Welcome to Michael's blog. Michael Andrew, (aka Michael The Maven) is a freelance producer, photography instructor, tech innovator, and when needed, disaster aid specialist. Disclaimer: Michael is a participant in Bhphoto & Amazon affiliate programs that provides an advertising commission if you purchase through links on this website.
Evan from Photoextremeist.com has a great little tutorial out on doing multiple exposure portraits. It depends on your camera, many of the higher end Nikon cameras, the Canon 5Diii and Canon 6D also have it. If you do not have a multiple exposure function on your camera, you can also do it in photoshop as Explains. I really like the main portrait he shows with the leaves forming the silhouette.