Movies like Guess Who (2005)
The best movies like Guess Who (2005) are You People (2023), Think Like a Man (2012) and The Best Man (1999). If Guess Who hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedLove & Basketball (2000)7.3/10 from 483 votes
- NewestMadea's Destination Wedding (2025)Released 2025
You People (2023)
A new couple and their families reckon with modern love amid culture clashes, societal expectations and generational differences.
Why it matches: Fans watch both · both romance & comedy
SnoozefestMovies like thisThink Like a Man (2012)
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 realize that the women have gotten a hold of their relationship “playbook,” they decide that the best defense is a good offense and come up with a plan to use this information to their advantage.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisThe Best Man (1999)
After writing a soon-to-be bestselling novel, writer and committed bachelor Harper attempts to hide the fact that his saucy new book is loosely based on the lives and loves of his tight-knit group of friends. Harper is set to be best man at his friend Lance's wedding, and all his friends will be in attendance. When an advance copy of the book makes its way into the hands of his ex-flame, Jordan, Harper attempts to keep it under wraps.
Why it matches: Fans watch both · both comedy
Popcorn FlickMovies like thisBrown Sugar (2002)
Sidney and Dre can attribute their lifelong friendship and the launch of their careers to one single childhood instant... witnessing the birth of hip-hop on a New York street corner. Now some 15 years later, she is a revered music critic at a national magazine and he is a successful, though unfulfilled, hip-hop record company executive. Both come to realize that their true life passions will only be fulfilled by remembering what they learned that day on the corner.
Why it matches: Fans watch both · both romance & comedy
Popcorn FlickMovies like thisHow to Lose a Guy in 10 Days (2003)
It's the battle of wills, as Andie needs to prove she can dump a guy in 10 days, whereas Ben needs to prove he can win a girl in 10 days. Now, the clock is ticking—and the wildly entertaining comedy smash is off and running in this irresistible tale of sex, lies and outrageous romantic fireworks!
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisAbout Last Night (2014)
Bernie and Joan are two fiery flirters who are passionate about everything from hookups to breakups and each other. When he sets up his best friend, Danny, with her roommate, Debbie, the sparks soon fly as they try to navigate the relationship minefields from the bar to the bedroom and are eventually put to the test in the real world.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisTwo Can Play That Game (2001)
Corporate overachiever and all-around fly chick Shanté Smith thinks she's got the goods to keep her slickster boyfriend Keith, from straying—until he discovers a greener pasture, Shanté's archrival, Conny. Scorned, she plans to get her man back by any means necessary.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisBeauty Shop (2005)
Far from Chicago, hairdresser Gina Norris has relocated to Atlanta with her daughter and has quickly established herself as a rare talent in her profession. But after repeatedly butting heads with her shady, over-the-top boss, Jorge, Norris sets out to create her own salon -- even snagging a few of Jorge's employees and clients. Now, Jorge will do anything to shut her down.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisThink Like a Man Too (2014)
All the couples are back for a wedding in Las Vegas, but plans for a romantic weekend go awry when their various misadventures get them into some compromising situations that threaten to derail the big event.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisWhy Did I Get Married Too? (2010)
Four couples reunite for their annual vacation in order to socialize and to spend time analyzing their marriages. Their intimate week in the Bahamas is disrupted by the arrival of an ex-husband determined to win back his recently remarried wife.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisLove & Basketball (2000)
Monica Wright and Quincy McCall grew up in the same neighborhood and have known each other since childhood. As they grow into adulthood, they fall in love, but they also share another all-consuming passion: basketball. As Quincy and Monica struggle to make their relationship work, they follow separate career paths though high school and college basketball and, they hope, into stardom in big-league professional ball.
