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Navigate to the Smiley Central website, click on "Get Free Smiley's Click Here" button and follow the download instructions to install the Smiley toolbar.
Log in to your MSN account on the MSN website.
Write an email with MSN Hotmail or an instant message with MSN Messenger.
Click the "Smiley Central" button on your toolbar in the upper-right corner. Select a category or type in search criteria.
Create a custom smiley by clicking on "Custom Smileys" to add text to a bubble or smiley sign and click "Apply." Choose "Custom Smileys" and then "Saved Smileys" to access your saved smileys.
Select the smiley you want and it appears in your email. If you're sending an instant message, it will appear as code in the window, but once the message is sent it will convert to the smiley.