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[M/TF4A] Making The Babysitter An Offer They Can't Refuse [Feminisation] [Romance]
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clip-clop is a male or a trans female looking for anyone in Romance
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For full disclosure I'm M playing M/F/T. I hope that's not an issue for you! Here's my DPP Profile!, most of my old prompts are still up for discussion if they take your fancy more, and I'm up for discussing other prompts with similar themes to my own! All partners and characters sought should be 18 . If you see this prompt, it's probably still open, so feel free to send me a message!

While this writing sample is written as 4M, characters of any gender identity are welcome!


You pull up out the front of my house, the street dimly lit by the street-lamps above. Putting the car into neutral, the handbrake yanked into place, I wait for you to say your usual goodbyes. I prepare for your warm smile, for you to thank me for watching the youngsters this evening, and to say you'll ring me soon to let me know when you next want me to babysit. But instead you're silent. Turning towards you, I see you looking straight ahead, hands clutched to the steering wheel, knuckles white. There is something you want to say to me, something you've been wanting to say for a while, but it's one of the hardest things you've ever had to do.

I've been working for you for a few months now, an 18-year-old saving up a bit of money before I go to College. When you first met me you just thought I was a pleasant young man, the son of a family friend who you could trust to watch the kids while you were busy some evenings. But over time, your feelings have... changed. You're looked at my face, my features more feminine and sweet than most guys my age. You've seen my thighs and backside as I bend over, thicker and phatter than they have any right to be. And you've had fantasies. You've fantasised about dressing me up pretty, putting me in one of your wife's skimpy outfits that she doesn't wear any more. You've fantasised about cuddling up with me, holding me soft body close to you on the sofa. You've fantasised about getting me down on my knees, knelt between your legs, sucking your neglected cock. And you've fantasised about bending me over, fucking my ass, making me your woman. And as wrong as you know it is, you can't hold it back any longer.

'I... I have something I want to tell you,' you begin, words a little tentative, still unsure whether you actually want to commit to this, 'Over the past few months you've been a wonderful babysitter, and it's been a real pleasure to get to know you. But... but I see something more in you. See... someone pretty... someone beautiful... just bursting to get out. And I want to be the person to... to let that woman out. I... I want to be with you, I want you!'

'W-what?' I blurt out in response, face marked with shock, barely able to process my emotions, 'You... you fancy me?'

Quickly seeing the situation slipping away, not wanting to lose this chance, not wanting to lose me, you quickly reach into your pocket. You see me reaching for the car door, preparing to bolt. Opening your wallet, you produce four crisp bills.

'Two-hundred dollars,' you say, holding them towards me, 'Two-hundred dollars, and it's yours if you... if you dress up pretty for me. That's all I'm asking. No... no touching, nothing funny, just... just dress up for me...'

I stop in my tracks. Suddenly I'm filled with conflicting emotions. On the one hand I feel like I should just go, forget about this moment, never speak to you again. But on the other hand... two-hundred dollars is two-hundred dollars, and what's a bit of dressing up anyway? Opening my mouth, shock now replaced with nerves, I begin to speak.

'I... I could do that...'

Little do we know, this marks the beginning of a very profitable relationship. Profitable for me because this money won't be the last you give me for services provided. And profitable for you because once a price is agreed, the terms of service can always be renegotiated. And soon I'll find myself developing from your reluctant eye-candy, to your enthusiastic prostitute, to your loving new trophy wife.


Hey there, I hope you enjoyed my post! As the writing sample suggests, I would like to play out an RP where you, a rich and somewhat lonely person, pay me, your babysitter, a few hundred dollars to get girly for you. Over time your expectations from me will increase, and I will begin to embrace my new feminine identity, eventually becoming your happy and loving trophy wife.

I would like this to be a long-term and gradual RP. I will start off as reluctant, only continuing to work for you for the money, before slowly internalising and embracing my new role. You will grow closer to me, increasingly encouraging me to accept my identity as your lover. While our relationship would start as more transactional, it would become more earnest and romantic. I'm also expecting the sexual elements to slowly ramp up, building up from more innocuous acts to more explicit ones. At first it will just be dressing up, then perhaps dressing while you touch yourself, then up to handjobs and blowjobs, then sex (then perhaps sex with your friends, if you're into that sort of thing).

In a partner, I'm looking for someone who enjoys detailed and long-term RPs. I especially like partners who are able to express their character's internal thoughts and emotions.

My main kinks are romance, feminisation, incest, cumplay/bukkake/gokkun, D/s (with me as the s), outfits and lingerie, build-up, free use, taking orders, name calling (feel free to call me a slut or a whore, especially out-of-RP if you're so inclined ;) ) and group sex. My limits are u18s, excessive pain, non-con and skat/watersports. Not all these kinks need to be included in the RP, but this should give you a good overview of my likes and dislikes.

I try to respond at least once per day or two, although sometimes real life will get in the way. I write in the first person present, and generally try to write detail, liking around 3 paragraphs per response (although of course that fluctuates). In your response, I'd like you to include a little bit about the character you would like to play, your kinks, and how you imagine this RP developing. The more detail you can include the better, the first message is super important to me, and short or detail-lacking messages are a bit of a turn-off. I usually leave prompts up a little while before replying, so don't feel the need to rush your response. I'll try and reply to everyone, but short messages which don't give me much to work with probably won't get a response.

I look forward to seeing your responses!

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a male
or a trans female
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anyone
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4 years ago