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Behind The Awkwardness

Lollipop Lollipop

“11:15PM. I’m brushing my teeth before bed and I hear a strange noise coming from Aaliyah’s room. I open her door and turn on the light to see her run towards her bed, lay down and pretended she was sleeping. Meanwhile there were about 20 unwrapped lollipops (don’t know how she got the bag) laying around her room, and one still in her hand (as she lay there ‘sleeping’.¬†It was the funniest thing I’ve ever seen. The fake sleeping with evidence in her hand was priceless.”

(via source)

Cruise Control

“This is my EPIC family on a cruise in 97′.. my sister is the clock work orange girl and my brother thought he was 2pac although, we grew up in the suburbs..(well he might still think he is straight outta Compton)… My mothers pants.. need I say more? God rest her soul… and we also found Waldo that day (aka my dad).. Not that I’m a saint in my tapered jeans. However, any time my husband questions my sanity.. I pull this bad boy out and am immediately forgiven, having hailed from such a troubled past, I’m not all that bad!!!!!”

(submitted by Anna)

The Grinch

“This is a photo of me and my three older siblings. Such a nice photo, until you see me in the bottom left. That is not okay!”

(submitted by Melissa)

Mother Of The Year Award

“Mother of the Year award. Not only is my daughter faceplanting in the back there, my son is standing on top of our broken gate. No one was hurt in this awkward family moment.”

(submitted by Courtney)

A Mighty Wind

It was crazy windy and this was the only day to take our yearly Christmas pictures that fit our busy schedule. My husband is trying to hold our 1 year old as he’s wiggling around kicking his legs and knocking our middle child in the head causing him to scream. I am trying to keep calm while I’m holding him with a half smile on my face. While our oldest son is waiting patiently for our family photographer¬† to say, ‘Cheese!’ Needless to say, this picture did make it on the Christmas card and everyone loved it!

(submitted by Neomi)

Welcome To Arkansas

“During a road trip from Kansas to Florida in 1987, this was my standard pose for all state welcome signs. None more appropriate than Arkansas.”

(submitted by Derek)

Living In The Pastels

“We actually were dressed like this regularly. Pastels were an everyday spring wardrobe necessity. Mom actually put a bowl on our heads to cut our hair for these pics.”

(via source)

Fanny Pack

“Me circa 1993, age 11: Fedora, check. Haircut by mom, check. Oversize ‘SuperCuts’ fanny-pack, check. Star Trek keychain on display, check. Unfounded confidence that I looked awesome, check. I wish I knew where I got that fanny-pack – I never visited a SuperCuts (or any other haircut place) when I was a kid. I do distinctly remember being SO EXCITED to have a fanny-pack large enough to hold a decently-sized paperback book, snacks, and god knows what else.”

(via source)

Send In The Clowns

“This is a picture of me and my cousins. My grandma used to sew us matching costumes every year for halloween. She decided it would be a good idea to take us to get professional pictures done in these matching clown costumes. When I asked her what she was thinking years later she replied, ‘I thought you would appreciate them someday.’ Thanks, Grandma, for the thoughts!”

(submitted by Kristy)

American Revolution

“This is our ONLY professional family photo circa 1980. It was a fundraiser through my school. My mother made me wear my marching band outfit. It was humiliating and not only is the picture forever, it was witnessed by my entire grade school. (I love the pic now though!)”

(submitted by Colleen)