Why it matches: Fans watch both · both comedy & romance
Worth the HypeMovies like thisJust Married (2003)
Although Tom Leezak and Sarah McNerney come from different worlds, they are both unexpectedly swept off their feet after their first meeting. They quickly fall in love and plan to get married, despite opposition from Sarah's uptight, rich family. After their wedding, the happy couple sets off - with the highest of hopes and ideals about love and marriage - on what they expect will be the perfect honeymoon in Italy. Thanks to a relentless string of bad luck with one disaster after another, and an impromptu visit from Sarah's wealthy one-time ex-lover Peter Prentiss, the newlyweds experience the honeymoon from hell that tests the limits of their young love. Is it worth throwing away their love and marriage?
Why it matches: Fans watch both · both romance & comedy
SnoozefestMovies like thisBridesmaids (2011)
Annie's life is a mess. But when she finds out her lifetime best friend is engaged, she simply must serve as Lillian's maid of honor. Though lovelorn and broke, Annie bluffs her way through the expensive and bizarre rituals. With one chance to get it perfect, she’ll show Lillian and her bridesmaids just how far you’ll go for someone you love.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisCrazy, Stupid, Love. (2011)
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 unfaithful and wants a divorce. Over 40 and suddenly single, Cal is adrift in the fickle world of dating. Enter, Jacob Palmer, a self-styled player who takes Cal under his wing and teaches him how to be a hit with the ladies.
Why it matches: Fans watch both · both comedy & romance
Worth the HypeMovies like thisMonster-in-Law (2005)
Office temp Charlotte Cantilini thinks she's found Mr. Right when she starts dating gorgeous surgeon Dr. Kevin Fields. But there's a problem standing in the way of everlasting bliss: Kevin's overbearing and controlling mother, Viola. Fearing she'll lose her son's affections forever, Viola decides to break up the happy couple by becoming the world's worst mother-in-law.
Why it matches: Fans watch both · both romance & comedy
Popcorn FlickMovies like thisMaybe I Do (2023)
Michelle and Allen, who have reached the point in their relationship where they are considering next steps, decide to invite their parents to finally meet and to offer some understanding of why marriage works. Except the parents already know each other quite well, which leads to some very distinct opinions about the value of marriage.
Why it matches: Fans watch both · both comedy & romance
SnoozefestMovies like thisJust Wright (2010)
Physical therapist Leslie Wright lands the dream job of working with basketball superstar Scott McKnight, helping him recover from a career-threatening injury. All goes well and soon Leslie finds herself falling in love with him. Just as their friendship deepens, however, Scott focuses his attention back on his tenuous relationship with his ex-fiancé Morgan, Leslie's gorgeous godsister, who would love to be the basketball player's trophy wife.
Why it matches: Fans watch both · both romance & comedy
Popcorn FlickMovies like thisMeet the Parents (2000)
Greg Focker is ready to marry his girlfriend, Pam, but before he pops the question, he must win over her formidable father, humorless former CIA agent Jack Byrnes, at the wedding of Pam's sister. As Greg bends over backward to make a good impression, his visit to the Byrnes home turns into a hilarious series of disasters, and everything that can go wrong does, all under Jack's critical, hawklike gaze.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisBecause I Said So (2007)
In an effort to prevent family history from repeating itself, meddlesome mom Daphne Wilder attempts to set up her youngest daughter, Milly, with Mr. Right. Meanwhile, her other daughters try to keep their mom's good intentions under control.
Why it matches: Fans watch both · both romance & comedy
SnoozefestMovies like thisSomething New (2006)
Kenya McQueen thought she had it all: a successful career, good friends and family. There was just one thing she didn't have under control: her love life. All that changes when she meets sexy, free-spirited Brian Kelly. But when her ideal man arrives on the scene, Kenya must decide between the relationship everyone expects and the romance no one expected.
