Content warnings for this story (click here for guide):
Carly sipped her coffee and yawned. Ugh – it was only 11. She blinked at the monitor, opened the same program she opened every morning and stared at the figures she had to analyse. After a minute of trying to still the dancing numbers, she began doodling on a notepad. It was going to be one of those days.
The door opened and Ross came back in from his account meeting. Carly grinned. The day had just improved immeasurably. Ross was very cute – such a sweet bear of a guy, funny and friendly. Always good for some gentle flirting in the communal kitchen. Single as far as she knew, which was more – her phone blipped – than she could say for herself.
CURRY TONIGHT? NEW PLACE IN TOWN DOES TAKEAWAY. GOT SQUASH TILL 6 BUT AFTER THAT?
She took another sip, replied to a work email, then texted back.
SOUNDS GOOD. SEE YOU LATER. C x
She’d been engaged to Dan for six months now, though they’d not fixed a date. Some of her colleagues had tied balloons to her desk after seeing the ring on her social media. He was a brilliant partner, and she loved living with him and messing about with him. She was looking forward to getting hitched, whenever it happened. But she couldn’t resist attention from other men.
She didn’t always seek this attention ethically, and indeed, men had in the past pulled away after she revealed she was engaged. The engagement was a nice buffer – she got to play this card whenever there was a danger someone thought she wanted a relationship. Carly would cash out of the flirting with her freshly-won attention, sighing “Ah, if only I weren’t engaged…” and the guy would be left confused by the whole thing.
Carly would scurry home, and while Dan was out playing sports or meeting friends, she’d pull out a toy and fantasise about her latest conquest. Her favourite daydream was of a guy snapping – growing tired of her mischief and taking her by force. The faces changed, but the outcome was always a hot, surging orgasm.
Ross’s face cropped up more and more in Carly’s private play. He was friendly enough, but oddly immune to her. Carly couldn’t quite get him to engage and play her game. Perhaps because he knew about Dan? This had not stopped others, who assumed she was seeking a final fling before the wedding.
Ross’s resilience only drew her in further. She took more and more risks: while he brewed a pot of coffee, she snuck in innuendo, hints or raised eyebrows, mentioned that she didn’t wear pyjamas or asked if he’d ever done a fireman’s lift on a girlfriend. He’d had girlfriends; she knew he liked women. He wasn’t uncomfortable
Once or twice Ross turned her questions back on her, with a mischievous grin. At a colleague’s leaving do, she’d found herself sat next to him in a crowded booth, and as their knees touched, she winked “Careful. I’m engaged.” He’d rolled his eyes and swapped places with a woman from Marketing, and Carly had sulked for the rest of the evening. He wasn’t meant to beat her at her own game.
For a few months, Ross had dated a finance assistant called Ella, which had seriously distracted Carly. She was very cute, and Ross walked her home every day. Carly’s flirting took on a more impudent quality, as she hinted about her own sex life and asked Ross if he’d had similar experiences. Ross would give her a weary “Really?” look, to which she’d turn up her palms in a “What? What’d I say?” gesture. Carly grew overly friendly with Ella to prove she wasn’t threatened, and made sure Ross saw them hanging out. He wasn’t fooled for five minutes, but Carly was oddly happy about that. Then Ella received a job offer in Spain and the couple broke up, and everything went back to normal.
That was, until the Christmas party one year. The office would start signing off and dressing up after lunch on party day. Carly had spent ages the night before choosing her outfit, and had settled on a halter-necked copper skater dress with a short, flippy skirt for dancing in. She’d paired it with gold socks and Mary Janes, and put a flash of gold liner at the corner of her eye. Ready!
Ross was always the last to leave, backing up servers, setting the alarms and generally powering down the office. Everyone had made tracks for the party venue: a hotel bar just down the road, and the office was no doubt enjoying canapes and making the most of the open bar.
As Ross checked the system reports, Carly slipped round the door in her slinky dress.
“Check it out,” she did a twirl, flashing her knickers for a split-second. “Shit, sorry. Not safe for work after all! If only I weren’t engaged, eh?”
Ross nodded and continued on his office round.
“It’s really nice, Carly.”
“Want me to leave you in peace? Thought you might want company heading down to the party, but I can let you be if you’re busy.”
“Nah, you’re fine,” he grinned. “I just have to check everything off. Soon be done.”
Carly sat on a desk, legs dangling over the edge. Then she dropped an earring and it rolled under a filing cabinet.
“Shit. I borrowed those.” She scrambled down and got onto her knees, peering into the darkness with her phone light. The copper dress rode up around her hips, so the hem skimmed her knicker line and occasionally skipped above it. She had pure white cotton panties on.
“I can have a look if you like,” Ross said, striding over. “I’m dressed more for this.”
“Nah, it’s ok. I don’t mind flashing you. Long as you don’t mind…”
She heard Ross take a deep intake of breath, and shuffled a little so the dress came up even further. She could feel his eyes on her, and the silence was intoxicating. Any second now she’d stand up, flash her engagement ring and head off to the party, with or without him.
