybe you should say how you got your promotion at work. "
Lesley said " it was at the Christmas office party.
I felt one of my suspenders had come loose, so I went into one of the disused offices, so I could reattach it.
I had pushed my skirt up, and was just about to clip the suspender to my stocking and my boss came in.
He looked really embarrassed when he saw what I was doing, so I made a joke by saying 'would this be a good time to discuss my promotion.'
He laughed and said "looking like that you can have anything you like."
I don't know if it was because I had a few drinks, but I said to him 'why don't you help me with this suspender? "
I could feel Joan putting some more lube on, and using her fingers to push the lube inside me.
I know that I should be feeling annoyed at my wife flirting with other me, but I couldn't help than getting more excited, and if I hadn't already had a 'sissygasm', I would have probably cum.
Lesley continued "he came over to me, and his hand was shaking so much that I had to steady it with my hand.
Then when he had clipped the suspender on, I pushed his hand onto my bare thigh above my stocking tops, until he was touching my knickers."
I felt the pressure of Joan pressing the dildo against my anus, and felt the tip of it just slide into me, there was a little bit of pain, but it almost felt like I deserved it as I was getting so turned on by hearing what my wife had done at the party.
"When his hands were on my knickers, he started stroking my pussy through the silky material, then his fingers went under my knickers and he was stroking my pussy."
I could feel the dildo gently thrusting into me, with each thrust went deeper into my body, and I knew my hips were thrusting against the dildo, making it go even deeper, the pain was no longer a consideration, it felt just right to be used as a sissy, while my wife was telling her story.
"I knew my pussy was already wet, and I could feel him putting a finger into me, and finger fucking me."
I was almost surprised when I felt Joan's hips touching my bum, meaning that the dildo was fully inside me, and she grabbed my hips and began to fuck me harder, and I wanted it!
"Again, I don't know if it was because I was a bit tipsey, but I felt I was coming, and it was only a few seconds of him finger fucking me, and I had to avoid screaming out in case anyone at the party heard anything."
I was furiously licking Lesley's pussy, thinking of her boss's finger being where my tongue is now.
"When I finished coming, I thought it was only fair if I gave him some pleasure, so I knelt down in front of him, unzipped his trousers, got his cock out, which was bigger than yours."
I desperately wanted to cum, but after the sissygasm all I seemed to do was get more excited.
"I licked his cock, loving the taste of his pre-cum, then I started sucking it, I loved the sensation of it filling my mouth, and it didn't take long before I could feel him cumming in my mouth, and I had no option but to swallow it, otherwise his cum might have splashed onto my dress and staining it."
It somehow felt right that my wife had never swallowed my cum, but a 'real man', she would happily drink all his cum.
I could hear Lesley begin to moan, and her body twitching as she came.
I don't know if it was because I was licking her clit that made her cum, or that she was reliving what had happened at the party.
While she was still gasping for breath she said "I need some cock in my cunt."
She had never used that word with me, and I thought she must be lost in the emotions of her orgasm.
She moved my head away, and shuffled down my body, Joan released the pressure on the dildo so my hips would move away from the bed, until Lesley was under me, and I felt her hand grasp my cock, and guided it into her sopping wet pussy.
Joan then thrust into me, causing my cock to thrust into my wife.
Joan was using the dildo to direct how I was fucking my wife.
I don't know if it was a subtle thing, that only one woman could see in another woman when they were about to come, but I know that there were about six of seven times when my wife was on the edge of orgasm, and Joan would slow down her thrusts into me, which made me slow down my thrusts into my wife, then increase to build the pleasure.
My wife was almost in tears when she said "please let me come."
Then I felt Joan thrust the dildo into me with more passion, and soon Lesley screamed with pleasure as she came.
Joan had her hips against my bum, so I could not move, my cock buried deep inside my wife's pussy.
I could feel her muscles contracting around my cock, almost caressing it, and I felt myself cum.
This was not a 'sissygasm' this was a real orgasm, with the feeling of pleasure and relief, and I knew was making grunting noises as I felt jet after jet of cum shooting out of my cock, into Lesley's pussy.
I have never felt that drained after having sex, and at that moment I wished I could be there forever.
I felt the dildo slide out of my anus, and my body felt so empty, I knew that I wanted to be fucked again, truly I was a sissy.
As my cock slid out of Lesley's pussy, Joan said "you have had your fun, now Mummy wants her fun as well."
I looked round and saw she was unclipping the dildo and it fell to the floor, revealing her totally smooth pussy.
She reached into a drawer, pulled out a vibrator and turned it on.
As it buzzed in her hand she come to the bed, pulled me up from my kneeling position and had my lay next to Lesley, who was still gasping with pleasure.
Then she lay on the bed on the other side, and handed the vibrator to me, and guided my hands with the vibrator to caress her nipples.
As her nipples hardened her breath deepened, until I could see her body was beginning to move and twitch, showing she was sexually excited.
Then she moved my hand with the vibrator down her body, to the folds of her pussy.
At this point I did not need and guidance, and was stroking the vibrator from her clit, to the entrance of her pussy, and back again.
Watching as I could see her reacting as I pleasured her, thinking that this was the first time that she had not been in control of the situation.
I slowly teased her by gradually using the vibrator to enter, then taking it out and teasing her clit.
As she lost all the control, I then started going faster, wanting to see her come.
In the corner of my eye, I could see Lesley was watching us, her fingers stroking her pussy.
Then Joan's body arched out as she came, her head swinging from side to side, muttering 'fuck, fuck, fuck' as wave after wave of pleasure ripped through her body.
Eventually her body relaxed and she took the vibrator from my hand and turned it off, then she put it to my lips.
I eagerly opened my mouth and took the vibrator into my mouth, tasting Joan's juices.
I was aware of Lesley gasping as her fingers slid furiously caressing her pussy, while she watched me sucking the vibrator, her body twitching as an orgasm ripped through her body.
Joan smiled at me and said " when I first caught you wearing my lingerie, I told Lesley, and her first reaction was the same as whe I found John dressing up.
I told her what fun John and I had, but she did not believe that you would be a sissy, so I said I would test you to see how far you would go.
So from now on, you have a Mummy," and gently kissed me on the lips, "and a Mistress."
And my wife gently kissed me on the lips.

The end.......or is it the beginning ?

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