Ran enjoyed dragging Shinichi to her karate tournaments; he wanted to support her, but secretly disliked attending. There was one reason he both didn't enjoy going and why he never told her:
Ran alone was terrifying; being surrounded by women like her was both scary and damaging to his masculinity. He often noted the petite, calloused hands of those around him, and knew that any of the girls could have him incapacitated in two-seconds flat.
The only reassurance he had was that, of all the strong women around him, he was confident his best friend was strongest of them all.