I'm Very Disappointed in You Pt. 06

Mistress Evelyn was ready for the main event. Relieved to have the man make love to her she knew Jenny just fluffing his cock was not enough. Evelyn felt that to truly be cuckolded her husband needed to feel a release of cum inside him.

The budding t-gurl and man sprawled out on the bed while Evelyn stood by the dresser lighting her cigarette. Buck's hands grabbed Genevieve by the ankles.

"Oh my...Oh Mr. Buck...oh my goodness...what a gorgeous looking cock."

Evelyn sauntered over.

"There baby just relax...let your man do the work...there's no pressure to perform on your part...be a good gurl just accept the fucking...you don't have to worry if your dick will stay hard...remember all those times it wilted with me...back when you pretended to be a man...think of it as though you have a pussy..."

Suddenly the woman knew she had to use the ladies-room. When Evelyn darted to the bathroom to pee Buck wanted to make a lasting impression being left alone with Kenneth.

He couldn't have a man to man talk with him...not anymore...Kenneth had become too pretty for that....there was too much estrogen in him...So he moved close and looked him in the eye like an alpha male likes to do.

"As her husband...well there's no other way to say it Evelyn must be ....very disappointed in you."

"Yes Sir."

Buck took hold of the chastity piece giving Kenneth's captured balls a jostle.

"What kind of man would let himself be put in a chastity cage let alone grow breasts?...well I'm going to do my part to see that you'll make for a nice attentive t-girl in the days ahead."

In some ways being bachelor it was the perfect scenario for him. By cuckolding the husband Buck could have an attractive woman without having the hassle of having to be married to her. Then there was the added benefit of having a t-girl.

Being in the military special forces back in the day he'd first had a ladyboy when he was on holiday at the resort town of Phuket in Thailand. Buck thought trans-girls are a bit of an acquired taste yet ever so sweet when you get past the fact that most have a penis unless going full-on GRS.

This was about the process of fucking the last of the masculinity out of him. It would take more over time one shag alone wouldn't be enough.

His strong arms collected Jenny under his knees moving them back. Jenny felt completely at the man's mercy his legs left spread high and wide the knees pushed back near his ears. Tilting his head he looked down his body to see Buck slathering lube on before slipping his cock inside him. When he opened his mouth a tiny yelp slipped out.

"Tell me how much you like it baby...let your man know..."

'Oh Buck Sir...you're amazing ...ewww I never knew being taken by a cock could feel so good."

"Of course you like it...call me Master Buck...you're turning into a such a silly little girl...look at those weak little arms...now you're all about hips and smooth legs an a soft slippery wet inside... and of course these tits....put your hands up to my chest...see if you can stop my power....careful with those polished nails....yes your definitely a gurl."

Kennth slid his hands to the man's chest. Buck lowered his upper body down inch by inch. Jenny squealed out a little... 'ouch.. that hurts my wrists....oh Master you're too strong.'

"Yes and you're too weak to be anything but a pretty plaything...tell me it...let me hear you say it...you like wearing dresses and skirts and pretty blouses...you like putting on makeup and doing your hair...hmmm sweet cheeks...I bet you like sashaying around the bedroom in just your panties and naked boobs....tell me I'm right."

"Yes Master you're right ...oh your cock....eww I think I'm going to get wet...my little clit...Ewww...ewwww my little clit."

"That's it... get wet ...just like a woman...then get ready for a man to come inside your little pussy....you're never going back you know...once a man comes in you you'll never want to have sex any other way....grab your tits and hold them gurl...show 'em off to me...say daddy aren't my tits pretty?..."

Jenny did as he was told shaking his boobs as he spoke.

Buck thrusted his body into Kenneths his cock going deeper moving in and out. The two settled into a pace being set by the man. Evelyn's husband cooed enjoying the feeling of a stiff prick fulfilling its purpose of making a woman squeal.

Genevieve loved the ways his breasts moved evenly up and back. That's when he felt his warm cream ooze out from behind the chastity cage.

"Ohhhhh...my clitty Master Buck....ohhhhhh...its creaming."

Evelyn wanted a front row seat. Slipping her leg under her she sat in the high wing-back chair to see Buck flipping him over. He spun Jenny around so the husband was on all fours facing his wife.

A more relaxed and even pace came with a caring touch. Buck let his hands hold at the thin waist. Mistress Evelyn looked her husband in the eye she could tell something was happening besides just being fucked.

It looked like he was crossing over...he seemed like he was moving into that space when a t-gurl accepts her womanhood. When she lets go of any remaining urge to be masculine.

Genevieve had a look on her face that said she was fully committed to living as a transgendered woman with all its joys and sorrows.

