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How I started dressing

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By *layful TG OP   TV/TS
over a year ago

Notts

This is something that happened a while ago. We had not been married long when my Mother-In-Law asked if we would look after the house and the cat and dog as she was going to be away for a few weeks.

My wife was working and I agreed to pop in on a regular basis.

Her name was Brenda and she had been separated for quite a while from her husband. So over the next week or so I popped in on a regular basis to sort the cat as the dog was at ours.

I knew Brenda was really hot and a little flirty around me.

She wore the most sexiest of clothing when she came to us or use visiting her.

And when my wife wasn't around she would flash her stocking tops. Or she would bend over showing off her ass or her massive boobs. I often had fantasies of having sex with her.

Anyway for some unknown reason I found myself in her bedroom having a look through her undies draw.

There were all sorts of sexy stuff and I just touched it at first.

Then I experimented and put on some stockings and suspender belt.

Then I slipped on a bra and used stockings to fill it out.

And then her sheer panties which I wanked off into.

At that point I felt really guilty. So I cleaned up everything and put it all back.

But the next day again I found myself doing the same thing.

This went on for a few days each time I went round.

But on this particular day I will never forget. I had gone much further.

I had found a really sexy basque and had that on. I had on the works.

I found a really sexy pvc dress which I also popped on.

I was walking around the house being really silly as I did so.

It was a really hot day and I had ventured to the patio.

It was really concealed as it was a detached house and really high hedging.

There was a really large shed/garage halfway down the garden. I had often asked what was in it but never got to know.

So I started looking for the key to the door.eventually I found the key and feeling really grave possibly over cocky I went to the building. It was quite large.

I undid the lock and opened the door, the lights came on as the door opened.

I expected it to be full of junk as we all do with this type of building.

I stepped in and was shocked to see it. There it was a fully furnished BDSM Dungeon/playroom. I was a little shocked at what I had seen. Then I was wondering if my wife knew what was in here. There were all different thoughts now flying around in my head.

I was wandering around looking at all the different equipment totally oblivious to anything else.

I thought I heard a car and dismissed it thinking I had a few days yet to explore.

I must have been in there. Good hour as I wandered around experimenting. I found a whip and tried to use it on myself with limited success.

I looked at my watch and realised I had been nearly 2 hours in there.

Then my world came tumbling down around me. I was still in Brenda's lingerie and pvc dress.

So I started to make sure everything was back where it should be.

I was just about to head for the door when it opened which startled me that I jumped back. I was frozen to the spot when who was there but Brenda.

I looked at her and couldn't speak. She had on a leather body which was extremely low cut and thigh high boots on.

She looked absolutely stunning. She broke the silence by asking me why I was wearing her things. I couldn't speak as I tried to it was err's and ohh's

It was Brenda who broke the silence. She told me she had been watching me as I had put on her clothing.

She told me she had cameras around the house and on the garden etc.

So she knew everything that I had been up to. She said no wonder you were keen to pop in and feed the cat.

I just stood there. It was like the whole world had hit rock bottom. That feeling when you know you are well and truly busted.

I managed to apologise for what I had done. I asked if she was going to make sure that my wife and I split up over it.

She then told me that it was down to me and as to how compliant I would be.

I told her I would agree to anything as long as my wife didn't know.

So Brenda walked around me and nodded her head saying what a good fit the dress was and how good my legs looked in the stockings.

So eventually Brenda said.

Ok then you are to be punished for what you have done. I nodded and again foolishly said I would do anything.

With that Brenda took charge, she fastened a collar around my neck and steered me to a bench telling me to kneel on it.

She fastened shackled and buckles and soon I couldn't move a muscle.

She then told me that she would punish me really hard and asked if I agreed.

I said no way was I going to be punished. She picked up her phone and told me perhaps my wife may like to pop in.

And again she asked me if I agreed. So okay okay I agree. You can do what you want but please don't tell Cheryl.

So with that she put a blindfold over my eyes blocking out all my vision.

She also popped something into my ears again blocking out everything.

A few moments passed and then I felt something strike my bottom.

I jumped and yelped at the same time. My cheeks felt like they were on fire.

The pain was really intense. And before I could register what was happening another one followed by another and another.

I yelped and tried to move but was totally secured down.

My mouth was then opened and a gag pushed into it and fastened at the back of my head.

Then more slaps rained down on my poor vulnerable both.

They changed every so often. Just as I got used to it then it was something different and much more extreme.

My mind was trying to shut off from the pain I was having inflicted on me..

