Amy had been up front about it two weeks earlier letting Cecil know he was now on a diet she’d watched as along with vitamins he was given tabs of anti-androgens, spironolactone with other pills. Over time besides providing estrogen the hormone regimen would also reduce testosterone levels to that of a normal female while still obtaining the desired effects of breast development, feminization of skin and female fat distribution.
The package was on the bed next to Amy with her new odd-looking low-rise chair set up in the corner so she could look out the window should she want to.
Cecil moved to sit next to Amy but watched her point to the floor. Silently he dropped to his knees before sitting in a rested position on his bottom with his hips and knees stacked. Sitting at her feet Cecil waited for Amy to start the conversation.
“You know how upsetting it was to find out you couldn’t perform your duties a few weeks back. Let’s not even go into your masturbation habits I’ve found a solution regarding that nasty infliction.”
Her hand gently ran along his forehead brushing his hair back.
“I’ve decided we need to do a re-start and at the same time spice things up a bit. You have two choices you can leave and our relationship will be over or with me in charge do as I’d like knowing things will be fun yet different like the new diet I have you on.”
Cecil nodded his head yes as the words came out ‘your way Amy’.
“You like being on a diet I can tell …would you care to know all the details about the pills or just go with the program?”
“I’m sure they’ll help whatever they are…I get all confused about what the different vitamins and supplements and stuff do so we’re good.”
“Fine…communication will also be the key to us becoming closer….now let’s have you stand.”
10 minutes later his hands and legs secured behind along the bedposts Cecil watched Amy slide in and kiss him long and hard. Her hand jostling his balls she soon took to stroking his penis.
“You see how stiff I’ve made you now I want to show you how soft I can make it. I want you to realize you’ll no longer control this little plaything…instead I will.”
Lifting the wash cloth from the bowl of iced water she gave a it a twist. Seconds later he screeched out feeling the coldness.
“Whew…jeez…that’s cold Amy.”
“So much about being an intimate couple has to do with sensations…most guys dismiss it caring mostly just about coming and spurting out yet there is a wide range of sensations and emotions you’re missing out on.”
She lifted the box from the bed twirling the chastity cage after showing him she spoke.
“Let’s talk about control…more importantly my control…moving forward I will have you on the reward-punishment program…now let me see if I can get this on correctly.”
A moment of concern on his face Cecil looked on as Amy slid the metal chastity cage in place. The series of 3 metal rings sloped outward pointing down from the round base his balls had been put through.
Barely detectable he could hear the key turn locking his cage in place.
“Tell me …what do you feel baby?”
It’s been said that there are 5 feeling states all emotions derive from. Fear, anxiety, anger, sadness and contentment. The first four visit the past or future taking one out of the present moment. In the short time it was put on Cecil cycled through them as his inner voice said ’no don’t allow it say something’.
“Knowing you’re locked will help develop an awareness of being in the present moment….eventually you will find a place of joy in thinking about others and not yourself.”
“Amy It kind of catches on my pube hairs yet over all I better learn how to please you if I want to get this thing off.”
“As I said reward and punishment honey…we’re going to have a comprehensive adjustment to how you go about your day. You’ll be signing over your paychecks and have them sent to my checking account. Any money you may need will come from me….stripping aspects of control away from you until none are left will create within you a feeling of dependence on me.”
“Your phone is no longer active either so I’m afraid your friend Nigel will have to go through me should he want to reach you. I think Thursday night’s will be best…I’ll have your plusses and minuses kept in a ledger and we can go over things then. Points will accumulate on good behavior and points will be taken off on bad behavior…like your diet I’ll expect regular progress.”
Once more she played with his balls only to see him squirm as the chastity cage pulled on his pubic hairs.
Ever the critical thinker Amy responded as she removed the cage
“Hmmm I have an idea….you’ll like the sensations.”
A ‘Hermes’ scarf tied around his eyes Cecil next felt body lotion being slathered on. 10, 11 minutes in as she smoked a cigarette on the outdoor balcony off her bedroom he felt a tingling sensation.
A gentle wipe with a towel cleaned off the hair removal crème. Step by step she next eased the razor around the area until his balls were completely hair free as the rest of his body was from the neck down. Deciding on a pattern for his mound she stroked the razor on one side then the other. Trying to balance it off for an even look Amy left behind a womanly ‘V’ neatly trimmed down with a manicured unmanly appearance.
