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How to add colorful emoticons icons and smiley faces in outlook

This might be a touchy subject for fanatic or business level Outlook users but I wanted to ask this anyway.

I know that Outlook supports emoticons as when I type :-) Outlook converts it to and it also does this for :-( and :-|. However, these are of course very old fashioned looking and quite limiting in choice.

I could insert an image each time, but an autoconvert feature such as in Skype would be better.

Anyway, how can I improve Outlook’s emoticon support?

This is indeed a touchy subject for some core Outlook users but also quite a common request from the more casual Outlook users or home users who are familiar with emoji in other apps and on webpages.

While Outlook 2016 and later does offer full support for full color emoji, how to insert them may not be that obvious and you may want to customize some as well.

Even though Outlook 2013 and previous don’t offer native support for colorful smileys, it is easy to set this up via AutoCorrect. This way, smileys will directly convert from their textual counterpart into an icon of your choice.

In fact, the built-in conversion of :-) to is also done via AutoCorrect.

Outlook 2016, 2019 and as part of Office 365

When you are using Outlook 2016, 2019 or as part of an Office 365 subscription, then Outlook supports over a 1000 colorful emoji when being used on Windows 10 or Windows 8.

When using Outlook on Windows 10, a quick way to insert them is via the Emoji Panel. This panel can be brought up by using one of the following keyboard shortcuts;

  • Windows logo key + ;
  • Windows logo key + .

Once the Emoji Panel is open, you can either type a description to search for the emoji or browse for the emoji in the panel.

How to add colorful emoticons icons and smiley faces in outlook
Emoji Panel on Windows 10.

AutoCorrect shortcodes also exist in Outlook for the emoji shown below. In the next section, it is explained how you can create shortcode mappings of your own to quickly insert your favorite emoji, or when you want to use other emoji pictures. Using emoji images of your own can also prevent them from being received in black and white or as empty squares on some Windows 7 computers.

Colorful emoji support in Outlook.

Adding new smileys, icons and logos to AutoCorrect (all Outlook versions)

In the example below I’ve used an emoticon from the Skype webpage.

  1. Create a new message.
  2. Insert the image or symbol of choice either from disk, the web or from a symbol font such as Wingdings. (See the bottom of this guide for more info on this.)
  3. Select the inserted image or symbol.
  4. Open the AutoCorrect options dialog;
    • Outlook 2007
      Office logo at the top left corner-> Editor Options-> Proofing-> button AutoCorrect Options…
    • Outlook 2010 / 2013 / 2016 / 2019 / Office 365
      File-> Options-> Mail-> button: Spelling and Autocorrect…-> button: AutoCorrect Options…
  5. Select the AutoCorrect tab.
  6. Type your characters that should convert into this image in the “Replace” field.
    For instance :-) or :-P.
  7. Verify that the “With” option is set to “Formatted text”. You may not see your image in the box below it (this is a small bug in Outlook).
  8. Click the button Add or Replace (in case the entry already exists).
  9. In the list below, you’ll now see an entry for your typed characters. The asterisk (*) indicates that it will be replaced with an image.
  10. Press OK until you’ve returned to your message.

After you’ve configured the emoticon, the next time that you want to insert it, simply type your emoticon in characters and it will be replaced with your image (you might need to press the Spacebar or ENTER afterwards for it to actually convert).

Via AutoCorrect you can replace Outlook’s dull emoticons will colorful new ones and add new ones of your own as well. (Due to a bug in Outlook/Word the image may not always show in the AutoCorrect dialog.)

Note 1: Outlook doesn’t offer support for animated gifs, but if the message is received by a mail client which does, the gif image will still animate. For more info see; Making gifs animate.

Note 2: If AutoCorrect is not available for you see Automatic spell check and Autocorrect not working.

Easy access to AutoCorrect options

When setting up your emoticons, quicker access to the AutoCorrect options dialog might be handy.

