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A4A The all expenses paid vacation with the CEO. Only there's an unexpected twist....
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Ivan-Stepanov is anyone looking for anyone
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Hi, today I'm wanting to try something different. I'm happy to play either the male or female character in this prompt. Just let me know if you want to play the male of female character.

The idea of this roleplay is the female character will be a wealth CEO of her own company in her early to mid thirties. Even though her appearance is that of a trophy wife she his highly intelligent, driven and respected. Having spent most of her life setting up and running her business she has never married or had children although she has had several relationships. None of these have lasted however due to the demands of her work life. Now she is looking to take a step back and enjoy life but in a peculiar way. Despite her intelligence and respectable image she has always wanted to give up control and allow someone else to dictate every aspect of her life, in effect become a domestic and sexual servant but she has never found anyone she can trust with this secret or help her make this fantasy a reality. That is until now.

The male character is the Twenty or Twenty One year old personal assistant to the female character. He is tall, athletic and handsome, the type of guy that will turn the heads of any woman. Much like the female character he is intelligent and driven studying in his spare time for a Buissnes Degree. The similarities between them means they have developed a bond a little more than professional but still short of anything too personal with the female character taking on a mentor role to help him achieve his potential. It is this bond which causes the female character to make the leap and take her relationships much further with her personal assistant revealing her fantasy and offering him an once in a lifetime opportunity.

How will this work? The female character will offer to take the male character on a month long all expenses paid vacation where no one will recogniseeither of them. Before leaving however she will explain in greater detail what she is expecting, laying out limits and possible having a contract drawn up. The vacation will be considered a trail period with the expectation of this arrangement becoming more permanent and maybe more open.

If this idea appeals to you then I would love to discuss details and scenarios with you before we get going. I usually write 2 to 3 paragraphs but often more depending on the scene so I'm looking for the same in return. I write in first person, present tense. I'm also looking forĀ long-termĀ and I'm happy if there areĀ a few hours or even a day or 2 between replies. After allĀ real lifeĀ does get in the way sometimes, we do have work/social life/real relationships.

Reddit PM only for the actual roleplay. I will consider Reddit Chat for OCC.

Kinks: Clothing control, name calling, hair pulling, slapping, light bondage, cum on tits/face/body, anal, submission, risk of pregnancy/pregnancy,Ā gangbangs, filming, outdoor sex, financial control, loss of status, humiliation, domestic servitude

Limits: Animals, toilet stuff, violence, snuff, rape, calling anyone daddy.

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2 years ago