Debate Point 1: If a man is trying to pressure you to have sex with him sooner (pushing boundaries) he isn't respecting you or your comfort. If he just wants sex he can stop dating the woman (or pretending to date her) and go get a hookup.

Debate Point 2: if he is trying to talk you into sex acts you don't like and don't want to try, he doesn't respect you.

Debate Point 3: If he requests things from you such as money or favours or sexual actsor says things that make you uncomfortable and he knows this, he does not respect you.

"Pushing or ignoring boundaries is a defining characteristic of individuals with Dark Triad traits—narcissism, Machiavellianism, and psychopathy—often used to manipulate, exploit, or gain power over others. These individuals are skilled at identifying personal vulnerabilities and testing limits in relationships and workplaces, frequently leaving behind high-conflict situations. "