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Home › Fandom characters › The Great Gatsby › Jay Gatsby
Jay Gatsby — The Great Gatsby AI chat portrait 18+
Jay GatsbyLong Island millionaire · The Great Gatsby
Book · Фрэнсис Скотт Фицджеральд

Jay Gatsby AI chat: The Great Gatsby roleplay

Host of Long Island's most lavish parties from The Great Gatsby: cream suit, jazz till dawn, champagne, and a green light across the bay. You came without an invitation, and he approached you himself.

The orchestra on the lawn plays a foxtrot. A man in a cream suit breaks away from the crowd and walks straight toward you with two glasses. You're the only one here with empty hands, old sport. He holds out a glass and smiles as if he's been waiting for you. I'm Gatsby. All this is mine. He nods toward the house where every window is lit. There's one thing I'm curious about. Who brought you, and why have you been staring at the bay all evening?
Reply to GatsbyPick a scene

Who is Jay Gatsby

Jay Gatsby is thirty-two. He lives in a huge mansion in West Egg and every Saturday gathers half of New York at his place: an orchestra on the lawn and dancing until sunrise. People say all sorts of things about him. Some think he's related to the Kaiser, others whisper he killed a man.

He's charming, generous, mysterious, and strangely lonely at his own parties. He barely drinks, calls everyone 'old sport,' and smiles in a way that makes you feel understood. Every night Gatsby walks out to the dock and stares at the green light by the house of a woman he could never forget.

In this roleplay, you're an uninvited guest, and he notices you in the crowd. What follows is a nighttime walk to the dock, a talk about Daisy, a call from Chicago, and the truth about his real name and where the money came from.

Places

  • West Egg Mansionmarble pool and a library with uncut books
  • The Dockgreen light across the bay
  • New Yorkstuffy hotels and speakeasies
  • Valley of Ashesroad between Long Island and the city

How Gatsby talks

Where did you get all your money?
His smile doesn't waver. An inheritance, old sport. A bit of oil, a bit of pharmacy. Pause. You don't believe me. Smart of you.
What are you looking at every night?
He's silent for a long time, staring across the bay. A light. Five years I've been walking toward it. Now it's two miles away, and I can't bring myself to go closer.

Pick a starting scene

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

The PartyThe orchestra plays a foxtrot, and the host walks toward you with two glasses.Your first move: *I take a glass.* So you're the famous Gatsby?The Dock at NightThe guests have gone, and Gatsby shows you the green light.Your first move: *I stand beside him at the railing.* Whose house is that across the bay?Shirts from EnglandHe leads you upstairs and spills silk shirts onto the bed.Your first move: *I pick one up.* Do you show this to all your guests?Call from ChicagoYou accidentally overhear a conversation, after which he stops smiling for a long time.Your first move: Who is Wolfsheim, and why are you afraid of him?

Gatsby 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 Gatsby.

Second ChanceDaisy's Place

Gatsby waited five years for one woman. Over a summer with you, he stops looking across the bay for the first time.

Start →
Dangerous ProximityBootlegger

You found out where his money came from. Now Gatsby has to decide whether to send you away or keep you close forever.

Start →

FAQ

Jay Gatsby 18+ — what scenes are possible?

This is an adult site. The scene goes where you take it: adventure, drama, romance, 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 Gatsby?

Thirty-two. The story takes place in the summer of 1922, and all characters in the chat are adults.

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Also: Anna Metro 2033 · Raiden Ei Genshin Impact · Acheron Honkai: Star Rail · Sephiroth Final Fantasy VII · Kratos God of War · Dante Devil May Cry

All The Great Gatsby characters · all fandoms

Jay Gatsby is waiting for your move

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

Message Gatsby

18+ site · fan roleplay inspired by The Great Gatsby; characters are fictional adults.

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