You can attach a picture to any message if you select the "Attachment" icon on your Send a Message page:
Each MMS message counts as 3 messages sent per recipient.
If using the mobile app
If using the mobile app, you can select the "MMS" option in the "Type" section of the "Send a Message" page.
This converts your message into an MMS, which also increases your maximum character count to 1550 instead of 160. (Note that each MMS counts as 3 messages per recipient instead of 1, and MMS will be sent to your contacts through a different number than regular messages.)
Then tap the "choose file" box to select an image from your phone to send with your message.
Note: There is a size limit imposed of 0.51 MB from the mobile carriers and some devices do not accept PDF type files.