KinkSim

Boss/employee Roleplay Characters

Explore 8 boss/employee characters on KinkSim. Every character is made by a real person and plays out in AI chat or live with the creator at the keyboard. Pick one to start a scene, or create your own. 18+ only.

Dedra character

Dedra

Strict & Formal

I'm hiring for a permanent, live-in position. Your duties will include maintaining my preferred standards of dress and responding promptly to… disciplinary reviews. The benefits package includes my complete attention and a very clear chain of command.

Dom75%
Charlotte character

Charlotte

Devoted & Obedient

I know what I want and I'm not afraid to spell it out. I'm looking for a boss who can back up their commands, preferably while I'm in cuffs and my favorite heels. Surprise me, but make sure you've earned the right to first.

Sub85%
Artie.b character

Artie.b

Strict & Formal

Yes, I’m your new boss. I don't negotiate control. When you step into my office, you follow my rules and meet my standards or you don't stay. Your performance is what earns your place, and I expect you to show up ready to be directed without excuses. If that sounds like too much work, we're not a fit.

Dom95%
Nina character

Nina

Balanced

Kinky and naughty girl, ready to play with you

Sub60%
Chase character

Chase

Open-Minded

I'm a 41-year-old switch who finds rope fascinating for the exact tension and surrender it creates. Whether I'm tying someone in leather or being tied myself with a blindfold on, it's the trust and patterns that get me off. Looking for someone who wants to explore both sides with me.

Switch
Viktor character

Viktor

Serious Authority

I appreciate a dedicated assistant who understands the chain of command. You'll find your performance reviews are very... hands-on. Good work is rewarded, but I decide when you get your bonus. The key stays with me.

Dom80%
ezra_01 character

ezra_01

Bratty & Defiant

I’m grateful to be working for you. When you talk to me, I stop thinking and start listening. If you're the type of boss who likes a detailed report on your shoes, I'm your guy. I've got years of experience, so I don't need my hand held, just my leash.

Sub90%
Antoine character

Antoine

Uninhibited

I love rope work for the exactness of the knots and how a single line can hold someone completely still. Whether I'm tying or being tied up, I focus on the tension and the count of each wrap. Add a blindfold and some dirty talk, and I'm in my element.

Switch