The Picture of Dorianna Grey Pt. 05

A feeling of trepidation Roger held still as the man secured him in to the piece.

At the town center Regina, Beatrice and Ilsa stared back at Roger to see his hands and head confined in the pillory. A young mother her child in tow looked at the little one.

"Now you know why I tell you to be a good boy... maybe we should have one of these in our garden at home."

"Oh from now on I'll be good mummy... I promise."

Beatrice leaned in and whispered to Ilsa.

"Bea what a wickedly delicious idea... that should raise his level of embarrassment... next time he won't leave home without doing his chores."

Beatrice replied.

"There is a fine line between humility and humiliation... many never realize when they've cross it."

Helpless to prevent Roger felt his cargo shorts being removed by Ilsa. A quick rip had the 'Manchester United' t-shirt in tatters pulled away off his body. The man-thong a baby-blue color in view he could feel the embarrassment rise to the surface.

"Mummy he's almost naked... he looks like papa when he comes out of the loo in the mornings."

"See what happens to bad boys... let's run carry on... I want to select some Shepard's pies to spare me a night in the kitchen."

Roger looked on to see the three women and their t-girls leave to go for another spin around the booths.

"Oh by the way I gave that guy a fifty to keep Roger like that until later... So Regina you mentioned something about estrogen... "

"Yes but first perhaps I should inquire are you free for the weekend I have a money making idea that has been incubating or do you have to go back to London?"

"Regina I would have liked to stay and be on holiday... I can afford to do that for a day or two... truth is I wish I was wealthy like you two... if that was the case I wouldn't mind finding a cottage and live near here year round."

Ilsa slipped her hand in and adjusted the strap of her bra.

"... my business is brand protection and product development... it's such I can contribute from anywhere... you know ... as long as there is fiber-optic or 'wifi' connectivity."

"Ilsa considering your expertise we have an idea that we'd like to run by you... it just might solve those money concerns for you once and for all... you may find yourself with plenty of wealth allowing you to come and go at your leisure... tell me are you firmly attached to remaining married?"

Ilsa shook her head 'no'.

Beatrice added with a smile.

"Quite right Ilsa... can you picture what it would be like not to have a worry as to how much money has accumulated."

Regina held her hand

"I am the proprietor of the Inn of Trulee... you'll stay over with Arianna my gurl and I... let's make an evening of it with Beatrice and her Doreen... maybe we'll put the two in saucy maids uniforms and have them serve us."

The dusk was settling in. Roger baffled as to where his Ilsa was watched the street sweeper tending to his task.

"Say mate... you seen anything that looks like a couple of women... you don't happen to have a key for this thing do you?"

The Pakistani shrugged his shoulders as if to say he didn't understand English despite being in country going on 5 years.

"I'm here darling Roger... lesson learned will be staying at Lady Regina's lovely bed and breakfast Inn... oh you must be hungry I've brought you something to eat then I'll release you."

He felt like a helpless young one being spoon-fed. Mingling with the stew the pill would bring sleep quickly upon him.

The cute look of the pink-on-pink cloth fabric of the canopy had it covering the bed 5 feet from above. The bed tight to the wall on both ends each of the four bedposts were also awash in ruffles spreading out wide from top to bottom.

The room looked like some girly-girl's haven of feminine comfort with all its light pastels and womanly appointments. Pillows galore lay on top of the pretty pink comforter. Too tired to resist Roger slid into the bed after Ilsa near carried him naked into the room.

In the morning light Roger felt small and warm wrapped in the comfort of the blankets. His mind had been at work throughout the night. In and out of sleep he found himself staring at the beautiful image of the oil portrait. The longer he looked the deeper a connection he felt.

His dreamscape had him envisioning images of feminine delight as though it was always intended he live as a beautiful woman... the words kept whispering to him... 'lovely girl... lovely Amber... lovely femininity... lovely Amber'.

It was one of those dreams that felt so real. Roger would let his eyes open to stare once more at Lady Dorianna Grey before going back to fall asleep in the hopes of having the same dream.

He woke to Ilsa brushing his hair pulling it back into a ponytail. She smiled it was the kind of confident grin a woman has when she knows she is the alpha in the relationship.

"Dear you must have been tired ... you slept so long... hold still while I finish ... I've prepared a warm bubble bath and a surprise for you."

A slight flutter to them his eyelashes felt longer.

"A bath sounds so nice... Ma'am... can I call you Domina... somehow it just seems right."

