I'm going to tell a friend he is being creepy and pathetic following a breakup
What makes you say that?
I'm tired of always having to help him with everything and be his shoulder to cry upon
It is good to be honest with people , but you should consider their feelings when you rebuke them. Supporting people is good because they might be there when you need a shoulder to cry on in the future.
He needs to get over this hump, and I'm getting tired seeing him fail to surmount it.
Honesty between friends is important, but don't be too blunt or bitter when expressing it. It could easily lead to damaging your relationship with him.