I'm Very Disappointed in You Pt. 04

The chastity cage looked so cute the way it kept her husband's penis restrained. The twin breast-pumps kept up the suction. An everyday event her husband had come to enjoy the feeling.

Running a brush through his hair Evelyn spoke.

"When was the last time I permitted a release sweetheart?"

"It was almost a month ago...you said every 30 days I would be allowed one as long as I was ...." He hesitated before continuing "...as long as I was a good girl who did her housework.'

"That's correct...what did I tell you my mother always said...'good girls get rewarded and bad girls get punished'....I told you in the kitchen before that man arrived I've been very pleased with you lately."

The way she said 'man' clearly put Kenneth outside the gender description.

"And how did I have you release sweetheart?"

"Ummm you ran one of your vibrators along my mound until I squirted out from my chastity piece."

"I think from now in we should call it your chastity jewelry...after all it looks so pretty while keeping you flaccid....why some days it makes you look like you don't even have a penis."

Mindful of the breast pumps she eased Kenneth until the two fell on the bed her husband back falling into the woman's embrace. Slipping out from under him she effortlessly pulled her husband towards the pillows.

Her twin d-cups sloshing as she moved the woman bend down. Using the key she freed his dick.

Spreading his smooth shaven legs she slid into position readying to mount him. A moment later she guided his hard 5" penis inside her pussy. It had been months since the last time they had made love like that. His arms held back on the pillows he stared at how beautiful Evelyn was with her athletic body.

"That's it darling just lay back and let a woman drain you,"

The fucking went on for a few more minutes. He felt like such a girl being the one on his back with his legs spread.

Evelyn leaned forward her own d-cup breasts giving a sway hovering above. She tapped the button on the top of the breast-pump. It let out the 'swoosh' sound the suction dissipating. She did the same to the other.

Her friend Margo told her male breasts on HRT will stay larger for about 10 minutes after being pumped. Then they return to their original shape ...though they will keep developing.

Kenneth stared to see his breasts looked as large as c-cups. They jiggled back and forth as the women kept up her fucking motion.

"Oh Evelyn...oh my goodness."

"I know darling...oh those nipples of yours...they're so sexy looking."

Her mouth lowered the tongue darting out flicking at the sensitive nub.

"I'm going to have these pierced...you should know ....once a women's nipples are pierced with small metal barbells ....they tend to enlarge and stay that way."

Slowly grinding her vagina on him she let her hand collect the breast. Giving it a firm squeeze was enough Kenneth let out a tiny 'ouch'.

Evelyn kept at it until they saw it appear. At first a tiny spot of mothers milk showed itself...then seconds later a couple more did. The estrogen had given him the loose fluidity a woman enjoys having with her breasts. At first barely noticeable the white juice was making its way to the flat top part of the nipple.

Squeezing a little harder the milk began lactating squirting out of the male nipple turned feminine. It lifted up spraying a good 8" into the air before landing on his tapered waistline.

Kenneth was speechless if not freaked out a bit...he couldn't help it...he was turned on to see his twin globes reacting like a females.

Knowing he was close Evelyn gave his face a quick bitch slap..."baby call me Mistress...ask me nicely....use the word climax."

Giving shake to his long hair he screeched loudly.

"Ohhhh...ohhh....ohh... Oh Mistress Evelyn may I climax please."

She simply smiled squeezing her vagina muscles. Her husband let his legs rest along her birthing hips as he pulled her to his breasts.

Her husband had taken one giant step away from being a man. No real alpha male would let himself be lying on his back 'taking' a fucking not to mention wrapping 'his' legs around a woman as she 'drained' him.

Suddenly Kenneth's penis squirted out the warm cream filling into Evelyn's pussy. Feeling exhausted he lay back only to see her swing around after lifting out something from under the pillow.

Like a pair of lesbians the two licked at each others sex organ the spent semen dribbling into his mouth. He felt her tongue and lips attacking his rosebud with its wetness. It felt like she slid something up his bum besides just her tongue.

Come morning time he would discover it was a butt-plug that kept his entry-way spread wide once it was removed. Curling up the little spoon to her being the larger one Evelyn and her husband fell asleep her stronger arm wrapping him in its comforting embrace.

The last words he could remember before sleeping...'That's so sexy the way you lactated."

Kenneth awoke to the exquisite feeling of the soft tulle fabric. Somehow Evelyn had slipped a sheer nightie on his frame along with a matching pair of lace-trimmed thong panties.

His eyes like tiny slits he heard a slurping sound feeling a suction of wetness at his chest. The one spaghetti strap pulled to his arm a soft moan escaped when he felt Evelyn tugging on his left nipple.

Her tongue flicked at the sensitive nub. Margo had told her breast-play was important as it stimulated growth. It was crucial to help move him past the expected focus a male has on just his dick.

Evelyn knew the ultimate goal was to make him feel like a girl first...after that he would be cuckolded and learn how to suck a cock and like it. That would be followed by having men fuck him like most any genetic woman wants.

"Morning baby...it's Saturday so no work...I get so horny when I have an early sunrise buzz on."

Evelyn lifted the tin of marijuana gummy-bears popping one in his mouth.

Pulling off the engorged aureola and nipple she moved forward offering her cheek. Kenneth gave a girlish kiss to it. Moving away he saw that he'd left a lipstick mark and realized his lips were coated in a shimmering color.

Looking at her he spoke in a soft voice....'i had the strangest dream...it felt like all night long you were inside me."

"Oh that's sweet...darling I slid an anal-plug in you after you fell asleep...I put a new piece of chastity jewelry on you too."

