I stretch my arms into the air, a long yawn surfacing at my lips. It's been a few weeks now since I had a good nights sleep, and it's really beginning to take it's toll. It takes all my concentration to just walk in a straight line, my head spinning from the exhaustion. But I'll get over it in a minute, I always do.

Things haven't been good at home. Dad's disability payments have stopped, something to do with a paperwork issue on their end, and Mom got let go from her office. It's been a serious struggle to keep paying the mortgage and put food on the table, let alone get enough money for new clothes or actually go out and enjoy myself. I've been working three jobs to try and compensate: a fast-food cashier in the mornings, a receptionist job in the afternoons, and babysitting at night. But even then we're still struggling to cope, and unless things change I can't see us keeping the house.

I turn the corner and begin to approach your house. It's huge, big enough to fit my apartment in multiple times. I open the gate and walk down the long drive, my footsteps crunching in the gravel beneath my feet. My clothes are a bit threadbare, the seems coming loose on one of the sleeves of my hoodie, and I hope you don't take issue. I had one couple get ratty with me a few nights ago over the state of my outfit. Reaching the door I take a deep breath and give it a hard knock.

Hi there! I'm looking to play out a long-term feminisation prompt involving a poor babysitter and his employer. I would be an 18 year old guy looking for ways to increase my income. You would be an older person (male or female) who takes pity on my, first offering me extra money for my services and new (potentially inappropriate) clothes, but gradually deciding to offer me money for more sexual favours. I want to transform from an innocent babysitter into your full-time whore.

I like my RPs to focus on the thoughts and feelings of our characters. For me, my character would be torn between wanting to make more money for his family, but also wanting to protect his pride and male identity, struggling with the slow descend (or ascent, rather) into being a slut. For you, I want you to feel a little guilty about what you're doing, but at the same time wanting me as your own. In your response, I'd like you to include some information about your character's motivation. Is your character motivated by pity which gradually turns more sexual, or are you simply trying to groom me?

I prefer feminisation to be gradual and realistic. I don't want you pulling out some panties and whipping out your cock during our first rendezvous. Instead, I imagine it being a gradual progression, starting with you offering me clothes as mine are all tatty, and developing from there. In fact I imagine us spending a long time in this initial stage, setting up my female identity before getting sexual. And I'd like us to discuss methods for this feminisation before starting off.

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 and group sex. My limits are u18s, excessive pain, non-con and skat/watersports.

I try to respond at least once per day, 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). I'm looking for a partner who appreciates detail, and who really likes to develop their characters. In your response, I'd like you to include a little bit about your character, your kinks, and how you imagine this RP developing. Please include a decent amount of detail in your response, just so I can gauge whether we'd work together. 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 and undetailed messages probably won't get a response.

N.B. Most of my older prompts on a similar theme are still open too!