I wasn't exactly photogenic as a child, so there's really no room for me to laugh at the bad portraits of others. But sometimes it's fine to be a hypocrite in exchange for a good laugh, and I felt no guilt about chuckling at some of the shots below.
I hope these people get as much amusement from their old photos as I do with my previously-mentioned one. I'm also curious as to which photos from our current era will be laughable in 20 years!
You can check out more awkward portraits over at Buzzfeed.