Kenneth pulled the waistband of the thong out to see a small flat round metal cage keeping his penis from acquiring any length.

"It's call a micro-cap...I like how flat it is...its as though you only have a clit."

Her hand slid down between his thighs past the thong. A second later she padded the anal intrusion.

"Honey you have tons of nerve endings inside along the inner-canal wall just waiting to be awakened...here I'll show you."

A moment later she tapped the butt-plug activating the low hum of vibrations. The weed buzz kicking in he let out a soft moan.

"Ohhh my...Ewwww I see what you mean Mistress Evelyn."

Cuddling and kissing the woman pulled out her laptop a little later.

"Honey you don't mind...I need to see some 'man-cock'.

Laying sideways Evekyn in behind reached over him pulling up the saved doc. One after the next the two looked at images of hard cocks as they automatically scrolled thru across the screen.

"That one looks nice...there's a pleasant symmetry between the size of his balls and the length of his prick."

A few minutes later she pushed the laptop to the edge of the mattress and turn to lay back spreading her legs. Pulling a life-like looking dildo out from under the pillow Evelyn slid her panties off pulling her t-shirt away.

The hum of the butt-plug sensitizing his insides Kenneth just stared at the magnificent beauty of her body. Part of him wondered why he hadn't appreciated it as much as he did right then. Running the dildo along her slit she looked at her husband

"Baby I need your lips and mouth...help me get wet."

Slinking along dipping down near her vulva his tongue reached out to touch the folds of her pussy. He felt so comfortable in his femininity as though he'd always been a gurl. Licking his lips he tasted the lipstick and liked it.

Staring in amazement he saw the dildo's length effortlessly being absorbed by her vagina. His mouth close Evelyn pulled the phallus out. A second later she eased it past his lips partially into his mouth. She silently slid it in and out without saying a word.

Kenneth had that innocent look of curiosity on his face a gurl gets when she starts sucking on a cock for the first time. A couple of minutes seemed to pass while Evelyn guided it in an out. It seem to activate some kind of oral fixation the longer he sucked on the dildo.

"Baby how's your vibrations?"

"It really feels good Mistress."

"You like calling me that....don't you?"

"Uhh..uh....yes Ma'am."

"It's a power trip thing...on some level you're admitting you're really a submissive at heart and need a female authority figure...let's remember those sites you were visiting...they were called 'FemDom'."

Sliding the dildo slowly in and out she smiled..."I guess that you watching those sites was a blessing...after all we've discovered you do have a submissive feminine side ....and you're also enjoying learning how to be a pretty gurl."

Tucking his legs under himself he tilted his head and put a cute look on his face. His hands lowered his nightie a little. Scooping his breasts he looked at her....."I never realized developing breasts would feel sooo good."

"Honey we're just scratching the surface...you need to learn about doing your make-up and fixing your hair...and then there is all that lingerie and outfits...and shoes..let's not forget the shoes...there's nothing quite like the feeling of being in high heels."

Evelyn suddenly stopped ...'Wait I almost forgot....that time I threw the bachelorette party ...some of the girls forgot to take home their fun bridesmaid gifts of vibrators or dildos."

Standing up she asserted herself..."Take your panties and nightie off...I want you on all fours....oh where's that bottle of hormones?"

Seeing the 2 bottles on her dresser she took out a single anti-androgen tab and one of estradiol popping them into his mouth.

Moving to the closet Evelyn spent a few minute rummaging through things before pulling an open-top cloth-covered box out.

"Ahhh ...there it is."

Holding on hands and knees Kenneth gave a shake of his long hair while keeping an eye on his wife Mistress Evelyn. The anal-plug still lightly vibrating inside made him feel like swaying his ass in anticipation.

Looking on in amazement he watched Evelyn slip the harness of the strap-on cock into place. An attractive 6" in length Evelyn made an adjustment centering the piece of flexible latex. To see a cock dangling on the hips of a woman can be such a mind fuck.

Standing in front of him she watched Kenneth open his mouth.

"Oh that's a good gurl...get your Mistress's cock nice and slippery."

The tab of estradiol hitting his blood stream Kenneth felt an estrogen rush flow throughout his body as he sucked on her strap-on. Almost instinctively his one hand gave short clutch to his breast giving it a squeeze followed by a tweak to the firm nipple.

Pulling the cock out of his mouth she next lathered on lube along its moderate thickness. Standing on her knees in behind him Evelyn pulling it out the anal-plug fell to the floor. She first dipped her head down and licked at the gaping entrance. Evelyn wanted him to think of it as his pussy and new pleasure center.

The two stared at the floor mirror as she penetrated Kenneth's bottom with the dildo. All it took was a few seconds or more before the life-like cock was sliding in and out with ease and tempo.

"Ewww yeah....oh baby...you look so hot taking a fucking.....that's it...just hold still and accept its length."

He loved how her hands ran along his smooth skin and played with his rounded bum. The Mistress leaned her body down letting her breasts glance along his back.

"Darling we need to change your name...I think I'll call you Genevieve or Jenny sometimes after my great grandmother...you never met her but she was a real ardent feminist...back in London she was a suffragette ...I think she'd enjoy knowing I've taken my husband and turned him trans."

The way it slid in and out It felt like the head of the penis touched every nerve inside his anal-tract. Watching him welcome the latex dick he had taken one giant step towards becoming a woman...make that a beautiful trans-woman who liked having a cock inside her.

Somehow he knew his life would never be the same afterwards. Mistress Evelyn would always see him more as a submissive t-gurl than as her husband in the days ahead.

"You know you never mentioned it...not once...you never said anything about that little penis...Genevieve... I think that's telling us both something."

End of part 4 ...