For this you can add the AutoCorrect command to the Quick Access Toolbar (QAT).

Adding the AutoCorrect Options button to the QAT can significantly speed up the configuration of custom emoticons.

Backup your AutoCorrect entries

Once you’ve configured your custom emoticons, you might want to create a backup of them. To do this, make a copy of your normalemail.dotm file when Outlook is closed.

You can find the file here;

  • C:Users%username%AppDataRoamingMicrosoftTemplates

Note: For more locations and files in which Outlook stores its data and settings see the guide; Files and Settings guide for Outlook.

Sometimes, inserting smiley face can directly express your emotion in an email message. For how to insert smiley face in Outlook email message, please follow the below tutorial.

  • Insert smiley faces with hotkeys in Outlook emails
  • Insert smiley face in Outlook email message with Symbol
  • Insert smiley face in Outlook email message with typing specific texts/numbers
  • Save smiley faces as AutoText and reuse them at any time with one click

Insert smiley faces with hotkeys in Outlook emails

When composing new email or replying/forwarding emails in Outlook, you can insert smiley faces in the message body and subject line quickly with hotkeys.

(1) Place the cursor where you will insert a smile face, and press Win + ; (semicolon) keys simultaneously to open the Emojis menu, (2) click to insert any emoji you want to insert, and then (3) close the menu. See screenshot:
How to add colorful emoticons icons and smiley faces in outlook

Save smiley faces as Outlook AutoText entries for easily reusing with only one click in future

Normally we insert the smiley faces by Insert > Symbol. But, if you have Kutools for Outlook installed, you can save the inserted smiley faces as Outlook AutoText entries, therefore you can reuse these smiley faces with only one click in other email messages quickly. 60-Day Free Trial Now! Buy Now!
How to add colorful emoticons icons and smiley faces in outlook

Insert smiley face in Outlook email message with Symbol

1. In the composing email message window, please go to the Insert tab, and then click Symbol > More Symbols. See screenshot:
How to add colorful emoticons icons and smiley faces in outlook

2. In the Symbol dialog box, click Symbols tab, then select Wingdings in the Font drop-down list, and then choose the smiley face you need. Finally click Insert button to insert the selected smiley face to the email body where your cursor places on.
How to add colorful emoticons icons and smiley faces in outlook

3. When finish inserting smiley face, please click the Close button to close the Symbol dialog box.

Insert smiley face in Outlook email message with typing specific texts/numbers

Besides the above method of inserting smiley face in Outlook email message, you can insert smiley face with typing some specific marks after configuring these marks as the smiley face while inserting. Please do as follows.

1. In the new created Message window, please click Insert > Symbol > More Symbols.
How to add colorful emoticons icons and smiley faces in outlook

2. In the Symbol dialog box, please click AutoCorrect button. See screenshot:
How to add colorful emoticons icons and smiley faces in outlook

3. In the AutoCorrect in Email dialog box, and under AutoCorrect tab, you need to:
1). Scroll down the scroll bar to select a smiley face;
2). In the Replace textbox, please replace the 🙂 with the texts or numbers you want to mark as this certain smiley face in the future. In this case, I replace the 🙂 with number “001”;
3). Click Add button.
4). Click OK button.
How to add colorful emoticons icons and smiley faces in outlook

4. When it returns to the Symbol dialog box, please click Close button.
From now on, when you type the number “001” with a Space or Enter key in the email body, it will turn to the corresponding smiley face automatically.

Save smiley faces as AutoText and reuse them at any time with one click

If you have customized many numbers for special marks with above method, you may forget the exact number for a certain mark/smiley face. Therefore, here we introduce Kutools for Excel’s AutoText utility to display and list all smiley faces in a pane, and enable you to reuse them at any time in any message with only one time.