Shall I continue

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By (user no longer on site)
over a year ago

Keep it coming

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By *ikki ShooterTV/TS
over a year ago

Epsom

Lucky thing.... PLS do xx

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By *ymrocruMan
over a year ago

penygroes

Love it, more please.

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By *olfie2000Man
over a year ago

Download

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By (user no longer on site)
over a year ago

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By *egsonfireTV/TS
over a year ago

Preston

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By (user no longer on site)
over a year ago

Great story

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By *layful TG OP   TV/TS
over a year ago

Notts

With every stroke it got harder and harder. I was really struggling with the pain.

Then the plugs in my ears were removed. Brenda bent down close to my ears.

I felt her breath on my ears which immediately got me really hard again.

She told me that there was a special guest helping her to punish me.

She kept telling me what a dirty slutty slag I was. And I was going to pay.

As she was still whispering in my ear I heard a whoosh and felt a searing pain through my cheeks. It took my breath and Brenda wash laughing still close to my ear. Then another and another.

I wasn't able to move or stop them. And Brenda was now tormenting the life out of me.

She was telling me that she liked slutty tv slags. And she told me that I was to pleasure her and her guest when I was released from the bench. But she reminded me that I was to be punished hard for being perry and violating her clothing. And entering her dungeon without permission.

She then told me that I was to get 36 strokes with the cane.

There would be no leniency. And they would be administered at full force.

Any screaming and 6 more would be added to the total.

She then stood up. I heard foot steps. Then I heard rustling and canes whooshing. And then I heard a whoosh and as the cane connected with me right in the middle of my buttocks.

The pain was so intense that I let out a massive yell which wasn't easy as I had the ball gag in place.

The pain burnt through me. All I wanted to do was rub my bottom.

But again no such luck with the restrains holding me in my vulnerable position.

Then Brenda leant in close and said 41 strokes to go.

The cane struck again and again. I closed my eyes really tight and tried to block out the pain. It felt like my bottom was on fire.

With every stroke it seemed to be as though I wasn't there.

I seemed to have drifted off as though it was a dream.

I heard the cane I felt it but I didn't care. Brenda then took off my ball gag. There was saliva everywhere.

She told me to be good as 12 more strokes. And again the cane landed. I didn't care.

I know how stupid this is but I was now really enjoying it. Then it was the next to last stroke. I was now really enjoying it. So I yelled out so as I would get some added.

And yep Brenda added 6 more. And again as the cane landed I yelled looking forward to 6 more. I was really enjoying myself.

Eventually Brenda said that I had taken my punishment really well and would be in for a treat.

I was unstrapped from the bench. As I stepped from it I was a little wobbly.

Brenda held me until I got my balance back. I was help to a sofa bed and told to lay on my back. I was told to shuffle to the top of the bed. My hands were clipped to some chain or something. I then felt someone straggling me. I was now getting really excited and was soon really hard.

I thought Brenda was playing with me and tormenting me.

I expressed that I shouldn't be doing this as her daughter/ my wife would not be at all happy.

Brenda laughed. And then I felt my cock being held and then sat upon.

I tried to wriggle away but without any luck. I was really worried because my wife would hit the roof....and rightly so.

But I wasn't able to stop what was happening. I couldn't help but enjoy the sensations that were happening.

I was getting close to ejaculating. I couldn't control what was inevitable.

Then I was beyond the point of no control. Brenda was bouncing up and down on me and then it happened.

I was ejaculating and couldn't stop it. I pumped all my cum out and was enjoying it. But the guilt was weighing on my mind.

I just didn't know what to do.then I felt her lean forward to remove my blindfold.

As the blindfold was removed it took seconds for my eyes to adjust. Then I looked up to see....??????

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By (user no longer on site)
over a year ago

Father in law ?

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By (user no longer on site)
over a year ago

[Removed by poster at 05/04/17 22:59:18]

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By (user no longer on site)
over a year ago

Was it Mr Whippy with a Hammer in the Potting Shed?

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By *rendababeTV/TS
over a year ago

richmond

I AM CLLED Brenda AS WELL adore to ear sexy undies and so sewxy pvc rubber and latex as well Brenda xxxxxxxxxx

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By (user no longer on site)
over a year ago

More please

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By (user no longer on site)
over a year ago

Yes more please ...

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By (user no longer on site)
over a year ago

Lucky bugger

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By *ymrocruMan
over a year ago

penygroes

More please.

