Thursday, April 30, 2020

Expectations


As he enters her, your wife feels something warmer than she expected, feels bare skin on her pussy lips, bare skin press into her. She looks over her shoulder, sees him, sees his bare cock, realizes he didn't put on a condom.

"Wait, you're not...you're not wearing a condom," she says, her tone implying she expected he would.

"Nope," he says pushing the head of his cock further into her.

"But...but you said...I thought..."

"Nope," he says again, pushing his cock all the way into her, "this belongs to me, not him."

"But..." she gasps one last time, not stopping him, unable to stop him, not wanting to stop him.

Go on, sissy, show him the oral skills your wife's been teaching you.


A Matter of Size (Small)


Karl, a dominant man who comments here, and has his own blog called The Big Bi Daddy, just had a post titled A Matter of Size, which I encourage you to read.

Here’s the beginning:
I can't remember exactly how old I was when I realized I was more well endowed than the average male, but it had to be sometime in middle school when I was showering after gym class or basketball practice when I couldn't help but notice.  I was significantly bigger than my classmates or teammates.
There wasn't anything sexual about the comparisons.  However, I also noticed the uneasiness about  the other boys who went to great lengths to hide their genitals.  In high school when I was playing football the comparisons continued.  Some of my teammates outgrew their shyness and shame of having a smaller penis but others did not.
The bottom line is that size does matter.  The overwhelming majority of women would much rather have a partner with a larger than average cock than one with a small penis.  The argument gets obfuscated when other factors get tossed into the discussion.  Things like love, intelligence, compatibility and other qualities are very important to a relationship.  These "other" qualities should be given much more weight when a woman is deciding who she's going to spend her life with.
But sex is different.  Much different. 
Please go read the whole post (and the blog, too...but come back).

I can't remember exactly how old I was when I realized I was more well endowed than the average male, but it had to be sometime in middle school when I was showering after gym class or basketball practice when I couldn't help but notice. I was significantly bigger than my classmates or teammates.

His post reminds me of my own realizations, but of course, in a mirror image. So, here’s my take on his words, from my perspective.

Again, please, please read his post. Go ahead, I’ll wait…

So…my take…echoing his words...from my perspective...

I can't remember exactly how old I was when I realized I was less well endowed than the average male, but it had to be sometime in middle school when I was showering after gym class when I couldn't help but notice. I was smaller than most of my classmates, significantly smaller than some.

There wasn't anything sexual about the comparisons. However, I also noticed the confidence of the other boys who seemed to take great pride in their genitals, took no efforts to hide them as I did. I was extremely uneasy about mine, ashamed even, and did everything I could to keep anyone else from seeing me. They walked around head held high, proud; I stood in the shadows, head low, ashamed.

In high school, the comparisons continued. Some of my classmates outgrew their shyness and shame of having an average penis, but I did not. Of course, I wasn’t even average, I was the smallest and I knew it. And it wasn’t just penis size, I was thin, not very athletic or masculine, not muscular at all. I didn’t get it then, but I was different from the boys turning into men. I was a boy turning into…something else.

It seemed all the girls went for the guys I knew to be bigger. And it was then I realized that size does matter. I knew from an early age the overwhelming majority of women would much rather have a partner with a larger than average cock than one with a small penis. A masculine man, not a shy, sensitive boy. Women prefer men, real men. It’s the way of the world. 

Of course, as my present marriage reminds me, the argument gets obfuscated when other factors get tossed into the discussion. Things like love, intelligence, compatibility and other qualities that are very important to a relationship. These "other" qualities should be given much more weight when a woman is deciding who she's going to spend her life with. Sex? Women prefer men. Life partners? That’s more complicated. 

Emily certainly decided on me.

But still, sex is different. Much different. 

I've been with three women in my life. None was impressed or pleased with my size, all, even Emily, despite her kind words, were obviously disappointed. All of them confessed, at one time or another, that other men they’d been with were able to please them in ways I never did when it came to actual “dick in the vagina” intercourse. All three uttered the same phrase at one time or another.

Is it it? I can’t feel it.

It isn’t just size, either. There’s stamina. Shockingly, I don’t have it. All three uttered one other similar phrase at one time or another.

You finished already?

Did you cum already?

So soon?

Emily, who loves me like no other, would sugarcoat it.

Shhh, it happens to everyone.

Yea, no it doesn’t. I don't mean to by shy or sound disappointed, it’s obviously just the physical reality of things.

