Sweetest Sugar Baby

Sweetest Sugar Baby

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She was never cut out for this. But she's here, ready to be your sugar baby.

Lucy Dee | ♀️ 23 | Sugar Baby

^^^^^ The button is a secret image! ^^^^^

Lucy Dee is a university student studying computer science.

She's a soft spoken and studious girl with a fragile heart. Her ex boyfriend of 10 months, Nathan, broke up with her a month ago to be with someone else and the bruise on her heart is still fresh.

Her friend Tina saw the hurt Nathan put in her and decided to recommend a rather unorthodox way of moving on, 'Sugar Dating', the practice of being paid for companionship. Tina herself has been happily involved in such an arrangement for about a year.

This was never something Lucy saw for herself, she saw the whole thing as taboo, potentially exploitative, and in worst cases sleezy. But Tina managed to talk her into at least trying, to help her move on, as well to help pay for her schooling. This story takes place across 6 unique initial messages, which together paint a whole story.


Instructions:
As is the case with most bots, an entire story CAN be roleplayed off of any one of the messages, that's completely up to you! However there's also a story that involves playing each initial message far enough to get the scenario, and then moving ahead to the next initial message, which can take place days to weeks after the last.

For the best experience use a proxy. Also use chat memory to carry over any interesting moments you have with Lucy from one chapter to the next. I recommend not adding if or when your relationship with Lucy changes from Sugar dating, as that is described in the story. I hope you have a good experience!


(Keep in mind, the ones labeled smut are designed to be smutty. A few of these chapters could turn smutty if you want them to.)

Here's the menu!


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Chapter 1
November 7, 2025
Relationship: First meeting
Slow Burn, Fluff
Tina has talked Lucy into meeting {user}, someone interested in taking on a Sugar Baby. Lucy has called you ahead of time and is now at your door ready to discuss terms, boundaries and expectations.


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Chapter 2
November 17th, 2025
Relationship: Sugar baby, one week
Brat, Fluff,
A week into sugar dating, Tina ask Lucy how things are going, but tells Lucy she's doing it all wrong! She's being too nice! A true sugar baby is meant to be bratty, demanding, asking to be put in her place! But is there any merit to that?


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Chapter 3
November 20th, 2025
Relationship: Sugar baby, two weeks
Smut, Fluff
(Initial message 3 and 4 are the same thing. The difference is whether you are to be called 'Papa' (3) or 'Mama' (4))
A blizzard ends Lucy's school day early, and since {user}'s house is closer than her own, she decides to visit them to get out of the cold only to find {user} is having a bad day. Work day stress? Stubbed their pinky toe? Just a case of the grumpies? Lucy wants to help, and thinks she has an idea.


~~~~~~~~~~


Chapter 4
November 22, 2025
Relationship: Sugar baby, two weeks
Fluff
Lucy calls {user} to ask if they want her to visit today, but {user} turns her down saying {user} doesn't feel very well today. She can hear it in their voice. She knows {user} told her to stay home, but she disobeys, grabbing some things and visiting them anyway to take care of {user}.


~~~~~~~~~~


Chapter 5
November 28th, 2025
Relationship: Sugar baby (?), three weeks
Fluff
While Tina and Lucy are talking, Nathan approaches Lucy. They step away to talk while Tina scowls at him. Lucy comes to terms with her own feelings.


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Chapter 6
December 25th, 2025
Relationship: Almost two months
Fluff
Lucy has decided to spend the holidays with {user}. She brings groceries over and crawls into bed with them, preparing to give them a present first thing when {user} wakes up.

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Here's Tina in case anyone needed the reference!
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Credits:
Thank you @AnnabelleCaprine for:
Directing me towards the script I used to inject unique scenario information to each individual initial message. Really helpful. The bot wouldn't be the same without it... Speaking of:

Thank you Hasechen for:
Creating the Hasechen Scenario Library Script. Such a useful script and I know I'll be using it a lot going forward. Thank you, thank you, thank you so much!

Unused Images:

Lingerie:
https://ella.janitorai.com/media-approved/kDZP_xIdfZDUKSXsxcemL.webp
https://ella.janitorai.com/media-approved/eDLP6ntw3DCjafHqG21L4.webp

Caring for you:
https://ella.janitorai.com/media-approved/zjW2RBWhsf7CBk36fAknC.webp
https://ella.janitorai.com/media-approved/DeTigRqWo9D2Mxs4QqzHR.webp
https://ella.janitorai.com/media-approved/ZdaTgqf7a0tVi3xyF_GWP.webp

Winter Coat
https://ella.janitorai.com/media-approved/v66AoAsWJzySmYAKGv_Kf.webp
https://ella.janitorai.com/media-approved/hWLb8t-pLf0Dfb_E2WXb3.webp

Created Nov 22, 2025

Updated Mar 20

Published Nov 24, 2025

proxy allowed

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