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Unfortunate

“I guess I shouldn’t have taken the extra fortune cookie from the ’empty’ table.”

(via source)

Freedom

“Not only is is the first day of school, it’s the first year with ALL kids in school!”

(submitted by Jeff)

Colonial Chic

“After a trip to Colonial Williamsburg, Mom was inspired to create costumes for the entire family for the next family photo. This hung, proudly in our living room for years.”

(submitted by Andrew)

OG Napoleon Dynamite

“My senior yearbook photo, shot in the summer of 1977. My mother handed me her charge card (with a note allowing me to use it) and dared to let me go alone to pick-out my photo attire. She was horrified when I brought home a green leisure suit, sans tie. She marched me back to Montgomery Ward and returned it, and purchased this proper three-piece corduroy suit, in rust, complete with a clip-on tie and matching suede shoes. Not only was I Napoleon Dynamite before he was even born, when I looked at the yearbook photos the next year, most of the boys wearing leisure suits didn’t graduate. Thanks Mom!”

(submitted by Gabriel) 

Jello Down the Back?

“This is my son and my Dad, taken at a restaurant where we were celebrating my Dad’s birthday. I have absolutely no idea what happened here to cause my dad to make that face. Speculations have included jello down the back of the shirt, Julian standing on Dad’s foot, or possibly some sort of horrific wedgie incident. Anyway, it’s been a family favorite for years.”

(submitted by Molly)

Wild Side

“The towel wrap was a gift to the bridesmaids, but it ended up looking like we just left a bath house.”

(submitted by Sarie)

Portrait Of A Doomed Relationship

“This is a picture of my college roommate and his girlfriend, taken when they were in high school. They planned to stay together and each had photos taken like this–she’s on the phone because they ‘planned to call each other every day.’ He hung this photo on his wall in our freshman dorm room. They didn’t last.”

(submitted by Joe)

Pocket Man

“My Dad’s self-portrait. Is there anything more 90s than acid-wash denim and a fake Rolex? As for the pocket, I don’t know what to tell you.”

(submitted by Emily)

Really?

“This is me at two months old.  It has been a family favorite because of the seriously annoyed look on my face. Even at that age I began questioning people around me and thinking to myself ‘Why, why must I do this?!'”

(submitted by Angela)

Keeping Their Noses Clean

“Taken at a formal photographer’s studio  in 1975. Mom and Dad did it as a joke but I really meant it.”

(submitted by Katie)