SmilingMail - Version 1.0 SmilingMail is a funny e-mail tool. Using this software, you can insert more than 700 smiley faces into emails you are sending. All you have to do is click a smiley to insert it to your opened email window. You can say "goodbye" to drab and vapid text e-mails now. SmilingMail works with Outlook, Outlook Express and IncrediMail.