Reel Reviews | Why Did I Get Married Again?

Why Did I Get Married Again Review image featuring the ensemble cast gathered on the steps of an Italian villa surrounded by flowers.

by Tim Gordon

Why Did I Get Married Again Review finds Tyler Perry returning to his signature ensemble franchise nearly two decades later, reuniting old friends and introducing their children for a funny, emotional exploration of marriage, family, forgiveness, and what one generation passes down to the next.


Nearly Two Decades Later, the Couples Return

Nineteen years after writer-director Tyler Perry launched the franchise with Why Did I Get Married?, followed by the 2010 sequel Why Did I Get Married Too?, he returns with a third installment, Why Did I Get Married Again?

This time, the familiar group of couples reunites for a destination wedding as Marcus and Angela’s daughter prepares to get married.

Although the friends have been apart for a while, it does not take long for them to slip back into their familiar dynamics.

Dianne (Sharon Leal) and Terry (Tyler Perry), Angela (Tasha Smith) and Marcus (Michael Jai White), and Sheila (Jill Scott) and Troy (Lamman Rucker) return, along with Mike (Richard T. Jones). Taraji P. Henson joins the ensemble as Roselyn.

At the center of the gathering are Jasmine (Armani Greer) and Wesley (Everett Osborne), whose impending marriage brings everyone together and eventually exposes problems extending well beyond the bride and groom.


Why Did I Get Married Again Review image featuring Tyler Perry, Taraji P. Henson, Jill Scott and the ensemble reunited for a destination wedding in Italy.
Why Did I Get Married Again Review image featuring Tyler Perry, Taraji P. Henson, Jill Scott and the ensemble reunited for a destination wedding in Italy.

Old Problems Haven’t Disappeared

Why Did I Get Married Again Review begins with one of the sequelโ€™s greatest strengths: seeing how nearly two decades have changed these characters without magically solving their problems.

Terry discovers that his wife and friends consider him predictable. Marcus is still dealing with the consequences of his past behavior. Angela may claim she has forgiven her husband, but their son’s actions trigger painful memories, and she has no intention of allowing Marcus to forget how deeply he once hurt her.

Sheila is confronting her mother’s Alzheimer’s diagnosis, adding a more sobering dimension to the reunion.

Then there is Messy Mike.

Time has not mellowed him. He is dating his nephew’s former girlfriend, behaving as though he is still enjoying a prolonged second childhood, and remains every bit as obnoxious as audiences remember.

The years may have passed, but Perry understands that getting older does not automatically mean getting wiser.


Taraji P. Henson Fits Right In

Roselyn brings another complicated family dynamic into the group.

Her son remains angry with her following his parents’ breakup, choosing to side with his father without knowing the entire story. Roselyn has protected her ex-husband Harvey’s image by concealing the truth about his addiction, leaving her to absorb their son’s resentment.

At the same time, she is navigating a relationship with Nick, a man 27 years her junior who previously served as her son’s tutor.

Nick shows up to support the woman he loves despite knowing her ex-husband will not attend and her son does not want her at the wedding. Yet Roselyn struggles to embrace that support, caught between her feelings for Nick and her discomfort with their significant age difference.

Henson slides seamlessly into an ensemble whose chemistry was established nearly two decades ago. Her storyline gives Why Did I Get Married Again Review another perspective on the compromises people make in the name of family.


The Next Generation Repeats the Past

The children initially appear determined not to repeat their parents’ mistakes.

That generational mirror gives Why Did I Get Married Again Review much of its emotional weight, as the children discover they have inherited more from their parents than they realized.

Then reality arrives.

Terry is concerned about his son T.J., whose extreme caution has left him seemingly uninterested in romantic relationships. Marcus Jr. brings another set of complications into the family, while Jasmine and Wesley’s wedding exposes just how much the younger generation has absorbed from watching their parents.

Tensions finally boil over at the wedding rehearsal when Mike exposes a situation that bears an uncomfortable resemblance to something Angela experienced years earlier.

