Don't Worry About Me(2009)

London gentleman David spends a day and all his cash to bring his one-night stand a presentation folder at her office in Liverpool, only to be rather rudely ignored a minute later. After a night on the streets, he meets diner waitress Tina, who takes pity on him. David wins spending money at the race tracks and decides to spend it on a playful tour of the city guided by Tina, which is mainly an excuse to get close romantically and learn about each-other.