Kutools for Outlook: Add more than 100 handy tools for Outlook, free to try with no limitation in 60 days. Read More Free Trial Now

1. In a message window, select the smiley face, and click the Add button in the Auto Text pane.
How to add colorful emoticons icons and smiley faces in outlook

2. In the opening Auto Text dialog box, type a name for the smiley face, specify a category, and click the OK button. See below screen shot:
How to add colorful emoticons icons and smiley faces in outlook

3. Now you will see the selected smiley face is added and list in the Auto Text pane.
How to add colorful emoticons icons and smiley faces in outlook

Just click the Insert button besides the smiley face, the smiley face will be added into current message at once.

Kutools for Outlook: Add more than 100 handy tools for Outlook, free to try with no limitation in 60 days. Read More Free Trial Now

Demo: Save smiley faces as AutoText and reuse them at any time with one click

Tip: In this Video, Kutools tab is added by Kutools for Outlook . If you need it, please click here to have a 60-day free trial without limitation!

Think about a Smiley faces in Outlook email, its splendid Outlook users and might be renounce interesting for professional users. Usually users type the emoticons and Outlook automatically converts it to predefined smiley face. As Outlook doesn’t permit native support for colorful and custom smileys, it is easy to set it through Auto correct feature.

Configuring colorful and custom smiley face in Outlook through Auto correct feature is really easy. This feature improves the design of mail by making it eye-catchy. In Outlook default smiley can be replaced or changed by Auto correct feature.

See the Screenshots

Add new smiley logos or icons in Outlook

If due to any reason you were not able to recover the navigation pane configuration file, and then try to delete the XML file that stores the navigation pane settings.

  • Start “Outlook” and Click on “File” tab.
  • Select “New” and After that “Mail Message”.

How to add colorful emoticons icons and smiley faces in outlook

  • “Insert image or symbol” of your choice either from “disk or from web”.
  • Click on “Insert” and then “Picture”.

How to add colorful emoticons icons and smiley faces in outlook

  • Select the “Inserted Image” or “Symbol”.

How to add colorful emoticons icons and smiley faces in outlook

  • Click on “Office logo” at the top “left hand corner”.
  • Then click on “Editor Options”.

How to add colorful emoticons icons and smiley faces in outlook

  • Now a new window open at your screen “select Proofing Option” available at the left hand corner.
  • And after that click on “Auto Correct Options”.

How to add colorful emoticons icons and smiley faces in outlook

  • “Select Auto correct” tab type your characters that should “convert into image” in Replace field suppose take a.

How to add colorful emoticons icons and smiley faces in outlook

  • Verify that the With Option is set to “Formatted text otherwise” you may not see the image in box below it.
  • Click on “Add or Replace” button.
  • In the list below, you’ll now see an entry for your typed characters. The asterisk (*) indicates that it will be replaced with an image.
  • Press “Ok”.

How to add colorful emoticons icons and smiley faces in outlook

  • Write “body text” to your message then “write and press enter”.
  • You will get the smiley which you want.

How to add colorful emoticons icons and smiley faces in outlook

Easy Access to Auto Correct Options

When setting up smiley, quicker access to Auto Correct Options in Outlook 2007 and 2010 might be handy. For this add command to Quick Access Toolbar.

How to add colorful emoticons icons and smiley faces in outlook

With the increasing popularity of messengers, emojis are now widely used to add emotional tint in the exchange of messages. They have even found their place in email communication, both business and personal. No wonder such a widely used email client, Microsoft Outlook, has been updated to support colorful emojis fully.

People who are accustomed to using typed smiley faces have already noticed that they are automatically converted into Outlook emoticons. If you are wondering how to add emojis to Outlook, there is a piece of good news. They are automatically added to Outlook through the updates of Windows software. Therefore, check if your software has been updated to the most recent version of Windows and begin using emojis in Outlook.