Her hands holding him captive from the shoulders down in the blanket Ilsa ran her single finger along the outline of his plump lips. Lowering down she watched Roger close his eyes like a submissive girl does in anticipation. The kiss was loving... was deep... was full of passion two lesbian's often have.

"You may call me Domina dear... you seem so different so gentle this morning ... why I have a mind to call you Amber to match your feelings."

He could feel the blush rising up filling his cheeks with a lightly heated color. The name touched something within his soul.

"Oh I think I like that Domina Ilsa."

"Understandable darling Amber... let's get you in your bath... I'll slip this on you dear."

The woman wrapped the oversized terrycloth robe around his body. Sweet, effeminate, demure new emotions swam through his body along with the feelings only estrogen brings with. He looked up the few inches to see her eyes.

Being led to the bath off the large boudoir he saw Lady Regina half covered by a comforter with her back against the headboard. The violet colored sheer peignoir negligee was spread out giving hints of her sumptuous breasts. Like women sometimes do she rolled her fingers as a way of saying hello.

"They're in there frolicking while they wash honey."

Seeing Arianna and Doreen up to their neck in bubbles Roger didn't even think to look at his body. Ilsa removing the robe a looseness to his chest he slipped into the large bathtub.

"Girls say hello to Amber... I'll tolerate your girlish silliness yet do wash and shampoo each other... then we'll have a fun morning of dressing and primping while doing makeup and hairdo's."

It came out in unison like school girls addressing their 'marm' of a superior.

"Yes Ms. Ilsa... hello Amber."

"Be good gurls... and yes you three are allowed to kiss and tickle each other."

"Thank you mum."

Just then Arianna blew some bubbles from her hand at her friend Doreen. Arianna scooted her body close letting her thin arms wrap around Amber. Doreen took a bar of fragranced soap running it along Amber's shoulders.

A slight whimper Amber smiled.

"That feels nice Doreen."

"I know isn't so enjoyable being smooth and soft... "

She lifted up and shook her boobies.

"... and it feels so good having big breasts like you and Arianna."

"B-b-b-b-breastssss... like me? but I'm not a girl."

Her arms around him Arianna nuzzled Roger's neck with kisses.

"Are you sure about that Amber?'

Suddenly the t-girl scooped Roger's c-cup breasts lifting them up to have him follow standing on his knees.

"Look in the mirror... what do you see?"

Giving a wiggle of a shake he looked on to see the luscious pair of c-cups jiggle.

"My breasts... my areolas... my nipples... they're sooo pretty... Oh my goodness this means I'll need to wear a bra."

Doreen slid closer her hands reached back and undid the ponytail. Her own lovely breasts gently touched his. Amber's long flowing blond hair spilled out along his shoulders.

"I know we're so lucky Amber... we get to wear such pretty things."

The three pressed their bodies together letting hands and lips do what they do playfully caressing and kissing. He could feel his rod getting excited with Arianna gently stroking it. While it was hard it didn't feel as long as it once was.

With all the delicateness a gurl is capable of Doreen gently took both of her hands to pull Roger's fingers to her piece.

"I-eeeee've neverrrrr touched another person's penis before."

"We call them our gurl-clitties... and you will too Amber... eeewww your soft fingers feel sooo nice."

Arianna pressed her cheek next to his.

"It's one reason we like taking bubble baths together... Our mistress's let us out of our chastity cage."

"Chastity? what's a chastity cage?"

"It's just another way of reminding us we're t-gurls now... like when we have to sit to tinkle."

Just them Beatrice strutted into the bathroom.

"Oh you silly gurls... finish up with shampooing then we'll have you out of there toweling each other off in the boudoir."

The woman slipped onto the toilet seat letting the relief of urinating be felt. A dab of tissue had Beatrice patting her pussy dry with her legs spread. The three former males stared in wonder at the sight of her womanhood.

"Ms. Beatrice... what's it like having a pretty vagina?"

"It's like knowing the goddess of all has blessed you with a sense of her beauty ... you become aware that being a woman means you are superior... now did you three remember to shave your underarms and legs? a girly gurl's feminine grooming habit must be maintained"

The softness of the brushed cotton felt nice on their skin as they each dried off the others. A turban-style look wrapping their hair with a towel wands and brushes fluttered about on their faces as they applied the makeup.

A vision of beauty Amber stood in front of the bed in high heeled court shoes with ribbons at the ankles. A pretty lace demi-cup bra lifted the breasts up leaving half on display. Polished nails matched the deep red lipstick on a face turned colorful with powders and contoured lines. The taut feel of the garter-tabs holding the stockings felt delightfully feminine. Framed between the two frilly strips the small 4" penis held erect.

