Dream meaning of saddle
To dream of saddles, foretells news of a pleasant nature, also unannounced visitors.
You are also, probably, to take a trip which will prove advantageous.
Sidesaddle
To dream that you are riding sidesaddle on a horse implies that there is an imbalance of power. You are in a situation where you don’t feel like you have full control.
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Animals in dreams often represent the animal side of ourselves, particularly aggressive and sexual drives. So a saddle can indicate our efforts to direct and control these drives. It could also symbolize controlling others or being controlled by others. Finally, note that we can be “saddled” with a difficult responsibility.
To dream of any difficulty with a saddle suggests that you would be wise to give more careful attention to your personal affairs. Some revision in your current plans might prove beneficial.