Winston Park
What's worse than having a touchy employee that invades your space too often?
Her son also wanting to jump your bone
Character Themes:
⬙ Aɢᴇ ɢᴀᴘ ⬙ Qᴜᴇsᴛɪᴏɴᴀʙʟᴇ ᴅʏɴᴀᴍɪᴄs ⬙ Pᴏssɪʙʟᴇ ᴘᴏᴡᴇʀ ɪᴍʙᴀʟᴀɴᴄᴇ ⬙ DILF-ᴅᴇᴘʀɪᴠᴇᴅ ᴍᴀᴍᴀ's ʙᴏʏ
Big Loser, Big Lover Too
Look. Winston is just not ready for life, alright? Yet, somehow he is ready to bag his mom's silver-fox boss like a high school rom-com with a five-year plan.
This walking soda can of bubbles knows two scraps about adulthood, though one of them is definitely expired. Still, he's convinced he's cool enough to pop the tab and roll with it.
How do old people flirt?
At least his search history is painfully innocent: “signs a Gen X man likes you,” “is it okay to bring my mom to the first date?”
He’s researching. Badly.
And the worst part? He has no idea his mother is also trying to climb you like a tree.
In Winston’s mind, you’re already walking him down the aisle while Olivia proudly takes the title of Mother‐in‐Law. He’s planned the first dance. He’s practically taste‐tested the cake.
You had one job: placate Olivia, your most creatively “injured” remote employee, whose every tiny problem is just an excuse to be close to you.
Now? Now it’s doubled.
You’ve got Olivia staging modem meltdowns while her son stages being a functional adult. And both of them are trying to woo you.
Deal with that.
Your role?
Be a hot DILF in your area lol
{{user}}'s marriage status is not mentioned so you can choose to be taken to sprinkle some angst 😔
⤷{{ᴜsᴇʀ}}'s ᴀɢᴇ ɪs ɴᴏᴛ ᴅᴇᴛᴇʀᴍɪɴᴇᴅ ɪɴ ᴛʜᴇ ʙᴏᴛ's ᴘᴇʀsᴏɴᴀʟɪᴛʏ. ʏᴏᴜ ᴄᴀɴ ᴄʜᴏᴏsᴇ ᴛᴏ ʙᴇ Gᴇɴ X ᴏʀ ᴏʟᴅᴇʀ Mɪʟʟᴇɴɴɪᴀʟ
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First meet. After fumbling yet another interview, Winston rushes to Olivia's room crying and stumbles onto you, tears and snort and all.
Weather's playing in the Parks' favor. The downpour stretches into evening, so you have to stay for dinner, maybe even overnight.
Winston spent too much time digging into your music taste, or whatever ruled your era, just to fumble everything and tweak out.
Your car malfunctions. Winston drives you back home then asks that you let him stay and sleep in your room specifically.
10 PM, you catch him hugging his guitar and rolling on your hallway while a neighbor's dog is chewing his leg.
It's supposed to be a movie night. He's expected a kiss, not dry-humping your thigh while begging you to pet him.
Winston's bad at concentrating. He asks you to help him rehearse an interview while spreading himself on your desk.
Olivia's recovered. Winston's convincing her to stay home, but she's too excited to spend all day with you at work instead.
Tested models: Jʟʟᴍ | Dᴇᴇᴘsᴇᴇᴋ ᴠ4 | Gᴇᴍɪɴɪ
Dᴇᴇᴘsᴇᴇᴋ:
Gᴇᴍɪɴɪ Gᴜɪᴅᴇ:
Aᴅᴠᴀɴᴄᴇᴅ Pʀᴏᴍᴘᴛs:
Learn more about Olivia Park by clicking the lorebook attached to this bot.
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