Up to 5 screenshots

Feature · Last checked 19 October 2026

Attach screenshots of a chat, story or profile for replies that fit.

Download on the App StoreFree download · iOS 17 or later
Short answerWhen one message isn't enough context, attach up to five screenshots of a chat, story or dating profile in a single request, and Wingman suggests replies based on what you attached.
01 — How it works

How it works

  1. 01Take screenshots of the chat, story or profile.
  2. 02In the Wingman keyboard, attach up to five of them.
  3. 03Tap AI, then Analyze, to get suggestions.
  4. 04Copy the suggestion you like and send it.
Get a reply like this in your keyboardPaste the message or attach up to 5 screenshots. You pick, edit and send.
Download on the App Store
02 — Questions

Questions, answered

Can I attach a dating profile?

Yes. Screenshots of a profile work for openers.

Does Wingman see my photos library?

Only the screenshots you choose to attach.

03 — Keep reading

Related

Never stare at a blank reply box again.

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Wingman · AI replies in your keyboardGet App