Sidesaddle has 4 different meanings across 2 categories:
Noun · Adverb
a saddle for a woman; rider sits with both feet on the same side of the horse
A saddle, usually for a woman, in which the rider sits with both legs on the same side of the horse.
on or as if on a sidesaddle
"she rode sidesaddle"
On, or as if on, such a saddle.