Ashley stared at him while he sat on the toilet seat, the cotton panties at his ankles he looked up at her.
“Here baby slip off those panties…..I’ll find something better looking for you Sharon after we shower”
The woman had taken the two of them to her favorite Thai restaurant when he was told midway through dinner he was coming home with her it was enough he beamed out a smile on hearing it.
Moving close she patted his pubic hair.
“I want to give you a nicer looking trim appearance here.”
Sitting to pee he felt so emasculated as he heard the urine hitting the water below. Ashley pulled out some tissue and gave a pat to his covered penis head behind the chastity cage.
“Here just a few pats to collect any drippings….you’ll soon get used to doing it just like a woman does….besides eliminating any splatter on the seat you’ll find its much more practical to sit.”
The shower felt so good with Ashley and him both washing each other under the warm spray. She next began to lathering his body with hair removal crème. Moving him away from the rainspout showerhead she let the hair removal crème do its thing. As she turned he let his eyes take in the sight of her milky breasts.
“I just love having breasts…they look so pretty and feel so amazing…..here Sharon lets have you play with them.’
“Ashley I’m kind of getting use to being called the name Sharon.”
“Here baby just lightly squeeze them, let me feel how gentle you can be….I like calling you Sharon honey, Rebecca was right it seems to fit your personality.”
Moving in his hands softly caressed her breasts. Captivated by the sheer lusciousness of them he lowered his mouth to the nipple. As most women do she recognized it for what it was. Ashley knew it was an instinctual drive being activated. Since birth a male first learns to suckle on a mother’s breasts yet as they become older their sense of fascination with their distinctly feminine shape only grows stronger. Many a male often ponders what it would be like to have their own as their bodies move deeper into the masculine.
Carefully using the razor she next took a pair of scissors to give him a crisp looking ‘V’ shape trim to his pubic hair.
“Baby sit on the bench seat I want to wash your hair, you need conditioner and I have a shampoo that will add volume….your nails also need attention.”
“Ashley do you know what it would be like when one becomes a transgurl, I mean you have a lot of books there in your store on it.”
His penis limp as a dishrag in the chastity cage he listen as she continued to work on trimming his mound.
“Well I have a few t-gurls working for me, I look on sexuality as more a spectrum then being binary. There is more to becoming a woman then just wearing panties.”
On her knees she held the razor away from his body to look at him.
“Though wearing pretty lingerie is sooo nice….I mean the way it caresses your skin. As for becoming a transgurl I think one benefits from living their life from their emotions. Being put on female hormones one gets to experience that kind of life. Lets look at you, you have the kind of body that would take to estrogen very well.”
She let her hands move up to hold still near his chest.
“These nipples of yours are nice, they’re already are kind of large, estrogen would make them so sensitive and even more expansive…..yes, you definitely would enjoy seeing them take on a lovely contour and fullness.”
By the time they were finished showering but for his new ‘V’ on his mound he was hairless from noes to toes. Holding still while sitting he watched Ashley use a facial epilator on his face. At the time he had no idea that its purpose was to eradicate hair follicles stealing away the masculinity they brought with when present.
A look down had him see her apply a clear nail polish on toes and fingernails using an emery board she soon gave a pointed shape to them. Ashley lifted his head by the chin.
“Just look up while I use the hot air blower and brush.”
A few minutes later his hair had a new fuller look and style to it. Standing above him Ashley held the lipstick tube and compact.
“Sharon honey, would you mind, I want to see what a little powder and cream would do for your look?”
Silently he nodded his head while smiling he could feel himself being pulled into her feminine orbit even more.
In todays world males spend on average near $3,000 on make up. In the UK one out of twenty use makeup. The sales growth rate of male beauty brands is expanding to reach and in some cases exceed those of females. From skin care to waxing to manicures and facials males are taking to becoming more like females in realizing makeup will improve their looks. One could argue it is another example of the feminization of society. As woman take on more power males become more like females in both inspiration towards them and imitation of them. Simply put, as women become more of a primary force males are taking to becoming their accessories.
A look of victory came on Ashley’s face as she started to apply the makeup. Seeing him slipping into the ‘sub-space’ Rebecca had spoken about it was as though she knew it was the feminine triumphing over the masculine. As a feminist she couldn’t be more pleased anything that reduced masculinity bringing one closer to the feminine within she was all for.
A quick motion had her opening the medicine cabinet. Twisting the handle the nipple suction piece was put to his chest. She again tightly held it against his skin as she next twisted the tip of the cap. Wearing it he watched as she secured another matching one.