Lowering the scarf she looped the longer piece in and left the attractive feminine piece tilted resting on the side near his neck. Softening his features wearing the mid-length scarf Cecil looked up to see Amy taking pictures of him smooth, hairless and wearing his chastity cage.
Her off-hand comment had him thinking when he heard Amy speak ‘you know what they say…taking on a life of its own…once a picture makes it to the internet it never leaves’.
The wooden paddle landed hard on his bum. The sounds of ‘whap, whap, whap took on a rhythm the longer Amy spanked him leaving behind a raspberry colored redness on each heated butt cheek.
Paddled enough on his bottom to get close to tears Cecil was next put under the odd-looking seat. Screwed into the hardwood floor for stability he’d come to learn it was called a ‘Queening chair’.
Appropriate enough for a dominant woman its ‘throne-like’ appearance provided back support for Amy while the padded leather held in place by metal tubes had her thighs feeling comfortable spread out leaving her vagina exposed.
A dangling head piece connected to the sides by small chains left the user little choice but to lick away at the pussy just above his mouth. Legs stretched out his wrists clipped to the titanium steel Cecil’s eyes widened on seeing Amy’s pretty butt lower to sit.
Amy looked down at his body to see his chastity cage had tamed the wild beast of a penis while he held benignly still beneath her. The woman felt a surge of female superiority as she spoke.
“You’ll get to know every fold of my labia and soon will come to realize you’ve developed the need to worship my pussy.”
His nostrils flared taking in her womanly scent as Amy read the chapter ‘The Art of Cunnilingus’ in her new book while sipping chardonnay. His tongue slid out tentatively at first like a fawn dipping to sip at flowing water in a stream.
The ‘Venus flytrap’ of her vagina seemed to pull his tongue in deeper as he soon welcomed the fluids and took to admiring the pretty flower like appearance of her vulva.
With the session continuing a placid gentle nature overtook him as though he knew he was right where he should be…pleasing his Amy by worshiping at the alter of her womanhood.
The chapter started out ‘With cunnilingus training your ‘cuck’ will develop 3 primary traits. 1st a new respect for women as a whole previously missing. 2nd an appreciation with a hint of jealousy for the feminine beauty especially for the flower of a vagina her pussy is. 3rd with the chastity cage effectively neutering his former tool of male aggression over time being denied participation in penetration he becomes envious of a pussy’.
‘People think in duality, things are either or, this or that, right or wrong good or bad. If you have chosen the ‘Lady pond’ destination for your cuckold as his envy for a vagina expands its human nature for him to emulate that which he covets’.
‘Mentally the benefits of cunnilingus training are multiple. First off, your fluids are addictive. He will become both aroused and frustrated servicing you with no release while pleasing his dominant female at the same time. A docile nature develops as does his love for you’.
‘The female ejaculate contains female hormones. The frequent consumption has a hormonal effect especially when merging with his feminine HRT already in place altering his cellular network. The reasons both biological and psychological the act of orally pleasing a woman is also both sexual and spiritual’.
‘A study based in theory by a woman Dr. Morrishawn-University of Chicago has discovered the when the female substance ‘copulins’ residing in the female’s secretions is transmitted from female to male, the male’s brain is completely open to the female’s input’.
‘Put another way anything a woman says to her mate becomes his own thoughts a form a mind-control the copulins and neural peptides are nature’s way of creating a chemical bond between female and male causing the male to become submissive to the woman. In some ways like giving birth it is a confirmation that women are superior.’
‘While being subdued the male finds himself left with a tranquil and peaceful experience as the female gains pleasure at the same time increasing her power, dominance and ability to control her submissive.’
‘Leading your cuckold to new Lady-land I’d like to suggest while his mind is open you put out simple phrases such as ‘I love being a woman later adding the same opening to…wearing lingerie…wearing panties…being penetrated…sucking cock’. His mind will soon register and repeat the phrase over and over as though he is the ‘I’ in the declaration’.
Amy stopped reading glaring down to see Cecil caught up in the sway awash in pussy-juice she figured what the fuck why not? They came spaced out in a soft yet firm feminine voice.
“I love wearing panties….I love wearing lingerie…I enjoy being a woman.”
The axiom true that time flies when you’re having fun Amy saw that he had licked away at her piece of feminine delight for near two hours. The gentleness of her soft feet landed on either side of his mound. She thought it looked cute with a womanly ‘V’ above his chastity cage. It was time for his reward for a job well done slowly moving them back and forth a few minutes in Cecil dry humped at the air.