It was what the t-girl did next that caught Mistress Evelyn's attention. Jenny was pushing her bum back as though desperate to feel the cock.

On hands and knees her pretty butt was absorbing every thrust as she pushed back. It was as though he welcomed his mistress's bull-stud with a smile coming over her face.

The woman was making an assessment...the dangling b-cups would likely keep developing...the way her waist shrunk then moved outward at the shapely hips told Evelyn her husband would have the kind of bottom that caught men's attention.

She figured she could give him college treatments that would plump his lips and she reminded herself to set up an appointment at Blanche's House of beauty. Evelyn want both nipples pierced and an assortment of tattoos declaring his femininity.

Over all she determined her husband was going to be a beautiful feminine being.

Genevieve moaned yet this time it was different. Her mouth formed a classic 'O' look. Being a woman the Mistress knew what was happening. Buck's load was building and ready to be delivered. By the way the man slowed the pace she guessed his cock was pulsating inside Jenny.

Evelyn slid off the chair moving to the front of the bed. Her hands went to lightly hold on her husband's face.

"My darling Genevieve ...you are about to be bred..."

The way Buck's body was lightly thrusting and moving it made his head bob and his face smile like he was agreeing with Evelyn without speaking.

She continued her words almost coming out in a whisper.

"Honey the moment you feel the first eruption..close your eyes and concentrate....he's breeding you with his semen...you'll never feel more like a woman than when a man is leaving his load inside you."

It was the large masculine grunt by Buck that ended the conversation between the wife and the husband.

"Ugggg...Ewww fuck....ohhh yeah.....ugggggg......ahhhhhhhh."

The man started erupting like it was a wildcat oil strike. The hot semen came out in a series of strong spurts that spoke to his manliness. Pulling Jenny at the hips the t-girl dropped her head giving a shake to her long hair. Just as Mistress had told her she focused on every moment feeling Buck depositing his man-juice.

It is such a uniquely girlish feeling to know a man is coming inside you because of how feminine and pretty you are.

Acting on Mistress Evelyn's instruction Jenny was awake early the next morning. Told to get 'all dolled up' she carefully layered the make-up on her flawless complexion.

A half round shade of dark blue-ish grey eyeshadow was met with an even lighter shade just above it on the eyelids. The midnight-black eyeliner got thicker making its way to the outer edges. It seemed like each curled eyelash was separated being coated in dark mascara.

A thin lip-liner of deep-red added definition with a slightly lighter red applied inside its boundaries. Against a pale-white foundation powder ...the blush of rouge was slanted along each cheek-line at the same angle. A gap of smooth skin above the nose had the two eyebrows evenly arched moving into a fine point at the tips.

Slipping the full-brief panties over the garter-straps Genevieve stared at the vintage lingerie set. A cheerful iridescent blue over all ....a series of swirling vines set against the backdrop of a floral pattern had the matching look on her bra.

Padded-out in underwire to enhance the appearance...the luminous baby blue color made Jenny's b-cup boobs look one size larger. Mingling with tiny ridges of lace-trim edges small white bows sat on the lower part of the bra straps while a single matching bow rested centered on the pantie's waistband.

The sheer bright blue stockings were held in place by 4 frilly metal-tabs on each leg as they made their way into her colorful blue 3" matching high heels.

Splaying her nails to see the fresh coat of red nail polish the t-girl husband put her hair up in an attractive sloppy bun some dangling tendrils carefully arranged along the neckline. A brief final look had her heading to the kitchen.

Evelyn had felt a sense of relief having Buck shag her. She vowed she would never go that long without having sex with a man again.

She slid on her 'Aunt Sheila' jeans before picking out her top. The contrast of Buck and her in casual clothing while Genevieve wore just her lingerie would remind the t-girl of her status.

Picking up her I-phone she called Margo.

"Hi girl-friend...just wanted to let you know we're ready for that swingers club."

"So glad to hear that...so how did it go?"

"My Genevieve is no longer a virgin...my bull-stud deflowered her last night."

"Is he still there?"

"Yes...but 50 will get you a 100 he'll be gone after breakfast...I know men...once he's eaten he'll think up a plausible reason to leave....ummm I don't mind...being married... cuckolding my husband and turning him trans in some ways it's the perfect set up...I can have cock when I want and still not have the hassle of getting divorced."

"Ok Evelyn I see what you mean...I am going to send you a link...it is a social media site just for members of our swingers club...it requires a password....look around there is a section for males that have been cuckolded along with being transformed in to t-girls....what I'd suggest is you put up some 'before and after' pictures of Kenneth being transformed into your lovely Genevieve."

"Oh I like that Margo...a timeline of being turned pretty-trans."

