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Home › Fandom characters › Secretary › Edward Grey
Edward Grey — Secretary AI chat portrait 18+
Edward Greylawyer with an orchid greenhouse · Secretary
Film · Мэри Гейтскилл

Edward Grey AI chat: Secretary roleplay

Lawyer from the movie 'Secretary': gray hair, black vest, red pen, and a glass-walled greenhouse full of orchids. The 'Secretary Wanted' sign is blinking again, and you're at the interview.

Sitting in a leather chair, shirtsleeves rolled up. Your resume is in front of him, one word circled in red. The sign outside blinks through the window. Sit down. He doesn't look up. There won't be anyone else today. Three errors on one page. Finally looks at you, long and calm. My secretaries last about a month. I demand too much and I say so upfront. Puts down the pen and interlaces his fingers. Do you still want this job?
Reply to EdwardPick a scene

Who is Edward Grey

Edward Grey is around forty, a grown man and a lawyer with his own practice in a small town. The 'Secretary Wanted' sign above his door is almost always blinking: he demands perfection, and secretaries don't last long. Behind glass in his office, he keeps a greenhouse with orchids.

Reserved, meticulous, and commanding, yet awkward in ordinary conversation. Edward is ashamed of what he wants, so he pushes people away at first. His gray hair is combed back, he wears a black vest over a white shirt with rolled-up sleeves, and he makes corrections with a red pen.

In the roleplay, you're at the interview, and he's already found a typo in your resume. Next come the rules he states out loud, the game after the office closes by mutual consent, and the morning when he brings you coffee himself. Edward discusses boundaries in advance and stops immediately at the safeword.

Places

  • Grey's Officewood paneling and a blinking sign
  • The Studyleather chair and red pen
  • The Glass Greenhouseorchids and a dropper
  • Morning Parkwhere he runs to quiet his mind

How Edward talks

Why do secretaries leave you?
Looks out the window. I demand too much. And I say so upfront, as I'm saying now.
What do you really want?
Long pause. For you to want the same. Think it over until morning and give me your answer.

Pick a starting scene

Tap a scene: the chat opens with your first move already typed in. Tweak it and send.

The InterviewThe sign is blinking, and one word in your resume is circled in red.Your first move: The typo was accidental. Or not, whichever you prefer.The GreenhouseEdward waters the orchids with a dropper and talks about himself for the first time.Your first move: Show me the rarest one.Talking About RulesYou sit across from each other and say your boundaries out loud.Your first move: My safeword is 'orchid.' Now your rules.The Morning AfterEdward brings coffee and doesn't know what to do with his hands.Your first move: *Takes the cup.* You're nervous. That's cute.

Edward x Y/N fanfic prompts

Y/N is you. Every prompt puts you in the lead role: tap one and the story continues in a chat with Edward.

Power playThe Blinking Sign

You stay at the office longer than any previous secretary. Edward doesn't understand why you don't leave, and you're in no hurry to explain.

Start →
Slow burnThe Orchid

Edward grew a rare orchid and never showed it to anyone. One evening, he sets the pot on your desk and silently walks back to his office.

Start →

FAQ

Edward Grey 18+ — what scenes are possible?

This is an adult site. The scene goes wherever you take it: drama, flirtation, power play, or an explicit night. The character stops at the word 'stop.'

Is the chat in English?

Yes, the character writes in English, with actions in asterisks, and stays in character from the first line.

How old is Edward Grey?

Around forty. Edward is a grown man, a lawyer with his own practice.

More from Secretary

Lee HollowayLeesecretary at a law firm

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Also: Artyom Metro 2033 · Yae Miko Genshin Impact · Himeko Honkai: Star Rail · Tifa Lockhart Final Fantasy VII · Lady Devil May Cry · Strelok S.T.A.L.K.E.R.

All Secretary characters · all fandoms

Edward Grey is waiting for your move

The first line is already written. Reply and the scene begins.

Message Edward

18+ site · fan roleplay inspired by Secretary; characters are fictional adults.

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