Saddle with Definition 1 of 1Pro Tip 1/3Negative Connotation The phrase often implies unfairness or inconvenience imposed by others. I was saddled with the task of cleaning up after the party. Pro Tip 2/3Not Literal 'Saddle with' is metaphorical. It doesn't mean placing a saddle on someone literally. We were saddled with an impossible deadline. Pro Tip 3/3Emotional Weight Can imply emotional stress, not just physical or financial burdens. He's been saddled with guilt since the incident.