Truth or Dare turned up a notch

"You go first"

"Oh...ever the chivalrous...you don't need to go 'ladies first' on me...", Tessie bent down and cupped Billy's ear, "...here's a secret. I'm practically your mother's age, so I'll let you do the honors"

"Boss...", Billy felt goosebumps crawl up his arms just from her being so close, "...I'm just intrigued to know what you might ask"

Tessie couldn't dodge such a simple request. After all, it was just a game, she assured herself.

"Well then...", she huffed, "...you asked for this"

Tessie's new found confidence made Billy's stomach churn.

"Did you always have a crush on me?...I mean...since the time you worked here?"

Billy was surprised, not by her question, but by her courage to ask it. She wasn't the same person he remembered from years ago. This was either a complete transformation from the meek person she used to be, or a reactionary show of strength.

Billy's silence, on the other hand, made Tessie second-guess her decision to ask such a question. The realization of asking a boy of his age something so direct made a pit form in her stomach.

His reply, therefore, made her let out a sigh of relief.

"Yes", Billy declared, readying himself to sit.

"You have always been someone I felt a connection with...", he sat up, now gazing directly in her eyes, "...and it's more than just a crush...I need someone to be **** with...you know...I'm going through a lot"

"I want to know...", Tessie's voice trembled. She couldn't get the words out. "...I mean...I don't want to sound like a schoolgirl", she scoffed, "but...why me?"

​Billy just stared, as if her voice hadn't registered. Tessie chose to continue.

​"I'm not the most...attractive person you've met. I mean..." she traced a finger across his chest, "...you could obviously get far better girls than this old wretch." A faint, sad smile crossed her face.

​"What are you talking about?"

​"Billy, I'm too old to be wooed by a compliment from a young man like you."

​"But what I said wasn't just a compli..."

​"I'm not saying you're lying," Tessie interjected, "but I strongly feel that because you need help, you're sweet-talking me so I don't feel used"

​Her words hit Billy like a ton of bricks.

​"For a second, I really believed you. Silly old me. But I'm mature enough to know better. And please...I'll still help you in any way I can"

Seeing his long face, Tessie patted his shoulder.

"I'm not angry or disappointed...I just...know these things"

Billy had realized that the situation had spiralled out of control. He felt a cold bead of perspiration above his lips. He had come to visit Tessie for help, but had changed his mind upon meeting her 'new' self.

Tessie, of course, had read him like a book. Though his feelings for her weren't fake, his claim of having them since they first met was a straight up lie. But he couldn't afford to lose her. Someone who could become anyone he wanted, even a mother.

"Do you realize what it took to gather the courage to face you?...after what I did..."

A tense silence fell between them.

"What are you talking about?"

This was it. Billy had to make himself ****, to the point of humiliating himself in front of Tessie.

"Don't you remember the times I tried getting close to you, only to be pushed away"

"I...I don't know what you mean...when did this happen?"

"I had to make up excuses to be near you...so I could breathe you in"

"Breathe me...in?", she repeated, the words sounding foreign to her.

Billy's gaze was locked on hers, a faint, deceiving shimmer in his eyes.

Tessie's face, on the other hand, contorted as if in immense pain. Her overwhelmed mind was desperately trying to piece together the information, but it had all been twisted by Billy's careful gaslighting.

"And don't you dare deny you don't like this", Billy stretched his arms, as if to hug, but all he wanted was for Tessie to drink in his body with her eyes.

His last statement was a shot in the dark, a risk that could have backfired. But the lustful glint in her eyes said otherwise.

"I know what you really wanted, under the guise of that prank"

Tessie's past was a series of flings that went nowhere, her business always demanding more of her than any relationship ever could. Now, with a young, close friend suddenly showering her with uninhibited sexual attention, a craving that had been starved for years, her mind was no longer her own. She was no longer thinking; she was simply feeling, her desires steering her every thought.

"Boss!...do I look like I'm sweet-talking?...", Billy's voice more deliberate than angry, "...do you even remotely understand what I've been suppressing since you walked in my life?"

"Oh Billy!"

