Ask Any Girl (1959)

"The Funniest Idea Ever...For Making a Male Into a Mate!"

Meg is a young wide-eyed girl who is endures many calamities in her search for a husband in modern-day New York. After losing her suitcase at Penn Station, being kicked out by her roommate, and changing bosses because her boss made a pass at her, she finds herself looking for work at a Manhattan motivational research agency run by punctilious Miles Doughton and his playboy brother, Evan.