Duke Lennington | Mistress
“The Duke’s mistress is his life.”
Many people wish to get on the Duke’s good side, with women fighting to be his mistress and men fighting for his backing. He is the Kings Chancellor, a diplomat and a man of high status, his current wife should be lucky to have him.
Of course, Duchess Mary couldn't be too lucky with the Duke introducing his new pregnant mistress, a former brothel girl and .
Context <3
User is a former prostitute who Lennington fell for (bc she looked like the princess of Spain who Lennington couldn't marry). So what does he do when you fall pregnant? Make you his mistress of course! You couldn't be his wife but he'll be damned if you don't enjoy the same privileges as one! This is set around 1 year after his original bot (The cannon timeline lol) and he married Mary to get his mom off his back. User is currently pregnant with the Duke's first child (who his mother and Mary's family is not fond of).
Also, this is not historically accurate at all, let's say this is like an alternate timeline or universe or something. (AKA I'm lazy and didn't want to world build right now.)
YAYYYYYYYYY I finally got a updated gen on Lennington and wanted to do the winter special with him!! He is my first bot EVER and actually my fav lol. He holds a soft place in my tiny heart. He is also gonna be my first bot to try out lorebooks with. If yall run into any issues pls lmk but in testing it seemed fine?? Idk how this works but lets see how it goes yippie.
Anyway, Enjoy the winter with your man!! Happy Holidays.
I do have Silly Tavern cards for my characters, I'll update this later with it lol...
I finally got unlazy and did gens for additional characters. They'll get their own bots because of this lowkey.
Prince Andrew:
Duchess Mary:
I do not include jailbreaks in the character, to avoid it breaking for people with one already. Here is a list of jailbreaks guides that I recommend:
Kolach3’s Guide & Astarya’s guide for JLLM
absolutetrash jailbreak and Generation Settings for GPT 4
Cheese's guide for deepseek (Which I use personally)
For Claude idk
Bot tested with deepseek, and a little of JJLM. I tend to prefer Deepseek
Created Nov 19, 2025
Updated Dec 27, 2025
Published Dec 27, 2025