Sunday, 2 November 2025

Delegating to her assistant (M/F story)

On a fine September morning, Barbara had decided to work from home, as there were some files she kept there that she'd like to have at hand if needed. However, she also wanted to have her assistant nearby, and asked Holly if she didn't mind coming over – the home office was more than large enough for the two of them. Holly readily agreed, partly out of a desire to see how her boss lived. It turned out that the house was bigger than she had imagined, and that Barbara had an eye for decoration. Her boss gave her a quick tour before they sat down to work.

Barbara's husband Jim had been working from his own home office at the other end of the house, but popped his head in around lunchtime. He hadn't been there when Holly arrived, and as he looked straight at his wife and didn't acknowledge her presence, she guessed that he hadn't noticed she was there. Holly smiled to herself as she watched him; though a decade older than herself, Jim was a handsome man who kept himself in shape.

"Should I make some lunch for us? Anything in particular you'd like?"

She shook her head. "Not right now, thanks."

"Are you going to be working through lunch again? Working so hard you'll forget to eat?" He folded his arms over his chest. "Do I need to put you over my knee and spank you?"

Holly, who had been finishing a report, suddenly dropped her pen, a small squeak escaping her lips as a blush spread across her cheeks. Was this a joke? Was he being serious? Did he spank his wife often? She had never imagined Barbara bending over someone's knee – but now that she did, she found it hard to stop. Jim heard the sound and turned towards her, and from the look on his face, she guessed he wouldn't have made that comment if he'd known she was here.

Barbara shook her head, grinning at him. "Sorry, but being spanked sounds painful, and today, I'm delegating all unpleasant tasks to my executive assistant. Holly, you're up!"

Holly squealed again. The slight blush had now turned into a raging inferno, and she couldn't look at either of them. The mental image of herself over Jim's lap, feeling his big, strong hands on her sensitive bottom, was even harder to dislodge than the one of Barbara. After a few seconds, she glanced at Jim out of the corner of her eye, as if wondering whether he was about to charge at her and throw her over his knee. He hadn't moved an inch, but he raised an eyebrow as he looked at her.
"Right. I can make a salad and a couple of sandwiches," he said, deliberately changing the subject. "They'll be ready in a few minutes – the two of you can come out to the kitchen to join me, or not. Your choice."


"You know," Jim said to his wife as they sat down for dinner, "You shouldn't have teased Holly like that."

Barbara grinned. "You're the one that brought up the subject of spankings."

"I didn't know she was there! You should have told me."

"Yeah, she was really upset by my comment. She seemed scared I meant it." She furrowed her brow. "I'll find some way to make it up to her."

Jim snorted. "Did she look scared to you?" He shook his head. "That girl was aroused. I've spanked other women in the past – before we started dating, of course," he clarified when he saw the look on her face. "That girl wanted to be spanked, and you shouldn't be teasing her with something she can't have. It was longing, not fear."

She sipped her wine, considering his words. "I think you're wrong," she said. "But there's a way we can find out. It's her birthday next Thursday." She smiled at her husband. "Why don't I invite her around, and you can offer her a birthday spanking?"

He raised an eyebrow. "Are you being serious? You want me to offer your secretary a spanking?"

"Entirely serious," she assured him. "And we don't call them secretaries anymore."

"And if she says yes?"

"Then you spank her, of course," she said, as if the most natural thing in the world.


On Thursday, someone had decorated the office with confetti and paper garlands, and there were cakes and presents. Holly had a most wonderful birthday. Near the end of the day, Barbara came up to her. "I'm afraid I left my present for you at home. Could you stop by later?"

Just after dinner, Holly arrived at her boss' house. She fought to keep the blush from her cheeks as Jim greeted her – the words ' Do I need to put you over my knee and spank you?' kept replaying in her head. Somehow, she managed to shake his hand and exchange the usual pleasantries without embarrassing herself.

They entered the living room, where Barbara pulled out a carefully wrapped gift. It turned out to be a dark blue top, just the right size, and one she guessed was a lot more expensive than her usual clothes. She thanked her boss warmly.

Barbara looked at her husband, giving him an almost imperceptible nod, and Jim knew it was time to begin. He leaned forward. "So, Holly. Have you had your birthday spanking yet?"

Once again, Holly blushed bright red, and she made a noise rather like a boiling kettle. Unable to meet his gaze, she shook her head.

