I'm upset when my boyfriend stays out much later than originally planned and doesn't let me know.
Do you find this to be a big problem?
Yes, It's always kind of an issue. It's so inconsiderate of his to cheat me in such a manner.
I'm sorry that he isn't letting you know how late he is going to be out and making you worry. You should confront him about this and let him know that it upsets you.
Trying to talk by telling him off isn't something I've done before and is kind of scary.
You don't have to tell him off by any means. Just try to calmly explain to him why it hurts you that he does this sort of thing.