Editor's note: HELP] and indulging in delicious meals in the city’s best restaurants." on ^Wow, it's almost as if he wants people to know he went to Harvard or something.Bennett told that his high school girlfriend is the only woman he's ever had to pursue, and that otherwise "it’s always been women pursuing him." Love how humble and down to earth he seems!Kay, so: Bachelor Nation has been speculating that Bennett made it pretty far into 's season based on when he re-activated social media