"Would you like one?" he said calmly.

Holly felt like her heart had stopped. Unable to breathe, she glanced over at Barbara, who shrugged and smiled at her. "I have no objection. It's up to you."

Holly's heart finally restarted – and was now trying to beat its way through her chest. A handsome man had just offered to spank her bottom. She was going to go over his knee while his wife, her boss, watched them. This was unreal! Eventually, she managed to meet his gaze and nodded.

He gave her a friendly smile. "On your feet, then, Holly. Come over here."

She rose on shaking legs, inching towards him. He was sitting on a small footstool, his lap ready for her. Her hands moved to the hem of her skirt. "Sh-should I… Do I raise m-my…"

"That's entirely up to you, Holly. It's your birthday treat, after all," he said, his voice still warm and comforting. Barbara gave another shrug, showing her indifference. Holly slowly raised her dark skirt, revealing a pair of black satin panties. She tucked the hem of her skirt into the waistband to hold it in place. She looked down at his lap, biting her lip, before hesitantly moving her hands to the waistband of her panties.

For a few seconds, no one breathed. Barbara raised an eyebrow. Holly swallowed, trying to dislodge the lump in her throat. Finally, she moved her hands back up, her panties still in place. That would be a step too far. Slowly, she leaned forward, placing her weight over Jim's waiting lap.

Jim placed his hand on Holly's pale, panty-clad bottom, grinning as he watched the goosebumps forming. "You are twenty-five today, aren't you? With the one to grow on, that's twenty-six spanks, as per tradition." He rubbed in circles on the trembling cheeks, and Holly had to stifle a moan. "Are you ready?" She nodded.

He lifted his hand and gave her a gentle smack. He had no idea how much experience she had being spanked, and did not wish to traumatize her if this was her first. The second spank was slightly firmer, and the third was harder still. "How was that?" he asked.

"Rather nice," she admitted. Taking a deep breath to calm herself, she mumbled "You can spank harder, if you want."

He smiled. Just what he wanted to hear. The next two were quite firm spanks, causing her cheeks to jiggle a little bit. "How was that?" he asked. "Too hard?"

She bit her lip. "I don't know. Try a couple more."

He chuckled, giving her three more firm strokes. "Did you like that?" She nodded, unable to speak.

Three more hard strokes, followed by a soothing rub. Two hard slaps brought them half-way there. "Stop," Barbara called out.

Holly whimpered. She'd gone too far. She should never have come. Her boss was jealous about what she was doing with her husband, and she was about to call her a disgusting slut and send her home. Maybe even fire her.

"I think you should take her panties down for the rest of the spanking," Barbara said.

Jim looked at her to make sure she meant it, then glanced down at Holly. "Would you like that?"

Holly whimpered. Why did he keep asking her questions? Why did he leave it up to her? Couldn't he just spank her however he wanted? "Um. Yes, please," she whispered.

As he placed his fingers in the waistband of her panties, she immediately lifted her hips, allowing him to slowly peel them down. She sighed as she gently rubbed her bare cheeks, then yelped when the first stinging spank landed on her bare bottom.

The rest of the spanks were slow, but hard, and every single one brought a squeal or a hiss from her lips. Pink handprints stood clearly out against her otherwise pale flesh. She'd lost count by the time he rubbed her backside again. "And one to grow on," he announced, giving her the hardest smack yet.

She rose to her feet, giving her bottom a quick rub. She felt warm and tingly, and the fog of arousal was too strong for her to remember that she was effectively naked – her skirt was still up and her panties were down. Jim glanced down at the wet spot she'd left on his thigh, giving his wife an "I-told-you-so" look.

Barbara met his gaze, mouthing "You were right" before glancing over at her assistant. It had been surprisingly enjoyable to watch him spank her, and she wasn't sure she wanted it to end yet. She thought for a second, before making a decision. "You know, Jim, you should give her a spanking for leaving that stain on your clothes."

Holly squealed, blushing beet red as she looked down in horror at the wet patch. She'd done that! They now knew what a pervert she was! She glanced at Jim, who grinned at her and patted his lap again. The thought of more spanking made her feel even more tingly, so she needed no further encouragement before diving over his lap.

Jim made sure she was comfortable, before placing his hand on her warm bottom. He gave it a gentle squeeze, grinning at her moan, before lifting his hand and continuing to spank her.