The captured penis soft yet aroused lurched upward before he spread his legs as a woman might. A gentle sissy like moan escaped from his mouth as his cream oozed out between his legs.
Amy lifted up then bent at the waist to see him.
“Darling I love being a woman….’
He held still knowing his inner-voice had been repeating the phrase over and over along with the others.
“Sweetie you climaxed staying soft yet getting wet….just like I do between my legs.”
At 5’7” losing 35 pounds off his thin frame had Cecil presenting a different more gentle appearance. Far from looking masculine over the past 3 months the dieting was also taking away musculature from his arms and upper body while Amy kept his hair growing out.
The sun shone through the upstairs windows as the two went so Amy could inspect his work.
Two weeks earlier sitting in the kitchen on a Monday morning he listened to Amy speaking with his boss.
“I need him at home more so you’ll have to cut into his days working at your office.’
He couldn’t hear what his boss said yet heard Amy reply ‘fine by me then…he won’t work there any more’.
The woman looked at Cecil.
“You through working outside the home so you now have more time to do your housework.”
It spoke to his developing gentle nature that he offered no protest.
“Ok Amy…that guy was a pain to work for anyway.”
Clip-board in her hand Cecil walked behind Amy as she went from room to room check-marking the assigned categories.
“You’re getting quite handy with that vacuum…..but see that corner near my armoire you’ll need to take a feather duster to get at the dust.”
Amy kissed his cheek letting her hand give a squeeze to his thin arm.
“I’ll won’t mark that down as a demerit honey…now let’s see if you have cleaned out your closet like I asked."
“Amy with my suits and work clothing not fitting me anymore I really don’t have very much to wear …especially now that we’ve also thrown out most of my old t-shirts and jeans.”
“I never saw the attraction of wearing t-shirts with a sports team’s logo’s on them…and besides you don’t need the suits anymore being done with working outside the house but I get your point…I’ll think on it and order you some things in the mean time I do have something that will work for now.’
Amy was finally going to get him in the pair of slacks and top she’d ordered from the ‘Woman Within’ catalog. She was looking forward to migrating him to a feminine wardrobe over time.
Just then the phone in the back pocket of her jeans vibrated while playing a partial Lady Gaga song as a ringtone.
“Yes Nigel…what would you like?”
The phone held to her ear she continued.
“That would be alright…he can join you…. I’m meeting with my contractor to go over the details…..he’ll ride his bike over though remember he’s not drinking these days so don’t tempt him….only a soda pop….uh huh…sure I'll let him know you'll bike over too.”
The pair of beige women slacks gave Cecil a sleek look to his legs as they tapered lower to rest at his ankles.
“Honey we need to do something about your underwear they’re bunching up ruining the look…slip the slacks off then remove your boxers.”
The pair of thong panties had an inch of lace trim along the panty-waist band. Holding them up she knew part of him ‘wanted’ to be put in the feminine thong. Sliding them up she told him to press down his chastity cage through the material before yanking the back holding it in place. A capped sleeve t-shirt in violet stopped just before the faux back-pockets with none in front.
“No running shoes won’t do …I have an idea.”
No different than many other women she stared at the more than 70 pairs of shoes in her closet before pulling out a pair of flats she’d planned on being his. The light purple picked up on the color of the t-shirt of a top.
It was slight yet there staring into the floor mirror to see a bare hint of the chastity cage outlined he felt an estrogen-rush. As she looked on over his shoulder Amy being taller by 4” there was just something about having her dress him that he liked. Neither one said anything yet he was aware he was in a pair of feminine slacks with a woman’s t-shirt and shoes.
“Hold still we need to swap out your gold studs for silver.”
Truth was when she had his ears pierced a month and a half before he felt kind of hip wearing earrings.
The sound of the door-bell ringing broke up the moment
“Sweetie go answer that…it’s Doug my carpenter…I’ve decided to go with him for the rehab….I’ll be down in a minute.”
Opening the door the large barrel-chested man towered over him. A muscled-up look he stuck his hand out to shake Cecil’s. Wincing on feeling it Cecil let him know she’d be right down.
“Darling you’re going to need this…I’ve put 10 dollars inside that should be enough bring me a receipt …Hi Doug be with you in a sec.”
Cecil looked at the clutch bag of a small change purse. Parted in the middle growing longer by the day he moved his lengthening hair behind both ears at the same time. Taking it from Amy he looked at Doug before his hand immediately went in back trying to stuff the purse into the pocket.
