What's Hard in a Relationship for You?

I have trouble asserting my wants and needs. I've been single forever and I try to be a "cool girlfriend." I didn't insist that he come to dinner for my aunt's birthday, and I let it slide when we didn't celebrate our first anniversary. I gave him three watercolor paintings of our first three dates and when I gave them to him he said we'd go out for dinner, but nearly three months have passed and I don't want to raise a stink. (He's a serial monogamist and I've gone 6+ years since I've even had an anniversary.) As for dinner at my aunt's and uncle's, we later had a talk about it and I explained that this assertiveness thing is a challenge for me.

My parents are coming for Thanksgiving and we've both been invited for dinner with them and my aunt and uncle on Wednesday (BF is doing a Friendsgiving on Thursday). As I drove to his house before asking him to come, I pictured us fighting about it where I said it would mean a lot to me if he came and he refused and said he didn't want to. (Basically how it went before my aunt's bday.) What actually happened: I said I had something important to ask him, and told him we've been invited to the dinner. He said yes immediately and I cried out of relief. He apologized for making me worry about it.

/r/OkCupid Thread