Best way is to have your images stored at
www.photobucket.com, or some similar image hosting site. Upload your images to there then all you have to do is insert the proper text to your messages and your images will show up. I like photobucket because all you have to do is click on "image code" and it will copy what you need to insert right to your clipboard and all you have to do is press paste.
Like this
Good Luck