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20 Hysterically Cringeworthy Family Photos

No matter how hard you try to look put together, wearing matching outfits, and smile just right, most family photos turn out slightly awkward.

Sure, there are exceptions to every rule, but more often than not, you’ll find something amusingly out-of-place about every portrait that hangs in your home. From a photobomber to cringe-worthy wardrobe choices, these 20 awkward family photos are sure to make you laugh… but not in a mean way. All are beautiful… in their own way.

1. “This is my second cousin ‘Jessica’ who happens to be engaged to the man holding the heart. The Cupid here is her brother. This is the engagement photo they used in their wedding invitation.”

2. Sometimes, not everyone is on board with the whole ‘matching outfits’ concept.

3. This dad always managed to be so hip with the fashion trends…

4. Someone didn’t get the silly photo memo.

5. This great grandmother was super excited when she landed in Hawaii.

6. “The whole family went for church directory photos and the photographer decided to be ‘creative’ with us. My husband is very much alive and well, but this photo screams ‘Dad is dead!’”

7. There’s so much to unpack here, we don’t know where to start.

8. Gang’s all here!

Via Imgur

9. Guess who’s the black sheep.

Via Imgur

10. This makes me slightly uncomfortable.

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