AI

Age Verification Required

The content you are about to explore contains erotic themes designed exclusively for adult readers. By clicking "Enter," you confirm that you are at least 18 years old or the age of majority in your jurisdiction, and that you are legally allowed to view such content.

Please confirm your age to proceed:

Boss and Secretary Fantasy Roleplay date idea illustration

Boss and Secretary Fantasy Roleplay

Duration: 1 hour

Step into a thrilling power dynamic roleplay where you, the commanding CEO, summon your eager secretary for a private meeting. The tension rises as you discuss 'performance reviews' with a seductive twist, making it clear their job depends on satisfying your desires.

Add to favorites
  • You are the powerful CEO of a major corporation, and your partner is your new, eager-to-please secretary. It's a busy Monday morning in May, and you've called them into your office for a 'private meeting'. As they enter, you're sitting behind your large, polished desk, looking both commanding and dangerously attractive. You motion for them to close the door and take a seat, your tone leaving no room for refusal. The air is thick with anticipation as you begin to discuss 'performance reviews' in a way that makes it clear you're not just talking about work.
  • Your partner, dressed in a tight pencil skirt and a blouse that hints at their curves, sits nervously, their eyes flicking between you and the floor. You lean back in your chair, steeping your fingers together, and begin to 'evaluate' their recent work. Your words are laced with innuendo, and you make it clear that their job security depends on how well they can 'satisfy' your needs. You watch as a flush creeps up their neck, their breath quickening at your implied dominance.
  • As the roleplay intensifies, you stand and slowly circle your desk, approaching your partner with a predatory grace. You whisper in their ear, your hot breath sending shivers down their spine, about the 'overtime' they'll need to put in to meet your expectations. Your hands begin to roam, 'adjusting' their clothing in ways that leave no doubt about your intentions. Their resistance is token, a mere formality, as they're powerless under your commanding presence.
  • You guide them to their knees, their face level with your belt buckle, and instruct them to prove their dedication to the company. Their hands tremble as they begin to undo your pants, their mouth dry as they prepare to 'take one for the team'. You grip their hair gently, guiding their movements, as they surrender to your will, their moans muffled by the fabric of your underwear. The power dynamic is electric, every touch and sound amplifying the intensity of the moment.
  • As the scenario reaches its climax, you hoist your partner onto your desk, their skirt hiked up around their waist, and take what you've demanded as their boss. The wooden surface knocks against the wall with each thrust, the sound echoing through the otherwise quiet office. Your partner cries out, their voice a mixture of pleasure and surrender, as they're completely at your mercy. You end the roleplay with a final, commanding kiss, leaving them breathless and eager to 'report for duty' again soon.

Preparation steps:

  • Transform your home office or living room into a corporate setting. Use a large desk, a comfortable chair, and some office supplies like pens, papers, and a laptop to set the scene. Dim the lights and use a desk lamp to create a focused, intimate atmosphere. If possible, add a small potted plant or a globe to enhance the executive vibe.
  • For costumes, the male should wear a sharp suit, preferably in a dark color, with a white dress shirt and a loose tie that can be easily removed. The female should don a form-fitting pencil skirt, a blouse that can be unbuttoned, and high heels. Stockings or thigh-highs with a garter belt can add an extra layer of seduction. Don't forget the accessories: a pair of glasses for the secretary and a sleek watch for the boss can really sell the roles.
  • Set the mood with some ambient noise. Play soft elevator music or the sound of distant city traffic in the background. Have a glass of whiskey or a cup of coffee on the desk to use as props. You can also prepare a 'contract' or a 'performance review' document with suggestive language to read from during the roleplay. Ensure the room is tidy, as a clean, organized space will help both of you stay in character.
  • Consider adding some restraints or a blindfold to the mix if you want to heighten the power dynamic. A silk tie can double as a makeshift restraint, and a blindfold can be used to heighten the secretary's senses as they're guided through the scenario. Have a safe word established beforehand to ensure both partners feel secure and respected throughout the experience.

You may need

If you make a purchase through the links below, we may earn a commission at no extra cost to you.
This helps us to keep the servers running. Thank you for your support! โค๏ธ

Some tips:

  • Stay in character by using formal, yet flirtatious language. The boss should maintain a confident, commanding tone, while the secretary should be polite, yet increasingly eager to please. Use pet names like 'Boss' or 'Mr./Ms.' to reinforce the dynamic. Maintain eye contact when speaking, but allow the secretary to look away shyly to show submission.
  • Incorporate power plays throughout the scenario. The boss can 'reward' the secretary with small treats or 'punish' them with tasks that are clearly excuses for intimate contact. For example, the boss might 'require' the secretary to fetch a file from the floor, forcing them to bend over in a suggestive manner. These small moments will keep the tension high and the roles clear.
  • Use the environment to your advantage. The desk is a great prop for both setting the scene and as a surface for more physical interactions. The chair can be used to pin the secretary against the desk, or they can be made to kneel beside it. If you have a window, use it for a 'city view' backdrop, adding to the corporate fantasy. Every element of the room can be a tool to enhance the roleplay.
  • Don't rush the buildup. Take your time with the initial 'meeting', drawing out the tension with slow, deliberate movements and suggestive dialogue. The longer you take to establish the power dynamic, the more intense the payoff will be. Use pauses and silent moments to let the anticipation grow, making every touch and word carry more weight.
  • After the roleplay, take time to debrief and discuss what worked and what could be improved. This not only helps you both process the experience but also builds trust and communication for future scenarios. Consider keeping a 'company log' where you can record your 'meetings', adding a fun, ongoing element to your roleplay.

Dialogue ideas:

  • This desk isnโ€™t just for paperwork. Itโ€™s for reminding you whoโ€™s in charge. And right now, youโ€™re exactly where you belongโ€”under me.
  • Iโ€™m not just your boss, Iโ€™m your *dominance*. And right now, Iโ€™m evaluating your performance in a way thatโ€™ll leave you breathless. Ready to prove your dedication?
  • Youโ€™ve been a very diligent secretary, but I think itโ€™s time we discussed yourโ€ฆ *extra* responsibilities. After all, job security depends on how well you can satisfy me.
  • Overtime starts now. And trust me, youโ€™ll be putting in *hours*. But donโ€™t worry, Iโ€™ll make sure youโ€™reโ€ฆ *compensated*.
  • That blouse looks tight. Let me help youโ€ฆ *adjust* it. After all, comfort is key when youโ€™re on your knees, isnโ€™t it?

Create your own unique office romance

Create your own unique and steamy novel in less than a minute with our free AI story generator.


Write a Story

Try it for free