Which Emoticons for Outlook Are Supported

Unicode 12.0 is a set of standard characters that contains more than a thousand of colorful emojis. Recent versions of Windows 10 support almost all of them. Therefore, Microsoft Outlook emoticons will be unusual if you use one of the latest Windows versions (1903, 1909, and 2004), as well as have MS Outlook 2016, 2019, or Outlook as the part of Office 365 package. Also, Windows 8.1 partially supports colored emojis.

If you are a user of previous versions of Windows or MS Outlook, you can still use emoticons. However, they will be black and white on your screen and colorful on the screen of the recipient if their software is more up-to-date. So, emoji for Outlook 2013 are different from those of the later versions of the email client.

There is also an important exception for emoji in Outlook 2016. The Volume License installations for the 2016 version of Outlook do not support colored emoticons. So, if you have got an Outlook 2016 MSI-based installation, your screen will display black and white counterparts.

How to Insert Emoji in Outlook Emails

The first and simplest way to add emojis in Outlook emails is to type their character version. At the same time, MS Outlook will automatically convert them into colorful or black and white counterparts. However, a regular user hardly knows more than 5-7 character versions. That is why here are the two possible methods.

1. Method for Users of Windows 10

To insert emojis in Outlook, users of Windows 10 should open the Emoji Panel with the help of one of the Outlook emoji shortcuts:

  • Windows logo key + ;
    or
  • Windows logo key + . (period)

One of these combinations will open the panel with emojis. To find the one you want, you can continue typing the character version or simply scroll through the available MS Outlook emoticons on the Windows 10 Panel.

How to add colorful emoticons icons and smiley faces in outlook

2. Method for Outlook 2019 Users

  1. Start composing new message;
  2. Select Insert menu and choose Icons item;
  3. Click Faces group and choose one or several emojis;
  4. Click Insert button and emojis will be inserted into the email.

3. Method for All Versions of Windows

Another way to insert emoticons in Outlook emails is to use the Symbol command:

  • Begin composing your email (or replying/forwarding) and click on the Insert tab;
  • On the right, there is a Symbol button, click it ➨ press on More symbols…;
  • In the window that will appear, set the font to Segoe UI Emoji and scroll down to find emojis to be inserted in the email.

How to add colorful emoticons icons and smiley faces in outlook

As not all the symbols of the Segoe UI Emoji font are emojis, it is possible to set the relevant subset to get to emoticons quicker. The most interesting ones are included in the subsets Miscellaneous Technical, Miscellaneous Symbols, Dingbats, Extended Characters — Plane 1. The last one is the subset with the largest collection of available emojis.

Finally, select emojis and press on the button Insert. Once you are done, click on Cancel to close the dialog window of symbols’ adding.

In the dialog window, you will see emojis in black and white. However, if your versions of Windows and Outlook support colored emoticons, they will be displayed in this way once they are added in an email.

The Quick Way to Add Emojis

It is quite possible that you are using Outlook for business communication. Therefore, the number of emojis you use is quite limited. In the case when you have no time to scroll through long lists of available emojis, you can use the AutoCorrect function:

  • Take the steps above and add a thumbs-up emoji Outlook (or emojis) from the available ones;
  • Choose one of them and click on AutoCorrect that is located in the bottom left corner of the dialog window;
  • Check Replace text as you type and type the text that has to be automatically replaced with a chosen emoji.

The convenience of this method is undeniable, as every user can create a customized list of shortcuts for adding emojis in emails.

Final Say

Emojis have made messaging more expressive and colorful. Even business communication now allows for the use of emojis. So, utilize one of the above methods and let your correspondence be bright and colorful.

If you want to express your emotion in an email, there are four different ways how to insert emojis. Either you use a shortcut or you open the integrated emoji keyboard. We show you various options.

How to use Emojis via shortcuts

The easiest way to beautify your emails with emojis are the keyboard commands from Microsoft.