Since there was no longer a limited number of swats, Jim spanked her hard and fast, making sure to cover every inch of her bottom. "Do you like that, Holly?"

"Yes, Daddy," she moaned, before slamming her hand over her mouth. What had she just called him!? Why had she done that? She looked nervously over her shoulder, expecting to see him outraged.

He chuckled. "Good girl," he told her, causing her to grin nervously. He gave her a dozen more hard slaps to each cheek. She squealed and squirmed. "Do you like being over my lap?"

"Yes, Daddy," she admitted.

"I'm glad you say so, because you're going to be here a very long time."

She smiled shyly. "Thank you, Daddy."

She moaned and writhed over his lap as the spanks rained down on her naked rear end. She had no idea how long she'd been spanked, lost in a sea of pain and pleasure. Tears were rolling down her cheeks, but she could hardly tell.

As the fiery sting grew, her gentle cries turned into harsh sobs, and she kicked her legs. Finally, he paused, resting his hand on her burning bottom. "Will you be a good girl for Daddy?" he told her. Unable to speak, she nodded. "I think that's enough. You can get up now."

She rose to her feet, the tears falling as she gingerly rubbed her reddened rear. He rose and embraced her, rubbing her back and kissing her forehead as she cried against his shoulder. After a few minutes, she disentangled herself. "May I borrow your bathroom?" she mumbled, blushing.

Barbara giggled. "You're awfully shy all of a sudden," she commented. "Asking before using the bathroom? I don't think you'll enjoy sitting down on the toilet seat in that state, though."

"She's shy because that's not why she's going in there," Jim commented drily as he fetched his wineglass. "She's soaking wet and needs to find somewhere private to deal with it." Holly's squeal told him that he'd hit very close to the mark, and he grinned.

Barbara raised an eyebrow. She looked at her assistant, pondering something, before reaching into her purse. "Come here, Holly."

Holly squirmed. "I really should –"

"That wasn't a question, Holly." Holly obeyed, and Barbara handed her something. "Why don't you ask my husband to use this on you?"

Jim expected it to be a lotion or something, and wondered why Holly suddenly turned pale and looked about to pass out. She opened her lips, but no sound came out as she looked wide-eyed down at her hand. Barbara turned her in Jim's direction and gave her a slap on the rear. "Go on."

The assistant stepped close to him, unable to meet his gaze as she held her hand out towards him. He looked down and saw that she was holding a condom.

He glanced over at Barbara, who nodded. His wife was turning out to be a lot kinkier than he had expected. "Is that something you would like?" he asked Holly. "Should we go into the bedroom for the rest of your birthday present?"

She squirmed. Why did he have to make her say it? Couldn't he just take charge? "Yes, Daddy," she whispered. He grinned, picking her up and carrying her into the bedroom.

Barbara took a sip of wine, reflecting on how much she'd enjoyed the day. She'd always liked it when Jim was in a dominant mood, and the thought of spanking could be quite sexy, but the reality was painful. Seeing him spank and scold Holly, while being able to sit comfortably herself? That was the best of both worlds.

She picked up her glass and a bottle of her favourite wine, preparing to take in the show. Before following her husband and her assistant into the bedroom, she grabbed a few more condoms – she had every intention of taking her turn with Jim once Holly was satisfied.


Some time later, Jim was lying in the middle of his marital bed, with one well-satisfied woman resting on each of his shoulders.

"That was amazing!" Holly whispered into his ear.

"The spanking or the sex?" he asked.

She pouted. "Do I have to choose?"

"Well, you can have all of my spankings from now on," Barbara told her. "I certainly don't want them – though I WILL be there when you get them."

Holly furrowed her brow. "You mean, you want to be there in case something inappropriate happens? Because I think that ship has sailed."

Barbara shook her head. "No, no. I like to watch."

"You can only give her the fun spankings," Jim told her. "You will still get the punishment spankings when you need them."

"Jim!" Barbara snapped, blushing. "She doesn't need to hear that you sometimes – rarely, mind you, very rarely, because I'm well-behaved – punish me. That's private!"

He raised an eyebrow. "At your suggestion, I have just spanked and fucked your secretary while you watched. I don't think privacy is relevant here anymore."

"Executive assistant," Barbara corrected him.

Holly grinned as she drifted off to sleep, thinking of the exciting future ahead of her. This was the best birthday ever.

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