Chapter 36: Bigger or Not
Mrs. Walbury tilted her head, something confident settling into her expression.
"However...I want you to know," she said, "when I say it’s quite big, I mean it’s quite big. That’s what I like about it. I highly recommend that you take this as a warning to take back your challenge."
David chuckled, scratching the back of his head. "Hehe... you should know that underestimating me will be your downfall."
"And if I win—" she let the sentence hang a moment, clearly enjoying the anticipation she was building, "—what I ask of you is going to take a whole lot out of you."
"I won’t go easy on you either," he said.
She smiled — easy, unbothered, nothing stressed about it — and held her pinky finger out toward him.
"Pinky swear?"
David paused for half a second, genuinely a little thrown. It struck him as almost funny — someone her age, still willing to seal something like this with a gesture that belonged to schoolyards.
But then he caught the look on her face, the warmth underneath the playfulness, and it clicked: she wasn’t doing this ironically. She was doing it because some part of her had gotten fond of him, and this was just how that fondness was choosing to show itself.
He wrapped his pinky around hers.
"Pinky swear."
Then, without another word, she suddenly sprang to her feet.
She moved so quickly that her breasts and ass jiggled with every hurried step as she dashed toward the bedroom.
In less than no time, she came running back, so obviously excitedly as she carried the package which David had carried for her.
Without hesitation, she tore it open — aggressive, ripping straight through the label and safety seals like she’d been thinking about this longer than she’d admit. From inside she pulled out a large pink adult toy, so big it barely fit in her hand.
She held it for a moment. Then she looked back up at David with an expression that didn’t waver.
"I’ll give you one chance to take back your words." She tilted the thing slightly, almost casually. "It was the biggest one on sale. Spent a good chunk of my income on it, so you better be worth it." A beat. Her eyes moved over him, unhurried. "I’d understand if you wanted to back out after seeing it. You did say a lot."
A soft laugh left her lips. She wasn’t intimidated. Not even close.
David raised an eyebrow.
"Oh? Is that what you think?"
She tilted her head. "Then why don’t you find out?"
"Of course," she added, still holding his gaze.
His lips curved — barely, just enough. "You’re pretty confident."
’The conversation is still going well,’ he thought, watching her. ’She’s not backing down... she’s actually engaged. She’s interested. Even without the skill.’
Something shifted in his expression. Not quite a smile — more like the beginning of one.
"Alright then."
He reached for his belt and unbuckled it slowly, movements unhurried, letting the silence do the work as his trousers dropped.
Her eyes widened.
She didn’t look away. Couldn’t, really. The confidence on her face didn’t disappear — it just... tightened, shifted into something closer to shock she hadn’t prepared herself for.
’...Oh,’ she thought. ’...Oh my god. He’s a lot more than I thought.’
She kept staring.
[Temptation level: 47%!]
’Excellent... that’s just what I need. This is probably one of the best chances I’ll get to complete my mission... but...’
His excitement quickly gave way to uncertainty.
’How exactly am I supposed to put it right on her face?’
She looked at him and nodded slowly, eyes wide and genuine.
"That’s honestly pretty impressive."
Then, without missing a beat, she held up the dildo.
"But this is bigger."
He raised a brow, something amused flickering at the corner of his mouth. "I can’t really tell. Maybe we should compare."
She frowned. "It’s obviously bigger. Just look at it."
"Honestly?" He smiled. "Still can’t tell. Side by side."
She stepped closer, muttering as she lowered herself onto one knee.
"Don’t take this the wrong way. I’m just proving your arrogant ass wrong."
She brought the dildo beside him and aligned them carefully, eyes moving between the two with the focused energy of someone absolutely certain they were about to win an argument.
At first glance, it really did seem close. She held her position, confident.
"See? The dildo is bigger."
David just smiled. "Take a closer look."
She paused.
Her eyes dropped again — really looked this time — and something made her go quiet. It wasn’t the same as before. It looked different. Larger. Thicker than she remembered it being a moment ago.
"It’s... getting bigger," she murmured, almost to herself. "Way bigger. And thicker."
She kept staring. Couldn’t stop. Her mouth parted slowly, completely beyond her own control.
"Oh my god... how did it get so goddamn big?"
She was still on one knee, dildo still in hand, but the confidence that had been sitting so easy on her face was quietly unraveling.
She’d come into this certain. Now she was just staring, trying to reconcile what she was looking at with what she thought she knew.
Absentmindedly, she began moving her hands slightly toward his length... until her once proud sex toy suddenly slipped free from her grasp, the toy tumbling to the floor.
She didn’t even notice.
Her entire attention was fixed on him.
"Wow... um..." she murmured under her breath, her voice soft, almost distant.
"Just... wow... honestly..." she continued, still struggling to find the right words, her expression making it obvious she was completely dumbfounded.
For several long moments, she remained perfectly still, simply staring at him as though her mind had gone blank.
Then his voice finally broke the silence.
"So... what do you think?"
She let out a small, awkward chuckle, almost involuntary. Shaking her head slightly, she kept staring at him.
"Well... I don’t think there’s any comparison," she admitted quietly. "It’s obviously bigger."
Her gaze never wavered. It remained completely fixed on him, as though she couldn’t tear her eyes away even if she wanted to.
"Of course it is... of course it is," he muttered proudly before adding, "But... it’s not about the hardness yet."
Mrs. Walbury tilted her head, a puzzled look crossing her face.
"What?"
He reached down, wrapping a hand around his dick before looking back at her.
"Why don’t you hold it? It’ll help it get harder."
She hesitated, her uncertainty obvious.
"I don’t think that’s proper. I’m married, anyway."
He let out a quiet chuckle, his tone remaining casual.
"Yeah, but you’re just holding my dick. We’re not having sex. You’re not giving me a blowjob or a handjob or any kind of job. Just holding it... we’re just having a bit of fun. So what’s so wrong with that?"
She fell silent, thinking it over. She knew she shouldn’t...
Yet, despite herself, her hands slowly began to move.
A small, reluctant smile tugged at the corners of her lips as she finally gave in.
Carefully, she reached forward with both hands, her fingers closing around his dick with deliberate caution.
Even with both hands wrapped around it, they were too small to fully encompass its thickness.