Tessie shot towards Billy, wrapping her arms around him in a tight, constricting hug. He slid forward to return her embrace, the sound of the protesting table lost to him.

"I'm so sorry!...I just thought..."

"...That I am...and let me take a wide guess...acting as someone from your past...and you couldn't see beyond those similarities?"

"No...", Tessie let out a suppressed laugh, "...I mean kind of..."

"Do I need to spell this out even further?", Billy teased.

"I get it", she rubbed his bare back, her sweaty palm sticking to his skin, "I'm not used to someone being so...open"

"That's what I always wanted. To know each other better...speaking of which, I dare you to keep rubbing my chest"

Tessie took a second to realise what Billy meant.

"I almost forgot we were playing a game"

"Don't worry, I won't let you"

"You do realise you didn't have to dare me for...this, right?", She stepped closer, standing between his spread legs, "I was going to do it anyway"

Billy stayed silent, a grin plastered across his face. Tessie, meanwhile, splurted a load of oil in her hands. Her soft palms gently rubbed his pecs, leaving a thin film of oil trailing across his chest. The soft squeak from the skin contact was the only sound audible.

Billy's smile vanished as he held his breath, looking at Tessie's cleavage bouncing seductively within the confines of her top. With an almost child like focus, she kept massaging his chest, evenly spreading the thick oil as if it were paint on a canvas.

Her fingers were soon dancing around his waist. He stood up, the action feeling more instinct than choice.

​With the same unwavering focus, Tessie slid her hand inside his shorts and took a firm hold of his dick. It took Billy a moment too long to process what had just happened.

​"Truth or dare?" Tessie whispered, her warm breath caressing Billy's face, a mischievous smile playing on her lips.

​"Is this how you want to play the game, huh?" Billy paused, collecting himself, "I choose truth"

​His dick twitched in her soft yet firm grasp. Tessie's smirk was a silent challenge.

​"You said something about not having the courage to face me...what was that about?"

​"Uh...", Billy groaned, "I...uh..."

​Tessie closed the distance, her lips practically touching his.

​"Something...wrong...Billy?", she breathed, her voice a low murmur.

​Though Billy's height was intimidating, Tessie's hand held him captive, controlling him like a puppet. The true power dynamic was something no one would ever guess at a glance.

​Billy took a step forward, a failed attempt at intimidation. Tessie simply stepped back, never letting go.

​"Do you think I won't enjoy this?" Billy gritted his teeth, a flicker of pleasure betraying him. "Why don't you give it a stroke?"

​"Oh, I definitely can," she purred, her thumb rubbing the base of his shaft. "I can also make you shoot a load in your shorts...and I can definitely use it in some kind of dare"

​Billy's eyes widened in shock. The countless implications of her words hit him all at once.

​"Poor Billy...the big, bad boxer...afraid of a flick of my wrist"

​"No, wait! Uhh...I once...uhh...rummaged through your laundry...your...oh God, not like this...uhh...your dirty underwear"

​Tessie's eyes widened. She softly pinched his swollen tip with her thumb, making him whimper.

​"I didn't expect you to be a pervert, Billy", she said, pursing her lips to suppress a laugh, "Truth or dare?"

​"But...uh...isn't it my turn?"

​He felt Tessie's fingers nudge the vein along his shaft. He staggered, hurriedly propping himself against the table for support.

​"Truth," he gasped.

​"So... is that how you 'breathed' me in? By smelling my undies?" She gave a playful tug to her shorts, a taunting gesture.

​Billy cursed under his breath.

​"Isn't this what we wanted? Getting to know each other?", Tessie chuckled, adjusting her hand inside his shorts. "Now you either answer my question...", she arched on her toes to whisper in his ear, "...or someone is going home with a pair of messy shorts."

​Her sing-song whisper nearly made Billy cream.

​"I...uh...yes...though it wasn't the only way," he finally confessed, each word a struggle.

​"What else did you smell?" she asked with genuine, childlike curiosity.

​"I've smelt...everything...ugh...every part of your body."

​Billy squeezed his eyes shut. This was going to be a very long day.