What remaining sense of masculinity left was quickly vanishing yet a little still needed to be dealt with.

"Spin around Amber dear... show us what you have to offer."

Regina and Beatrice sitting on the bed had their two gurls lounging at their side. Ilsa pulled a ribbon from her hair before yanking Amber's hands behind her back.

"That's it Amber face the ladies.'

Her hand started to stroke his penis. The feeling of emasculation rose to the surface.

"So small there Ilsa... surely greater length can only satisfy women such as ourselves."

He felt so helpless with his arms restrained in back.

"Such soft skin... and what a lovely full bottom Amber."

Her hand let fly with a quick fanny-spank. Amber lurched of feeling it hit.

"Hmmm darling... is my baby ready to squirt out... isn't it nice you longer have to pretend at being a man... No you're far too pretty now."

"Ohhh Domina Ilsa your fingers ... they feel soooo nice... The way you play with my ... "

"What your little clitty... there now darling... let's have you squirt... this will look so much cuter once it's behind lock and key."

Moving into the final act of emasculation Ilsa could feel his excitement spiking.

"Does my sweetie feel like a little girl... all your ribbons and bows... Regina do you have any cute stuffed animals... maybe a pretty teddy bear Amber can be friends with when she's alone in her room.

Tamed into girlhood Amber took to sliding her slinky body back and forth. It was like she just discovered a feminine body can be fluid and mobile in an erotic way.

Ilsa picked up on it giving a couple of swift swats to her bum.

"That's my girl wiggle that lovely bottom Amber... men don't do that but pretty gurls do."

The thin waist easily let the t-girl shake her butt... feeling pretty ... looking pretty... moving pretty Amber was learning being objectified felt gratifying.

"Just let go that little sense of maleness that remains... release the woman inside... such beautiful breasts while you'll make for a lovely woman."

Beatrice and Regina motioned for Arrianna and Doreen to slip to the floor. Heads tilted up tongues out they waited for Amber's release.

"E.. Ew.. Domina I think I'm going to... "

The cream spilled out landing near Doreen's mouth Arianna slid closer hoping to get some of the same.

Lady Regina gave a glance at the picture of Dorianna Grey. Sitting in her office at the Inn of Trulle she lamented it was another rainy English afternoon.

"Those Yanks can be at times so arrogant... they still think they won the war ignoring the fact if not for our suburb mathematicians at Bletchley Park breaking the Enigma-code we'd all be speaking German."

"True enough Beatrice and Ilsa yet they have a flair for being gullible too... just look at the amount they want pay us for the franchises of Renaissance Faire pubs throughout the states."

"Seems they'll buy anything British Regina and we will fetch a noticeable sum with a smile on our face when we sell it to a large multi-national corporation ... let's get Harold on the phone in New York... the final run through is today then we'll be signing off on the deal."

Harold was pleased to take the last look at the finished pub. The contract completed monies deposited he planned on getting back to 'dear old England' on the 6 o'clock flight.

Arrianna, Amber and Doreen adjusted the hems of their period skirts. In New York for the first time with plans to stay living with the relocated Jezebel it seemed all of them made for lovely wenches in their costumed uniforms like Jezebel's.

Doreen looked at Arianna sensing she was about to speak.

"Gurls I'll miss the village of Castles Edge... there was something magical about the town."

Doreen replied.

"Yet who knows gurlfriends... maybe will meet some rich American men that will make wives of us all."

Lady Regina hung up the phone.

"Well that's that then... money in the bank we'll save for a rainy day other than the one today."

The woman adjusted the frame of the picture of Dorianna Grey.

"She's never let us down Beatrice and Ilsa... what's that make... 20 men turned t-girls in the last 10 years.'

"True enough Regina we'll never see Arianna , Amber, Doreen or Jezebel any more ... but I do like swapping them out every so often... a new challenge is always amusing."

"Quite so... let's pay homage and light a candle in Lady Grey's honor."

Just then the front door bell gave off a jangle. The three could hear a man speaking.

"Hello... anyone about... I'm a weary traveler in need of a room on a rainy night... I'll pay handsomely for accommodation."

Beatrice a gleam in her eye looked at Lady Regina.

"Why I couldn't have said that better myself."

A glance at the picture of Dorianna Grey had the woman on the oil portrait with a slight upturned smile previously absent.

The End...