To force one to deal with someone or something that proves to be a great burden. Why do you always saddle yourself with so much school work? Take fewer classes and enjoy yourself a little! The boss has saddled me with a new intern from the local college. The economic crash has saddled millions of people with debts they'll likely never pay off.

Forced to deal with some burdensome person, task, responsibility, etc. The managing editor's departure left me saddled with tons of extra work. Many students find themselves without jobs and saddled with debt upon graduating from college. You shouldn't have to be saddled with the emotional baggage of another person.