“Honey those slacks don’t have any pockets so you’ll have to carry your purse….the garage is open so just take your bike out.”
Doug looked at Cecil like he had violated the code that said real men don’t use a purse. Watching Cecil ride the bike out from the driveway Amy through her arms around Doug’s neck. Her hand dropped and ran across the outline of his cock in the jeans.
“I see you’ve missed me.”
Amy’s top lifted to expose her naked breasts without being pulled all the way off. The twin globes were the kind of breasts that would make a grown man cry. Both his hands scooped them up finishing with a squeeze then a jiggle just because he liked to do it.
A flip of her Tennis skirt had her bending over the couch. A quick wet with saliva to his finger-tips Doug eased his meat in until it met her natural juices.
“Oh fuck baby…I’ve been thinking about you all the time the last week Amy.”
Arching her back one hand lifted to hold near his two-day beard growth as her breasts swayed unfettered.
“That’s it ..give me that big juicy cock…..oh fuck…did you think about what I said…I’ve decided we’re going to have to cuckold Cecil….I’m not married yet so I don’t really feel too guilty about it.”
Pedaling his bike up to the Bull Tavern Cecil saw Nigel sitting on his pimped-out Harley-Davidson in front.
“I didn’t think you were really going to ride that kind of bike…..is that a purse your carrying…boy she really has you pussy-whipped these days now that you’re not working.”
Cecil looked at Nigel as his friend stared at his ‘outift’.
“Do you want to go to the Cock or the Bull tavern Nigel.’
“Either one is fine you seem so different these days…just don’t order a ‘Shirley Temple’ and embarrass me ok pal?”
The thing about being spanked is at first it’s all about the pain 5 months into their arrangement Cecil had developed a bonding with his fiancée Amy that had been missing.
It can be a fine line between pleasure and pain yet the truth is one provides contrast for the other.
Perhaps it was the accountant in her that demanded order Amy had a set schedule that Cecil adhered to. Her fiancée having gradually taken to the role of keeping her home clean doing the housework for the last many months discovered what plenty a housewife has learned. His mind became addled the more his world shrunk to that of a maid.
Having been given a smaller bedroom down the hall he found feminine tops and ‘T’s’ and shorts with two pairs of different colored skinny jeans filling his drawers as all his male clothing was pruned away given to the ‘Goodwill’ store.
Aware he was still making his way through the ‘ugly duckling’ stage of transitioning Amy wanted Cecil to realize the days of treating her as his equal was behind him. There was no better demonstration of that then to have him spanked followed by being ‘milked’.
“Darling when you finished putting away your clean batch of panties I want you in my bedroom.’
“Yes Amy I’m almost done.”
Kneeling on her bed Cecil held still as he felt the thong being lowered and taken off. The swoosh of the wooden paddle sounded out before landing on target. Told to keep count he gave up when his tears arrived. It reminded Amy a spanking doesn’t really start until the crying begins.
Lathering his butt with hand lotion Amy slid her vibrator in past the rosebud entrance. Pressing it down she found that magical place of his prostate. Back and forth it moved as Cecil soon saw his cream oozing out from behind the chastity cage dripping down on the tea-cup saucer between his legs.
The 3rd floor room of her attic was taking shape. His tool belt on it slung low on his hip tilted like a cowboy wearing a six-shooter and holster. Amy commented looking at Cecil as the two watched him demonstrate his talents.
“Highly skilled at carpentry Doug’s a master.”
“That’s not all I’m proficient at though I like how you put that Amy…Master Doug….Say give me a hand Cecil....watch yourself these long 2 x 4 ‘s can get heavy.”
It was a chance to act like a man though wearing his linen-blend apron he looked like anything but. Cecil watched as Doug nailed in the last piece of trim along the ceiling in the finished attic. Picking up the oblong 2 x 4 he pushed the end towards Cecil. At first he thought he had it under control yet as more of the wood came his way Cecil realized he didn’t.
Seeing Cecil start to falter holding it Amy stepped in.
“I’ve got this Doug….sweetie step aside your woman can handle this….why don’t you vacuum up the sawdust off the carpet….you’re good at that.”
It was such a simple thing yet he knew he’d been unintentionally ridiculed and at the same time emasculated watching Amy and Doug work together.
“Honey Doug is going to need to shower go put some clean towels on the comforter on my bed….we don’t want him using those ‘foo-foo’ girly ones we like using ….bring your vacuum with and you can do my bedroom.”