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By (user no longer on site)
over a year ago

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By (user no longer on site)
over a year ago

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By *uluABCTV/TS
over a year ago

Warminster

I started with mums and sister

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By *layful TG OP   TV/TS
over a year ago

Notts

I didn't know what to do or say. It was my wife who was there looking at me.

I must have had my my mouth wide open as she relaxed back down on my.

I could feel the cum running out and onto my balls which was really nice.

It was Brenda who broke the silence. She told her to move positions and to sit on my face making sure that I cleaned up the mess I had left behind. Carol did just that and lowered herself gently onto my face. As so was doing so drops of cum were leaking out and dribbling onto my lips.

Eventually she was totally smothering my mouth. It was the first time I had ever tasted cum. And I quite enjoyed it.

I was now using my tongue on Carol and soon had her getting really excited.

She was getting really moist and was now using my tongue as her personal dildo. She would ease up then drop back down again. Then I felt someone playing with my cock and getting me really hard again. I felt a tongue running around the tip and then deep into someone's mouth. Then they moved.

Then I felt someone lowering themselves onto my cock.

Mmmnnn it was warm and really wet. It was hard to concentrate on my wife Carol while it must have been Brenda bouncing on my cock.

I felt them leaning towards each other. They were both getting really excited as from the noises that were being made.

I knew I couldn't hold on much longer without again emptying my balls. I was licking and sucking on Carol for all I was worth. I knew Carol would soon lose control and cum.

I was now at that point when I knew that I couldn't hold on anymore.

At that point I heard Brenda moaning and bucking on me like and.

Then she let out a massive yell and she squeezed my cock with her muscles so tight it was sucking my cock to explode again.

I felt as wet as hell down there as Brenda hit her climax.

At that point Carol also hit her peak and started ejaculating.

She was having a really massive intense orgasm as she poured like mad nearly drowning me in the process.

Brenda moved first getting up off me and then Carol did the same.

They laid down one on either side of me. I looked at Carol and asked if she was OK. She nodded with that grin she did which meant I knew she was more than ok.

She leaned over and gave me a big kiss sharing all my mess with me.

She then pulled away and told me to kiss Brenda. I had no hesitation at all doing this.

We chatted for a while and Brenda and Carol were enjoying teasing me.

They would get me hard again. Then the other slapped it making it go down,

Then Brenda suggested we go and shower. I thought this building was some kind of garage. But it was a purpose build annexe with everything you could ever want.

After we had played again in the shower we all helped towel each other down.

Then Brenda asked if she could feminise me for the rest of the day.

Carol nodded and told Brenda to go for it. So she did just that.

I was shaved totally smoooth not that I had much hair anyway.

She then went to a cupboard and came back with the full works.

There was a basque with cups that had book like things in the cups which when in place gave me an impressive shape but looked natural too.

The stockings were soon on and everything done clothing wise.

Then Brenda opened a large vanity case and took all sorts out to do my make up. She pulled me this way then that way.

And once done she went to another cupboard and came back with a wig.

So that was positioned and brushed to give me a style.

Then 4" court shoes. When I stood I nearly fell over in the shoes.

But Brenda soon had me walking around in them. And as I got used to the walking became simple. Then we were told to go back to the house and prepare some lunch while Brenda tidied up the Annexe.

So Carol and I opened a bottle of wine and made sandwiches on a platter with salad etc around the platter.

Then Brenda came back I. With a massive smile on her face.

She whispered something to Carol who then I turn smiled and said yes nodding her head.

We then sat down to lunch. Carol then commented on just how good my legs looked in my stockings.

She called me a real bitch for having legs better than she had.

Brenda then told me that I was to be their sissy slut and that I would do exactly as told by either of them.

Or the consequences would be an even heavier beating in the Annexe..

I knew that Brenda was up to something as she kept dropping hints and smiling at me.

I will continue this later.....xxxx

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By *layful TG OP   TV/TS
over a year ago

Notts

I didn't know what to do or say. It was my wife who was there looking at me.

I must have had my my mouth wide open as she relaxed back down on my.

I could feel the cum running out and onto my balls which was really nice.

It was Brenda who broke the silence. She told her to move positions and to sit on my face making sure that I cleaned up the mess I had left behind. Carol did just that and lowered herself gently onto my face. As so was doing so drops of cum were leaking out and dribbling onto my lips.

Eventually she was totally smothering my mouth. It was the first time I had ever tasted cum. And I quite enjoyed it.

I was now using my tongue on Carol and soon had her getting really excited.

