The best Chris O'Donnell’s romance movies

Jimmie is seeing his single friends get married one by one. He isn't too worried until his girlfriend Anne catches the bouquet at his friend Marco's wedding. Suddenly, his wild mustang days are numbered. He finally decides to propose to her, but he sticks his foot in his mouth and botches the proposal. Being insulted by the defeatist proposal, Anne leaves town on an assignment. After she's gone, he finds out that his recently-deceased grandfather's will stipulates that he gets nothing of a multi-million dollar fortune unless he's married by 6:05pm on his 30th birthday: tomorrow! Not being able to find Anne, Jimmie begins backtracking through his past girlfriends to find a wife.

Matt falls for Casey, the new girl in school. She's fun-loving and eccentric, but there's a darkness to her whimsy that Matt can't begin to comprehend. When Casey attempts to commit suicide, her parents place her in a mental institution. Matt springs her out, and together the young lovers head on a road trip. They believe their love can "cure" Casey's problems. Matt starts to wonder, though, if are they inspired or misguided.

Hank Marshall is a tough, square-jawed, straitlaced Army engineer and nuclear science expert, assigned to help conduct weapons-testing in 1950's America. Hank has become a thorn in the side of the Army, though, for a couple of very different reasons. He is an outspoken opponent of atmospheric testing, though his superiors hold contrary views and want to squelch his concerns...and his reports. The other problem is his wife, Carly. She is voluptuous and volatile, wreaking havoc in his personal life and stirring up intrigue at each new Army base.

It's a movie for everyone whose life has been thrown off-course, out of whack, or simply not turned out the way they planned it. In other words, it's a movie for everyone, period. Set in suburban Long Island in the summer of 2002, with the psychic wounds of 9/11 still fresh, A Little Help is a story that takes a comic, searching and profoundly empathetic look at a few pivotal months in the life of dental hygienist Laura Pehlke (Jenna Fischer)-an ordinary woman whose life suddenly flies off the rails-and her heroic efforts to re-establish a sense of security and normalcy for herself and her son.

After teenage ambulance driver Ernest Hemingway (Chris O'Donnell) takes shrapnel in the leg during World War I, he falls in love with Agnes von Kurowsky (Sandra Bullock), a beautiful older nurse at the hospital where he's sent to recover. Their affair slowly blossoms, until Hemingway boldly asks Agnes to be his wife and journey to America with him. Richard Attenborough directs this drama based on the real-life experiences of the famed novelist.

Three girlhood friends now at college share first loves, first kisses and first betrayals. At the center of it all is the best-looking boy on campus. Can a self-conscious dreamer hook the biggest fish in the pond?