The men who have cuckolded me were/are all very dominant, masculine men, had things I do not have. I know I’m somehow lacking in what I can give. They are not. At least not sexually. 

Over time, I accepted my physical and sexual inferiority because of my lack of size. I'd 100% agree having a small penis has also affected how my personality was formed and I am very happy in my beta role. 

I'm happy in my more beta, submissive role, and to be honest, am relieved I have a small penis for several reasons.

Woman don’t want it. They don’t want to put it in their mouths, they don’t want to feel it sliding into their vagina, in fact, usually can’t. It’s denied places men are allowed to go.

But that means I can make love to a woman without the pressure of pleasing her like a man does. I never could, felt terrible pressure and disappointment when I tried. To be honest, I feel relieved not having to worry about that, I really do.

I know I’ve been compared to “real men” and know I don’t compare, not physically. It's kind of interesting I pull my pants down and there is this soft, small bump there, a feminized nub no one has to worry about. Sometimes I even swell because of the humiliation. Fully erect, I know I am still much smaller than most men with a soft penis.

I didn’t understand it when I was young, but it seems natural now, natural to accept I’m not like those men I compared myself to in school. It’s natural my little penis is seen not as a male sexual organ, but a sissy clit. 

And it really looks nice in a pair of panties.

Wednesday, April 29, 2020

Display


She's always been, if not a prude, at least proper. Your wife always liked to dress nice, to dress pretty, but a show of gratuitous skin was never her thing. As sexy she is, if anything, showing too much leg, too much cleavage made her uncomfortable, making her feel un-sexy.

But he changed that, or his expectations did.

She's still uncomfortable dressing like a slut, but that's why he does it. He pushes her, he makes her show off her body, makes her go in public barely dressed.

"I...I feel like a whore," she told him once, making him smile.

"You are," he said, "you are."

Tuesday, April 28, 2020


"Jesus," you exclaim, seeing what your wife is wearing, "is that...is that from...?"

"Our wedding night," she says, nodding. 

You swallow, stunned at how pretty she is, stunned to see lingerie you hadn't seen since your wedding night four years ago. "You...you're wearing that?"

"Of course, it's symbolic," she says.

"S...symbolic?"

"I wore it the first night we were together as man and wife, I should wear it the first time I sleep with him; he's the man in our marriage now."

"A...Amy...I..."

"Don't," she says, looking at you, at your chest, between your legs, where the bra and panty set you're wearing are, one of the sets she found in your secret place. "This is what you wanted, isn't it?"

"I just thought..."

"It would be different? It's not."

"I know," you finally say, defeated, humiliated, yet excited, thrilled. 

Sunday, April 26, 2020

Surprise



"I thought...I thought you said you were just going out for tea," I asked my wife in a shocked tone when I found her and her friend in the kitchen dressed not in jeans and sweaters, but short dresses, hose, and heels.

"A drink," she wife corrected me, "I said we were going out for a drink."

"W...where?" I asked, too shocked to say anything else.

"I don't know, some place somewhere in the warehouse district," she said.

"What...what place?"

"I don't know," she said, "Biloxi or Blanchard or something like that."

"You don't know the name of it?" I asked. "How...how are you going to find it, then?" I always was the practical one. "I...I can look it up and get directions." And look it up and see just what kind of place this was.

"You're such a doll," she said.

Her friend cleared her throat. "Don't worry about it, Peter, the Uber driver will know where the club is."

"C...club," I swallowed. "It...it's a club? Like a night club?"

"Just...like dancing...no big deal," my wife said.

"D...dancing?"

"We're just having a drink," my wife assured me, though I caught the smirk on her friend's face.

"You...you could just go to Joe's," I said, a bar down the block.

"I would," she said, "but some people from Amber's office will be there, she we'd go, so..."

"What...what people?" I asked, trying to remember who I knew Amber worked with.

"You don't know them," Amber said, "just some sales guys."

"G...guys?"

"Amber! There will be girls there, too, honey," my wife said.

"I...what...when will you be back? I mean...I could drive you...I could go..." Amber giggled and my wife shot her a dirty look. "What?" I demanded.

"Sweetie, you won't know anyone, besides, it's not the kind of thing spouses go to. And I'll be out late, anyway."

"How...how late?"

"Depends on what the guys want to do," Amber smiled.

I looked at my wife, exchanged the kind of look only spouses can give. "Honey..."

