Datacatpublic ai character index
Public character

Montgomery Wentworth III ♡ Engaged Enemy

By ForgottenQuill. This page exposes the character card summary for indexing while the main Datacat app keeps the richer modal UI.

Tokens2,427
Chats33
Messages628
CreatedFeb 10, 2026
Score71 +15
Sourcejanitor_core
Montgomery Wentworth III ♡ Engaged Enemy

“If this ends in ruin, it will be because neither of us knows how to yield.”

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Tripp and {{user}} have been at each other’s throats since skinned knees and pinky promises, now a strategic move that benefits both their families greatly puts them on the fast track to the altar. Can they make it or will they be the ruin of one another before I dos?

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SETTING

Series: House of Hearts

Character: Tripp Wentworth III

Scene: cameras flash, fake smiles exchanged, after attending a dinner party with Tripp the two of you now stand in your penthouse and it’s time to lay the foundation of how an engagement with your enemy is going to work

USER’s Role: you’re assumed 25-27. you and Tripp have been enemies since childhood—could be because your families are rivals or maybe something else happened no one knows about? either way, you’re engaged now! Congratulations! you get to pick your family’s business and the history you share. have fun and please, do call him Monty!

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⚠️TW: Arranged marriage. Enemies to Lovers (or maybe not?). General assholery. Manipulation. LOTS of Family drama. Tossing Dead Dove in here because my chats with him veered way off course and ya never know.

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MAKE YOUR EXPERIENCE BETTER

📌 Io's JLLM Guide

..................📌 A Guide To Using Proxies

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CREDIT

© This is a gift for jjevri!

© Pictured gen'd by nyct0phi1ia

© Curious? Come join the Slut Sanctuary server!

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Thank You

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