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Sissy training

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By *rhuges OP   Man 19 weeks ago

Cardiff

Some years ago I had a meet with a lady from here . She has a rather unusual request.

She wanted me to recruit two sissy girls and have them perform in front of her , controlled by myself.

She also said if I please her I would be allowed to fuck her afterwards.

This challenge was too good to refuse. I of course said I would sort it out, but would realistically take me about 4 to six weeks to get to acceptable sissies and train them to perform in the manner I wanted.

So time scales were agreed and a venue selected. A very nice hotel just off the M5.

I started messaging sissies and TVs the following day.

I had a completely mixed reaction in response.

I wanted them to look as feminine as possible, fully shaven and nice figures, probably in the ages range of around 25 to 35 years old.

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By *rhuges OP   Man 19 weeks ago

Cardiff

After a number of weeks I had chosen 4 who had agreed to audition for me.

I booked a day room at a certain hotel.

The first one was due at 10am, so I got there nice and early and waited.

10am came and went. The second one was due to arrive at 10:30. 10:15 there was a knock on the door. Who is it I shout. It's Kimmy I'm sorry I'm late. Come in I say crossly.

She enters the room. She is dressed in loose gender neutral trousers and white blouse. Right I say go into the bathroom and get ready.

At 10:30 there is another knock on the door. I open it. There is a very pretty women standing there .yes I say. It's Holly she says. I'm your 10:30. Wow I say come in.

I see you have dress already.

Please slip this on I say handing her a collar and go kneel in the corner.

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By *litlicker77Man 19 weeks ago

Dirty old town

Good start

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By *atehantsTV/TS 19 weeks ago

Petersfield

More pls xx

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By *ony 529Man 19 weeks ago

coventry

I’m liking this

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By *imfettMan 19 weeks ago

MILTON KEYNES

very nice

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By *ricky09Man 19 weeks ago

Gloucester/Cyprus

good start

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By *amantha_kelTV/TS 19 weeks ago

Magherafelt

Interesting

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By *rumgoodtimeMan 19 weeks ago

sutton coldfield

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By *ndrea54TV/TS 19 weeks ago

cambridge

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By *rhuges OP   Man 19 weeks ago

Cardiff

Kimmy came out of the bathroom wearing red basque red panties with matching stockings and black high heels. She had a black medium length wig on. She was all made up with bright red lippy.

My Kimmy I said you scrub up well put this on and kneel in the corner.

We might as well start I said right stand up both of you and face each other.

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By *rhuges OP   Man 19 weeks ago

Cardiff

Right Holly doesn't Kimmy look gorgeous? Yes Sir she said.

Right Holly kiss Kimmy lightly on the lips. Kimmy moved her head forward and gave Holly a quick peek on the lips.

I laugh ,you can do better than that,Holly show her how it's done. Holly kearn forward puts her hands around Jimmy's head and gives her a lingering kiss on the lips. Better I say now girls let's see some tongue action

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By *rhuges OP   Man 19 weeks ago

Cardiff

Just then there was a knock on the door. Carry on girls I say as I walk to the door. Who is it I ask. It's Helen Sir she says I'm a bit late sir. I open the door standing there is a 30ish sissy. She has a blond bob fully made up with a long trench coat. With black high heels.

Come in Helen I say sternly .

Helen come in and noticed the other two kissing. Stop now girls I order.

The girls pull apart. This is Helen I say . Hello Helen they both say I. Unison.

Helen takes off her coat to reveal a black basque with red frills matching panties and black fishnets.

You're half an hour late I say sternly.

Well she says It takes time for a girl to look this good and gestures with her hands .

Well I say girls who are late get a spanking,I grab her hand and pull her to the bed and bend her over.

No just wait a minute cry Helen indignity.

Right you have two choices Helen accept your punishment or leave now it's up to you!

She stand up well I say you know we're the door is!

She stands and thinks for a minute then get down and bends over the bed. Raise that arse I order.

I pull down her skimpy black panties to reveal a shapely white arse .

My first smack hits her left buttock. Girls come here I order.I want you to both watch this.

I give her 5 hard spanks on each cheek. Now stand up I order.

The 3 of them then stand in a line. Right girls panties down I want to see your sissy clit.

The 3 of them pull their panties down.

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By *rumgoodtimeMan 19 weeks ago

sutton coldfield

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By *rent100Man 19 weeks ago

Warwick

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By *ickylouiseTV/TS 19 weeks ago

Leeds

Good so far

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By *rhuges OP   Man 19 weeks ago

Cardiff

Helen had the biggest by far then Holly then Kimmy.

Helen Holly step forward and face each other.

Now I want you to rub the tips of your clittys against each other's.

They both held their now semi erect cock and rubbed the tips together.

They both went hard almost instantly.

Good girls I say now Holly on your knees and lick the tip of Helens clit .

Now lick up and down it slowly! I say.

She licks Helens cock slowly ,I can see pre cum dripping out. Helen raise your hand when you think you are just about to cum .

Now holly pop it in your mouth Holly slides the cock into her mouth as I slowly push her head on to it, she gags as I mover her head up and down the cock.

