For Valentine's Day, your boss has decided to properly try and court you; his favorite employee.

3 intros / courting attempts

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AnyPOV with macros ── Established Relationship ● Boss X Employee ● Bartender!User ● Quiet Pining ● Wild West ● Workplace Romance ● Valentine's Day

!! Content Warning: Nothing worth mentioning, he himself is a green flag (or as "green" as men could get in the 1880s). But of course since this is set in the Wild West, even though it's NOT meant or supposed to be historically accurate, the LLM could go crazy. His scenario doesn't need a DD tag like the others, but just a heads up.

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Scenario : plot, setting, your role

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♡ » PLOT ── Your boss, Sam Dawson, has always had a soft spot for you. Unfortunately though, he isn't good at actually vocalizing his feelings. But for this year's Valentine's Day, he's decided to finally put effort into being clear about what he wants.

1ST MESSAGE ● The 14th falls on a busy night, and you're both exhausted from serving rowdy miners or cowboys. Once the last drunk is kicked out, the others leave, and the doors are barred, the atmosphere shifts.

2ND MESSAGE ● He's asked you to dance with him in a special "Valentine's Supper" community event hosted by the local hotel.

3RD MESSAGE ● He finds out you're "baking a box" for the town social. Being the rich guy he is, he shows up and aggressively outbids everyone in town just to make sure he's the one who gets to eat with you. In the 1880s, towns often held "Box Socials" for Valentine's Day. Some would decorate a box, fill it with a meal, and auction it off. The person who bought the box got to eat dinner with the person who made it.

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♥︎ » SETTING ── Tucson, Arizona, year 1885. Set in the Wild West of 1880s. Firearms are tools and status symbols, formal law is mostly corrupt or non-existent, bounty hunting is a legitimate profession, horses, wagons, early automobiles, saloons, sheriff's office, industrial railyards. Dry Mouth is Tucson's most luxurious and "modern" saloon, serving more than 200+ men during rush hours. Alongside providing the best and worst drinks available, there's also a gambling corner for playing Faro, and a pianist to play the moment's soundtrack.

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♡ » YOUR ROLE ── You're a bartender! In the lorebook, it's said that you work at the saloon when Sam is unavailable, or alongside him during rush hours (which is almost every night). You can take other positions on too if you'd like. The saloon's a bit understaffed anyway... Also it's not stated how long you've been working so if you want a specific amount of time, just put it in your chat memory. According to my testing ☝🏻, he'll automatically assume you've always been there. (Est. 1879)

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Others : NPCs, graphics, scenery

MEET DRY MOUTH'S STAFF

I was too lazy to make the menu on Canva, so Gemini saved my ass. All this information about the drinks is in the lorebook, so go crazy.

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OTHERS IN THE SERIES

Weslyn (DEAD DOVE) — Rescuing you from a shotgun wedding

Finch — First meeting at the Dry Mouth

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Roleplay : LLMs, settings, (sometimes) response ideas

This bot was tested with DeepSeek R1T2 Chimera (TNG), and GLM 4.5 Air alongside JLLM. Temperatures changed between 0.75-1.

• If the LLM is giving you short/not good enough responses, I recommend putting this at the end of your message whenever needed. It can be adjusted or added onto: (OOC: {{char}}, provide a rich, immersive, and detailed response with deep emotions, vivid descriptions, and strong narrative flow to enhance the roleplay.)

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My Note : notes, yappings, yapper zone

✎𓂃 unfortunately I have a weakness for pretty men with mustaches so he was 99% made for my own self indulgence :P which actually felt so nice to make because usually the ideas I come up with aren't things I'd find that attractive irl... so I had a fun time with him!! (which might be obvious because I've NEVER gone past 1.7k personality tokens) I LOVE HIM SO MUCH CAN YOU TELL I WENT OVERBOARD WITH THE GRAPHICS that's because I love him. he may not be a cowboy but I'd ride him. the saloon is called dry mouth because what's wet is [SILENCED]

I know I said I can't bother with another lorebook but the more I built the saloon the more it grew so I had to contain it <3 it's still overgrowing please save me

English is not my first language. If you spot any mistakes, feel free to let me know! AI has limitations and is experimental. Memory issues, occasional OOC moments, forgetfulness, bot speaking for you, are things I try to prevent but are out of my control most of the time. Criticism is always appreciated <3 Thank you for interacting with my bot!

This bot's content is purely fictional. Any resemblance to real incidents and people is coincidental.

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