There's awkward, and then there's AWKWARD, and Awkward Family Photos has the entire range. People submit their photos (so often from the 70s and 80s) and it's a hoot!
They aren't archived in an organized way, so you have to go once or twice a week and scroll down. My favorites of the ones I saw today are a 70s family dressed in bright red polyester with bow ties, and the baby being hauled up to the trapeze by Flying Wallenda wannabes. Very funny! And oh so AWKWARD now.
Just plain silliness, and one of my favorite sites for a guaranteed laugh. I won't be hurt if you go look right now, if you promise to come back. Awkward Family Photos.