Watched the movie in Dec 2007 - therefore filmed prior to then, but could be any number of years earlier - definitely 2000's.
The movie centers around a young woman dating 5 or 6 guys...can't really remember the ending but probably the average predictable rom-com plot. I vaguely remember (I think) that she goes to the beach and rides a motorcycle with one of the men. I also remember at one stage she lies in bed with her hand up to her face and has red or orange colored nail polish and shoulder length, light blond hair - like Reese Witherspoon's...
That's about all I can give - I've used all and every keyword to search this movie in google images...Niente
Anybody who gets this right, deserves a friggin medal!!