  • : Simply type “;” followed by a “)”. It should look like this: 😉 The program will automatically convert the input into the appropriate emoji
  • : Input “:” and “(“
  • : Input “:” and “p”
  • : Input “:” and “)”
  • : Input “:” and “D”

How to use additional emojis

If the selection of emojis above is not enough for you, you can also access the Microsoft library of emojis.

  1. After opening “Outlook*”, you have to start a new email.
  2. Choose the category “Insert” and look for the word “Symbol”.
  3. After that, you have to click on “More Symbols”.
  4. There you will find all kinds of signs, not only emojis.

How to insert Emojis with keyboard combinations

Time needed: 2 minutes.

Not only the above-mentioned shortcuts can help you to make your email livelier. When using Windows 10 you can access a large emoji collection with a certain keyboard combination.

    Open the document you want to insert the emojis into

First open the document you want to insert the emojis into. This works both in Outlook and in other programs like Word.

How to add colorful emoticons icons and smiley faces in outlook

This opens the emoji keyboard. Here, you can search for smileys and other stuff. How to add colorful emoticons icons and smiley faces in outlook

Look for the wanted emoji either in the different categories or search the name of the smiley in the bar. For example, you can write in “funny”. This will show you all emojis that are tagged with this term.

How to insert emojis with copy and paste

If the mentioned ways are too lengthy for you, you can easily copy and paste the emoji you want from another program like WhatsApp into your Outlook email.

A client recently came across an odd situation and I thought I’d share some ideas for solutions if this happens to you:

What:

When writing an email in Microsoft Outlook, they would type a colon and a right bracket, they expect to see a happy face emoticon appear.

Unfortunately something had happened to their PC and now a : and ) no longer made a smiley face ; rather, it made a square.

If they pressed CTRL + Z, they could get a : ) but it wasn’t nearly as nice as a happy little round symbol. 🙂

So What:

The ability to use smiley faces in their email correspondence in Outlook 2016 was important to them.

They put happy faces in almost every email they write because they find emails can come across as cold without the added visual context.

I totally get this! My email tone is often interpreted as angry, frustrated, or rude when I’m just focused on getting to the point in the fewest number of words possible.

How to add colorful emoticons icons and smiley faces in outlook

What Next:

The internet was not very helpful. The closest thing to a potential answer that I found is this TechNet Forum Post.

I came across a short list of troubleshooting steps that a user should work through one at a time to see if the issue can be resolved.

Some things to consider:

#1 – Check the format of your emails in Outlook.

Open a new email > Format Text > Format > set to HTML or Rich Text (Plain text = no formatting, emoticons, or symbols will work).

How to add colorful emoticons icons and smiley faces in outlook

#2 – Check AutoCorrect to see what it is set to replace : ) in Outlook.

How: In Outlook > File > Options > Mail > Spelling and AutoCorrect > AutoCorrect Options > check the list in AutoCorrect to see if it is set to replace : ) with J.

**** UPDATE #1: If you see a smiley face here, but you’re still seeing a square in your emails then please follow these step-by-step instructions from fellow Blogger Robert S. carefully: Colorful emoticons and smiley faces in Outlook. ****

**** UPDATE #2: Eileen P. points out: “It doesn’t work to copy/paste the smiley symbol or emoji into the AutoCorrect dialog box. You have to *selected it in a newly created email* and then open the AutoCorrect dialog and tell it what you want that symbol to replace.” ****

How to add colorful emoticons icons and smiley faces in outlook

#3 – Check Display Email Content settings in Outlook.

How: File > Options > Mail > Editor Options > Advanced > Look for the “Display e-mail content” header and ensure that “Show picture placeholders” is not checked.

How to add colorful emoticons icons and smiley faces in outlook

#4 – Check Trust Center settings in Outlook.

How: File > Options > Trust Center > Trust Center Settings > Automatic Download and ensure that “Don’t download pictures automatically in HTML e-mail messages or RSS items” is not checked.

How to add colorful emoticons icons and smiley faces in outlook

If that didn’t work… let me know! Here are some other ideas to consider:

  • Did you delete the Wingdings font from your machine at some point?

