The Bankers Dilemma Pt. 01 A

The Banker's dilemma

A deep rich tan commonly found on the wealthy the couple had recently returned from a holiday at St. Barts in the Caribbean with its white sandy beaches and clear waters lapping the shoreline.

Jack's voice had a thick masculine resonance to it.

"They say N'or easter is bringing a snow storm our way."

The high heels nearby a pair of nearly-nude black tights highlighting her shapely legs and sculpted thighs had Jill Hilltopper finished with buttoning the brushed cotton button-down shirt before tying the tie.

A hint of the lace bra constraining her c-cup breasts the British regimental colors of the tie stood against the backdrop of the light blue of the shirt as she slid her Navy blue pin-striped slacks up into place.

She looked at her husband.

"Jack I need to stop by our bank this morning...that storm means we should close it for a few days or so."

"That's the nice thing about owning our own bank...we can do what we'd like..besides most of our clients can use the ATM should they need any cash money.

"At 9 o'clock...I have an appointment....I'll be home before the snow gets serious....kinda makes me wish we stayed in St. Barts a little longer."

At 5' 10" Jill had maintained a delightful yet muscled figure. Slipping on the vest of the feminine-cut woman's business suit caused the breasts to press against its material.

It really was 'their' bank...Evergreen Hills bank and trust spoke to how well-off Jack and Jill Hilltopper had become. The two had met at a Hedge fund conference 10 years earlier. Both with many of the same traits like being assertive and aggressive each were bright and intelligent and good with numbers.

A level of trust and admiration established between them it soon came out that they each was bi-sexual and believed in an open marriage. Neither of them wanted kids and both surprisingly belonged to a BDSM swingers group in their different cities.

When they discovered there was a 'Masters and subs' group in the upscale area of Evergreen Hills the two moved there after getting married and soon set up a bank and venture capital firm.

"Ahhh that's right Jill...you mentioned you might have a prospect....has he fit your qualifications?"

"Yes... most of them... fair skinned...thin figured and slim...he's coming in to ask for advance of capital to get an idea of his off the ground."

She paused fishing through the jewelry box for her 3 carat diamond stud earrings.

"Oh the poor thing...a cute little techie...his idea is good its just that someone else thought of it a few years back...when you see a picture on the net you can click on it an it will tell you the brand and where you can purchase it both online or at a brick and mortal store."

Slipping the earrings in while looking at Jack she continued..."Still...I need a secretary with Olivia pregnant and on maternity leave...plus it's been 3 weeks since our maid Maria left for Mexico before being deported...I can't keep doing the laundry and cleaning"

"Yes I was thinking about that....I mean getting a new maid."

Finished getting ready Jill stood in front of the mirror the feminine-cut 3 piece suit made her look like the business woman she was. The pair of 3" black pumps only added a touch of female dominance to her aura.

Looking at her husband her hand caressing the flannel shirt she declared...'My wonderful husband...you look so masculine Jack... like a true woodsman."

The private client wealth management area was located on the 2nd floor of the Evergreen Hills bank and trust.

Putting a sign up front that said 'closed due to storm' the lifelong lesbian Rhonda Wicker ran herd over the group of secretary's and half-dozen first floor employees. Along with being tasked with the HR duties for the investment bank the woman ran a tight ship as they say in the Navy.

With all but one occupied the desks were neatly arranged against the wall outside Jill Hilltoppers office. Janice and Mary the two genetic females in their early 30's worked alongside Alice the 27 year old transgendered girl.

When the 3 saw Evan Harris waiting outside Ms. Hilltopper's office the group started gossiping like school girls.

Mary started it off.

"Do you think that's the new secretary?"

Alice replied.

"I'm not sure...Ms. Hilltopper likes having pretty girls as her secretary's."

Mary added.

"Maybe he'll become a t-girl like you Alice....when you came here 2 years ago or so you were a boy."

Janice spoke putting a smile on her face.

"Plus you were straight heterosexual yet now you date men."

Alice grinned bashfully..."I can't help it if I've come to like cock....once I discovered how nice it feels inside...I mean it just sends me."

Just then their immediate boss Rhonda came walking from around the corner holding a cup of coffee.

"Girls...girls... girls....lets focus on our tasks...there is a snow storm coming and if you get done typing up all those reports then I'll let you go home early."

"Yes Ma'am..we were just wondering umm."

The woman finished Janice's sentence..."You were just wondering with Susan out for pregnancy leave is that our new secretary."

The woman paused..."Perhaps...for now get back to work young ladies...Alice bring this cup of coffee and the file I asked for to Ms. Jill."

"Yes Ma'am."

Standing up the attractive t-girl smoothed out her black and white small checkered Donna Karen pencil-skirt from behind. Lovely layers of tiered ruffles water-falled downward on the brushed-satin ivory-white blouse with its billowing sleeves.

As part of their compensation Jill paid for much of their daywear wardrobe each wore to the office. The woman wanted a classy looking secretarial staff and having them in designer brands and high-end lingerie and shoes helped achieve that.

A sway at the hips the pendent necklace held at the shelf created from her bra. Alice glanced at Glen thinking about the possibilities. Passing the latest prospect the t-girl gave a 'Lady Di' fluff of the hair in back of the upsweep hairdo.

Like him over 2 years earlier Alice had come as a young male to meet Jill HillTopper seeking a venture capital investment for a tech idea he had. Instead of it happening he'd become a pretty t-girl working as a secretary at the bank.

Jill looked up at Alice from her desk.

"Ahhh the file...thank you darling Alice...that's a lovely outfit."

"Umm I appreciate the compliment... thank you Ma'am....it's because of you and Miss Rhonda that I've learned how to dress with style, grace and class."

"Well I want all my girls looking their best....Alice how is that latest boyfriend of yours working out?"

The t-girl had come to the bank that day over 2 years prior as a straight heterosexual male yet once he turned pretty-trans Alice had come to find men attractive.

"Sam's good Ma'am...though he is out of town on business a lot...I'm hoping we're going get engaged one day."

"Tell me...do you and Hazel your t-girl roommate still have an extra bedroom at your flat...should you find yourself taking on a new roomie?"

Jill had set Alice up in a posh condo she owned as one of her many real estate investments.

"Yes Ms. Jill."

"Of course I'd help with some of the expenses....tell Evan the boy that's waiting to come inside."

Like many millennial males these days even though he was 27 he still came across more as a boy than a man.

No more needed to be said. Stepping out from her office Alice looked at Evan differently. Just as Alice had been before HRT had altered her body the young 27-year old was slim and thin-framed.

Behind her desk Jill listened to the pitch from Evan regarding his idea. She could tell he felt intimidated by her presence. Not owning a man's suit his rumbled khaki's looked like they hadn't been cleaned in some time. Wearing a tie with two small spots on it the buttoned shirt he wore was unkempt as his longish hair.

His appearance stood in contrast to Jill's crisp business-women's appearance wearing a 3 piece suit.

"So that's my idea Ma'am....and I was hoping you might invest in it."

End of part 1....