Found a cool website called "yearbook yourself". It allows you to upload your photo, then see what you would have looked like during different eras.
Here's what I might have looked like in 1954:
(I think you'd agree those glasses are totally hot!)
Here's the theoretical me in 1966:
I skipped the 70's, because I graduated in '74 and already know what I looked like then! :) But here's what I might have looked like in 1986:
(For some reason this screams Beaver Cleaver's mother to me. Maybe it's the necklace.)
If you want to have some time-wastin' fun, try it out!