Update – March 6, 2017: My friend Robert Sparnaaij, MVP Outlook, contacted me and explained that this issue can happen for folks with versions of Windows that do not support system wide emojis. People that are affected by this issue can recreate the AutoCorrect entries with the Wingdings font (as I suggested) or better yet use colorful images of their own. He has a post on his MSOutlook.info blog that thoroughly explains how to Add new smileys, icons and logos to AutoCorrect – check it out: Colorful emoticons and smiley faces in Outlook

Update – March 10, 2017: Community member Eileen P. shared her insights in this blog post’s comments section: “Here’s what I realized: It doesn’t work to copy/paste the smiley symbol or emoji into the AutoCorrect dialog box. You have to *selected it in a newly created email* and then open the AutoCorrect dialog and tell it what you want that symbol to replace. Follow the link that Kelly added in her update and follow the instructions carefully.” Thank you Eileen!

67 responses to “ When the Smiley Face Symbol Auto-Corrects to a Square in Outlook 2016 ”

Hi, I’m having this issue and I’m stuck on your #2. According to my AutoCorrect settings, the smiley is being replaced by … an asterisk. ALL of the faces are replaced by asterisks. Except what they are actually replaced by is the square (as you described).

This is not only happening in Outlook 2016 but also in Word 2016.

It started happening after I uninstalled Office 2013 and installed Office 2016.

I tried this: I opened a Word document, inserted the Wingding symbol for smiley face, and tried to copy/paste it into Outlook’s AutoCorrect settings as what to replace 🙂 with. But when it’s in the table, it still looks like an asterisk. .

How to insert emoji symbols (smiley faces) in subject line in Outlook?

Normally, It’s easy to insert emoji symbols into message content easily with clicking Insert > Symbol, and then you can copy the emoji symbols into subject line in Outlook. However, these emoji symbols in subject line may be not visible for your recipients if they view the email via webpage or mobile. Here, this article will introduce ways to insert emoji symbols in subject line which is visible for any email reader.

  • Insert emoji symbols (smiley faces) in subject line of one email
  • Automatically insert emoji symbols (smiley faces) in subject line of every new email

Insert emoji symbols (smiley faces) in subject line of one email

To insert an emoji symbol in subject line which is always visible no matter recipients read this email in webpage, mobile, or Outlook, please do as follows:

1. Open the Character Map dialog box with one of below ways:

  1. In Windows 10, please click the Search icon at the Taskbar, type Character Map into the search box, and then click the Character Map (Desktop app) in the search results. See right screenshot:
  2. In Window 8, press Ctrl + Esc keys together (or Win key) to get into the start screen, next type Character Map directly, and then select the Character Map App from the search results.
  3. In Windows 7, please click Start > All Programs > Accessories > System Tools > Character Map.

How to add colorful emoticons icons and smiley faces in outlook

2. Now the Character Map dialog box comes out, please (1) check the Advanced View option, (2) choose Unicode Subrange from the Group by drop down list, (3) click to select Symbols & Dingbats in the popping out Group By dialog box, and finally (4) close the Group By dialog box. See screenshot below:
How to add colorful emoticons icons and smiley faces in outlook

3. Now you return to the Character Map dialog box, please (1) click to select the emoji symbol you will insert, (2) click the Select button behind the Characters to copy box, and then (3) click the Copy button. See screenshot:
How to add colorful emoticons icons and smiley faces in outlook

4. Now you have copied the specified emoji symbol. Shift to Outlook, and click Home > New Email to create a new email.

5. Put the cursor in the subject line, and press Ctrl + V keys together to paste the specified emoji symbol. See screenshot:
How to add colorful emoticons icons and smiley faces in outlook

6. Compose the email as you need, and then send it.

Automatically insert emoji symbols (smiley faces) in subject line of every new email

If you want to add the specified emoji symbol in the subject line of every new email in Outlook, you can apply Kutools for Outlook’s Add date into subject when creating new email option to achieve it.

