I ran across this website and thought it was fun:
Young Me Now Me
It is just regular people recreating old pictures of themselves now and posting them side by side. It's quite simple, but I found it a fun thing to look at and I think I should try to do this myself sometime.
Just keep clicking NEXT to get a new one. Some are better than others and some involve parents and siblings. I love how they try and recreate the exact poses and situations the original pictures were taken.