Embarrassing someone is a form of showing closeness, ingroupness depending on how it's done. You can call your brother a dork and he know you still love him whe

Embarrassing someone is a form of showing closeness, ingroupness depending on how it's done. You can call your brother a dork and he know you still love him where as if someone on the outside calls him a dork you might get angry. People like the one you mention (in my imagination since I'm imaging a particular type of person based on your description) have a kind of charisma/charm/skill that let's them embarrass people and basically communicate "I like you and we're close and me embarrassing you is proof"