Just then, she felt his hands on her hips and a jolt of excitement went through her.
“Mmm,” she said, blushing as it escaped her lips.
“You’re going to get in trouble if you keep flashing your panties on purpose,” whispered Ross, his words tickling her ear.
“I…I wasn’t…” murmured Carly, unconvincingly. “I’m…engaged…” She smiled nervously as he breathed on the back of her neck.
“As if I could forget,” chuckled Ross. “Doesn’t stop you flirting like a naughty girl though, does it?”
His voice had changed. There was a delicious menace to it.
“You really are an adorable little slut, Carly. But it’s very naughty to tease. I don’t imagine anyone has ever turned you down – it’s always you skipping away after you’ve got the attention you want.”
He lifted her to her feet and took hold of her hair. She gasped as he controlled her head. His face was calm, focused and hungry.
“Now, we can do this one of two ways. You can either grow up and stop flirting with people you don’t like, or you can continue being a little slut and accept your punishment.”
Carly shivered, feeling his strong hand gripping her hair.
“It’s not that I don’t like…I’m just…I can’t because I’m…”
“Engaged, I know,” said Ross. “But it doesn’t give you carte blanche to get a guy hard then trot innocently away.”
He released her hair and took her hand. Carly panted softly, incredibly turned on by this new side to her workmate. She glanced down at his waist and caught the outline of his hard cock. Her clit began to pulse and grow hot and she felt wetness in her cotton panties.
Ross led her to the board room and lifted her onto the desk. He cupped her chin with one hand and spoke sternly.
“Now then, Little Slut Carly. You’re going to do one of two things. Option 1: you leave now, go to the party and promise never to flirt with me again – or at least never to whine that you’re engaged. I won’t flirt either. We’ll never mention this again and it will never happen again. All done. Option 2: You’re going to go to the office door, lock it and set the alarm. Then you’re going to come back here, bend over this table and ask me to punish you.”
Carly was dizzy with desire, and she could feel how pink her cheeks were getting. Her fantasies were coming scarily true and she was embarrassed at just how turned on she was getting. She looked guiltily at her ring finger and paused, then sighed, slipped off the desk and headed to the door. Ross nodded and let her go.
But once she reached the door, hearing the sounds of the party from down the street, Carly paused. You know what? She was a little slut. And what she wanted was to be treated like a little slut. She locked the door, set the alarm and walked back toward Ross. He grinned.
“Good girl. Now bend over and ask me nicely for what you need.”
Carly felt the wood of the table against her navel as she closed her eyes.
“I need…um, please…”
“Please what?”
“Please punish me…Sir.”
Calling him Sir felt very wrong and sent a little charge of electricity through her.
“Why?”
“Because I’m a little slut.”
“Good girl. Now stretch out and hold still. I’m going to use my belt, and you’re going to get six. Do you understand?”
Carly bit her lip, thrilled and scared at the prospect.
“Yes Sir.”
She heard the jingle of his belt being unfastened and the sound of it sliding free of the loops. Then Ross’s strong hands pulled down her knickers until her bottom was bare. Carly panted and waited.
CRACK
The belt landed across her bottom. The pain was a tiny explosion. She gasped.
“What does a good girl say?” Ross sounded serene but firm.
“Uh! Uh, thank you…Sir!” Carly managed.
CRACK
The second strike matched the path of the first and burned like fire.
“Ah! Ah – thank you Sir!”
“That’s a good girl. Now stay still. Four more.”
CRACK
CRACK
CRACK
Carly felt her head fill with tiny flashing lights. It hurt so much but knowing Ross had control, had her bare and spanked in front of him, nearly drove her over the edge.
“Last one, little slut. Extra hard, so you’ll need to be very good for me.”
Carly nodded and braced herself.
CRACK!
Ah, it was unbearable! She leapt up and sobbed, but only for a second. Then the warmth and relief descended. Oh god, it felt amazing.
She leaned against the table dizzily, her skirt askew and her knickers around her knees. Her carefully applied eyeliner was smeared and it was all she could do to pant as Ross slipped his belt back through the loops.
“What do we say?” he said, not looking up as he did up the buckle.
“Th-thank you Sir,” said Carly, slurring her words. She could feel the wetness between her legs and her insistent little clit throbbing away, desperate for his fingers, his tongue, his cock.
“Good girl,” he said, offering her a hand. “Up you get.”
“B-but…” Carly began. “Please, Ross…please would you…”
She lifted up her skirt and winced as it revealed the shining trail down her inner thigh.
“Would I what?” Ross said, amused.
“Please, would you fuck me?” Oh God, it felt good to say it out loud. “Please!”
Ross made a mock pouting face. “Aww. Carly wants a nice, hard cock inside her, does she?”
Carly blushed again and nodded, helplessly aroused.
Ross grazed a finger across her sensitised clit, making her gasp and whine. Then he removed it, kissed her on the cheek, and walked towards the door.
“Ah,” he shook his head, grinning wickedly. “If only you weren’t engaged…”