Try holding your nose, and then dragging down your chin...
(sorry, couldn''t resist commenting on your avatar).
Others will have loads more experience than I...also, you may want to move this to Diamond Hangout. But...I did it once...by dragging a photo from WF, with the window sized smaller than covering the screen, right...dragging it over right to the text window.
Perhaps there''s other windowing strategies others can offer. Also, if there''s a thread somewhere on such techniques, I''d be interested, too.
Right, a collage will work, but since there is a 100Kb limit on each picture, either the resolution will be too low or the size of the images will be small.
I post multiple images using bb code directly, which is what happen automatically if you use the image button to upload pics that are already online. Since I am used to message boards and most require you to host your own pictures, I am comfortable with this procedure and it works faster that the button for me.
Several places offer free webspace so you might consider just going that route and hosting your own pictures. That way you could post multiple photos.