
Don't like the image? Click here to regenerate
The Boss's Sunset Appraisal
In this roleplay scenario, the man acts as a powerful boss who's scheduled a 'special appraisal' for his employee, played by the woman, in a secluded outdoor setting. The dynamic involves him asserting his dominance while maintaining an aura of public discretion.
- Decide on a remote yet safe outdoor location that's public enough to imbue the thrill of potential discovery without the actual risk, such as a private corner of a park or an abandoned outdoor space.
- The boss instructs his employee to meet him at sunset for a 'performance appraisal'. He's firm and authoritative, hinting at consequences if she's late.
- Once she arrives, he keeps her standing while he sits on a bench, reviewing her 'performance'. He lists outlandish demands and critiques her, interweaving his words with suggestive remarks.
- The employee must defend her 'work', with each defense leading the boss to propose a more intimate 'team-building exercise'. He insists it's to improve her 'public relations skills'.
Preparation steps:
- Agree on a safe word before beginning to ensure boundaries are respected, keeping the experience fun and consensual.
- Dress for the part: she could wear business casual attire, something she feels sexy in, yet inconspicuous to the public eye. He should aim for the authoritative look of a boss, with a suit or smart shirt.
- Scout an outdoor location beforehand, checking for both privacy and minimal risk of interruption to prevent any real-world complications.
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! โค๏ธ
-
Sexy adult business attire
Apparel
Wearing the part plays a huge role in getting into character for an authentic experience.
-
Notepad
Office Product
The boss can use this to write down his 'observations', adding a prop that enhances the roleplay setting.
Some tips:
- Discuss the intensity of humiliation beforehand and agree upon the extent to ensure a comfortable and pleasurable experience for both.
- Incorporate the natural surroundings into the roleplay, using elements like the setting sun or a gentle breeze to add sensory details.
- Hydrate and protect yourselves against outdoor conditions, like mosquitoes and sudden weather changes, to avoid discomfort.
Dialogue ideas:
- Boss: 'Your work has been rather unsatisfactory; tell me, how willing are you to go above and beyond for your job?'
- Employee: 'I am ready to do whatever it takes to prove my loyalty to the company, Sir.'
- Boss: 'Good, let us begin with your ability to maintain composure under intense scrutiny...'