“Just let them hold still while I tidy up these bushy eyebrows of yours dear.”
Glancing into the mirror he could see how his nipples filled the clear plastic containers. It took a few minutes longer then she thought before she took his hands and guided him to the floor mirror. His hair had a lovely volume and style to it as it framed his made up face. Ashley put her head next to his.
“So pretty Sharon ….the woman within is being revealed for who she is…..now lets see how feminine your nipples look like.”
A soft plopping sound came out as she removed the nipple suckers. His hand lifted breaking at the wrist he let it set between the pair of lifted pouted nipples. It sounded as soft as any girls might when he spoke.
“I feel so different Ashley, look how pretty I am……my nipples…….they’re so feminine looking.”
“Yes I would say not only pretty I would say your beautiful Sharon…..would you like me to put some red polish on those nails of yours baby?....it would match your lipstick and pick up the pinkish hue of your blush.”
He sat once more as she applied the red polish. Teasing him she let her breasts sway back and forth increasing his sense of envy towards their luscious femininity.
The extra 30 pounds Ashley had on him made her the aggressor in bed. Playfully moving on all fours the two shifted until she was behind him. Ashley let her tongue run along the slit between his butt cheeks. Sharon took to swinging his bottom cheeks back and forth while his chastity cage had his balls moving in timed motion.
She heard him moan out girlishly on feeling her slick tongue wet the slit between his pretty twin bottom globes. A quick lick to his balls a few times acted as a reminder his penis was restrained. Ashley next concentrated on his rosebud entrance, treating it as though it was a pussy she let her tongue slip inside.
“Oh that feels sooo good Ashley.”
The woman’s tongue darted in and out quickly.
“Oh ohhh ohhh ohhh, ohhh.”
It sounded so emasculating with her licking making him moo. A band of lube slid downward before she used her finger to slip inside. Much like any submissive gurl might he held still awash in sensations. Ashley next slid in a vibrator.
“That’s it baby feel that dildo of a cock.”
Sharon slid back and pushed his bottom riding the cock shaped vibrator. His arms leaned forward as he arched his back. He stared at how pretty his polished nails look while relishing the feeling of the vibrating cock.
“Oh that feels so nice.”
“Go ahead and say it baby, tell me it feels nice to have a cock inside you.”
He turned to look over his shoulder letting his long hair move seductively.
“Oh Ashley your cock feels so nice inside me.”
Pulling it out she put her mouth to his rosebud licking away like it was his pussy she kept at it until he started to cream in spite of the chastity cage.
“Oh I’m getting wet…..please don’t stop.”
The next morning it just seemed natural to be in the nightie she’d put him in, long and flowing it had a certain feminine whimsy to it being trimmed in lace embroidering. With Ashley in her favorite a pair of plaid shorts and a sweatshirt the contrast was striking.
Sharon pulled his knees higher while reading the book about becoming trans, it was titled ‘Be the best t-gurl you can be’.
“This is very interesting Ashley.”
“Baby you’d make a lovely gurl…..I must confess I had a dream last night where you were a bride……”
She leaned forward and softly kissed him.
“And not just any bride…..but my bride.”
She pulled him close and took his hand to rest on her breast. Like any male all his life he had a certain fascination about boobies.
“I think my darling would like her nipple suckers on?”
He shook his head yes.
The nipple suckers lived up to their reputation once more pulling his nipples outward until they had a stiff firm look to them much like any aroused woman may have. Pressing against the sheer nightie the lifted appearance was something Ashley wanted to see.
Slipping even closer next to him she had him lay the book down as she caressed his arm.
“Sharon honey slip out of your sexy negligee.”
It seemed like everything was happening in slow motion. Ashley moved close and let her mouth settle on his smooth breasts slathering them with wetness as her lips moved across.
A gentle docile contented look came on his face as she sucked on his nipple…looking up she let her large d-cups sway.
“Its so nice having breasts like mine…..baby you want me to play with your lovely nipples some more?”
He shook his head yes.
With her arm around him she spoke.
“Breasts feels so nice, oh Sharon look at how pouted your nipples look…that is so sexy looking,”
He didn’t know what made him say it
“What’s it like to wear a pretty bra?”
Kissing him softly she looked at him.
“So soft and gentle a brassiere just caresses your skin, they look so pretty trimmed in lace and little frilly bows…why I had an old girlfriend of mine leave plenty of her lingerie behind after she left.”
Once more she kissed him.
