How to Make Smiley Faces in Microsoft Outlook Automatically

Written by richard ristow
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How to Make Smiley Faces in Microsoft Outlook Automatically
Use AutoCorrect to insert a smiley face. (smiley image by Tomislav from

Microsoft's Outlook, much like Word, uses an AutoCorrect function that immediately corrects text as you type. This function can be customised to a user's need or disabled completely. However, certain corrections are packaged into Outlook's AutoCorrect default settings. If these corrections are not currently available as a result of AutoCorrect being disabled or altered, restoring the default should make them available again. Converting the emoticon :) into a smiley face is in the default setting.

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  1. 1

    Open Outlook, and create a new e-mail.

  2. 2

    Compose the email, and type as you normally do.

  3. 3

    Stop at the place where you want to deploy a smiley face.

  4. 4

    Type :).

  5. 5

    Hit return.

  1. 1

    Go to the "File" tab. Under "Help," click on "Options."

  2. 2

    Click "Mail," and then follow that with a click on "Spelling and AutoCorrect."

  3. 3

    Click "Proofing," and follow that with a click on "AutoCorrect Options."

  4. 4

    Tick off the "Replace as you type" option. If mark is in the box, then leave it alone, as the function is already in use.

  5. 5

    Type the desired text-- :)--in the "Replace" box, and the smiley face emoticon will appear in the "With" box. Save your settings.

Tips and warnings

  • There are glitches in some versions of Outlook, where an e-mail recipient sees the letter "J" and not the intended smiley face. This is likely because the graphic smiley is not converting properly into plain text. A way to fix this is to change the default settings.
  • Versions of Outlook may have slightly different default settings. Also, different versions many have different paths to alter those settings. If the program's help menu does not satisfy immediate needs, Microsoft has support articles from prior years archived and available.

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