
The Boss and the Secretary: A Saturday Overtime Fantasy
Indulge in a forbidden office romance with a strict but seductive boss and an eager secretary. Set in a quiet, empty office on a Saturday afternoon, this roleplay explores power dynamics and desire as the boss takes control, leading to a passionate encounter.
- It’s a quiet Saturday afternoon, and the office is empty except for you and your partner. You’re playing the role of the strict but seductive boss, while your partner is the eager and obedient secretary. You’ve called them in for ‘overtime’ work, but the real task is to explore a forbidden office romance. As your partner enters the office, you’re sitting at your desk, legs crossed, exuding power and confidence. You greet them with a smirk, ‘Ah, you’re right on time. I have a very important assignment for you.’
- Your partner approaches, nervously adjusting their glasses, playing the part of the shy secretary. They respond, ‘Yes, Mr./Ms. Boss, I’m here to assist you with anything you need.’ You lean back in your chair, eyeing them up and down, ‘Good. Because this assignment requires your full attention… and discretion.’ You slide a folder across the desk, but it’s empty—a ruse to draw them closer. As they bend over to pick it up, you can’t help but admire their curves or physique, depending on your preference.
- Once they’re within reach, you place a hand on their waist, pulling them closer. ‘Discretion is key,’ you whisper, your breath hot against their ear. Your partner shivers, playing along, ‘I-I understand, Mr./Ms. Boss. What do you need me to do?’ You smirk, ‘For now, just stand there and let me admire my hardworking employee.’ You run your hand up their thigh, teasingly, as the tension builds.
- As the roleplay intensifies, you guide your partner to the desk, pushing them gently against it. ‘You’ve been such a good secretary,’ you murmur, ‘but I think it’s time for a promotion.’ Your partner gasps, ‘A promotion? What do I need to do?’ You chuckle, ‘Just follow my lead.’ You begin to unbutton their blouse or shirt, kissing and nibbling along their neck, making it clear who’s in charge.
- The office transforms into a playground of desire as you take control, exploring every inch of your partner’s body. The roleplay escalates, with commands and whispered fantasies, until both of you are lost in the moment. By the end, your partner is begging for more, and you, the boss, grant their wish, sealing the deal with a passionate kiss. ‘Consider this your performance review,’ you say, ‘and you’ve passed with flying colors.’
Preparation steps:
- Set the scene by transforming your home into a professional office space. Clear a desk area, add a chair for the boss, and maybe a small bookshelf or filing cabinet for authenticity. Dim the lights and use a desk lamp to create a moody atmosphere. If you have a blazer or suit, wear it to embody the boss role, while your partner can dress in a secretary-style outfit—a pencil skirt, blouse, and glasses for added effect.
- Purchase or gather office supplies like pens, notebooks, and folders to make the setting more realistic. A fake plant or a small clock on the wall can also enhance the office vibe. If you want to go the extra mile, print out fake documents or emails to ‘work’ on during the roleplay.
- For added spice, consider buying handcuffs or a silk tie to incorporate light bondage into the scenario. A bottle of wine or champagne can also be a fun addition, as the boss might ‘reward’ the secretary for their hard work. Don’t forget to set up a playlist with soft jazz or ambient office sounds to complete the atmosphere.
- If you’re feeling creative, write a script or outline for the roleplay to ensure both of you stay in character. Include key phrases like ‘discretion is key’ or ‘time for a promotion’ to keep the scenario flowing smoothly. Practice your bossy tone and your partner’s submissive responses to make the roleplay more convincing.
- Lastly, ensure privacy by turning off notifications on your phones and locking the door. The last thing you want is an interruption during this steamy office affair. Set aside plenty of time to fully immerse yourselves in the fantasy without feeling rushed.
You may need
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Silk Tie Restraints
Health and Beauty
To introduce a playful element of control and submission, these restraints can be used during the roleplay to heighten the tension and excitement.
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Desk Cuff Set
Kitchen
This prop adds a layer of restraint and dominance, perfect for the office setting and the boss-secretary dynamic, intensifying the forbidden romance.
Some tips:
- Stay in character by using formal titles like ‘Mr.’ or ‘Ms.’ and maintaining a power dynamic throughout the roleplay. The boss should be commanding and confident, while the secretary should be obedient yet subtly flirtatious. This contrast will heighten the tension and make the scenario more exciting.
- Incorporate props like a ruler or a pen for playful spanking or teasing. The boss can use these items to ‘discipline’ the secretary, adding a touch of kinkiness to the roleplay. Remember to communicate boundaries beforehand to ensure both partners are comfortable with the level of spiciness.
- Use dirty talk to escalate the scenario. The boss can whisper commands like ‘Get on your knees and show me how dedicated you are’ or ‘You’ve been a very naughty secretary.’ The secretary can respond with shy obedience or playful resistance, depending on the dynamic you’re going for.
- Take advantage of the office setting by using furniture creatively. The desk, chair, or even the floor can become part of the roleplay. For example, the boss can bend the secretary over the desk or have them sit on the boss’s lap for a ‘private meeting.’ Let your imagination run wild!
- End the roleplay with a reward for the secretary’s ‘hard work.’ This could be a promotion, a raise (a fake check or bonus slip), or simply a passionate declaration of how valuable they are to the boss. This closure will leave both partners feeling satisfied and eager for the next ‘overtime’ session.
Dialogue ideas:
- That outfit looks good on you, but I’d rather see it on my floor. Slowly.
- You’re not just here for paperwork, are you? Prove to me you’re worth this ‘overtime.’
- Discretion is key, but so is pleasure. Let’s see if you can handle both, shall we?
- Consider this your final task of the day: make me forget why I called you in here in the first place.
- You’ve been a very good secretary... but I think it’s time to show me just how dedicated you are. On your knees, now.