5th date. He likes you and is interested in you. A guy doesn't ask a woman out on 5 dates if he's not interested.My compliments on your patience. I would have bailed after the 3rd date if no kissing had happened.You're going to have to be a little more flirty, and just kiss him.'ll give you one suggsestion if at the end of your 5th date there is still no kissing, before he walks away tell him-I met this very handsome, perfect gentlemen and we've been on 5 dates should I wait for him to kiss me or kiss him 1st.