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Heartbreaks

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stevensmiles

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#31
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The art of cuckold sitting.

Every two weeks my wife would go out for the evening with one of her regular boyfriends. I say go out. She would simply meet him at a hotel he would book for the night and fuck him for an hour or two.

On those evenings she would arrange for a cuck sitter to be with me.
She had placed an ad that would attract female students, wanting to earn a bit of cash for let's face it, not much work.
Louise was one of the girls who understood what was involved and sat for me regularly.

The routing always the same.
My wife making me sit naked on the chair in the corner. My wrists and ankles secured with bondage tape so I could not move.

Louise would arrive and age and my wife would chat for a while and they would both check the tapes together to make sure I could not get free.

My wife always kissed my cheek before leaving and Louise would usually smile and tell me how lucky I was to be married to such a beautiful woman.

I would sit while Louise ate something or watched tv if there was something interesting she wanted to see.

But it would never be long before Louise got undressed and sat near to me. Telling me about her latest boyfriend or some other sexual activity she had gotten up too.

She was so sweet. Talking to me if I wanted to talk.
I begged her a few times. Just to touch me. Just to let me lick her if it were possible that is.
She always smiled so cutely.
Always watched me. Giggling when the precum started to ooze from the cage onto the chair.
She liked to look closely where the vein in my aching cock throbbed.
She would always sit with her legs wide open then. Staring at me.

Oh she knew how to cuck sit alright. My wife had chosen well.







stevensmiles
stevensmiles

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Posts: 3622
#32
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Getting started







stevensmiles
useful male

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Posts: 3624
#33
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Thanks Steven! I love the more "evil" caps... the kind that reach into his chest, rip out his heart, and destroy his life!!!

Thank you!
stevensmiles

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Posts: 3622
#34
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Oh my god Useful....... and there was me thinking this cuckold lark was just a game
stevensmiles
baiout

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Posts: 731
#35
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useful male
That's exactly the kind of caps I love too
stevensmiles

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Posts: 3622
#36
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So inscrutable



stevensmiles
owlcuck

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Posts: 838
#37
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Cant believe im actually turn on thinking of my wife putting me in a cage.
stevensmiles

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Posts: 3622
#38
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Believe you me owlcuck. If you get the chance. Try it.

Even if it's just to add a bit of spice to your vanilla sex life. It's a feeling totally different from anything else.

A pro mistress I know loves going to fetish events with one of her slaves in tow...... he's in chastity.
No pain just total frustration
stevensmiles
stevensmiles

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Posts: 3622
#39
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Makes me sad





stevensmiles
macca121

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#40
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Louise- wow!!
useful male

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#41
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Nice! Thanks!!!
stevensmiles

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Posts: 3622
#42
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@Macca121. Louise ????
stevensmiles
macca121

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Posts: 1761
#43
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...features in your entry of Oct 5th. Yes....that Louise!
stevensmiles

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Posts: 3622
#44
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Ahhhhh! That Louise
stevensmiles
stevensmiles

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#45
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Cruel but kind



stevensmiles
stevensmiles

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#46
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Damned phones



stevensmiles
stevensmiles

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#47
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Cruel to be kind





stevensmiles
useful male

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Posts: 3624
#48
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Love the last few steven!

Thanks!
stevensmiles

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Posts: 3622
#49
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A sense of humour



stevensmiles
stevensmiles

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#50
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You might get to lick the bowl too



stevensmiles
stevensmiles

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#51 · Edited by: stevensmiles
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Cruel to be kind again



stevensmiles
useful male

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#52
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Loved #50!!! Thank you!!!
stevensmiles

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Posts: 3622
#53
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Could it get any worse







stevensmiles
stevensmiles

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#54 · Edited by: stevensmiles
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More decisions to make



stevensmiles
stevensmiles

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#55 · Edited by: stevensmiles
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You have been told



stevensmiles
stevensmiles

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#56
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Simple cruelty



stevensmiles
stevensmiles

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#57
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Somebody mention stairs



stevensmiles
owlcuck

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Posts: 838
#58
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when a wife makes you beg just to lick her pussy you know your cucked
stevensmiles

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Posts: 3622
#59
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Heartbreak series









stevensmiles
stevensmiles

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#60 
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More heartbreaking





stevensmiles
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Rating: 90, 36 votes.
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Heartbreaks
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