Movies Like Will You...

If you liked Will You... (2006), a movie directed by Robert Gaston, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
I Love You, Man (2009)
★ 6.6/10
Peter Klaven is a successful real estate agent who, upon getting engaged to the woman of his dreams, Zooey, discovers, to his dismay and chagrin, that he has no male friend close enough to serve as his Best Man. Peter…
2
The Art of Getting By (2011)
★ 6.6/10
George, a lonely and fatalistic teen who's made it all the way to his senior year without ever having done a real day of work, is befriended by Sally, a popular but complicated girl who recognizes in him a kindred…
3
3 Men and a Little Lady (1990)
★ 5.8/10
Sylvia's work increasingly takes her away from the three men who help bring up Mary, her daughter. When she decides to move to England and take Mary with her, the three men are heartbroken at losing the two most…
4
About a Boy (2002)
★ 6.7/10
Will Freeman is a good-looking, smooth-talking bachelor whose primary goal in life is avoiding any kind of responsibility. But when he invents an imaginary son in order to meet attractive single moms, Will gets a…
5
Plus One (2019)
★ 6.8/10
Longtime single friends, Ben and Alice, agree to be each other's respective plus one at every wedding they're invited to, during a busy summer of wedding fever.
6
SLC Punk (1998)
★ 7.1/10
Two former geeks become 1980s punks, then party and go to concerts while deciding what to do with their lives.
7
Leap Year (2010)
★ 6.9/10
When yet another anniversary passes without a marriage proposal from her boyfriend, Anna decides to take action. Aware of a Celtic tradition that allows women to pop the question on Feb. 29, she plans to follow her…
8
Yesterday (2019)
★ 6.7/10
A struggling musician realizes he's the only person on Earth who can remember The Beatles after waking up in an alternate reality where the group was forgotten.
9
December Boys (2007)
★ 6/10
For many years, four teenage orphans at an Australian outback convent have watched their younger comrades find new parents, and realize that they may never be adopted. The Reverend Mother sends the four boys away on a…
10
That Awkward Moment (2014)
★ 6.1/10
Best pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gladly welcome him back into their circle. The…
11
Fast Times at Ridgemont High (1982)
★ 6.8/10
A group of Southern-California high school students ignore their studies in favor of indulging in their teenage distractions.
12
Crazy, Stupid, Love. (2011)
★ 7.3/10
Cal Weaver is living the American dream. He has a good job, a beautiful house, great children and a beautiful wife, named Emily. Cal's seemingly perfect life unravels, however, when he learns that Emily has been…
13
Think Like a Man (2012)
★ 6.8/10
The balance of power in four couples’ relationships is upset when the women start using the advice in Steve Harvey’s book, Act Like A Lady, Think Like A Man, to get more of what they want from their men. When the men…
14
Hardball (2001)
★ 6.5/10
An aimless young man who is scalping tickets, gambling and drinking, agrees to coach a Little League team from the Cabrini Green housing project in Chicago as a condition of getting a loan from a friend.
15
Wayne's World (1992)
★ 6.7/10
The adventures of two amiably aimless metal-head friends, Wayne and Garth. From Wayne's basement, the pair broadcast a talk-show called "Wayne's World" on local public access television. The show comes to the attention…
16
Sweet Charity (1969)
★ 6.9/10
Taxi dancer Charity continues to have faith in the human race despite apparently endless disappointments at its hands, and hope that she will finally meet the nice young man to romance her away from her sleazy life…
17
The Odd Couple II (1998)
★ 6.3/10
Brucey, the son of Oscar, calls his father to invite him to his wedding to Felix's daughter next Sunday in California. Oscar and Felix meet again at Los Angeles International Airport and rent a car in order to go to…
18
The Station Agent (2003)
★ 7.3/10
When his only friend dies, a man born with dwarfism moves to rural New Jersey to live a life of solitude, only to meet a chatty hot dog vendor and a woman dealing with her own personal loss.
19
Flora and Son (2023)
★ 6.9/10
Single mom Flora is at a loss about what to do with her rebellious teenage son, Max. Her efforts to keep him out of trouble lead to a beat-up acoustic guitar, a washed-up LA musician, and harmony for this frayed Dublin…
20
Mamma Mia! (2008)
★ 7/10
A spirited young bride-to-be living with her single mother on a small Greek island secretly invites three of her mother's ex-boyfriends in hope of finding her biological father to walk her down the aisle.