Cuckolding Memories

Cuckolding is a lot like ice cream.  It comes in a wide variety of flavors.  The cuckold relationship I happen to find myself in now was a long drawn out process.  One that started out with the discussion phase, an affair, meeting Her lover, my getting involved, chastity, etc.  

At every stage in the process, there was plenty of teasing that came with it.  That teasing is what made the whole thing both more difficult and worthwhile....both can be true at the same time.

The most memorable of teases were the pictures I'd receive by text while the two of them were together...

D would always have some comment to make later on after she would see the picture he'd sent me.  Often she'd be upset with the picture for one reason or another, saying something like "that picture makes my ass look big."

I'm quite sure Karl didn't mind.

love,

sissy terrie 💓

The Cuckold Challenge

Even the most experienced "pussy-free" cuckolds often have thoughts of perhaps, maybe just one more time, being allowed to make love to their wives, or at least try.  If they did allow us, and that is a big "IF", it could be a very humbling experience.   

On the other hand, supposed they actually "challenged" us to do it...something like this...

From Miss Watson's Handmaiden

"Go on then, I dare you. You said you could fuck me just as well as he can if only I gave you a chance.

Well, here I am, this is your chance. Fuck me. Oh, I'm not joking. This isn't a trick. I'm not going to pull away at the last moment.

Fuck me. Show me what a man you are, that I was wrong all this time, that you're not a sissy at all, that you're a man, who can fuck me the way he does.

Show me I don't need him or his big cock. Go on, do it. Fuck me like he fucks me and I'll be yours forever. I'll do everything you want me to. I'll let you fuck me whenever you want to. I'll suck your cock. Let you cum on my face. Anal. Everything you ever dreamed of doing to me. I'll call him, tell him it's over, that I've found someone better, a real man, that I'll never need his perfect cock inside me ever again. I'll marry you, have your children, all of it.

But, if you fail, it's over between us. If you stay soft, if you cum too soon, if you don't fuck me to within an inch of my life and make me cum over and over on your cock like he can, then that's it. We're over. All of this, the clothes, the cage, the intimacy, our entire relationship, done.

So, what are you waiting for? Afraid? Afraid you won't be able to do it? Frightened your little sissy penis won't get hard after being locked up for so long? Worried you'll squirt as soon as you touch me? That your small, slender little penis won't fill me and fuck me the way he does? Afraid you won't be able to make me cum? That you'll disappoint me, the same way you disappointed that poor, nice girl that gave you a chance before we met? That I'll laugh at you. Tell you that you don't deserve a woman like me. That'll you'll never satisfy a woman, never be inside a woman ever again.

Or, my little sissy, you could accept who you are. Not a man, not even a boy really. A sissy. My sissy. My gentle, soft, tender, kind, pretty little sissy. Who loves her mistress and does as she's told. Accepts that she'll never have what he has. Never know what he feels when he's inside me. That soft, warm, wet sensation. Never feel me tightening and gripping as I cum on his cock.

Oh, gosh, his cock. Kiss me, darling, kiss me and lick me where his cock goes. That's what you're good at. Oh yes, like that. You can't fuck me like he does, darling. Don't even try.

This is what you're for. Licking, kissing, sucking. Oh yes, you're so good at sucking. Be my sissy. Let him be the man. Let him worry about fucking me, about dominating me, about dicking me down when I need to be put in my place. You just accept yours. Your place, beneath me, below me, on your knees, licking and kissing and sucking.

Good girl. That's better. You see? You see how much better it is? No more stress or worry, no more fear thar you'll never be enough. Just acceptance. Acceptance that you won't. Not like that anyway. Not like a man. But you can be enough like this. You can be soft and pretty. My girl. My handmaid. My sissy."

Hope you enjoyed.  Stop by Miss Watson's Handmaiden Tumblr blog.  She has some very interesting pictures, thoughts and captions.

Love,

sissy terrie 💔

Thick Thursday - Cuckolding Edition

On most Thursdays in the past I used to post something featuring beautiful women with ample assets and curves.  I'm going to try do start doing this again with some regularity, sometimes with a little added twist featuring other little fantasies I have.  I hope you enjoy them.

The following is taken from the Tumblr blog The Bull's Delight.

Only another cuckold can understand that powerful force within that becomes so aroused when their wives are seeing and bedding other men.

Just the sight of your wife's nude body around the home can enflame passions even the cuck never knew were inside him. All you want and need to do is to tongue her body like the good little beta you are. That your tongue goes where other men fuck your wife just makes it so much more arousing. It's a fever addiction. One that makes the cuckoldress smile. She has the power.

Yes indeed, the cuckoldress does hold the power!

If you have any suggestions for Thick Thursdays just drop me a line.  

Love,

sissy terrie 💕

Joint Decision Making

In a Female Led Marriage, not ALL decisions are made solely by the wife....

 

From the Tumblr blog Bi Top For Cuckold Couples

“You’re much, much smaller than him.  Even when you’re at your most erect state and he’s still soft, there’s still no comparison” Michelle told the cuckold.  “And besides, you still have that nasty masturbation habit.”

The cuckold blushed with shame.  It was useless to argue.  She’d caught him masturbating numerous times and even though it had been awhile since the last time she caught him, he knew that she knew he still did it.  All he could say was “I’m sorry.”

“Well, that’s why we’ve decided to put you in chastity.”

The short piece above brings back vivid memories of my own initiation into chastity.  After we'd tried it several times before my becoming a cuckold, D had felt it (and me) were too high maintenance for it to work.  But after She began Her relationship with Karl, the decision to put me into chastity was a joint one.  It came with the caveat that suck it up and stop my complaining about it. 

I approached it more maturely and with less whining.  At the same time, we changed cages and spent more money so that I could be more comfortable.  That was more than 9 years ago.  

Love,

sissy terrie

 

"I've decided to cuckold you...."

By definition, every married man whose wife has an affair with a married man is a cuckold.  So when it comes to cuckolding in general, there are many, many flavors.  Of course the genre that's most talked and written about is that of the straying wife and her submissive cuckold husband.  

Today's post is courtesy of Paula a sissy cuckold who's submitted a guest post before - Morning Coffee & Worship.  This post touches on Paula's wife Carol's decision to make him/her a cuckold and how that came about.  It's going to be a multipart story Paula tells me.  This first segment is short but quite an effective tease!  Enjoy....

********************************

 

“Let’s be honest” she said.  “Real men don’t dress like this.”

She was right.  I felt humbled as I stood before her in a virginal white lingerie ensemble, hosiery and heels. 

“I know” I answered, trying to avoid eye contact. 

“Look at me when I talk to you” she said.  “I still love you, but I don’t see you as fully male anymore and quite frankly, you’ve become more passive, docile and feminine as your dressing has increased.”

The silence was deafening and just as I was about to speak she put her hand up indicating she wanted me silent.

“How long’s it been since you made love to me like a man?  Can you remember?” She asked,

I couldn’t and told her so. 

“I need a real man once and awhile” she said.  The words were painful.  “Our lovemaking is like two women.  It’s good, even great sometimes, but it’s not the same.”

“I’m sorry” I told her.

“Apology accepted.  I’ve decided to cuckold you.  Before you say anything, I know you know all about cuckolding.  I’ve seen what you look at on your computer” She said, watching me blush with shame.

“I see you like the idea” she said with a smile, looking at the bulge in my panties.  “I think I’m going to like it too.”

To be continued.

Love,

sissy terrie 👄