sidesaddle noun 2adverb 1forms 1 noun2 •A saddle, usually for a woman, in which the rider sits with both legs on the same side of the horse. •The technique of riding a horse with both legs on the same side of the horse. adverb1 •On, or as if on, such a saddle.He rode sidesaddle to avoid worsening his injured leg.He had his daughter riding sidesaddle on the bicycle frame while he pedaled. formssidesaddles