Skip to content

Photos

Merry Christmas Baby

“This is my brother and I at Christmas, 1965. I was only 6 months old and my brother obviously thought I was annoying, if not repulsive.”

(submitted by Angela)

Split Decision

“My boys in matching Christmas sweaters, having breakfast with Santa… until they got one look at him. Their Grandparents took them to the Bay where their grandpa worked. Notice them laughing their butts off!”

(submitted by Leah)

Recreating The Awkwardness

“After a successful Ugly Christmas Sweater Party, I thought it would be fun to recreate my infamous Awkward Family Pet Photo moment with Howard the cat, circa 1981.  Fast forward 32 years later and here I am with Hudson, who clearly was wondering what I am looking at!”

(submitted by Vicki)

Chocolate Baby

“Discovered that one digitizing my grandparents slides. Must have been around the late 1960s. We are not certain about what happend prior to this photo been taken. Our hypothesis: The girl stole and eat the boys chocolate and got into trouble for doing so. Result: Girl sad, boy sad. We’ll never truly know, but this is just epic. It makes me laugh every time I look at it.”

(submitted by Judith in Germany)

Escape From Mount Santa Claus

S.O.S.

(submitted by Megan)

Christmas Morning

Rise and shine, baby.

(submitted by Audrey)

If The Glove Fits

Christmas tree saw or murder weapon? You decide.

(submitted by Megan)

Glamour Boy

“We have so many photos and Christmas cards in our family that would earn an Awkward Family Photo award. This is another one of my crazy dad’s funny Christmas cards back when Glamour shots were popular (if they ever really were).”

(submitted by Mary-Lynne)

The Horror

“According to my mother, my little brother was terrified of the stuffed animal that the photographer was using to attempt to get him to smile.”

(submitted by Rachel)

He’s Just Not That Into You

Larry wasn’t as enthused about his grandparent’s 50th anniversary. And yes, his real name is Larry.

(submitted by Amanda)