A helpful bystander

You notice a flash of movement in your peripheral vision - the blonde at the standing desk has just whipped her hand down, as though she were extending a baton. You see she kind of did - except it's an extendable cane. She holds it out to you wordlessly.

"Thank you" you tell her with a smile, and get a blush in response. You take the cane - you don't see any joints now, but it seems like a normal wooden cane in all other respects, a bit on the thin side perhaps. You grip the handle and take a few practice taps on the mature redhead's bottom, the cute barrista eyeing the motion sideways as her head bobs on your member.

"May I masturbate while watching sir?" asks the girl you assume is a fellow student.

"Yes" you tell her indulgently. You turn back towards the businesswoman, intending to lecture her about the virtues of asking permission...

"May I cum from it or do I have to-"

She's lifted the skirt of her toga so only a fold is covering her yoni, and you flick her upper thigh with the cane. She squeaks and her hands still beneath the silky fabric.

"Wait your turn and stop distracting from the main event" you admonish her, and she nods vehemently.

You turn back towards the busty businesswoman, who's clearly trying to offer you a more enticing target - her back is as arched as can be, and she's rolled her thighs outwards, rounding and opening the inner part of her luscious rear. She's practically panting as you begin your taps - point of the cane at the center of the far buttock, as you remember reading somewhere - then you draw back and let the first blow fall.

The cane makes a nice swishing sound as it cleaves the air, landing with a surprisingly quiet 'snap!' on the woman's outthrust buttcheeks. All that the action lacked in noise, it seems to make up in effect as she ghasps loudly, her head shooting up so you actually see her beautiful red hair fly in an arc. She grips her own large, soft breasts and begins massaging them furiously as the barrista below her gains enthusiasm, gagging herself on the tip of your cock as her lower half squirms and she rubs her legs together.

"I want you to count all ten aloud" you tell the redheaded woman in front of you as she gets back in position, her netherlips as wide as she can make them with her hands on her boobs.

"One, sir. Thank you for punishing me sir" she says, pinching and pulling her small pink nipples.

You line up the second stroke for just beneath the first, producing a similar swish and crack as before.

The woman ghasps audibly at the impact, though her body stays more rigid this time. "Two, sir. Thank you for punishing me sir!" she says in a strangled voice.

You line up the next stroke a few inches down again, and the cycle repeats. "Three sir! Thank you for punishing my naughty bottom sir!" she says, real pain creeping into the arousal that dominated her voice for the first two.

You line up your next stroke along her upper thighs and she whimpers in anticipation. When this blow lands she squeals in earnest, legs and head shooting up. "Four sir!" she cries a little desperately. "Thank you for punishing me four times sir!" She puts her hands on the floor, all thoughts of playing with her nipples forgotten as the barista starts a humming moan, still trying to fit your entire cock into her mouth.

The redhead's pale skin is marking up beautifully, leaving a record of exactly where each blow fell. Your next one lands at an angle across the top two welts, causing her body to clench as she forces out a pained "Five, sir! Thank you for punishing m-me s-sir!"

You tap the cane on her generous, still-clenched rear. "Unclench." you order her, and she sniffles.

"Yes, sir. Thank you for spanking me sir" she says. She rounds and opens her pelvis again, but you can see the tension in what was previously a relaxed pose.

Your next blow lands, without warning, on her unprotected white thighs, and she screams her loudest scream yet. "Thank you for spanking me sir!" she says, through evident tears. "Five sir" she adds quickly.

An outraged noise comes from the blonde bystander, who's deep inside herself by now. "Six! Six! I'm sorryyy" the businesswoman wails, sobbing in earnest now. "She can - I don't - please - "

You land two blows in rapid succession on her moonpillows and she squeals as the cruel cane digs into her sensitive flesh. "Seven sir?" she says questioningly, looking up at you with overflowing eyes. You nod and she returns her red face to the floor. "You can do this Jessica" you hear her say quietly to herself. "Just three more..." Despite her doubts, you see she's returned her rump to the open, plump posture she had at the beginning.

You tap an angled position across three welts and she starts hiccupping in anticipation. Another swish, another crack, and another, more modest jump from the beautiful redhead. "Thank you for punishing me sir." she hiccups "Sev- eight, eight".

You're unsure where to go next - her bottom is quite marked up by now. You choose an angle below the first two, giving Jessica a few seconds to prepare, which she spends crying. When your blow hits her legs reflexively clench together, though she manages to keep her bottom properly presented. "Nine, sir. Thank you so much for spanking me..."

You last blow is dead-center, covering a lot of explored territory, and she screams as it hits home. "Ten sir!" she sniffs proudly. "Th-thank you for p-punishing me sir"