Karma really is a bitch, as Terry creatively and emphatically reminds Mike.

The revelation also places Angela at odds with Dianne and Sheila after she discovers her friends withheld the information from her.

But the conflict eventually leads to something more revealing: the parents realize their children are more like them than anyone wants to admit.


Why Did I Get Married Again Review image featuring Tyler Perry, and Sharon Leal reunited for a destination wedding in Italy.
Why Did I Get Married Again Review image featuring Tyler Perry, and Sharon Leal reunited for a destination wedding in Italy.

Breaking the Relationship Curse

That realization gives Perry’s screenplay its most interesting idea.

The children have placed their parents’ relationships on pedestals, believing they can never live up to these seemingly successful marriages. What they have not understood is everything those relationships survived.

Affairs. Abuse. Betrayal. Forgiveness.

The parents finally reveal their own failures in an attempt to destroy the illusion of perfection and prevent their children from repeating the same mistakes.

Roselyn also gives her resentful son a look behind the curtain, finally revealing that his father was an addict and that she spent years protecting the image he had created of him.

At its strongest, Why Did I Get Married Again Review highlights Perryโ€™s exploration of the divide between the relationships children imagine their parents have and the complicated reality required to sustain them.

Love, the film argues, is not perfection.

It is work.


A Father’s Vows to His Daughter

The movie’s emotional centerpiece arrives as Marcus confronts the separation anxiety that comes with giving his daughter’s hand in marriage.

Before doing so, he prepares vows of his own.

Marcus asks Wesley never to mistreat his daughter. More importantly, if the day ever comes when Wesley changes his mind about their love, Marcus asks him to bring Jasmine back to him just as he found her.

It is a poignant moment that seals their union while crystallizing the movie’s larger ideas about parenthood, commitment, and responsibility.

The scene also demonstrates what Perry does particularly well with this franchise. Beneath the arguments, jokes, betrayals, and melodrama is genuine affection for these characters and the families they have built.


The Original Cast Still Has the Chemistry

The chemistry among the original players remains one of the movie’s greatest strengths.

That familiarity gives Why Did I Get Married Again Review an advantage few sequels possess: nearly two decades of shared history between the characters and the audience.

Tasha Smith, Jill Scott, Sharon Leal, Richard T. Jones, Michael Jai White, Lamman Rucker, and Perry effortlessly settle back into relationships audiences first encountered nearly two decades ago.

Henson, who has previously worked with Perry, fits comfortably alongside them.

There is history between these characters, and the performers make that history feel lived in. Their familiarity allows the movie to revisit old wounds without simply recreating the earlier films.

The addition of the younger generation also gives Perry a way to examine his original characters from a new perspective. They are no longer simply husbands and wives trying to understand marriage. They are parents watching their children inherit some of the same fears, expectations, and mistakes.


Why Did I Get Married Again Review: Final Verdict

Perry’s screenplay ultimately explores love not simply as a feeling but as a commitment.

That distinction gives Why Did I Get Married Again? its emotional foundation. Nearly two decades after audiences first met these couples, Perry is less interested in asking why they got married than examining what it takes to remain connected after the honeymoon, the arguments, the betrayals, the children, and the passing years.

The scenic Italian backdrop gives the reunion a handsome setting, but it is the familiarity of the characters that makes the return worthwhile.

Ultimately, Why Did I Get Married Again Review celebrates Perryโ€™s successful return to his signature non-Madea franchise, allowing these characters to age, stumble, forgive, and recognize themselves in the generation coming behind them.

The result is a warm and reflective return that understands marriage is not about maintaining the appearance of perfection. It is about deciding, repeatedly, whether the relationship is still worth fighting for.

Grade: B


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Publisher of TheFilmGordon, Creator of The Black Reel Awards and The LightReel Film Festival. Film Critic for WETA-TV (PBS) - a TRUE film addict!