31 Old-School Kardashian Pictures You Have to See

The best collection of Kardashian moments from as early as 1991. Via Cosmo.

Hair, Face, Head, Human, Mouth, Smile, People, Eye, Fun, Social group,
The best collection of Kardashian moments from as early as 1991. Via Cosmo.
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31 Old-School Kardashian Pictures You Have to See

Get ready for awkward family portraits, '90s dad jeans, and adorable Kylie and Kendall baby pics, because we're throwing it way back with Kardashian-Jenner photos from as early as 1991. You're welcome.

Photo credit: Getty Images

Hair, Face, Head, Human, People, Human body, Social group, Denim, Youth, Electric blue,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
Classic matching-outfits family portrait from 1991. Yes to everything happening here.
Face, Smile, People, Fun, Social group, Standing, Happy, Community, Formal wear, Facial expression,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
Apparently gray was the new black in '95.
Face, Nose, Ear, Finger, Chin, Jewellery, Outerwear, Coat, Dress shirt, Formal wear,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
Bruce and Kris *~pReGnAnCy~* pic from 1997. That's a Kylie in the oven.
Coat, Trousers, Shirt, Suit, Outerwear, Suit trousers, Collar, Formal wear, Dress shirt, Blazer,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See

Kendall's red carpet appearance at age 3, in 1998. She doesn't even have to walk. Somebody's doing this right.

Clothing, Hair, Head, Fun, People, Photograph, Dress, Coat, Happy, Formal wear,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
Little Kylie and Kendall looking like the princesses they were born to be in 1999.
Eyewear, Smile, Hat, Sunglasses, Carpet, Fashion accessory, Luggage and bags, Premiere, Blazer, Bag,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See

The Kardashians are just like your family: They go to the movies. Never mind that when they go, it's for a premiere. Here they're seeing Tarzan in 1999.

Hair, Face, People, Outerwear, Coat, Sunglasses, Child, Blazer, Fashion design, Carpet,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
On the red carpet again in 2000. What, you don't have red carpet family photos in your photo album?
Face, Tradition, Fashion accessory, Costume, Curtain, Ceremony, Embellishment, Floral design, Party supply, Lei,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See

At the Lilo and Stitch premiere in 2002, with rose-colored glasses and Hawaiian leis. You can almost hear Hawaiin music in the background.

bruce jenner kourtney kardashian
Getty Images
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31 Old-School Kardashian Pictures You Have to See
Bruce and Kourtney circa 2002. Isn't he just the best stepdad?
Eyewear, Nose, Mouth, Sunglasses, Balloon, Goggles, Party supply, Costume accessory, Bucket, Party,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
Such a *~CuTe~* picture of Kylie and Bruce from 2005. Dress-up pictures never disappoint.
Face, Head, People, Fun, Eye, Jewellery, Iris, Fashion, Friendship, Necklace,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
Bruce apparently didn't get the memo to wear white to this 2005 event.
Cuisine, Audience, Dishware, Lap, Blond, Porcelain, Dish, Mixing bowl, Pasta, Dessert,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See

Notice that he got a bucket of popcorn for himself and for Kylie. Doing the dad thing right in 2005.

Hair, Smile, People, Event, Social group, Dress, Jewellery, Facial expression, Iris, Holiday,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
Hello, *~cHrIsTmAs~* card pic from 2006.
Hair, Face, Head, Arm, Human, Smile, Shoulder, Happy, Facial expression, Style,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
Sweet sister picture from 2006.
Hair, Face, Head, Smile, Mouth, Fun, Eye, Social group, Facial expression, Friendship,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
Another one from 2007.
Clothing, Hair, Face, Smile, People, Dress, Coat, Trousers, Event, Social group,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
The family takes over the red carpet in 2007.
Hair, Face, Head, Nose, Smile, Eye, Hairstyle, Fun, Eyebrow, Facial expression,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
Aw, Kendall and Kylie were so awkwardly adorable in 2007!
Clothing, Leg, Dress, Photograph, Outerwear, Style, One-piece garment, Thigh, Fashion accessory, Fashion,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See

The Kardashian women spotted out and about — and photo-ready as usual in 2007.

Sports uniform, People, Jersey, Happy, Sportswear, Community, Uniform, Facial expression, Youth, Team,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
Looking lovely in baseball jerseys in 2007.
Clothing, Textile, Outerwear, Dress, Fashion accessory, Style, Costume accessory, Headgear, Fashion, Youth,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
Kylie and Kendall in '50s-and-'60s-inspired outfits. (Note: It's actually still 2007.)
Eyewear, Glasses, Vision care, Leg, Sitting, Sunglasses, Comfort, Summer, Fashion accessory, Goggles,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
Kourtney and Scott in 2007, when they first started dating.
Smile, Dress, Headpiece, Party, Hair accessory, Fashion accessory, Youth, Friendship, Flash photography, Tiara,
"Getty Images"
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31 Old-School Kardashian Pictures You Have to See
Ringing in 2008 in *~sTyle~*.
Style, Dress, Logo, Fashion, Youth, Waist, Long hair, Fashion design, Layered hair, Day dress,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
All smiles in 2008. Except for Rob.
Clothing, Hair, Leg, Dress, Flooring, Outerwear, Style, Premiere, Formal wear, Cocktail dress,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
Notice how Kourtney didn't follow the strappy heels trend set by Kim, Kris, and Khloé in 2008. She is clearly the unique one in the family.
Hair, Face, Smile, Dress, Shoulder, Facial expression, Style, Formal wear, Fashion accessory, Black hair,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
2008, the year of Khloé's side bangs.
Hair, Musical instrument, Smile, Guitarist, Musician, Social group, Music, Plucked string instruments, String instrument, String instrument,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
Classic pretending-to-play-the-guitar pic from 2008.
Hair, Face, Head, Nose, Smile, Eye, People, Hairstyle, Skin, Eyebrow,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
More preteen Kendall and Kylie from 2008, before they became super selfie wizards.
Human, Blue, Lip, Fun, Photograph, Pink, Facial expression, Aqua, Organ, Beauty,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
This pool-time pic from 2009 of Kendall and Kim is the best of all.
Eyewear, Face, Nose, Vision care, Sunglasses, Leaf, Community, People in nature, Black hair, Youth,
"Getty Images "
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31 Old-School Kardashian Pictures You Have to See
This (kinda?) candid shot from 2009 proves that the Kardashians can be down to earth (sorta?).
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