Kutools for Outlook: Add more than 100 handy tools for Outlook, free to try with no limitation in 60 days. Read More Free Trial Now

1. Follow the Step 1-3 we introduced in the first method to copy the specified emoji symbol.

2. In Outlook, please click Kutools > Options. See screenshot:

3. In the opening Options dialog box, (1) go to the New tab, (2) check the Add date into subject when creating new email option, (3) paste the specified emoji symbol into below box with pressing Ctrl + V keys simultaneously, and (4) click the OK button. See screenshot:
How to add colorful emoticons icons and smiley faces in outlook

From now on, the specified emoji symbol will be added into the subject line of every new email automatically. And no matter recipients read the email in any email reader, the specified emoji symbol is always visible.

Demo: insert emoji symbols (smiley faces) in subject line in Outlook

Tip: In this Video, Kutools tab is added by Kutools for Outlook . If you need it, please click here to have a 60-day free trial without limitation!

Who says you cannot use an emoji in a business email? Not Outlook, that’s for sure.

There was a time when Outlook was for business, and emojis had no place in emails. However, that time may be behind us. You may want to send an emoji in an email. And, why shouldn’t you? Other than that you don’t know how to, of course.

Putting emojis in emails may be unfamiliar to you, but it doesn’t have to be difficult. Particularly if you use Outlook.

Accessing a Variety of Emoji Options and Interface in Outlook

Formerly “Hotmail,” Outlook has been how Microsoft users have accessed email since 2012. Integrating Calendar, Office, and a growing list of other Microsoft tools and features, the platform has become increasingly valuable over the years.

But, being a professional powerhouse hasn’t stopped Outlook from giving you access to emojis in email. In fact, there are at least four ways that you can add emojis to your electronic mail:

  1. The standard emoji menu
  2. The “Emoji Picker” (Windows 10)
  3. Typing the emoticon
  4. Typing the name of the emoji.

1. Access the Standard Emoji (and GIF) Menu

The easiest way to add an emoji to your email is to select the smiley-face icon from the toolbar across the bottom of the screen while you’re composing an email. This is also how you insert GIFs.

The familiar and friendly interface lets you scroll through available options, or search for what you’re looking for. This option only works in the main body text field, not in the subject line. However, you can get around this by copying an emoji from the main body text field and pasting it into the subject line.

2. Use the “Emoji Picker” With Outlook on Windows 10

On Windows 10, you have access to an additional emoji board that can you access by pressing the Windows Key and the Period Key at the same time, or by right-clicking within the main body or subject line text field and selecting Emoji from the menu.

This option doesn’t give you access to GIFs, but it can do some other neat tricks, including giving you access to special characters.

3. Emoticon-to-Emoji Typing

The third option might come the most naturally to you. In fact, if you’ve been around computers for a while, you might have discovered it by accident: Just start typing out an old-school emoticon, colon, or semi-colon first. This creates a dropdown menu of recommended emoticons.

Or, if you know the whole thing, type the whole thing. When you press Space, Outlook will automatically replace your old-school emoticon with a full-color emoji.

4. Entering Emojis by Name

If you know the name of the emoji that you want, you can type a colon and then begin typing a word to open a dropdown menu of suggested emojis. In the screenshot below you can see the options generated by typing “:thumbs.”

By the way, this method also only works in the main body text field.

Not All Emojis Are Created Equal

Even if you know one or two methods for finding emojis in Outlook, it’s worth trying the others. Each of the methods discussed in this article work differently in the email, work in different parts of the email or give you access to different emoji options.

Emojis have been helping us communicate for longer than you think.

How to add colorful emoticons icons and smiley faces in outlook

Jon Jaehnig is a freelance writer/editor interested in exponential technologies. Jon has a BS in Scientific and Technical Communication with a minor in Journalism from Michigan Technological University.

