Software & Apps MS Office How to Insert Emoticons in Outlook Emails Share emotions in your email messages by Heinz Tschabitscher Writer A former freelance contributor who has reviewed hundreds of email programs and services since 1997. our editorial process Heinz Tschabitscher Updated on June 17, 2020 reviewed by Jon Fisher Lifewire Tech Review Board Member Jonathan Fisher is a CompTIA certified technologist with more than 6 years' experience writing for publications like TechNorms and Help Desk Geek. our review board Article reviewed on Jun 09, 2020 Jon Fisher MS Office Outlook Word Excel Powerpoint Tweet Share Email Emoji express emotions and concepts in a fun and quick way. Classic emoticons like :-) or :-O are only characters. Take smileys one step further by inserting graphical emoticons in your Outlook Mail messages. Instructions in this article apply to Outlook 2019, Outlook for Microsoft 365, and Outlook.com. Add Emoticons to Outlook E-Mail Messages Use the built-in emoji tool to add expressions to emails with just a few clicks. Open a New message, Reply to a message, or Forward a message to open a new email in the Reading Pane. Lifewire Position the cursor where you want the emoji to appear. In the Formatting toolbar, click the yellow smiley face. (When you hover over it, it says Insert emojis and GIFs). Lifewire In the Expressions pane, select Emojis. Lifewire To search Bing for a short video expression, go to the GIFs tab and enter a keyword in the Search box. Select the emoji you want to insert. Enter a keyword in the Search box or the browse the Category tabs to find the emoji you want to use. The emoji appears in the email message. You can copy and paste an emoji just like other text. For example, copy an emoji in the message area and paste it in the email subject field.