33 m4F - From Playboy to Plaything

My father built his business up from nothing, working his whole life to leave the legacy of a billion-dollar business. Thanks to him I’ve spent twenty wayward years living it up, throwing Dad’s name and money around, and having the time of my life every week of every year.

It's a good life, even if the old man keeps grumbling that "all his work, sacrifices and graft shouldn't be wasted on an arrogant young puppy".

I think that's unfair. Sure I spend pretty freely, but that's not waste, it's what money is for, it likes being spent. And I'm not arrogant. Self assured, maybe. Confident. Not above hinting I might propose to a girl if we're on a second date and I haven't sealed the deal, but hey, a few broken hearts is just part of playing the game!

Honestly, I always figured dad would eventually admit he wasn't so much disappointed in me as jealous that I got to have the fun and he got stuck with the work. Hell, I even told him so. Guess I took it too far.

Now his eye-wateringly expensive lawyer is waving to deed telling me my entire inheritance – goddamn it, my entire income has been tied up in a watertight trust fund, handed over to an Administrator in charge of my "social rehabilitation".

Until I satisfy the Administrator that I’ve become a responsible, prudent member of society – "Until such time as this my son be worthy of my work" as that stupid document puts it - I haven't got a penny to my name.

No Administrator’s signature on the form? No money, no cushy job in the executive suite, no fun.

I can’t believe how unfair this all is. I can't believe Dad decided the best possible person to do this job would be you, of all people. As if he wasn't making my life difficult enough!

Still it's clear I can't fight this. Unless I want to actually work for a living like a complete nobody, I need your signature. Fast. And I can't imagine you'll make it easy to get...

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Hi! Still reading after all that? Awesome!

Longish setup, I know (and this is the short version...) In actual roleplay, I usually average about 2-3 paragraphs just to give a feel for my character's thoughts, or less for faster-paced dialogue scenes.

I’m Steve, a literate, English, submissive guy, hoping for some plot-and-character-driven play with a femdom twist somewhere in the range between mutually reluctant affection and superior mockery of my predicament.

I’ve been playing on DPP for a few years now but this is a new prompt for me: after years as a an arrogant, selfish playboy, I’ve just been cut off until such a time as you're willing to sign off on my being properly redeemed... meaning for as long as you want you have control of my whole fortune, and the leverage to make me jump through any hoops you want.

I'm assuming our characters probably don't like each other too much to begin with, and you see this is is great opportunity to teach me me lesson.

Over time I think we could grow much more romantically attracted to one another, but always with a strong thread of superiority on your part (or even growing cruelty as you realise how much I'm falling under your spell). So a reluctant romance in the traditional "hate is attraction in disguise" pattern.

I have a kinklist here, and my major limits are the usual "no scat or underage" ones, so I hope this can be fun for both of us!

I'd prefer a little chat before diving in, and a longer term RP, but I can play either on Reddit or by email, whichever you prefer.

Happy to discuss anything here if you like. Drop me a line any time as long as this prompt’s open :)

Steve.