Altaïr: He takes you to a fancy restaurant, picking up the tab (of course), then you both take a walk around the city, admiring the stars.
Ezio: He buys you flowers and showers you with pricey gifts, even though you've only just met him. He simply loves spoiling you.
Connor: He takes you on a hiking trail, teaching you all aspects of nature as you listen in, intrigued.
Edward: You both walk the boardwalk of the beach you met at. He wins prizes for you from the carnival games that littered the space.
Haytham: You meet him at a Starbucks at a local Barnes and Noble. While both enjoying your favorite drinks, you express the literary elements from your favorite authors.
Desmond: You tour all of New York City, him showing you all his favorite places and landmarks while dining on sinfully greasy food.
Arno: He takes you out dancing the whole night. Your feet ache, but you don't mind it at all since you're having so much fun.
Jacob: He takes you out mini golfing, thought it's more fun to watch him miss and swear up a storm, claiming the game is rigged. He then takes you to a diner for some curly fries and ice cream.