"Evelyn there are a a lot of men in our group that enjoy having sex with a male that has been made into a t-girl by his wife....it's a huge turn-on for them....you and Jenny will find there is plenty of cock to go around."

Busy making breakfast Genevieve held at the doorway of the kitchen trying to catch Mistress Evelyn's attention as she sat near Buck. When she politely waved the woman over the Domina noticed Jenny seemed confused.

"What is it dear?"

"It's just I'm trying to make that potato dish for your breakfast Ma'am...the directions started out saying use an ounce then it switched to saying a 3-quarter cup of half-centimeters of chopped onions...I don't know what that means."

Evelyn recognized the opportunity for what it was.

At every turn the woman was trying to 'dumb' him down.

Now any trans-activist hearing that might object since they don't want transgendered women being sexualized or fetishized...but that doesn't mean Evelyn wasn't right in doing it. After all she was a genetic woman and had experienced the treatment first hand growing into adulthood.

Write it off to an unconscious angst Evelyn had on how men as a whole have treated females. Still true in current times if a girl had large breasts then men think she's likely kind of stupid as though a bra's cup sized determines one's aptitude.

It was a chance to display her intellectual superiority while making her husband feel 'less than' smart'.

"Honey I can see you're confused...let me put it this way....'if Susan gets on a train in Cleveland with 9 oranges... and Mary gets on a plane In Chicago with 7 apples ....then how many bananas does Joan have in New York?"

Sucking on her index finger... clicking her fingernail on her teeth Jenny looked up at the ceiling as though the answer was written there.....'Ummm...I don't now Ma'am...I was trying to use chopped onions."

"Let's try this....'X times Y equals W squared.....correct?"

In this case it was XX over X and Y...or put another way the female chromosomes over this particular male's one's.

"I was never good with geometry or adding numbers for that matter Ms. Evelyn."

"Sweetie that's simple algebra not rocket science... what have I told you... don't try and think too hard ...it'll hurt that little brain of yours....I tell you what ...why don't you go over and show off your lovely vintage intimate-wear we bought you from Agent Provocateur...while your woman figures this out."

Kissing Jenny's cheek she added....."you go sit on Buck's lap and keep him entertained and I'll settle this right....show him how gorgeous your legs look in stockings and hold-ups."

Evelyn pulled Genevieve close for a hug... "Just because you have difficulty thinking intellectually doesn't mean you can't be pretty....before you go do what your told to... I'm going to rub this pretty butt of yours..."

Jenny felt her intellectual restraints disappearing being caressed by Mistress Evelyn. It felt so much easier just feeling instead of trying to think.

"Darling if this lovely bottom of yours were brains you'd be Einstein...but I'm afraid such is not the case....now go to Buck and ask him what's new...men always like talking about themselves and what's happening in their life."

"Yes Ma'am...I definitely feel better when you do the thinking for us."

"Of course you do...I'm a superior woman....here bring him this glass of juice."

A belly full of breakfast Buck stood by the wooden front door held open by Evelyn. The winterized glass door on the outside seemingly keeping the weather at bay the 3 looked out at the fallen snow.

A smile on the man's face he spoke..."Once more unto the breech dear friends ....or close the wall up with our English dead..."

"It's a pity you have to leave Buck...."

"I'm afraid duty calls...a man's got to do what a man does."

Evelyn eased Genevieve by the shoulders until she was on her knees. Her eyes filled with admiration for the woman her husband felt a sense of pride in becoming his wife's trans-gurl.

"Jenny honey...why don't you show Buck how much we enjoyed having your Mistress's bull-stud at our home last night."

The man wasted no time unzipping his pants.

"Well if you think it might help me get through the day who am I to object."

Jenny let her soft hands pull out his dick. Leaning forward the tabs coming from her hold-ups strained against the exposed smooth skin on her thighs.

Her lips slid onto the head of the cock her tongue slipping out licking the tip of the prick. A delicate touch her hand slowly pumped the hardness as she bobbed her head back and forth.

"Damn Evelyn....are you sure she's never done this before last night...why she's a natural..... Uggggg...oh fuck."

Jenny looked up at the man and smiled fluttering her eyelashes after hearing him say it.

"Genevieve darling....lets help him splatter your boobies with man-juice....men like doing that."

"Uh uhhh...yes Ma'am."

Jenny pushed her bra cups together watching as Evelyn finished by jacking Buck off. The first squirt landed in the middle of the cleavage. Two more followed shortly afterwards. Standing behind her as she remained kneeling Evelyn collected what she could of the warm semen.

Watching his feet stomp thru the 8" of snow heading towards the pick-up truck she fed Genevieve the warm treat....the gurl licked it off her Mistress's fingers thinking life had become so different than it once was.

End of part 6 ...