Leeanne Sending Cheerleader's Man Off to Work

Reality Check

Face the facts sissy.  One, you could never lift her like this.  Your weak physique is thin and feminine, just as you and your wife have worked for.  And two, but most importantly, she isn’t drawn to give herself to you in this way.  Here’s the question though sissy.  What hurts more?  Seeing her in his arms like this, her arms and legs clinging to him with all she has?  Or knowing she’s clinging to him like that because his cock is all of the way inside of her and she wants it in deeper and longer?

Getting Acquainted

Sissy knows what she’s good at.  And now, so does her wife’s new boyfriend.

Yes. I Did.

One of my more embarrassing tasks as my wife’s sissy husband remains the time she had me use my mouth to put a condom on one of her real men before she was assured he was safe to go inside of her.

The Look

The look sissy's wife gives right before she begins sucking her date's cock while her feminized husband watches.  It's the look that says, "This is what I do with a real man's cock."

Not Something Sissy's Wife Ever Did With Her

Lunch Duty

When sissy's boss has lunch at his desk.  And sissy does too.

Life of the Party

Sissy’s wife had warned her she was planning something big tonight at the party they were throwing. Then, when all of the guests had left except sissy’s two closest golfing buddies, sissy was confronted with her future.

Waste Not - Want Not

Sometimes sissy’s urgent need for sustenance results in waste, which then results in discipline later.

Doll

Sissy's wife loved making her sissy pretty to entertain her friends on Friday nights.

Differences

Less than five minutes after your wife’s date arrived to pick her up she was letting him take her like this in front of you sissy.  She never gave herself like that to you when you arrived home from work.

Be Careful What You Wish For Sissy

Sissy had brought up the idea of a threesome to her wife on several occasions, but her wife had been noncommittal.  Then, out of the blue one afternoon, sissy’s wife called and told her sissy husband to put on her prettiest maid’s uniform and to be prepared to have her fantasy fulfilled - she was agreeing to a threesome and was bringing someone home from her office to carry it off.  What sissy failed to understand that the participants in the threesome would not include her, except as a spectator and servant.  Sissy’s wife brought home her two immediate bosses and this is the result of the evening.  Later, after the men had filled sissy’s wife with their cum, sissy was permitted to cleanse her - with sissy’s mouth.  All in all, sissy’s wife concluded sissy’s idea for a threesome was an excellent idea that would be repeated in the future.  Often.

Proof

When sissy’s wife proves to her new boyfriend that her sissy husband really does clean his cum out of her pussy after they fuck.

Acceptance

It was while doing this that sissy finally knew her wife’s boyfriend had fully accepted her as a part of their relationship.

Life Changing Moments

They’d been talking about it for a few months, sissy and her wife - the idea that she would be with a real man again.  But sissy’s wife insisted that, if she did it, sissy had to be present.  Now, seeing her treat another man how she never, ever, treated her sissy husband, and seeing that hungry look in her wife’s eyes, sissy was having second thoughts.  But it was too late.

Not Something Sissy's Wife Let Her Do

Roles Defined

Sissy learning which male in the house is in charge.

Waste Not, Want Not

Your wife’s boyfriend thinks it’s sexy when his cum drools out of your mouth sissy.  But remember, he also expects you to clean up every drop.

Sissy Takes Pride In Her Role

Teaching Point

Wife saying to her sissy husband, “It will be just like this baby.  Only it will be my boyfriend’s dick and he’ll cum in your mouth.  Understand?”

Be Proud Sissy. You Earned It.

The Greeting

He wasn’t comfortable with sissy at first, but now sissy’s wife’s boyfriend expects to be greeted by sissy in just this way whenever he comes by to visit.

Date Night

When sissy is dressed like this, it’s a sure bet her wife has invited a man over for the evening.

The Best Moments

The best moments in the life of a sissy are when she and her wife share intimate times like this.

Awkward FaceTime Call

When sissy Facetime’s her wife to find out what time she’ll be home from work and her wife’s boyfriend answers her iPhone for her.  Sissy now knows she’ll need to keep dinner warm a bit longer.

Choices

Sissy and her wife had agreed that she would choose a man to fuck at the office party.  When sissy walked in the den and found her wife sitting between her boss and the CEO of the company, she smiled at sissy and said, “I couldn’t decide which to choose honey.  You don’t mind do you?”

