My Last Five Girlfriends is a 2009 British romantic black comedy film directed by Julian Kemp starring Brendan Patricks, based on pop-philosopher Alain De Botton's book, Essays In Love (U.S. title On Love).
After yet another failed relationship, 30-something Duncan (Brendan Patricks) decides to quiz his last five girlfriends to find out what went wrong in order to figure out how to find love. With advice from bizarre sources and intense flights of fancy, finally Duncan realises that love is a battleground where only the fittest can survive.
Review aggregation website Rotten Tomatoes gives it a score of 28% based on reviews from 18 critics.