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The Rookie

“My sister’s family went to a theme park in NC and she decided her youngest was ready for his 1st roller coaster ride. Apparently, she was wrong and he takes after her. Everyone thinks this is photo shopped because her husband and the other 2 kids are so calm. She tries to ease her conscience by telling everyone it was a kiddie coaster but I’m pretty sure he’s scarred for life.”

(submitted by Pamela)

Boss Baby

“My great-grandmother worked for a photography studio in the 80’s. She was watching us one day and decided to surprise my mother with professional photos of the three of us. This gem was one of the pictures. It’s safe to say that my mother never put this one in a photo frame and it’s the center of family laughter when we bring out the photo albums around the holidays. I love how my sisters look so cute in the corner of the photo while I am in a food coma floating in the sky.”

(submitted by Ashley) 

The Letter A

“When I met my year old niece for the first time I thought it would be nice if she and her sister would take pictures with my son. Needless to say that it didn’t go so well. They kept asking if we wanted a re-shoot but these were way too priceless to get rid of.”

(submitted by Crystal)

Barbie Arm

“We took this picture at a friend’s wedding. It wasn’t until after I posted it and people started making comments about my husband’s ‘Barbie Arm’ did we notice how his arm had ‘shrunk’…”

(submitted by Ernie)

Break Something

“This is a picture of my breakdancing club. It’s origins are from Bellerose Queens, NY.  It’s the late 1980s when breakdancing was a thing.  If this doesn’t qualify as awkward IDK what does.”

(submitted by David)

Salon de Mom

“This is me and my siblings with our homemade haircuts.”

(submitted by Brian)

Big Fish

“Just what every kid recovering from an elbow reconstruction wants: a huge promotional fish from Long John Silvers stopping by with a care package of coloring supplies and I can’t remember what else. The early 90s were a strange time.”

(submitted by Andie)

Sign Of The Times

“This is my Mom circa 1987 in Amish Country PA, which would explain the wooden Amish family statues. But the Love, Sex, and the IRS sign behind her…no explaining that!”

(submitted by IG @tonikey)

Direct Hit

“When my son hopped on the bed and his elbow nailed me right on my c-section incision.”

(submitted by IG @bl.squared

Downsized

“My brother and his ex wife separated. Afterwards, we didn’t have a family photo without her that included my son. This was my Opa’s solution: cutting out a photo of my son and pasting it into the family photo that was taken the year before the ex came around.”

(submitted by IG @alyssafastxo)