There are thousands of these available on the interwebs; I had a really hard time choosing the most awkward and eventually ran out of time/energy to search for them. At any rate, here's a selection - feel free to link to more in the comments.
By the way, if you know someone who likes awkward photos so much that you want a related Christmas/birthday/whatever present, there's also a book full of them called, appropriately enough, Awkward Family Photos, and a day-to-day calendar version which provides you with, presumably, 365 awkward pictures.
Mom, why is Daddy wearing a dog collar?
I can see why Rudolph wasn't allowed to join in any reindeer games:
I think he's pissed off about her stretch marks:
What's up with the tire?
Creepy photos of Easter Bunnies with kids
Awkward Christmas photos
Awkward glamour photos