What kind of man wants to pay a woman to engage in intercourse when she clearly is not attracted to him? A desperate man that is willing to do that may be willing to do other things such as hold you against your will when he is rejected after an encounter. Will he secretly record you and blackmail you into continuing to see him? It just sounds like it could lead to a dangerous situation. One of the reasons prostitution is illegal because it often becomes a dangerous situation for the woman.