"You can wait up, if you want," she said.

I felt my penis tighten in my pants, the promise implicit. "You...you'll..."

"Yes," she whispered.




Saturday, April 25, 2020

After


He just left, your wife's lover, so you quietly leave the guestroom, open the door to the master bedroom, see her face down on the bed, still wearing the lingerie and stockings she picked out for him. Her ass faces you; you can see a hint of her still wet pussy.

You're unsure if she's sleeping, afraid to wake her, you carefully undress, pick up a throw to cover her so she doesn't get cold, and are about to climb into bed next to her.

"Sweetie," she says softly.

"I...I didn't mean to wake you," you apologize, "he...he left."

"Come here," she spreads her legs slightly.

"I...aren't you...tired."

"Come here," she says again, pushing her ass up ever so slightly.

You see her pussy more clearly now, the shine of her wetness, the shine of the mess that's dried on there. You know what she wants, she's told you, promised you, and it scares you. "Please, I..."

"Come here," she says a third time, face still down.

You're afraid, you tell yourself you don't want to, but still you kneel on the bed, slowly lower your mouth to her, swallow, lean forward and lick. The smell and taste are powerful, overwhelming. Her sweet, familiar juices mixed, combined with something more pungent, masculine, dark.

"Oh, god," she moans pressing her against your mouth as fluid leaks from her onto your lips and tongue, as she pushes what he left inside her into your mouth, making you share him with her.

Friday, April 24, 2020

Against the Wall


"Stand over there, against the wall, while I deal with him," your lover orders you.

She does as he says, of course, after all, he's the Alpha man in the relationship.



Thursday, April 23, 2020

Sissy House Wife


She's got a great job, your wife, she makes great money, has may responsibilities, and a reputation for getting things done at work and a team that's devoted to her.

Almost like a husband of yesteryear.

So it makes sense, doesn't it, for you to quit your lower paying, less responsibility job and take care of her and the house?

Almost like a wife of yesteryear. 

Wednesday, April 22, 2020

Expectations


She arranged a weekend getaway at the Ritz for your anniversary.

You expected sugar and spice and everything nice.

But when you came out of the bedroom, she was as you'd never seen her before.

"Honey?" you asked, eyes wide. "What..."

She shook her head, pointed. 

Your laptop was on the table, browser open, web history displayed.

"Someone has been very naughty," she said. "Very, very naughty."






Tuesday, April 21, 2020

You can pretend to be a male at work, bossing your subordinates around, but that doesn't fly at home, where you have a very different role.


Baby Steps


"It's just a Popsicle," she says, knowing inside six months, you'll be feminized, on your knees, taking the real thing in your mouth. 

The only thing missing is your sissy's mouth


What does one do with useless things?


Rorschach Test


Men : God I'd love to fuck a woman dressed like that.

Sissies : God I'd love to dress like that and get fucked.


Zoom

She doesn't just use it for work meetings, she can check in with her new beau, as well.


Tell me you wouldn't be on your knees in front of her as well


When my wife has a surprise for me and can hardly keep it a surprise.


Monday, April 20, 2020


"Your wife kept track for the last twelve months?" the therapist asked you.

"Y...yes," you said with a swallow, face red admitting it.

"He complains it wasn't the right mix," your wife says, irritation in her voice.

The therapist looks down at the list.


"Let's see. Forty of fifty-two weeks in chastity, the longest six weeks. Four full orgasms, fifteen ruined orgasms, two milkings. That's right?"

"Yes," you answer, working up the words to complain.

"I'm afraid I agree with him, Mrs. Stanley," she tells your wife.

"You do?" you say surprised.

"You do?" your wife says, also surprised.

"Of course. You're giving him too much hope. You need to significantly increase chastity to approach continuous, eliminate full orgasms, reduce ruined orgasms to once per quarter, and milk him monthly."

"Your sure?" your wife asks, a smile slowly spreading across her face.

"He's not accepted de-masculation, Mrs. Stanley, you need full control over his organ. And the thing we discussed last time?"

"Feminization?"

"It needs to be implemented immediately."




Do you honestly think I date boys like you? Do you?




Saturday, April 18, 2020

Pretty Little Liar


He's holding a piece of paper in his hands; printed on one side are things you told him over the last month of chatting with him, sissy. He reads them slowly, watching your face.

"I'm not interested in men."

"I'm straight."

