Everybody has an awkward picture (or ten) hidden away in a closet or forgotten computer file. Inspired by the previous post about awkward moments, I decided to dig up my most awkward photographs. Take, for example, the above photo. I had the opportunity of meeting Mayor Bloomberg of New York City, after playing Irish music at his home on St. Patrick’s Day. My photo op, though, was a massive fail. It appears that I rejected the handshake of the most powerful man in the Big Apple, resulting in the most awkward, and only, picture I’ve ever had with a famous person. Unfortunately, this is just one of many of my awkward pictures.
I’ve found some seriously awkward photos from multiple stages of my life, from age 7 through high school and college, that still make me giggle. I found it mildly concerning that the majority of these were found on Facebook, but I’m way too lazy to go though my pictures and tag the unflattering ones. If you get a chance, I recommend looking through past photos to get some glimpses of your former self. It’s very entertaining! I’ve added some of my favorite awkward photos to the gallery below. Maybe you’ll find them just as funny as I do!
Do any Lovelies out there like awkward photos as much as I do? Or do you just delete them and hope they’ll disappear?









daffodil / 1615 posts
Hahaha I love the mid-sneeze one.
http://oi45.tinypic.com/106ztok.jpg That’s me when I was about 5 or 6 years old at the Baltimore Aquarium, hugging one of the giant tubes that had bubbles come up through them
http://oi45.tinypic.com/fp7437.jpg That’s also me (in the middle, obviously) at age 5 or 6, striking a pose. Also, please note my white, fringe-y cowboy boots. Man I had some sweet bangs
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I was looking at the thumbnails thinking, she is being silly, these are cute. Then I looked at them LOL. I am not brave enough to post awkward pictures of myself. I am way too narcissistic.
tulip / 20 posts
@askashleyyy@xanga those pictures are so great!! I’m loving the one with the cowboy boots, childhood styles never fail to entertain me
I had bangs as a kid too, totally a classic little girl look.
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My friends like to post older (and actually, also recent) super awkward pictures of me on facebook, particularly my best friend. I eventually untagged some of the most awkwards ones just because I didn’t want interest guys seeing them. Let’s save that for after we are dating…
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@ask_ashleyyy@xanga - hahaha definitely thought the aquarium tube was a punching bag at first. i was like, “what an intimidating child, already getting in her boxing workouts!”
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None of those seem too out of the ordinary, though maybe I just know a lot of awkward people.
daisy / 680 posts
Haha! Kelly! I love this post! Fun stuff!
daffodil / 1615 posts
@corporatecrow@xanga - Hahah yes the lack of bubbles in the tube do make it look like a punching bag. I’m surprised my mom had let me do that considering how gross those things probably are
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I love this. I feel like I have dozens of awkward pictures. Especially from middle school/early high school.
dahlia / 2012 posts
These don’t seem very awkward to me.
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Most of those don’t seem that awkward. I think mine would be when I fell off the bed and got stuck between the bed frame and the door. I wound up on my back with the door on my right side, between my head and my shoulders, and the corner leg of the bed on my left side by my neck, with my one leg in the air around the door. I yelled for help but Mom thought getting a picture took priority over getting me unstuck. haha
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It seems like you wanted to show yourself off but didn’t want to look full of yourself. You clearly just put a few mildly awkward pics in with a bunch of “Look at me, look at me!” pics. I mean, what is awkward about you dressed up and dancing at a basketball game. If you want people to see you then just be upfront about it. Say “Hey, look, I met the Mayor!” or “hey, look, I danced at a basketball game!” I mean, what the hell?
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@VampireOfSeduction@xanga - I DEMAND that you post that picture!!!! Please!!!
daisy / 507 posts
yes yes.. really really awkward.
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@amateurprose@xanga - Haha, it’s stored at my parent’s house. I don’t have it anywhere on-line.
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@VampireOfSeduction@xanga - well that’s a damn shame
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lol at the snoozing by the locker splayed body. oh high school..