Princess Marie of Orléans (Princess Waldemar of Denmark (1865–1909)) riding sidesaddle on her pet bull around 1905.
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Princess Marie of Orléans (Princess Waldemar of Denmark (1865–1909)) riding sidesaddle on her pet bull around 1905.

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Grace Kelly wears dark glasses and a babushka as she rides sidesaddle through Central Park on March 25, 1956. Her mount is Daisy, a six-year-old bay mare used on leading television programs.
Photo: Associated Press
Ei kvinne på en hest, mens en annen holder den.
Fotografering: 1890 - 1910
Fotograf: Skraastad, Mina (1875 - 1915)
Institution: Anno Domkirkeodden
DigitaltMuseum
little doodle featuring sidesaddle and @archie-sunshine's forrest. look at these two earth-loving goobers! they're watching his westerns and some nature documentaries on north american fauna after :3
Actress Yvonne Mitchell riding sidesaddle
(Loomis Dean. 1962)

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adding some flowers and then I think this is a nice coloring picture :D
A study of a piece by Victor Ambrus done in blue ballpoint pen on slightly toned paper. As I have mentioned before he is one of my favourite artists and I really love the style that he used.
A Practical Guide to Evil fanart. - Journey to Serolen.
It's been a bit since I've made horses. Have some horses.
A fun fact about riding dresses: There's really no trick to them. It's just a dress that you ride in. They don't magically make it easier for you to ride on a horse in a dress. And the proper way to ride in a long riding dress if you're a noble lady, is to ride in a side saddle, rather than riding astride.
Let's face it. We all know both Akua Sahelian and Cordelia Hasenbach are the exact sort of absolutely insane, to take a month long trip riding in the most impractical way possible, merely because that's what you do when riding while wearing long pretty dresses.
Rank among the members of this journey, as perceived by the horses. Top to bottom.
The scary small two-legged female that's ordering the monster around.
The tall dark two-legged female that also seem to have a bit of control over the monster.
The winged monster.
The tall pale two-legged female ordering the big one around.
The big horse.
The pretty drama queen horse.
The nice calm horse.
The tall dark two-legged male that's being ordered around even by the nice calm horse. That benevolently doesn't throw him off it's back all the time.