Tilly Summerset's hips shifted lying in the bed the talented wealthy media mogul had her arm bent at the elbow resting propping up her head. Though most used ‘Tilly’ her given name was ‘Tillymor’ after the Scottish town her ancestors helped form centuries before.
With a bemused look on her beautiful face her free hand moved to the chin of the T-girl laying on his back next to her in the near darkness. The two middle fingers lifted the pretty face of the gurl so the two could stare into each other’s eyes.
Lifting and falling on every breath the pair of milky breasts on the chest of the t-girl spoke to the changes Tilly had brought upon him. Better at reading the tea leaves than most the alpha business-woman had the ability to read a situation and quickly assess what needed to be done often doing so for profit.
A PhD in psychology with words gone unspoken she could also ascertain a personality type to tell what a person was feeling and likely thinking simply by looking into their eyes.
In some ways it was hard to believe the buxom t-girl had once been an arrogant male homophobe with a highly narcissistic personality. The woman, a lesbian and female supremacist at heart let her eyes scan the length of ‘Destiny’s’ body.
The shock of dark deep red hair was awash in curls falling on both sides of the gurl’s head. Arms thinned out over the past two years or so to the point no masculine musculature was present the shoulders gave way to a pair of fully matured d-cup sized breasts crowned with sensual looking areola and nipple on each delight.
Strict dieting was still producing a thin tapered waistline any woman would enjoy having as they moved into curvy hips and a round protruding feminine looking bottom. Kept in high heels much of the time had given Destiny thin shapely legs.
Yet it was the look on her pretty feminine face that said it all as to what she was now…a beautiful T-girl with a gentle yielding nature.
“Yes Destiny…what’s going on in that little mind of yours?”
The gurl’s hand lifted letting her polished nails swipe at a band of her hair to move it off her face
“Do you think most males find me attractive enough?...I mean I know that those that are pleasantly gay might not but the others…especially the alpha males…I want to look pleasing to them….you know…in a womanly kind of way.”
“Shhhh baby…you shouldn’t think so much it’ll hurt your head…but since you brought it up….you’re wondering if your body makes them aroused. It’s funny you should ask…though I’ve told you it’s time I move on I have a surprise for you that just may address your concern.”
Tilly glanced at the clock on the nightstand confident the timing would be right before letting her hand move across the malleable pair of breasts. It settled on the one delighting in how it could be played with then return to its natural conical shape being left alone.
Destiny laid still as though confirming his feminized body was most often now judged for its feminine objectification by males. She turned on hearing the bedroom door open and recognized the tall beefy male her Domina had introduced her to a few weeks back.
Tilly leaned in and whispered.
“I told you Trevor expressed an interest in you my darling…it seems he has a thing for t-gurls like you that still has her penis…..your worry you just spoke off…. You have the chance to put it to a test….though I think you’re attractive enough it will no longer be a concern once you see Trevor’s hammer grow hard.”
“Hello Domina Tillymor…Hi Destiny babe….damn…. it’s been a long day I need some relief.”
He took his shirt off balling it up he threw it with little care as to where it landed. Broad shouldered at 6’ 5” the muscled up alpha male was a force to be reckoned with. He slid his pants down slipping his thong off right behind them. Even flaccid his 7” member swaying between the legs was impressive.
Tilly let one leg move to the floor as she whispered to Destiny.
“Let’s slide out your anal plug….Go…be a good gurl…show your lover you care and that you’re here for him now.”
It spoke it their mutual attraction that both penises became erect at the same time. Standing on his knees on the bed Trevor watched as Destiny spread her legs with her penis reaching its maximum 5” length. Letting his thin arms fall at his sides Destiny did what most t-girls would do…he shook his breasts delighting in his femininity.
The two lovers acted as though they were alone.
Ready to leave Tilly kissed her protégé she’d been transforming for the past two years standing up by the bed she wanted to see it.
Held spellbound by the hard cock about to enter her Destiny lifted her legs spreading them wide high in the air. The sound came out softly from a voice trained to sound that way.
“Ohhh dear me….my virginity……you’re in me Trevor….it feels so nice.”
Prepared to be ravaged as a sign of receptive gratefulness the t-girl let his arms spread out as his head lay back gently on the pillow. His head turned a brief glance at Tilly as the woman stared back the look was there from Destiny….a gentle yielding nature rose to the surface expressed emotionally on his beautiful face.
Trevor eased the lubed cock in and out careful not to be too rough this first time. Grabbing Destiny by the ankles he laid them in his shoulders before balling his hands into a fist pressing them to the mattress.