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Sometimes, inserting smiley face can directly express your emotion in an email message. For how to insert smiley face in Outlook email message, please follow the below tutorial.

  • Insert smiley faces with hotkeys in Outlook emails
  • Insert smiley face in Outlook email message with Symbol
  • Insert smiley face in Outlook email message with typing specific texts/numbers
  • Save smiley faces as AutoText and reuse them at any time with one click

Insert smiley faces with hotkeys in Outlook emails

When composing new email or replying/forwarding emails in Outlook, you can insert smiley faces in the message body and subject line quickly with hotkeys.

(1) Place the cursor where you will insert a smile face, and press Win + ; (semicolon) keys simultaneously to open the Emojis menu, (2) click to insert any emoji you want to insert, and then (3) close the menu. See screenshot:
How to add colorful emoticons icons and smiley faces in outlook

Save smiley faces as Outlook AutoText entries for easily reusing with only one click in future

Normally we insert the smiley faces by Insert > Symbol. But, if you have Kutools for Outlook installed, you can save the inserted smiley faces as Outlook AutoText entries, therefore you can reuse these smiley faces with only one click in other email messages quickly. 60-Day Free Trial Now! Buy Now!
How to add colorful emoticons icons and smiley faces in outlook

Insert smiley face in Outlook email message with Symbol

1. In the composing email message window, please go to the Insert tab, and then click Symbol > More Symbols. See screenshot:
How to add colorful emoticons icons and smiley faces in outlook

2. In the Symbol dialog box, click Symbols tab, then select Wingdings in the Font drop-down list, and then choose the smiley face you need. Finally click Insert button to insert the selected smiley face to the email body where your cursor places on.
How to add colorful emoticons icons and smiley faces in outlook

3. When finish inserting smiley face, please click the Close button to close the Symbol dialog box.

Insert smiley face in Outlook email message with typing specific texts/numbers

Besides the above method of inserting smiley face in Outlook email message, you can insert smiley face with typing some specific marks after configuring these marks as the smiley face while inserting. Please do as follows.

1. In the new created Message window, please click Insert > Symbol > More Symbols.
How to add colorful emoticons icons and smiley faces in outlook

2. In the Symbol dialog box, please click AutoCorrect button. See screenshot:
How to add colorful emoticons icons and smiley faces in outlook

3. In the AutoCorrect in Email dialog box, and under AutoCorrect tab, you need to:
1). Scroll down the scroll bar to select a smiley face;
2). In the Replace textbox, please replace the 🙂 with the texts or numbers you want to mark as this certain smiley face in the future. In this case, I replace the 🙂 with number “001”;
3). Click Add button.
4). Click OK button.
How to add colorful emoticons icons and smiley faces in outlook

4. When it returns to the Symbol dialog box, please click Close button.
From now on, when you type the number “001” with a Space or Enter key in the email body, it will turn to the corresponding smiley face automatically.

Save smiley faces as AutoText and reuse them at any time with one click

If you have customized many numbers for special marks with above method, you may forget the exact number for a certain mark/smiley face. Therefore, here we introduce Kutools for Excel’s AutoText utility to display and list all smiley faces in a pane, and enable you to reuse them at any time in any message with only one time.

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1. In a message window, select the smiley face, and click the Add button in the Auto Text pane.
How to add colorful emoticons icons and smiley faces in outlook

2. In the opening Auto Text dialog box, type a name for the smiley face, specify a category, and click the OK button. See below screen shot:
How to add colorful emoticons icons and smiley faces in outlook

3. Now you will see the selected smiley face is added and list in the Auto Text pane.
How to add colorful emoticons icons and smiley faces in outlook

Just click the Insert button besides the smiley face, the smiley face will be added into current message at once.

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Demo: Save smiley faces as AutoText and reuse them at any time with one click

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