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Behind The Awkwardness

That Magic Moment

“Where to start…the wind blowing my hair into my mouth the exact moment of our kiss? My husband’s amazing glowing mullet? Our preacher digging the moment? I just can’t decide!”

(submitted by Fran)

Brotherhead

“This is of my older sister, perfect in all pictures, and older brother’s gigantically chubby head. The photographer thought this was the best picture of the whole shoot. My mom thought it was hilarious and horrifying, so of course she bought it to add to the awkward family photos we had for years to come.”

(submitted by Caitlin)

Garden Of Eden

“This photo has it all when it comes to awkward engagement photos. My husband and I were 19 at the time of the photo and I was still a bit rebellious. My dad was paying for the wedding (including the engagement photos) and I seized the opportunity to show him how grown up I was. I was attempting an artistic Garden of Eden which even included my pet python, Merlin. I frantically purchased fake flowers the day of the photo shoot because I was inspired to make the photo more authentic. After our traditional engagement photos, we took our clothes off and tried some alternate poses.  When we got our proofs back, we showed them to my family at my birthday dinner. My grandma screamed, “OH MY GOD!” and I started crying and ran to the car where soon-to-be husband yelled, “Well, what did you expect!?!”

(submitted by Amy)

The Defeated Tomboy

“This is a photo of me during Easter. I absolutely HATED to wear dresses. My mother used to put me in beauty pageants and this was always the end result. Trust me, when a child is forced into something, you’ll know it.”

(submitted by Stephanie)

The Burn

“Photographer at our wedding thought it would be a great idea to get a posed photo of us lounging on lawn chairs in the sun.”

(submitted by Kristin)

Father Knows Best

“This is a picture my mother-in-law sent me while I was at work of my husband and son. Husband is playing my son’s leap frog game while my son is in the background… under a plastic tote. Men.”

(submitted by Monai)

Wunderbras

“When I was a kid, my mom, who is a seamstress, would make funky gifts every year for Christmas. Some time in the late 80s, she got her hands on some giant men’s underwear and made sports bra’s out of them. Hence, my two aunts and grandma modeling them on Christmas Eve. This is just one of many awkward Christmas eve photos.”

(submitted by Tara)

The Last Samurai

“Our family trip to Japan ended in a professional photo shoot to commemorate the trip. This was the result.”

(submitted by Serena)

Intimidation Factor

“This cringeworthy shot was taken at my Uncle’s wedding. I’m on the far right, then my dad, grandfather, and uncle and for some reason, the photographer had us try to look intimidating. Well, I’m a photographer now and do a much better job preparing my subjects for a wedding photo.”

(submitted by Scott)

The Towel

“This is a recent photo of a family friend in the midst of her pregnancy. Nothing says tender loving mom-to-be more than a pin up bathing suit and sexy heels. The white towel is there just in case her water breaks.”

(submitted by Marie)