Helen raises her hand and I pull Holly off. Right Kimmy's turn now I say, on your knees Kimmy

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By *adyCassandraClonmelTV/TS 19 weeks ago

woodford h

Amazing!

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By *iSi65Man 19 weeks ago

Cornwall

Excellent !!!

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By *ayleePhoenixTV/TS 19 weeks ago

Bristol

A hot start to the story and, hopefully, a lot more will follow. Just a shame there was an age restriction! Some hot mature tgirls out there...

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By *rumgoodtimeMan 19 weeks ago

sutton coldfield

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By *eterinpantiesukMan 19 weeks ago

southam

so many of us would love to be properly trained like this

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By *rhuges OP   Man 19 weeks ago

Cardiff

I didn't consider myself as particularly bi but I really fancied Helen.

Good girl Helen I say now lay on your back on the bed.

She lays on the bed I pick up her stocked legs with her high heels still on and put them over my shoulders.

Now Helen I say would you like sir to fuck you? Oh my god yes please sir.

Kimmy I say undo my trousers. Kimmy unfastens by belt and gently pulls my trousers down. And my pants I say ,she pulls down my pants to reveal a very hard 7"cock.

Kimmy lube Helen up. She pours the lube onto her fingers and slowly inserts them in to Helen. Helens cock begins to grow as Kimmy slowly finger fucks her.

Now my cock Kimmy I say. Kimmy lube my cock then Lines it up.

Holly I say jump on the bed and start kissing Helen. Holly slides on to the bed and the two of them start kissing.

My cock slowly enters her . I slow ly push in and out each time pushing a bit further until my cock is fully inside her.

Kimmy I say crawl under my and start kissing my balls.

As I slowly fuck Helen I feel Jimmy's eager tongue kiss and lick my balls.

I slowly start to fuck Helen harder. I was so turned on

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By *rhuges OP   Man 19 weeks ago

Cardiff

I milk her cock as I fuck her she is squirming like mad her legs kicking on my shoulders I was so turned on.Holly I moan start playing with Holly's nipples. Holly slowly moves her bar out of the way and fixes her lips on Helen's erect nipple's .

Helen suddenly erupts her cum shoots out landing on her belly. Kimmy eagerly lick it up. I tense and then squirt my load deep inside her .

Kimmy I moan you're on clean up duty

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By *hastity_roseTV/TS 19 weeks ago

Nowhere

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By *rent100Man 19 weeks ago

Warwick

You’re sooo naughty girls. Love it, hehe, Tia

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By *ricky09Man 19 weeks ago

Gloucester/Cyprus

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By *ony 529Man 19 weeks ago

coventry

Mmmmm wow just wow

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By *ark_sentinelCouple 19 weeks ago

Andover

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By (user no longer on site) 19 weeks ago

More please

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By *tephine DommeTV/TS 19 weeks ago

Waterford Ireland

Hope There muçh More loving it

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By *eterinpantiesukMan 19 weeks ago

southam

excellent training

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By *rhuges OP   Man 18 weeks ago

Cardiff

Kimmy cleaned us both up. Right ladies I say I have got to decide which two of you are going forward to meet Mistress Cindy.

Now which two shall I pick ??

Right the three of you bend over the bed with your arses in the air.

The three of them bend over the bed. I went up behind them and pulled down their panties .

I bring out a traditional spanking paddle. Right I say time to see what your pain thresholds are

Wack wack wack the three of them get a spank in their bare arses wack wack wack wack wack wack

They are now squealing Like school girls. Remember if you have had enough put up your hand I say.

After 15 spanks each I have 3 very red arses and a lot of squealing

Decisions decisions I say. You all did very well. Which two shall I take to meet mistress I wonder.

Which of you girlys would like sir to fuck them. All three hands went up.

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By *ony 529Man 18 weeks ago

coventry

Mmmmm Yes, please

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By *lugoneMan 18 weeks ago

rathmicheal

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By *harlottes ChurchTV/TS 18 weeks ago

Toy me town

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By *amantha_kelTV/TS 18 weeks ago

Magherafelt

Hit

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By *rhuges OP   Man 18 weeks ago

Cardiff

Any sissys in South Wales who would like to make this a reality Pm me

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By *hastity_roseTV/TS 18 weeks ago

Nowhere

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By *eterinpantiesukMan 18 weeks ago

southam


"Any sissys in who would like to make this a reality Pm me"

me please sir

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By *eed AttentionMan 18 weeks ago

Oxford

Oh I love a spank and sex

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By *rent100Man 18 weeks ago

Warwick

Spoilt for choice are we then . Better to have a reserve sissy or two around just in case they’re needed They can usually be put to good use doing something I’ve found.

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By (user no longer on site) 18 weeks ago

I want training

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By *midsfabguyMan 18 weeks ago

WMids

Hot

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By *ark_sentinelCouple 18 weeks ago

Andover

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By *eterinpantiesukMan 17 weeks ago

southam


" Spoilt for choice are we then . Better to have a reserve sissy or two around just in case they’re needed They can usually be put to good use doing something I’ve found. "

Iwouldlove to be a reserve sissy stripped and made to wait while sir enjoys himself

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