A hands on kind of leader...

Friday July 05, 2024

Debbie stood in the exact same spot she had one year ago, or at least she thought she was, not that it made that much of a difference.

She was definitely outside the same building, and it was definitely the right day, and those were more important than getting inch perfect in her positioning.

A year ago she’d been wearing a bland blue business suit, with dull brown hair that just came to her shoulders, but that she kept in a bun on the back of her head. She’d been hurriedly walking towards the building, late for a meeting, focused on her phone, when she’d bumped into the man and dropped her phone.

Without missing a beat she’d started screaming at him for making her break her phone, and how she was going to sue him, and how he’d regret ever walking on the same sidewalk as her.

And then she’d suddenly stopped. Silent and unable to move the man glared at her and simply raised an eyebrow.

“Such a terrible attitude, let’s fix that.” he’d said, the words still vivid in her mind even after 12 months.

And he had “fixed” it, gone were her long held life goals and destain for those “beneath” her, replace with… something else.

At the time she hadn’t understood what that was, but it didn’t take long for it to start to take over her entire life. Soon enough she’d been fired from her high paying job due to her inability to focus on the work, as well as the multiple sexual advances she’d made on her staff.

Over the next few months she’d gone through a series of ever diminishing jobs as all her free time was spent at the gym or out shopping for increasingly tiny outfits or browsing the net for a plastic surgeon.

It was just three months ago she’d had her tits done… her big fake tits… god just thinking about them made her pussy wet. They really fit in with her current job waitressing at Tipsy’s though. She got to show them off all the time to men that came in for the wings, but were really there for the scantily clad waitresses.

She’d even had a wardrobe “malfunction” once or twice for a few of her regulars that tipped well enough.

She gasped and took in a breath when she caught sight of him walking towards her. He looked the same as a year ago; a little overweight, balding, but with a sense of purpose and importance that she’d missed the first time they’d met.

He walked up to her and smiled, “Hello again, my apologies, I forgot to ask you your name last time.”

She put on the best smile she could and wiggled her tits, “That’s ok, I’m Debbie.”

He chuckled and nodded, “I bet it was Debra before wasn’t it?”

She blushed and nodded.

He pulled out his phone and unlocked it, navigating to something, “So my notes say that you were a real bitch. Bowled right into me and blamed me for your own distracted walking.”

She nodded again, “Yes Sir.”

“And how do you feel about that now?”

“Terrible Sir. I should have dropped to my knees and sucked your cock right away!”

“And how much cock sucking have you been doing this last year?”

“None Sir! I’ve been saving all my holes for you Sir.”

He chuckled again and reached out and hooked his finger over her top, between her tits, and then gave a tug to expose them.

“And these?”

“For you Sir. I want you to suck them and fuck them so much!”

He nodded and held out his hand, “Unlock your phone and give it to me.” he said.

She did so quickly, all the while pushing her exposed tits out as far as she could.

“You seem to have done pretty well…” he said as he worked her phone and started typing on it, “I’m putting my phone number in as ‘Owner’, I’ll send you a text later on where to meet me tonight.”

Her whole body shivered, “Thank you Sir!” she enthused and her stomach did backflips in excitement.

He finished typing and scrolled through her phone a little more before coming to a stop and smiling.

“You’re working at Tipsy’s?” he asked.

“Yes Sir.”

“Nice. How much manhandling to you get?”

“A little Sir.”

“Good, make sure to encourage it from now on. Your customers can touch you any way they want as long as no one else notices. How many of your customers have asked if you’d fuck them for money?”

“One Sir, he was very drunk.”

“You will never accept money for sex. You don’t sell your body, you give it away for free. Understand?”

Her lip quivered and she nodded, “Yes Sir.”

“Alright, we’re done for now. Give your boss a call and tell him your taking a week off. I’ll see you tonight.” he said an handed her back her phone before turning and walking away.

After a few steps he turned back towards her, “Oh, you used to work in this building didn’t you… why don’t you stand there for an hour with your tits out or until someone who you used to work with sees you.” he then turned once more and continued walking.

Debbie stood there, her tits still out, her phone in her hand, for another twenty minutes until one of her old colleagues walked out of the front door and stared right at her. She could see there was no recognition of who she was in his eyes, but the look of hunger still excited her.

Once he’d moved on, she pulled up her top and messaged her boss at Tipsy’s, before heading back to her apartment to try and pick out an new outfit to wear for tonight.

12
« »