Stepping out of the shower feeling clean and refreshed Doug opened the bathroom door. Comfortable in his masculine nakedness he walked out while speaking ‘say you got those towels?’.
Looping the wire of the vacuum back in place Cecil saw Amy looking at him in the mirror sitting at her vanity table while putting her hair up into a sloppy bun.
“Baby hand him the towel…why don’t you help by drying his legs.”
It was more an order than a request and one he knew couldn’t refuse. Doug waited legs spread slightly puffing out his manly chest. Cecil handed him one while he sat on the edge of the bed drying the leg.
Amy walked over a quick turn of her hip she lowered to sit next to Cecil. Freeing his apron she removed Cecil’s t-shirt.
“Honey you’ll need to get on your knees.”
Kissing his cheek she watched him hesitate slightly before dropping to the floor. At first the towel Doug used shielded his penis hanging down the middle of his body while he dried his face.
Running the towel near his ankles Cecil felt so small looking up at the tall muscular male. Doug took the towel slinging it over his neck both hands held it still.
“Say…get my balls with ya’.”
It was right in front of his face as it happened. Slowly Doug’s cock grew firm. It was something an alpha male would do. Reaching out he guided Cecil’s mouth to the head of his cock. Inches away her fiancée looked at Amy only to see her nod her head while smiling.
Pouting his lips Cecil slid his mouth onto the piece of man-meat. Close enough to whisper the brush in her hand Amy gently stroked his hair offering words of encouragement.
“That’s it baby…let Master Doug know you can please him…think of all the times you’ve said it while you worshipped my vagina…’I love sucking cock …I love sucking cock’.”
After months of doing it just like the author of her book on cuckolding suggested the idea was firmly lodged inside his mind. Amy slid his shorts and thong off revealing to Doug he was both physically and mentally chastised. Soft and smooth and near hairless an effeminate look to his body his small fingers delicately began stroking the large cock.
Being naked fluffing the cock he felt a wave of estrogen flow over him. Out of nowhere he saw the light pop from her I-Phone camera as Amy took pictures. She’d been taking so many the last few months.
His hand lifted the dick up so he could lick at the underside. Flicking away at it his tongue next slid along the head as Cecil took in near half of the length. Bobbing his head up and down it was official he was a dick-sucking cock fluffer of a cuckold. Out of the corner of his eye he saw Amy had slipped out of her shorts and crop-top. Diddling her clit she whispered once more.
“Get him good and hard baby…Ohhh I can’t wait to feel that nice big cock inside me.”
“Amy hun…your cuck is really good at this ….we better have at it…I don’t want to waste my seed.”
Amy pulled Cecil with her as she moved back on the bed. Thin enough to do it his body easily slid next to hers as his chastity cage jiggled reminding him he was merely an observer. Amy taking off her hoop earrings leaned close letting the trigger words come out…’I love having breasts…they feel sooo pretty’.
Glancing at the pear shaped twins of femininity his envy spiked jealous of both the size of her areolas and hard nipples and the milky way they swayed.
"Slip these earrings on...I want to see what you look like in hoops."
The 2" hoop earrings were shortly dangling off his ears.
“Darling it will mean so much to me and you if you help guide it in.”
As wide as a cheerleader doing one of her routine’s Amy’s legs spread out. A chuckle slipped out from Doug on watching Cecil guide his cock to the entrance of her womanhood.
To see her vagina capture his thickness made him feel diminished. Watching the girth slide in and out he wondered what it would feel like to experience the same. Master Doug’s powerful thrusting made Amy’s body move on each impact.
Cecil didn’t know why yet he found himself touching the collection of hard muscles on Doug’s arm.
“Babe get ready…it’s going to erupt.’
Amy took hold of Cecil’s head moving his mouth to her pussy.
“Lick my clit…lick my clit….oh Heavens to Betsy lick my clit.”
Grunting out Doug pushed the fists of his hands into the mattress sure he’d be exploding at any second. Like many a woman Amy was pleased at feeling the load being deposited pulsating out along the walls of her vagina.
Master Doug pulled out yet seeing Cecil’s mouth so close resting on her pussy he spurted one final time splattering the cream on the cuckold’s cheek. No different than many a male Doug wanted to slink away already thinking about who he’d brag to later that day.
Amy spun around Cecil’s face held captive between her legs it amused her to see his face wet with spunk having a treat of a cream pie as he licked her pussy clean.