Behind The Awkwardness

funny sunglasses family

Cool And The Gang

“While we were never the type of family to sit for a studio portrait, someone stumbled across a coupon and decided to give it a shot. Mind you, this is the ONE AND ONLY family portrait we ever took. I am on the bottom left with the too-big-for-my-face white fashion glasses and the poorly chopped bangs.) I vaguely recall that we had a family meeting and decided to try and look “cool” — hence the sunglasses and the emotionless faces. I’m not sure what’s more entertaining: the fact that no one is wearing sleeves? Or that there is an honest to God ALF t-shirt being worn in all seriousness?”

(submitted by Erin)

funny tourist picture

Tourist Trap

“This is my family touring in Germany back in the 80’s. If we were anymore blatantly American, we would have been wearing American flag pants and “I Love America” t-shirts. I’m the one in the blue pants hiked up nice and high. Guess I wanted to make sure everyone saw my socks with Jellies.”

(submitted by Gina)

funny matching outfits, family portrait

Sweet ‘N Low

“Katie, an awkward sophomore who still boasts acne in equal proportion to her freckles, sighed in an overt and desperate sort of way while staring out at the Pacific Ocean from on-board a cruise ship. She was spending her sixteenth birthday away at sea, without her friends or siblings, just her and her parents and her godparents. (This is the part where you roll your eyes, add the appropriate “#firstworldproblems” tag, and lament at my ungratefulness.)

However, fear not, her adoring parents and godparents found a solution to her woe. They knew that her sixteenth birthday was a special time, after all, sixteenth birthdays are the quinceaneras and bar mitzvahs of white people. It was important to commemorate such a wonderful day. Yes, her parents and godparents had planned ahead of time for this special day. First off, they made Katie wear an obnoxious black and pink t-shirt announcing her special day, in addition to a plastic tiara and a light-up button that was more obnoxious than the Las Vegas skyline. However, it wasn’t enough for Katie to be decked-out, they needed to ensure that everyone around them also knew of their love and appreciation of Katie. What better way to show their love than to make t-shirts with Katie’s face on them? You read that right – FACE T-SHIRTS.

All day, the cruise-goers (aka AARP members) snickered quietly while sipping their gin and tonic. Through the day, Katie was forced to play cruise ship trivia games (“Excuse me,” her mom would reiterate to the crew-member-turned-Pat-Sajak, “our team name is ‘Kate’s Sweet Sixteen Crew’”). Finally, dinner arrived and Katie looked forward to the relief of dessert and ending this day of public embarrassment. As the waiter brought out the candle-adorned dessert, Katie spotted her parents and godparents stealthily reaching into their pockets in anticipation–could it be? Yes it could. Oh my god. KAZOOS.

Katie proceeds to tuck her chin in and stare intently at her dessert as she experiences the kazoo-rendition of “Happy Birthday.” As far as she is concerned, her parents and godparents are dead to her. But that night, while chatting on Facebook and avoiding genuine intellectual pursuits, she realizes that her birthday of face t-shirts and kazoos makes a damn good story. (And also a great submission to awkwardfamilyphotos.com!) And for that moment, she is at peace knowing that at some point in the future, she’ll repeat this story to her therapist or maybe her blog audience…”

(submitted by Katherine)

funny family picture, matching outfits

Sometimes You Feel Like A Nut

“This is a family portrait where we are wearing t-shirts from our boiled peanut business. We had an early morning appointment and got up 15 minutes before our time. The stunned look on our faces is actually a waking up look and thoughts of what are we doing!!!! It has become a family classic.”

(submitted by Joan)

awkward picture

A Is For Awesome

“We got family pictures done a couple of months ago and I thought that this was a genius idea. It came out terrifying. The A was supposed to be for awesome.”

(submitted by Tiye)

funny father son picture

Balancing Acts

“My grandpa, my dad and myself. Making three generations of wives worried sick.”

(via Sandite5)

recreating the awkwardness, funny dad daughter picture

Recreating The Awkwardness

“My mom has been hinting around to us for a while now that she wanted me and my brother to “surprise” her with some recreated photos. We finally surprised her this past birthday with some.”

(submitted by Melissa)

funny school picture, rod stewart lookalike

The Rod

“This is a picture of me in 4th grade. At the time my mother, was a huge Rod Stewart fan. so much so that she recreated his hairstyle… on me.”

(submitted by Taylor)

funny school picture

The Band-Aid

“This is my first grade school picture. I was still healing from a very nasty bike wreck where I completely ate it on a huge hill and took a big chunk out of my forehead and broke my middle finger, among other general road rash nasties. I guess it didn’t bother me too badly- either that or I had the fake smile down-pat. I have to give props to my mom who ordered a complete package of photos from this year just like every other… giant band-aid and all.”

(submitted by Susan)

awkward harry potter

Harriet Potter

“This is my 4th grade school picture- it was in the yearbook, the one I gave to my friends, family, grandmas, even my 4th grade crush. At the time, I didn’t think anything was wrong with my smile. There are tons of pictures of me as a kid around that age where I smiled like that. It wasn’t until I got older & looked back that I realized how utterly ridiculous I looked. I also think the glasses just tie the whole thing together. I truly look like Harry Potter’s long lost sister.”

(submitted by Delaina)