There had been a time when the thought was inconceivable yet Destiny now needed to feel the masculine strength in Trevor’s arms as he welcomed the measured thrust of every inch of the heated hardness. His hands glided along the skin of the hard biceps, the contrast striking in its difference compared to his soft weakness.
The beefy male took hold of Destiny smallish looking penis as the t-girl played with her own boobies. Stroking it up and down his hand got wet from the precum. Though Destiny was ten years older it only felt right to address him as ‘Sir’.
“Oh Trevor sir….I think I’m going to squirt if you do that anymore.”
“Go ahead baby I’ve heard t-girl’s like you have lost all staying power.”
Looking down his body Destiny closed her eyes and squealed when she felt it ooze dribbling out. Tilly gave one last look at the bed before checking her own in the mirror pleased with her accomplishment.
A brief smile of gratitude to Tilly for setting it up Trevor went back to concentrating on his own pleasure. Slipping her foot in the 2nd leather boot the woman gave a tug to it before standing upright. She bent down and whispered in Destiny’s ear.
“After he has bred you with his seed clean him up with your tongue and lips…who knows?....there just might be a little treat of excess cream left behind as a reward for the effort.”
Tillymor Summerset settled in the plush chair in the cabin of her private jet. Her eyes looked out the port hole as her mind took her back to the time over 2 years earlier when she was about to add another piece to her media empire’s stable of businesses.
The rumors that had been swirling around the newspaper’s main office for weeks were confirmed by an email. Tillymor Enterprises in the market to acquire the parent company of Sheffield County Daily Times made it official announcing a staff meeting for that Friday. The paper had been as they called it serving the community with the latest news for some 80 years.
Denten Forts the lead columnist for the past 16 years at the paper had built a reputation on being the first to break many a story. Bursting on to the scene after college at 22 he scooped a story on tainted water left behind by a corporation that eventually went bankrupt from the fallout aided by his relentless badgering on the injustice of it.
Though his physical presence was unimpressive at 5’ 6” the reporter was occasionally called ‘Little Napoleon’ for his uncanny resemblance to portraits of Napoleon Bonaparte along with his dictatorial style when dealing with the paper’s underlings.
As the years past his reputation as an arrogant self-centered male reporter only seemed to grow larger with his income increasing from syndication. Treating woman staffers as though they were mere after-thoughts he would hold court at his favorite watering hole ‘The Ink Spot’ surrounded by others of his ilk.
By his way of thinking the rough and tumble world of news reporting was a game best left to alpha males and this view was often reflected in his editorial pieces.
‘Annotate’ was the name of his controversial above the fold column. Behind his back many called it ‘Irritate’ which when he heard it was taken as a compliment figuring the job of the press was to do just that.
The last couple of years he seemed to be losing his edginess often drafting out pieces that had little substance yet were filled with an undercurrent of anti-feminist, anti-gay neo-con rhetorical ranting. There was something about women succeeding in business that upset the right-wing conservative.
Once peaking at a high of 61 outlets the migration to internet and social media platforms for their news had his influence diminishing noticeably. As the number of newspapers that dropped his columns increased his bias against females and the gay community expanded. What had once been a healthy sized bank account had dwindled down to him living month to month.
The young feminine intern waited at his doorway.
“Mr. Forts sir…they’re waiting for you.’
He disregarded the comment until she repeated it three more times in 5 minutes.
“Tell them I’ll be there shortly sweet cheeks…now run along…..I need to take a piss first.”
The storm had brewing for a few weeks. Writing a column ripping LGBTQ rights had set it off after he had a run in with a young gay male on the wait staff of a popular restaurant.
Like most male alcoholics that know their drinking was beyond simply ‘getting out of hand’ he’d been on his way to getting drunk sitting at the bar. Pulling the gay waiter to the side Denten demanded that he be brought an order of New Orleans style fried shrimp. When told it wasn’t his station Denten hauled off holding the beer bottle breaking the bridge of the server’s nose.
A lawsuit was now threatening to end his career at the newspaper with new management ready to shed the former golden boy of the editorial staff. Walking in to the conference room standing nearby he saw his fate was to be decided by a group of 5 women. With Tilly Summerset the president and owner sitting in the chair dividing them the other four sat on the two loveseat couches opposite each other.
“Well this lawsuit that bears your name may just be enough to close this paper down from the backlash…first you break someone’s nose then write a few columns condemning gay marriage and LGBTQ rights….why?....just because you can’t stand the idea that two males or two females might like to be with one another for life…you lose the personal injury case by the way whatever financial reserves you have will be gone and then some…I’ve gone over the contract you alone are financially responsible for what you did, not the paper….would you like to see the waiver you signed that frees us of any culpability.”
Tilly wasn’t finished….knowing the names and their accomplishments she repeated them verbatim.
