Admit it – you definitely have some awkward photos of yourself stashed away deep inside a family album. And whether they were taken during your angsty teenage years when you had a brief goth phase or back when you were just a baby running around the house with no diaper on, deep down you know that despite their awkwardness, they’ll be pretty hilarious to look at in the future.
Read more #1
Image source: awkwardfamilyphotos
“My great-grandma in the 80’s.”
#2
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“I took my 2002 Senior Year with my bird, Jeff. It made the yearbook. 10 years later, I caught him reflecting on our long history. Sentimentality in its truest form.”
#3
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“Grandma wanted a photo with her Thanksgiving table settings. Nobody thought to check the mirror.”
#4
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“My friends Grandma’s house. She put a magazine cut out of Leonardo DiCaprio over her late (not so nice) husband’s face. The 80+ year old’s version of photoshop.”
#5
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“During a cousins photo shoot, my brother fell off the stool mid-temper tantrum and the photographer managed to catch all of my cousins’ reactions.”
#6
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“My daughter looks like a mom that regrets all her life decisions.”
#7
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“My mom has this picture hanging on her wall in her house for everyone to see. She sends it to me every Mother’s Day. This is me when my kids were little. Apparently my kids needed me and so did the dog, while I’m on the toilet.”
#8
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“My hubby is a teacher. I’m a stay-at-home Mom. We have 5 kiddos, 4 of them adopted through foster care. A long time ago, I heard our pastor point out that when it comes to kids, rules without relationship = rebellion. From that day forward, I made a promise to myself to always make relationship with our kids a priority. And that means having fun with them and having a sense of humor. We want to teach our kids that being able to laugh at yourself (not in a bad, degrading way, but in a good way) is a wonderful attribute. So, we always do crazy photos for our Christmas cards. This year, we decided to make an awkward family photo.”
#9
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“This old picture of my great-grandmother, far left, makes it look like the cameraman just stumbled into a secret meeting of the grandmas.”
#10
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“Reason #82 why dads shouldn’t be left alone with their kids.”
#11
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“My Great-Grandmother, born in 1899. Never met her, but definitely a legend.”
#12
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“Grandma fell asleep. Then the tide came in.”
#13
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“I found my spirit animal at a very young age.”
#14
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“My swag peaked in 1987.”
#15
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“My parents keep this framed on the wall. It’s a poem written and illustrated by my brother in second grade.”
#16
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“This picture was taken at my daughter’s preschool. I think the photographer thought having her hold a flower would make for a really cute and innocent picture.”
#17
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“My dad teaching math in Southern California, late 70’s/early 80’s.”
#18
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“My friend’s baby pictures look like Mrs. Doubtfire.”
#19
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“One year my mom made my brother and I outfits from the drapes that came with our beautiful couch.”
#20
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“My friend’s three-year-old son in preschool today.”
#21
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“My mom and dad in DC in the late 80s.”
#22
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“Her husband went to the pregnancy room with her to cheer her up.”
#23
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“This is me and my dad 1977 Coney Island. He would be vilified and in jail today for this.”
#24
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“When your Grandma looks like Taylor Swift and your Grandpa looks like Hugh Hefner’s Brother.”
#25
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“My mother and grandmother demonstrating safety standards in the 1960s.”
#26
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“My mom with her brothers and sisters in the 1980s.”
#27
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“My mom said this was one of my favorite things to do as a child.”
#28
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“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. 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.”
#29
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“Bring a toddler to a wedding, they said. It will be cute, they said.”
#30
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“Just thought I’d share this old picture I found of me and my dad. Hopefully you guys enjoy it as much as I did.”
#31
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“If your mum wasn’t making herself into a ramp for your new BMX, did she even love you? 1980’s.”
#32
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“Our social distance Easter photos turned out terrifying.”
#33
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“Got my 10-year-old daughter dressed up for a nice New Year’s Eve dinner and tried taking a pretty picture of her. I got a haunting photo that looks like she is missing her evil twin.”
#34
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“I was baptised when I was about 10 and yes, those are my legs.”
#35
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My grandfather sent me this photo, which he took in celebration of his eightieth birthday.”
#36
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“Meet Uncle Jack, the goth uncle.”
#37
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“There’s a reason why my sisters were accepted into private school and I wasn’t.”
#38
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“My friend managed to make this bubble.”
#39
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“My Mom took me to a Glamour Shots in the mall when I was 11 years old. I walked out as a middle aged woman who wants to speak to the manager. This is framed in my parents living room.”
#40
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“My adorable son was a wee bit chubby as a baby.”
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