How do you interact with celebrities? "Attempt Introduction" Failures

I've managed to successfully trick one celeb into being friends with one of my sims. It was Orange Bailey Moon and my sim met him at school and invited him over to her house. She still couldn't interact with him at first but she had a school project and had him help her with it and eventually it raised their relationship bar enough that she could jump past the "introduction phase" and get actually interactions with him to become full friends. Granted he has a very low fame level but it was still funny to have her trick him into being both her friend and helping her with her homework.

I'm currently working on Dustin Broke in my Get Famous save. My Sim invited him to play chess with her a couple of times. It didn't really raise their relationship enough to have any interactions with him but it's enough that he's on her relationship panel and she can now spam texts at him at all hours of the day at night. This is more to see if I can get it to work eventually she'll have a high enough fame level of her own that it won't matter and I have other plans for her romance wise.