She was getting really moist and was now using my tongue as her personal dildo. She would ease up then drop back down again. Then I felt someone playing with my cock and getting me really hard again. I felt a tongue running around the tip and then deep into someone's mouth. Then they moved.

Then I felt someone lowering themselves onto my cock.

Mmmnnn it was warm and really wet. It was hard to concentrate on my wife Carol while it must have been Brenda bouncing on my cock.

I felt them leaning towards each other. They were both getting really excited as from the noises that were being made.

I knew I couldn't hold on much longer without again emptying my balls. I was licking and sucking on Carol for all I was worth. I knew Carol would soon lose control and cum.

I was now at that point when I knew that I couldn't hold on anymore.

At that point I heard Brenda moaning and bucking on me like and.

Then she let out a massive yell and she squeezed my cock with her muscles so tight it was sucking my cock to explode again.

I felt as wet as hell down there as Brenda hit her climax.

At that point Carol also hit her peak and started ejaculating.

She was having a really massive intense orgasm as she poured like mad nearly drowning me in the process.

Brenda moved first getting up off me and then Carol did the same.

They laid down one on either side of me. I looked at Carol and asked if she was OK. She nodded with that grin she did which meant I knew she was more than ok.

She leaned over and gave me a big kiss sharing all my mess with me.

She then pulled away and told me to kiss Brenda. I had no hesitation at all doing this.

We chatted for a while and Brenda and Carol were enjoying teasing me.

They would get me hard again. Then the other slapped it making it go down,

Then Brenda suggested we go and shower. I thought this building was some kind of garage. But it was a purpose build annexe with everything you could ever want.

After we had played again in the shower we all helped towel each other down.

Then Brenda asked if she could feminise me for the rest of the day.

Carol nodded and told Brenda to go for it. So she did just that.

I was shaved totally smoooth not that I had much hair anyway.

She then went to a cupboard and came back with the full works.

There was a basque with cups that had book like things in the cups which when in place gave me an impressive shape but looked natural too.

The stockings were soon on and everything done clothing wise.

Then Brenda opened a large vanity case and took all sorts out to do my make up. She pulled me this way then that way.

And once done she went to another cupboard and came back with a wig.

So that was positioned and brushed to give me a style.

Then 4" court shoes. When I stood I nearly fell over in the shoes.

But Brenda soon had me walking around in them. And as I got used to the walking became simple. Then we were told to go back to the house and prepare some lunch while Brenda tidied up the Annexe.

So Carol and I opened a bottle of wine and made sandwiches on a platter with salad etc around the platter.

Then Brenda came back I. With a massive smile on her face.

She whispered something to Carol who then I turn smiled and said yes nodding her head.

We then sat down to lunch. Carol then commented on just how good my legs looked in my stockings.

She called me a real bitch for having legs better than she had.

Brenda then told me that I was to be their sissy slut and that I would do exactly as told by either of them.

Or the consequences would be an even heavier beating in the Annexe..

I knew that Brenda was up to something as she kept dropping hints and smiling at me.

I will continue this later.....xxxx

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By *vanabeusedTV/TS
over a year ago

somewhere

Please

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By (user no longer on site)
over a year ago

Amazing so lucky

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By *ony 529Man
over a year ago

coventry

Yes please continue great story and a real turn on

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By *urabriteMan
over a year ago

stafford

Good Story if only in real life

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By *ymrocruMan
over a year ago

penygroes

More please. Love it.

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By (user no longer on site)
over a year ago

Loving it

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By (user no longer on site)
over a year ago

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By *emo2TV/TS
over a year ago

carrickfergus

Absolutely loving this

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By (user no longer on site)
over a year ago

Damn!!! Such a lucky boy. Makes me want to slip straight into my minidress, holdups and 4" heels I'm so horny More soon please.

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By *hrissy TvTV/TS
over a year ago

birmingham

More please

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By *istresskaty1981TV/TS
over a year ago

brigg

Love it x

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By (user no longer on site)
over a year ago

And the wife even managed to change her name!!!

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By *dsindyTV/TS
over a year ago

East Lancashire


"And the wife even managed to change her name!!!"

Still, it's a good wank, errrrr i mean read.

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By (user no longer on site)
over a year ago


"And the wife even managed to change her name!!!

Still, it's a good wank, errrrr i mean read."

it could end up becoming both if we were naughty girls Not that I would encourage that sort of thing on here of course . . .

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By *ikki ShooterTV/TS
over a year ago

Epsom

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