answer:How old are you? I would say start with things that are not very controversal, where you won’t get much opposition. Maybe where you want to go out for dinner, or a place you want to visit, like a museum or a movie. It isn’t too much of a big deal if you are just naturally easy going and have fun even when someone else makes these sorts of choices. But, if you are constantly feeling like you are doing things you don’t want to do, then you do need to learn to say no, or present what you would rather do. Also, some people get annoyed with the burden of having to make the decisions all the time, so if you always say, “whatever you want,” or, ”“I don’t care,” people will get tired of that over time. Why do you think you are not very assertive? Are you afraid of making a mistake? Is one of your parents like that? Do you never get your way at home? Does no one ask for your opinion? Are you afraid of people being angry with you? Did you assert yourself a few times and the people dismissed your desires? None of those, all of those, somethingntotally different?