Sissy Sleepovers

 I grew up with two older sisters who were close in age to each other, just a little more than one year apart.  Similarly, school-wise they were just a year apart.  When they reached a certain age, "sleepovers"with their friends were a pretty regular thing.

Those of us of a certain age can remember the classic babydoll pajama styles that aren't that readily available today.   Those particular styles were very popular back when I was just a prepubescent youth and because of some rather effective undercover tactics, I can attest they were the sleepwear-of-choice at many of my sisters' sleepovers.  

Unfortunately, I was mostly banished to my own room due to my suspicious activity and sometimes even sent packing to one of my own friends' houses bringing along only some boring boy pajamas.

For those of you who can relate to what I'm talking about, here are a few pictures you might like...

Fortunately, the JC Penney catalog wasn't off limits to me at our house.  These are so pretty, I might have even tried the two-piece!

How can you not just LOVE that back of that yellow babydoll???

And if you love pink and have a special sissy friend you want match pj's with, these are pretty cute!

Love,

sissy terrie 💕

She Made me Watch

Every cuckold remembers the first time they are made to watch....

It was one of the most difficult tasks to complete, but one of the most beautiful things I had ever seen... In a matching bra and panty set, my wig just the way She wanted it, my lips painted to match my lingerie I was led to the bedroom and made to stand at the foot of the bed.

"Hands on the bed and spread your legs" She said.  After putting on a blue latex surgical glove She took the tube of lube and spread it liberally onto Her fingers.  With Her other hand, She moved the panties aside and lubed my bottom before inserting the butt plug.  There was a loving slap on my ass followed by a "Good gurl."

She took the chair from the corner of the master bedroom and placed it a few feet away from the foot of the bed.  "Sit" She commanded.  I obeyed."

She proceeded to take out to ankle cuffs and attached each one to my feet and then to the chair.  Then she took out a pretty red ribbon that matched the color of my lingerie and said "Hands behind your back."  She proceeded to bind them together.

"I know you can probably escape from this pretty easily.  I wouldn't do that if I were you" She said before planting a firm kiss on my lips that had to smudge my lipstick.  All that work with the makeup and now I was already beginning to look like a mess.  

"Wait here.  We'll be up soon" She said and went down the stairs.  

I waited for twenty-four minutes, give or take a few seconds.   My eyes were glued to the clock radio on Her side of the marital bed.  Those minutes gave me lots of time to think about what had and what was about to happen.  How could any respectable "man" let their wife do this to them?  Is there any good reason?  Maybe, but so few would really understand.  I finally heard the doorbell and a few minutes later they made their way up the stairs.

"Sissy, you remember bill don't you?" She said smiling broadly as She looked at me.

"Yes I do" I said.  Bill just nodded.  They'd made love a few times before but this would be the first time I would be present.

"You look nice" Bill said and commended Her for "doing such a nice job with 'her'."  That was the extent of the conversation.  They hadn't seen each other in a couple of weeks and they couldn't control their passion any longer.

She took off Her clothes for him, took Her panties and made me open my mouth so She could stuff them in and gag me with them. In the meantime he wasted no time stripping.  It was the first time I'd seen his cock and though it was only semi-erect it was, as She had described, far "superior" to my own.

Then dropped to her knees and began worshiping his cock. As hungry as She was he wanted more.  He picked her up, carried her to the bed, laid her face down and looked me square in the eyes as he straddled her thighs and slowly entered her.

The look of esctasy on her face did more for my throbbing cock than the plug wedged firmly in my ass. He wasted no time as he thrust deep inside her and claimed her as his own. All the while, I sat watching from just a few feet away, and wanting nothing more than to be him the moment they both cried out and came.

Yet I knew I could never be him, never before and definitely never again.  

Love,

sissy terrie 💕

Father's Day - 2024

Happy Father's Day to all the Dads & Grandads everywhere.  A special shout-out to those Dads who in whatever way, shape or fashion, have some type of femme side to them yet still fulfill their role as fathers and do a good job of raising their kids.  We are who we are even though so many people don't seem to understand.   

Love,

sissy terrie 💕

Flattering Floral Femininity

I thought you might enjoy this cute video since it has lots of things gurls like us enjoy....

 

Hope everyone has a wonderful weekend.

It's hotter than he!! here in the desert southwest.  Besides, Mistress' lover is going to be here tonight!

Love,

sissy terrie 💕

Sissies in Swimsuits

 For a number of years now a very close sissy friend of mine have fantasized about getting together at our home here so the two of us (and the wives) could enjoy some leisurely time by the pool.  For the "gurls" it will be a thrill to express our femininity together in front of each others' wife.   I get excited every time I think about it and so does she!

It has come close to happening a couple of times but we just haven't crossed that last bridge.  However, I think we are getting closer to making it happen.  So close that I think it is time to start shopping for a small collection of swimsuits to wear over what will hopefully be a several-day-stay.

D has only has two rules when it comes to the swimsuits ' "The need to be very feminine and one piece only."

My favorites are swimsuits with skirted bottoms (maybe it's my penchant for twirling in them!), something like this, but in pink of course.

 My sissy friend is also very excited at the prospect of this visit.   Here's one of her preferences...like most of "us" she loves flowery things!

Pretty risque don't you think?  Not sure D would approve of a strapless one piece on a sissy.

Love,

sissy terrie 👄

Soft Sissy Summer Colors

 I hope April flowers brought you May flowers wherever you are.   Spring and Summer are especially wonderful seasons for those of us for an eye and yearning for the feminine.  While most women, CD's and sissies tend to focus on the importance of outerwear when it comes to seasonal styles, the most feminine of us also include our lingerie when making these decisions.

Yesterdays Lingerie Briefs blog featured some beautiful pieces by the French luxury lingerie designer Lise Charmel.  

Here's a beautiful bra and panty set with a robe that matches just perfectly.  Sheer beauty!

Or maybe you're a fan of the demi-cup bra...

Upon closer inspection, see how delicate and dainty it looks...

You know I'm a fan of full cut panties, but there are some exceptions!

Hope you enjoyed.   Check out the Lingerie Brief blog for more beautiful photos.

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 💔