"I only want to date women."

"Cock is gross."

"I'm not even a little gay."

"I'd never consider submitting to a man."

He smiles reading the last one. "Let's try the truth, sissy," he says, making her correct each statement.

"I...I'm interested in men," she whispers.

"Next..."

"I...I'm not straight," she says.

"Next..."

"I...I've never dated a woman."

"Of course not. Next."

"Please," she begs.

"Next."

"I...I like..."

"Say it."

"I like cock," she says, face red.

"So what are you then?"
"Please..."

"What are you, sissy?"

"A...a sissy faggot," she says, feeling her sissy clit swell.

"Who does what?"

"Who submits to men," she say.

Friday, April 17, 2020

Praise


She looks into his eyes, eager to see his reaction, eager for reassurance she is doing well, bring him pleasure and joy.

His face is impassive, withholding the validation he knows the sissy wants and needs.

Is he cruel? Forgoing the praise his pet craves?

No, quite the opposite.

He knows praise should be giving sparingly, honestly. For when given, it means so much more.

Tuesday, April 14, 2020

Substitution


"Honey, you know that whole 'he's always to wear a condom' thing we agreed on?"
"Y...yea," you swallow, eyeing your wife's body, pangs of jealously running through you.

"Well, about that..."

"What...what about it?"

"We kind of have to tweak it a bit," she says.

"Tweak it how?"

"Well, just a minor change, just one word substitution."

"Which word?" you ask.

"Always," she said. "Substitute never."

"He's never to wear a condom?" you say to yourself, suddenly getting it.

"Yep," she smiles. "It's time."



Changes


At first your wife's lover insisted you give him a blowjob.

And you did. Reluctantly. But obeying him was one of the rules.

My how things changed; you're reluctant no more.

Monday, April 13, 2020

Training


At first it's important to teach her to associate the feeling of being filled with her own release.

But that's just at first, because ultimately a sissy needs to learn that her own release should have no connection to stimulation of her sissy clit.

She has a certain with for dealing with misbehaving husbands

Sunday, April 12, 2020

Your Wife:

Neat and organized house

Involved in the PTA

Organizes neighborhood play dates

Wonderful mother

Doesn't smoke, swear, or drink more than a glass of wine

Drives a minivan

Wholesome reputation among friends and neighbors

Total whore for her boyfriend




Friday, April 10, 2020

Getting Ready


So, let's see...

Panties then control top pantyhose, then a panty girdle...okay, there's no way my little sissy clitty is going to get untucked.

Sheer bra...adjust my breastforms.

Next just need a pretty dress, and I'm ready for him. 



A properly tucked sissy has no bulge


I'm not the kind of sissy who would eliminate my sissy clit but I certainly minimize it as much as possible. 

Thursday, April 9, 2020

Teasing


I knew he had a thing for her nylon covered feet just like I did. She told me that offhandedly one night when she and I were in bed, touching me caged penis through the silky tap panties I wore.

Knowing that, when I looked over and saw her foot in his lap, I was instantly jealous. For unlike me, caged and unable to swell, it was obvious he was erect, enjoying the light teasing.

While his eyes were closed enjoying my wife's teasing, her eyes were locked on mine. I knew what she was thinking, knew what she was saying with that glance.

See what a real man gets, sissy? See what you're denied, but he gets to enjoy?

Ready to meet your wife's lover


I mean, it's entirely appropriate to do so while feminized, right?

Control


She appreciates the panties are full coverage, control panties, she appreciates you'd rather wear something sexier, like she does.

But you know the condition, right?

It's in your control.

Until you're ready to wear the chastity cage, you'll continue to wear control panties.

For your sissy penis is going to be controlled, one way or another.

Story of my HS life...and a good part of college, too.


All she can think is, "why did I wait so long?"


Posing For Him



Places


Your mother-in-law has inviolable beliefs on the place of a male in a marriage.

She knows a new bride can be weak, feel sorry for her new husband.

So she insisted on moving in for the first year. Just to help everyone stay clear about their roles.

Tuesday, April 7, 2020

Keeping it under wraps




Sometimes chastity isn't called for, but good foundation garments or even control top pantyhose should still be used to keep a sissy's little clit hidden and controlled.

Helping Hand


Your sissy may night be able to take your lover's entire cock into her mouth at first, so it's okay if you give a helping hand.

But she must learn, of course, just as any girl must, how to give a good and proper blowjob.