“She had the cutest little pair of perky b-cups….. why I bet some of her things would fit you…but first lean back and spread your legs for me.”
Tucked into a pair of thong panties concealing his chastity cage she let him watch her slip in the hands free dildo. She next pulled out the anal plug she had kept him in while he slept. Shimmying close he saw the length of the cock shaped dildo.
“That’s it Sharon…spread those gorgeous legs of yours…..its time I bring out that gentle yielding nature I know exists within you.
Watching as it slipped inside him he felt a band of feminine energy flow through him. He knew he was about to be fucked like a gurl and yet he wanted it. His hands went up to his pouted nipples biting his lip he felt her enter him as he tweaked each nipple girlishly.
Long slow measured strokes on her part had Ashley pushing and pulling the dildo in and out until she had set a rhythm. Setting the pace the slapping sounds of her pelvis hitting Sharon’s bottom cheeks filled the air. Ashley thought it sounded sexy as hell.
A few minutes in his face took on a docile feminine appearance at enjoying the feeling of penetration. The skilled Lesbian woman felt the power she had over him knowing she now would take him deeper into the lady pond.
“Ashley ….my insides….they feel so nice…..the way your cock moves….it makes it feel so sensitive.”
Be it a woman or a t-gurl under her or a boy she would turn trans Ashley loved doing her next move. In one motion she wrapped his legs around her hips and lifted up to next drop the full weight of her body on him while fucking Sharon.
“Oh dear me, you’re so strong it makes me feel so weak.’
“That’s it honey….just hold on for the ride….your woman is in control.”
His hands gently held on to her lightly resting on the back of her broad shoulders.
“Your arms are so strong and your breasts feel so soft….I feel like I am at one with you Ms Ashley.”
“Sharon dear I must tell you seeing how pretty you look really turns me on…..you would look so gorgeous with a pair of beautiful breasts….we take another 20 or 30 pounds off your frame they would really stand out….you would discover what it means to have an upper body awareness.”
The seasoned lesbian could tell he was thinking about it, as with any idea once the seed of it is planted it’s difficult not to focus on it.
“Would they be the kind to jiggle Maam?”
“Would you like a pair big enough they’d have no choice but to wiggle every time you moved honey?”
He bit his lip.
“Yes I think I would Ashley.’
“Why everyday after showering you’d be choosing what bra and panty set to wear. My old girlfriend’s friends things….well lets just say she was a real girlie girl. You’re going to like wearing what’s there besides I’ll insist on it.”
It a subtle yet still a shift Ashley had deftly taken him from suggesting he wear feminine under things to presuming under her direction he would be in womanly intimate wear every day.
“Ohhh my …your cock….it’s going even deeper…..ohhhhh I’m going….ohhhhh, ohhhhhh, I’m going to……uuuugggggg……eeeeewwww.”
That last part sounded distinctly masculine creaming in his panties without having even had his soft little locked penis touched Sharon held still. Like many a male he thought it was over now that he had cum. She took note he’d need voice lessons. Ashley kept at it with her dildo wanting to move him past the libido drop she knew was coming, she did the only thing she could do she continued to fuck him.
“Ohhhh it still feels good.”
“That’s right sweetie, just because you’ve gotten wet doesn’t mean it’s over…I’m going to show you how to climax like a woman…..it’s time you discover you can do it multiple times then have an amazing final orgasm by being penetrated.”
The truth-bomb went off as he brushed his hair out while wearing the lingerie and heels. Sharon had to admit to him self he loved being penetrated. Adjusting the shoulder straps of the patted out lace bra he couldn’t seem to stop thinking about being taken by Ashley. Any claim he may have had at being the alpha male had vanished by the time Tuesday morning rolled around.
It turned out in Ashley’s finished attic there were 4 large bins that held an assortment of lingerie. Most any crossdresser would have thought they died and gone to heaven. With Sharon going through them like a spoiled kid at Christmas with too many presents Ashley took stock of what was there. The woman saw pretty basques and bustiers, bra and panty sets a few with matching garters, camisole’s, a dozen different pair of tights and stay-up thigh highs, two boned corset’s with metal stays, Babydolls and chemises, bodysuits and teddies along with sheer cover-ups an 3 different robes and gowns.
Moving from the lingerie bins Sharon discovered the girl had left a full closet of clothing from one end of the rack to the other. Best of all nearly all of the two dozen pairs of shoes in the hanging cloth fabric racks on the side were Sharon’s size.
End of part 2…..