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19 Vintage Photos of Siblings Being Siblings

Last updated: June 24, 2025 9:25 pm
Oliver James
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2 Min Read
19 Vintage Photos of Siblings Being Siblings
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Siblings are your first friends — and then eventually, in ebbs and flows, they can be your sparring partners, worst enemies, tattle tales, and best friends again. It’s a special bond that allows you the opportunity to share a laundry list of core memories with people who experienced them too. These photos of siblings throughout the years show that those relationships have always been something special … and often chaotic.

Contents
1. Road Trips in the Truck Bed2. Everyone Share!3. That ‘Up to No Good’ Glance4. That Photoshoot Every ’90s Kid Did With Their Siblings5. Sometimes You Just Need To Grow Into Your Clothes6. Terrorizing the Neighborhood7. Football Bros8. Back to School9. Dad Was the Best Jungle Gym10. The Chaos of a Big Family11. Those Locked Arms12. Wide Open Spaces13. The One Time Brothers Always Get Along14. Trauma at the County Fair15. Ready for the Easter Bunny16. Hygiene Sisters17. The Absolute MVPs of Sibling Halloween Costumes18. Petting a Dik-Dik19. Welcome to the WorldLet’s take a look at other family-related stories:

1. Road Trips in the Truck Bed

Four children sit and smile inside the back of a covered pickup truck, surrounded by blankets, bags, and toys, suggesting a road trip or camping adventure. The truck interior is metallic and cozy.
Kutiecat / Reddit.com

2. Everyone Share!

Five smiling children are sitting on a couch. Two children in the center excitedly hold a Nintendo 64 console box and game cartridges. Other kids hold gifts, with snacks and presents on a table in front of them.
Alucard582 / Reddit.com

3. That ‘Up to No Good’ Glance

A family of four poses in front of a decorated Christmas tree. The parents stand behind their two children, all wearing casual clothes. Everyone is looking at the camera and smiling softly.
Complete_Fail1759 / Reddit.com

4. That Photoshoot Every ’90s Kid Did With Their Siblings

Three young boys pose for a portrait in colorful 90s tracksuits against a white backdrop with colorful paint splatters. The eldest stands behind the two younger boys, who are sitting on the floor and smiling.
LumpyDumpster / Reddit.com

5. Sometimes You Just Need To Grow Into Your Clothes

Two young children stand hand in hand on a sidewalk. They wear coats, hats, and boots, and both look at the camera. The background shows a brick wall and part of a building.
UserDeleted / Reddit.com

6. Terrorizing the Neighborhood

Four young boys are on a suburban sidewalk; one sits on a red tricycle, another stands holding a toy sword and shield, and two are riding bicycles, one wearing yellow sunglasses.
TwirlieWhirlie / Reddit.com

7. Football Bros

Two young boys in football uniforms stand side by side indoors. The boy on the left wears number 4 and holds a helmet; the boy on the right wears number 20, holds a football and helmet. Both have short hair and striped socks.
UserDeleted / Reddit.com

8. Back to School

Five young boys stand in front of a car, smiling and wearing backpacks, ready for school. Trees are visible in the background, and crutches rest inside the car behind them.
cl0wnery / Reddit.com

9. Dad Was the Best Jungle Gym

A man in a firefighter uniform crouches on the floor with two smiling young children climbing on his back, one wearing a striped shirt and the other in a light dress. All appear happy and playful indoors.
LydierBear / Reddit.com

10. The Chaos of a Big Family

A vintage photo of a family group—one man, one woman, and seven children—posing and smiling in front of a wooden wall and a decorated mantel in a cozy living room.
vanchick / Reddit.com

11. Those Locked Arms

Four teens stand outdoors near a tree on a suburban street in the 1970s, all wearing casual clothes and jeans. Two boys stand on either side, with a girl and a younger child between them, smiling and relaxed.
GovernaleJP / Reddit.com

12. Wide Open Spaces

Two young children walk across a barren, dry field. One wears a cowboy hat and striped shirt, the other a light shirt and pants. The photo is black and white and dated August 1958.
carlycurious / Reddit.com

13. The One Time Brothers Always Get Along

Two smiling children stand in front of a Christmas tree, holding video game boxes and Nintendo cartridges. Unwrapped gifts and NES console packaging are spread across the table in front of them.
tiretpointunderscore / Reddit.com

14. Trauma at the County Fair

A clown with bright red hair and a painted face poses with three young children, two standing and one sitting, inside a festive setting with colorful banners visible in the background.
UnraveledRaven / Reddit.com

15. Ready for the Easter Bunny

Five children stand indoors, dressed in vintage clothing and holding colorful Easter baskets and gifts. They are smiling and posing together in front of a wooden door.
Sspawnmoreoverlords / Reddit.com

16. Hygiene Sisters

Two young girls in bathrobes stand at a sink, brushing their teeth. One girl faces the camera while the other is seen in the mirror’s reflection. The bathroom has tiled walls and a towel hanging in the background.
Sspawnmoreoverlords / Reddit.com

17. The Absolute MVPs of Sibling Halloween Costumes

Two people dressed in homemade costumes of C-3PO and R2-D2 from Star Wars stand side by side in a garage with a closed white door behind them.
makinghomemadejam / Reddit.com

18. Petting a Dik-Dik

Two young children crouch on grass, gently petting a small antelope. The boy wears a blue sweater and the girl wears a red sweater with butterfly designs. Brown soil and green plants are visible in the background.
mks113 / Reddit.com

19. Welcome to the World

A woman in a patterned dress cradles a baby wrapped in a blanket, smiling down at the infant. A young child stands beside her, looking at the baby with interest. The photo is black and white.
dittidot / Reddit.com

Let’s take a look at other family-related stories:

From 25 Vintage Photos That Prove Pets Have Always Been Family to 17 Awkward and Hilarious Family Photos, there are plenty of quirky family vignettes out there. Plus, you can see how families used to live with 21 Vintage Photos of Family Dinner From Everyday American Homes and 10 Middle-Class Cars That Defined the American Family.

The post 19 Vintage Photos of Siblings Being Siblings appeared first on Wealth Gang.

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