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Description: A portrait of a Native American girl in regalia posing next to a horse. The girl is wearing a dress with abstract patterning on its surface, and fringes at its edges. Around her forehead she wears a beaded headband with an attached feather. She wears earrings and has beaded accessories in her braided hair. She holds a rope that is attached to a horse standing behind her. The horse is draped with decorative beaded bags, and material with long fringes. One bag displays a stag with leaves and the other designs appear to be abstract patterns. Tipis, horses, and a wooden fence are visible in the distance.

Description: A Native American man identified as an indian chief stands next to an airplane identified as a B-17. The man is dressed in regalia consisting of a feather headdress, buckskin shirt and pants with fringes, beaded floral motif moccasins, and a breechcloth with an abstract pattern on its surface. Visible behind the man is a partial view of an airplane including its propellers, and wheel.

Description: An outdoor portrait of a man, identified as John War Eagle, dressed in Native American regalia. Three large feathers extend out from his hair. He is wearing shell necklaces, bone breastplate, and long sleeve buckskin shirt with fringes and beadwork. His hair is contained in two braids with fur hair wraps. The strap of a bag or pouch hangs diagonally across his chest. Visible in the background are trees, ladder, vehicle, and photographic lighting equipment. John War Eagle was an actor. There are similar pictures that are in the envelope written "sioux uprising". This is most likely a picture taken on the set of a movie.

Description: A man dressed in a feather headdress peers out of an entrance of a tipi at the RoundUp. The front section of the headdress contains beads that form an abstract pattern. He is dressed in a a long sleeve button-up shirt with collar and necktie. The tipi's exterior is striped. The flap of material covering the entryway of the tipi is rolled up and hangs above the entrance. A wooden stick is seen protruding from the coiled material. Hay is visible on the ground in front of the tipi's entrance. In the background are partially visible tipis.

Description: A toddler on horseback poses for the camera. He holds reins in his right hand and is dressed in a cowboy hat, handkerchief, long sleeved shirt, vest, and pants. The horse is fitted with saddle, horse blanket, bridle, and reins. In the background is a large pile of stacked hay bales. To the left of the boy is a man dressed in a short brimmed hat, long sleeved shirt, suspenders, and slacks. In the distance are two partially visible vechicles and tipis.

Description: An autographed portrait of a woman identified as Jean McCarty. She is dressed in a cowboy hat, long sleeved shirt with collar and pockets, tie, and bottoms that are either pants, or skirt. On her tie is a pin and a pattern that contains animal branding symbols. Her hat is secured to her head with two thin strips of material which are tied together under her chin. In her left hand she holds the ends of ties to her hat. A ring is visible on the middle finger of her left hand. In the background is an out of focus wooden fence. Handwritten in black ink on the lower right hand corner of the print is "Sincerely Jean McCarty". Jean McCarty was the 1938 queen of the Pendleton Round Up. Source : Let'er Buck! a history of the Pendleton Round-Up by Virgil Rupp.

Description: A man dressed in Native American regalia poses on horseback. On his head is a large feather headdress. His long, dark hair is contained in two braids. He wears a shirt and pants with fringes, which may be made from buckskin. The man sits on two blankets that are draped over the horse's back. One blanket has geometric patterns on its surface, the other a horizontal stripe. Seen in the distance are multiple tipis, and two men with horses.

Description: A man identified as Alex Shippentower poses for the camera at the RoundUp. He is dressed in a cowboy hat that is secured to his head with two strip of material tied under his chin, handkerchief, and long sleeved button-up shirt. His hair is secured in braids. In his left hand he holds an unidentified object. He stands in the middle of a dirt road with out of focus automobiles in the background.

Description: A man stands in front of a convertible car with signs taped to its exterior, which read "Doreen Morasch Miss Eugene of 1957", and "Eugene Ore. Home of Emerald Empire Roundup Aug. 2-3-4". The man is dressed in a hat, button-up shirt, dark jacket with patch, light-colored pants with a belt, and dark leather shoes. Behind the car are buildings with multiple windows and numbered doors; the windows are covered with blinds. The building appears to be part of a motel or apartment complex. In front of the man is a sidewalk and a patch of lawn.

Description: Twelve women wearing white swimsuits with sashes stand posing on a sandy beach. The women are identified as contestants in a Miss Oregon Contest. The sashes read from left to right Miss (?), Miss Yamhill, Miss Park Rose, Miss (?), Miss Portland, Miss Astoria, Miss Lincoln County, Miss Columbia County, Miss Eugene, Miss Coos Bay, Miss Hermiston, and Miss Roseberg. The ocean is visible behind the women.

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