Not How Sissy Makes Love To Her Cheerleader

Sissy's Wife Calls It Fucking

Not how sissy and her wife ever made love.  In fact, her wife doesn’t call what she does with her boyfriend making love.

  

Infatuation

How many times had sissy sucked her wife’s boyfriend’s cock?  Too many to count now.  But enough for her to be completely under his spell when he filled her mouth.

She's A Good Sissy Husband

And her wife a boyfriends like her that way.

The New Job

Sissy’s first day on her new job that her wife helped her get.  What’s she thinking?  First, her wife’s last words when she left the house that morning - “Don’t fuck this one up.  Do whatever he asks of you.”  Second? I think I’m going to love this job!

Sissy's Happy Place

Party Girl

Sissy was relegated to standing in the corner watching, waiting to serve drinks to the men her wife had invited to her private after party. 

 Afterward, when the men had all had their way with her wife, sissy was invited to the after after party to clean her wife out.

Not How Sissy's Wife Ever Fucked Her

Things Sissy's Wife Never Did With Her

But she does for her boyfriends.

Control

Let your wife's boyfriend set the rhythm sissy.  After all, it’s his cock.  You’re simply supplying the mouth.

Sealing The Deal

Yes.  Sissy does know her craft.  Her wife’s boyfriends always come around to sissy being involved once she gets her lips wrapped around their cock just one time.

Groom Planned Bachelorette Party

Was it unusual for the groom to plan, down to the very minutest detail, the bachelorette party?  Not when the bride and groom have already entered their contract setting forth the terms of their marriage and the groom has agreed to be the bride’s sissy cuckold.  Wait until she experiences her wedding night!

Work Day

Sissy’s wife’s newest boyfriend has become quite comfortable with sissy being around, especially on the mornings when he has spent the night before going in to the office.

The Look

Sissy’s knows that look in her wife’s eyes as she dresses for a date.  She is imagining how great it is going to be to be held and made love to - no - fucked - by a real man.

The Perfect Relationship Between A Sissy And Her Wife's Man

When sissy gets it perfect.  Her lips are painted bright red.  Her eyes are locked on her wife’s boyfriend, telling him she loves servicing him.  And her face is covered with his sperm saying to him, “Please, use me as it pleases you.  Only keep letting me taste your cum and suck your beautiful cock.”

Sissy's Special Role

Sissy loves being under her wife’s boyfriend like this when he fucks her.  She experiences the full effect of him pounding her, all while providing him (and thus her) a little extra stimulation that he loves.

Attention Seeker

All the while she does her best to please her wife’s boyfriend, sissy is constantly looking to see if her wife is approving.

Fluffer

Now that she has her wife’s boyfriend’s cock in her hands, the next thing sissy knows she is supposed to say to him, per her wife’s instructions, is, “May I please suck you sir so that you will be ready to fuck my wife?”

When A Kiss Is More Than A Kiss - It's A Command

Sissy’s wife gives her a reassuring kiss before completing her preparation to serve the guests from her company who look for something extra in a girl.  Sissy know what will be expected of her and would do anything her wife demands.

The Moment

The moment when sissy knows her wife’s newest boyfriend has completely accepted her presence in their life.

Working Girl

Sissy isn’t really looking for anything under the love seat.  She just knows her wife’s boyfriend is walking downstairs and wants to see how he’ll react when he finds sissy in this, uh, compromising position.

Imagine, If You Can

Try to imagine, if you can, that this woman has just returned home from a date with your boss.  Try to imagine further that your perspective, as you witness his cum dripping from her pussy, is from a position on the floor beneath your wife, with your mouth open, wearing a pretty babydoll nightgown, knowing that momentarily she is going to settle down upon your mouth and you will finish cleaning her freshly fucked pussy.  Yes.  That is what it feels like to be a sissy cuckold husband.

Secretarial Staff Discipline

The head of HR at Meade Industries had her own unique way of dealing with the all sissy staff of secretaries to make sure they performed their expected job functions at the highest level.  And while her strategies may have resulted in law suits at some companies, her personal experience with her own sissy husband led her to understand that these particular employees responded especially well to her disciplinary measures.  In fact, employee retention was very high at this firm, especially within the sissy secretarial pool.