1. He’s Just Not That Into You
Below you’ll find my picks for films and documentaries to watch if you like He’s Just Not That into You. Keep in mind that the items on this list are not presented in any particular chronological order.
2. The Break-Up(2006)
Jennifer Aniston’s Brooke and Vince Vaughn’s Gary call it quits on their relationship, but neither wants to leave their shared condo. The only option left for Brooke and Gary when their friends come up with a slew of shady schemes that fail to sway either one of them is to become hostile roommates.
3. The Ugly Truth(2009)
Love-struck Abby Richter (Katherine Heigl) works as a TV producer for a network and is utterly unlucky in love. the gender war intensifies when Mike Chadway (Gerard Butler), a controversial television personality, teams up with Abby to test his theories on what makes men and women tick, to put Abby through her paces.
4. How Do You Know(2010)
Even though softball has dominated Lisa Jorgenson’s (Reese Witherspoon’s) life, she is no longer allowed to play because she is deemed too old. Having been left for dead, she embarks on a love affair with Matty (Owen Wilson), a charming womanizer in the MLB. She also goes on a blind date with George (Paul Rudd), a businessman accused of stock fraud, around the same time in the movie. Lisa muses on the meaning of love while caught in a love triangle with the two men.
5. In Her Shoes(2005)
Reckless party girl Maggie (Cameron Diaz) is expelled from her parents’ (Ken Howard and Candice Azzara) house, where she has been living for free, and is taken in by her hardworking sister (Rose, a Philadelphia lawyer), Maggie (Cameron Diaz) (Toni Collette). Rose evicts Maggie after she wrecks her sister’s love life as a result of her obnoxious behavior. However, when their long-lost grandmother enters their lives, the sisters are forced to confront some uncomfortable truths about their own identity and that of their family.
6. Made Of Honor(2008)
Tom (Patrick Dempsey) is a serial dater who avoids commitment at all costs. His best friend, Hannah (Michelle Monaghan), has always wanted to get married and has finally found Mr. Right, just as Tom comes to realize how much he really likes her. To prevent the wedding from taking place, Tom asks to be a part of her bridal party.
7. Just Married(2003)
It’s a tale of two lovers from different worlds, Tom (Ashton Kutcher) and Sarah (Brittany Murphy). He’s a normal guy who enjoys beer and has a low-level job, while she’s a budding writer from a well-to-do family with a sophisticated taste in art. Families and friends aren’t going to stop these two from marrying, but a disastrous honeymoon in Italy with Sarah’s ex-boyfriend Peter (Christian Kane) makes it almost impossible to keep the marriage together.
8. Because I Said So(2007)
The proud mother of three women, Diane Keaton’s Daphne Wilder (Mandy Moore), Maggie (Lauren Graham) and Mae (Piper Perabo) has a love for her children that knows no bounds, and she is no exception.
Due to her youngest daughter’s tendency to pick the wrong man, she decides to step in and prevent Milly from making the same mistakes as her older sisters. It’s a disaster when Daphne tries to meet Milly’s expectations by posting an online personals ad.
9. What Happens In Vegas(2008)
Joy McNally (Cameron Diaz), a successful career woman, and playboy Jack Fuller (Ashton Kutcher), a successful playboy, discover soberly after a wild night in Las Vegas that they have married. In addition, there’s a huge cash prize up for grabs. There’s no way out for Joy and Jack now that the prize money has been frozen by a vengeful judge who will not grant them an annulment.
10. The Wedding Date(2004)
With her younger sister’s (Amy Adams) wedding just around the corner, Kat Ellis (Debra Messing) is faced with the unwelcome prospect of attending the ceremony alone in London. Unfortunately, Jeffrey (Jeremy Sheffield), the man who dumped her just as they were about to tie the knot, will serve as the wedding party’s best man.
Dermot Mulroney plays Kat’s date as she is determined to show everyone, especially Jeffrey, that her romantic life is as full and exciting as it has ever been.
11. Valentine’s Day(2010)
Several Los Angeles residents (Jessica Alba, Jessica Biel, and Bradley Cooper) experience the highs and lows of love in a single day in a series of interconnected stories. They go on first dates, long-term commitments, have youthful crushes, and reconnect with old flames as the holiday progresses.