And it kind of makes me feel like I have a little less freedom by having to check in and out- maybe that's just part of being in a relationship? Or is she too worried about things?
Part of being in a relationship, is to consider your partners feelings in your actions, and to express, and communicate your feelings, and ideas.
That includes LISTENING TO HERS. She may be insecure, I don't know. For sure she has expressed how she feels, and its not over the top to pay heed, as it's a small thing she asks. Just make sure she does the same as she asked of you. I understand your need to feel the freedom of following your whims, and impulses, but that is overshadowed by your need to at least consider the feelings of your partner. If its too much, talk it over, and come to a compromise, that works for you both.