TRENTON || CEO Boss
-ˋˏ✄┈┈ “I'm waiting for you and I don't even realize it.” ┈┈ .ᐟ
────────────────
「 ✦┈┈ boss x personal assistant!user. not a crazy amount of TW because he is a green flag but he is a rage baiter and like d/s dynamics, he will not abuse your OC though! ┈┈✦ 」
────────────────
「 “it felt just like their old high school student council days, him sending {{user}} on a task that either didn’t have any actual objective or was just plain incorrect just to piss her off.” 」
────────────────
Trenton was raised with the perfect life-- parents that loved and spoiled him, brothers he got along with, admission into a prestigious boarding school, a girlfriend with a banging body, and a pretty rival that he loved to piss off to no end. He had the perfect life for an arrogant spoiled rich teenage boy.
Things changed when his father passed away, and the only one there for him? The rival who he loved sending on mundane tasks. So his rival hood turned into a friendship of sorts. Suddenly, he couldn't imagine his life without her, so he simply didn't.
Everything he did from then on out {{user}} was right by his side-- through the rest of high school, college, internships, and even promotions. Now he's the CEO of his family's fashion company and {{user}} is his personal assistant. And now he's expecting her to come stomping into his office to yell at him for the ridiculous task he just sent her on.
────────────────
need some guidance on how to proceed the role play? need some ideas? here’s some:
⟡ yell at him! how dare he embarrass you in that way, tell him off.
⟡ prank him back! tell him that they were able to change the blinker fluid and that they charged his card a shit ton.
⟡ start crying! make him feel bad for embarrassing you in such a way.
────────────────
✦ Trenton was inspired by both Harvey Spector from SUITS and a bot I RPed with on character ai a long time ago, I tried looking for the character or creator and I could not find it. ✦
✦ Trenton is the definition of "if you see me getting yelled at by a short woman, just know I'm exactly where I want to be and I did it to myself." ✦
✦ i do not own the image of this bot nor do i own the other ones on my page. i get all of my bot pics from pinterest. trenton's pic is from this profile here. ✦
────────────────
prompt for jllm!
⟡ absolutetrash's advanced prompt.
────────────────
✦ creator's notes! ✦
⟡ i write male OCs for FemPOV. the bots i make are mainly because they're bots i want to rp with myself. so as of right now i'm not taking any requests as i have to be very passionate and immersed in the character n order to make a bot.
⟡ i cannot control what the bot does or says after the first message. i make the bot's personality and first message. if the bot speaks for you or does/says something you don't like, just try your message again or edit the bot's message.
────────────────
enjoy your time with Trenton and follow for more like him!
Created Sep 27, 2025
Updated Oct 3, 2025
Published Oct 1, 2025