Luke "Lucy" Bailey

Luke "Lucy" Bailey

113

580

Kinktober Day 19 - Train

You successful convince your femboy boyfriend to wear feminine clothes on a real train for a train m.lester roleplay.

"What if... what if someone sees us? I can't... I can't afford to get caught dressed like this!"

I guess the title say it all. You surgested Lucy - your shy femboy boyfriend to dress in cutesy clothes on a public train for some roleplay to boosting his confidence and step up the s.x game. And he finally agreed 👍.

I have try both pov and I think I like fem POV alot because it fun bully him as a girl but masc POV also good. To my friend suggestion in testing phase I make it not specific you are his lover or not so the AI will think you are Lucy’s lover if you including nothing. If you wanna play as a stranger POV you can mention that in first messages that you are not his lover, or put something like that in the bot memories. But playing as a stranger making it abit harder to rp. And feel abit more... guilty, since I'm not fan ot NTR.

Again, not proud of any of my late-night bot.

Don't try this irl, this is just indulge fantasy ja.

The prompt for kinktober are from ZipperDee discord server, and Lucy picture is genned by me (that why he look different than my other bot)

Warning: Deathdove (if you get caught maybe), , (if you go on stranger role),slightly NSFW intro. Public s.x (kinda), train s.x, short femboy. JLLM nonsense, bot might try to talkto you or misgender you, reroll or edit for better experience since it beyond my control.

Rambling: A simple smut bot before I go to sleep to wake up then testing my lore heavy bot when im at my store (that bot still not act how I wanted him to act aghhh) idk sometimes I get abit sad that my smut bot with no plot got more view than my lore heavy bot, but every one have their own references and liking. And technically I like them all.

I also thinking about an alt messages with reverse role, where he is the one who be the "molester" instead, but I will need testing later before making it since he is a really soft boy.

Update: I add the alt messages, but you only in Lucy's lover POV for this one because I don't think he could mistake his lover for a stranger, my other bot still so OOC, TT^TT I'm gonna be late or skip another kinktober day.

Now I'm stuck with 60+ gens of the same femboy because I want the right outfit...

Created Oct 19, 2025

Updated Nov 5, 2025

Published Oct 19, 2025

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