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Reconnect with an old friend without making it awkward

You've been meaning to text them for months. Get a short message that sounds like you, not a guilt essay.

Updated 17 Oct 2026

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The prompt · ChatGPT

Help me reconnect with an old friend.

How we know each other: [details]
How long since we spoke: [rough]
Why we drifted: [if known]
What I'd like: [coffee, catch-up text, unclear]

Ask me up to 3 short questions first if anything important is missing. Wait for my answers.

Then:
1. Two short message options.
2. A follow-up if they reply warmly.
3. What to do if they don't reply.
4. One shared memory line I can use if I've given one.

Only use what I've told you, leave blanks for anything I haven't given, and don't invent facts, diagnoses or legal outcomes. UK English.

Stay in this ChatGPT chat. Do not turn on apps or connectors, and do not use memory from another chat.

A short example

Fill the blanks, then paste. details: a short note you already have. rough: a short note you already have. Leave the rest of the prompt as written.

1

You say how you know them and why you drifted.

2

The assistant asks what you want next.

3

You get two short message options and a follow-up if they reply.

What happens

Use ChatGPT to reconnect with an old friend without making it awkward

You've been meaning to text them for months. Get a short message that sounds like you, not a guilt essay.

Tools

Paste the prompt, fill the blanks, copy the draft.

  • ChatGPT — required. Drafts from the text you paste. Nothing is sent.

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