“You know nothing as to the successes and positive impact on society as whole the LGBTQ community has made. Let’s keep in mind these advancements in culture often were in the face of difficult if not at times near impossible resistance and opposition. Shall I list the names of gays throughout history since you seem to be so ignorant?”
“Alexander the Great, Leonardo da Vinci, Alan Turing the founder of computer science, Barbara Gittings and her efforts changing the mental pathology of homosexuality with the psychiatric and psychological professionals that made up the American Psychiatric Association. Christine Jorgensen the former GI that served her country to go on and become the first outed transwoman, Sally Ride a Nasa astronaut, the elected official Harvey Milk, the 1st lesbian Senator Tammy Baldwin, Barney Frank, academy award winner Lana Wachowski and Ellen who is so well known all I need to say is her first name.”
Denten listened as he calculated the dollar value of the lawsuit aware he would likely have to shed his condo and 3 year old Range Rover automobile to pay for some of it.
Tilly finally seemed to grab his attention offering a possible solution
“This paper is kept open as a service to the community. It's not profitable the real revenue comes from online subscribers. I think a mea culpa on your part will be needed perhaps well have you go under cover or something to see what the lifestyle is like.”
He thought about it for a moment.
"You mean turn homo?...or at least seem like it."
“Hold on I’m not finished ….perhaps have you act as my ‘gay’ assistant since you have a problem with lesbian and Bi and straight women too…What did you call the young intern paying her way through college? Sweet cheeks…..I’ll be up front about this I am very demanding …well need to change your appearance to help pull it off….you’ll need to be dieting this poor young beta gay lad was a mere 130 pounds or so…he wouldn’t harm a flea….I want you to feel what it’s like being that thin and helpless and gay while you write about your evolution on a long term basis.”
“…obedience too …..will find out in therapy you’ll attend to confirm it yet you seem to have a problem with authority…lets test it out…get over here sit on the floor next me…so we can find out what level of conditioning you’ll need for committing to this…..your column will be suspended until further notice and you will be signing off on an iron clad agreement…your destiny is calling.”
“Yes maam...I'll do what you suggest.”
It came out yet there was hesitancy on his part as though realizing the true impact on his life it would require. Slowly moving he made his way to her before sheepishly dropping to the floor at her side while the group of women sat.
A female supremacist Tanga Liu lu was the name of the talented Asian therapist like Tilly she believed the male creature to be inferior to women. Handing Tilly the file she asked if she could top off her coffee cup as the two sat in her feminine appointed office overlooking the hilly range in back.
“He has all the hallmarks of a narcissistic personality disorder. While his early successes may have fueled it he is delusional as to his capabilities. A desperate need to win he exaggerates his past accomplishments obsessively trying to project power.”
“The fact that he demands a front page column despite a considerable drop in readership is a reflection of his fragile ego….it’s origin is a fear he’ll be upstaged.”
“I see Tanga…then one of his weak points is humiliation…or I should say the fear of it.:
“In the psychiatric community we call his type of psychopathology ‘a child of chaos’…he likes to create conflict and division where none exists helping to support his belief in the illusion he is in control.”
“No wonder they call him little Napoleon.”
“He cares little for others only his comfort matters yet it is a personal conundrum he is uncomfortable being comfortable….if that makes any sense…it why he drinks too much so he can numb himself to authentic feelings.”
“He is vindicative as Lucifer Tilly …he rips on those that criticize. I read some of his letters to the editor people send in...at a 4 to 1 ratio he publishes those that heap praise on him. Psychologists kiddingly call it ‘Irish Alzheimer’s…he only remembers the grudges….unaware it masks his weakness.”
Tilly smiled back at Tanga.
“Soooo…other than that he’s a great guy huh?”
“It’s going to take a woman like you to break him.”
“I’ll take that as a compliment after all it’s my specialty…I didn‘t get to where I am by being a powder puff.’
“Don’t I know…certainly not…there is a trail of tears from all the males you’ve broken in the past…..based on my findings I have made a contract up he’ll need to sign off on…it will give you full authority with serious repercussions should he falter.”
“Fine then nice work Tanga… shall we call him in now?’
“Yes as a notary public I put a seal on it for legalities and I can also act as the 3rd party witness.”
Brought in from the outer office Denten looked it over reading it to himself.
“I hearby agree to experience the gay lifestyle in all its fullness as presented to me by Tilly Summerset and those she has designated. I agree to abide by her authority in matters large and small living and operating under her guidance as she deems fit. Including yet not limited to sexual re-orientation and aspects consistent with BDSM my commitment, with no firm date established will end when so designated by Ms Tilly Summerset.
Tilly and Tanga Liu lu watched as he signed on the dotted line.