Why it matches: Fans watch both · both romance & comedy
Popcorn FlickMovies like thisPrime (2005)
A career driven professional from Manhattan is wooed by a young painter, who also happens to be the son of her psychoanalyst.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisFailure to Launch (2006)
At 35, Tripp has an interesting job, a hip car, a passion for sailing, an active dating life, and a great house - trouble is, he still lives with his parents, Al and Sue, who are not happy about it. Al and Sue are fascinated when friends whose adult son has recently moved away from home reveal they hired an expert to help. In desperation to push Tripp out of the nest once and for all, Al and Sue hatch a plan to hire Paula, an "interventionist," who has a formula in these cases.
Why it matches: Fans watch both · both romance & comedy
SnoozefestMovies like thisBreakin' All the Rules (2004)
After being dumped by his model girlfriend, aspiring writer Quincy Watson quits his job and is inspired to pen the ultimate how-to book on breaking up. When it becomes a smash bestseller, he starts giving his player cousin, Evan, choice tips on how to win the battle of the sexes. But when Evan's beautiful girlfriend Nikki gets wind of the plan, it's these players that end up getting played.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisThe Wedding Planner (2001)
San Francisco's premiere wedding planner, Mary Fiore is rescued from an accident by the man of her dreams, pediatrician Steve Edison, only to find he is the fiancé of her latest client. As Mary continues making their wedding arrangements, she and Steve are put into a string of uncomfortable situations that force them to face their mutual attraction.
Why it matches: Fans watch both · both comedy & romance
SnoozefestMovies like thisMy Big Fat Greek Wedding (2002)
A young Greek woman falls in love with a non-Greek and struggles to get her family to accept him while she comes to terms with her heritage and cultural identity.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisRumor Has It... (2005)
Sarah Huttinger learns that her family was the inspiration for the book and film "The Graduate" -- and that she just might be the offspring of the well-documented event.
Why it matches: Fans watch both · both comedy & romance
SnoozefestMovies like thisMadea Goes to Jail (2009)
After a high-speed car chase, Madea winds up behind bars because her quick temper gets the best of her. Meanwhile, Assistant District Attorney Josh Hardaway lands a case that's too personal to handle: that of a young prostitute and former drug addict named Candace, also a childhood friend. When Candace winds up in jail, Madea takes the young woman under her protective wing.
Why it matches: Fans watch both · both comedy
Popcorn FlickMovies like thisDaddy's Little Girls (2007)
Monty is a mechanic struggling to make ends meet as he raises his three young daughters. When the court awards custody of his daughters to his shady ex-wife, Monty desperately tries to win them back with the help of Julia, a beautiful, Ivy League-educated attorney. Monty and Julia couldn't be less alike, but a flame is ignited... touching off a firestorm of love and conflict.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisBaggage Claim (2013)
Although she has traveled all over the world, flight attendant Montana Moore has yet to find a man with whom she wants to settle down. However, with her sister's upcoming wedding and pressure from her oft-married mother, she's determined to get engaged in the next 30 days. In that time, her best friends (and fellow flight attendants) conspire to help her re-encounter her exes as she flies all over the country.
Why it matches: Fans watch both · both romance & comedy
SnoozefestMovies like thisMadea's Destination Wedding (2025)
Madea packs her best floral dresses and a whole lot of chaos when the Simmons family heads to the Bahamas for her grandniece's whirlwind wedding.
Why it matches: Fans watch both · both comedy
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like Guess Who?
The closest matches to Guess Who are You People (2023), Think Like a Man (2012) and The Best Man (1999). Below are 27 more, each with the reason it matches.
What should I watch after Guess Who?
People who watched Guess Who most often go on to You People (2023), Think Like a Man (2012) and The Best Man (1999).
What is the highest-rated movie like Guess Who?
Love & Basketball (2000), rated 7.3/10 by 483 TMDB users.
What is the newest movie like Guess Who?
Madea's Destination Wedding (2025) is the most recent release on this list.
Are there English movies like Guess Who?
Yes: You People (2023), Think Like a Man (2012) and The Best Man (1999).
How are movies similar to Guess Who chosen?
First come films that Trakt’s viewers watch alongside Guess Who, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.