
In the revival version of the TV show Will & Grace, there are several instances of weddings and marriage proposals. One of the most notable fake weddings occurs when Grace Adler, played by Debra Messing, agrees to a green card wedding with Will's Canadian boyfriend, James, to help him stay in the country. Grace and James' wedding is organised by Karen, who surprises them with an impromptu ceremony at their apartment, complete with Grace's mother, Bobbi, and musicians Hall & Oates in attendance. Despite the light-hearted nature of the wedding, Grace discovers she is pregnant the morning after, and the wedding sets in motion a series of events that impact the characters' relationships.
| Characteristics | Values |
|---|---|
| Episode name | "Marry Me a Little, Marry Me a Little More" |
| Episode number | 100th episode |
| Season | 4 |
| Reason for the fake wedding | Will's visa expiring, leading to deportation back to Canada |
| Wedding planner | Karen |
| Wedding performers | Hall & Oates |
| Wedding attire | Grace wears a wedding dress |
| Wedding guests | Friends, Grace's mother Bobbi |
| Outcome | Grace divorces James due to his negative personality traits |
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What You'll Learn

Grace's fake wedding to James
Grace and James' fake wedding is a result of Will's suggestion to help James get a green card to stay in the country. Grace and James get married, but Will soon discovers an unlikable side to James, which is self-centered, offensive, and cruel. Grace immediately divorces James.
Grace, played by Debra Messing, and her boyfriend Leo, played by Harry Connick Jr., take a walk around Central Park and notice a tent and a van parked nearby. They see a bride and groom run past them and are eager to know what is happening. Grace stops by the van and asks Katie Couric what is going on. Katie tells her that The Today Show is having massive televised weddings in the park for ratings sweeps week. Katie asks Grace and Leo if they would like to get married, and Leo says yes. Grace believes he is being sarcastic, but later realizes he is serious. Leo explains that because they originally met in a park, they should also get married in a park. Leo proposes, and Grace accepts, despite only having known each other for a short time.
Upon arriving at Will's apartment, Grace and Leo reveal to their friends, Will, Jack, and Karen, that they have gotten married. The friends' reactions to the news are not positive, especially Will, Grace's gay best friend, who is uneasy about the whole idea. Leo and Grace assure Will that they will have a wedding reception in his honor, which improves Will's relationship with both Grace and Leo. During the reception, Grace learns many unsettling details about Leo, including that his first name is Marvin. Grace becomes uneasy and leaves the reception, with Leo following her. They run into Katie in the lobby, who tells them that The Today Show has scrapped the wedding segment because the judge who performed the ceremony was not licensed in New York, so their marriage is not valid. Upon learning this, Grace tells Leo that she needs time to think about their relationship.
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Jack's Big Gay Wedding
The episode begins with the gang attending the wedding of Will's ex-boyfriend, Vince. While Grace tries to keep Will from causing a scene, Jack is having second thoughts about his own upcoming wedding. Despite their doubts and worries, the day goes smoothly for the happy couple, with Coco Peru officiating the ceremony.
However, in a surprising twist, just as Jack is about to say "I do," Will decides to propose to his partner, McCoy, who accepts. Will and McCoy's impulsive engagement adds to the excitement and happiness of the occasion. Meanwhile, Grace, inspired by Will's proposal, decides to take a leap of faith in her love life.
The episode also explores the complexities of relationships and the importance of following your heart. Grace, still hurting from her interaction with Noah, is comforted by Will, who encourages her to find true happiness. Marcus's spontaneous trip invitation leaves Grace contemplating her own life choices, prompting her to make a bold decision.
Overall, Jack's Big Gay Wedding is a beautiful celebration of love and friendship, with a touch of humour and emotion that fans of the show have come to know and love. It's a testament to the enduring popularity of Will & Grace and their ability to capture the hearts of audiences through their relatable and entertaining stories.
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Grace and Leo's wedding
The group then attends the wedding ceremony at a synagogue, where Grace is walked down the aisle by Will after learning that her father would not be able to do so. The wedding includes a performance by Hall & Oates, who sing their 1982 song "Maneater" as Grace walks down the aisle. James, Will's Canadian boyfriend, also has a musical moment, singing Stevie Wonder's "As" to Will.
During the wedding reception, Grace learns many unsettling details about Leo, including that his first name is Marvin, which makes her uneasy. She leaves the reception, with Leo following her, and they run into Katie, who tells them that their marriage is not valid as the judge who performed the ceremony was not licensed in New York. Despite the invalid marriage, the episode ends on a positive note, with the group walking through Central Park together, celebrating Grace and Leo's relationship.
This episode marked a significant milestone as the 100th episode of Will & Grace, celebrated with an hour-long episode and a clip show featuring highlights and outtakes from past seasons. It also addressed the dynamic between Will and Grace, assuring viewers that the introduction of a love interest for Grace would not replace the central relationship between the two friends.
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Grace helping plan her cousin Alison's wedding
Grace helps plan her cousin Alison's wedding to Bob in the "Wedding Balls" episode of Will & Grace. Grace gets overexcited and ends up planning her own non-existent wedding, even trying on Alison's dress. Will and Karen bond over a book, "The Marriage of Equals" by Rita Pigeon, which makes Jack jealous. To settle his feelings, Will and Karen stage a fight for Jack to witness.
In another episode, Grace accepts a marriage proposal from her boyfriend Leo, despite only having known him a short time. They get married and host a wedding reception, but Grace soon learns unsettling details about Leo, which makes her uneasy.
In a different episode, Grace and Leo reveal to Will, Jack, and Karen that they have gotten married. The friends' reactions are not positive, but Leo and Grace assure Will that they will have a wedding reception in his honor, which improves Will's relationship with both Grace and Leo. During the reception, Grace learns many things about Leo, including that his first name is Marvin, and she becomes uneasy.
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Grace's green card wedding to James
Grace Adler's green card wedding to James was the result of a plan concocted by Will to help his Canadian boyfriend, James, stay in the country. Grace, who was feeling indifferent about the wedding, refused anything lavish for the ceremony. However, her friend Karen surprised them with an impromptu wedding at their apartment, complete with friends, Grace's mother Bobbi, and musicians Hall & Oates (now "Oates & Hall") to sing and serve drinks.
Grace's wedding dress brought back memories of her previous wedding to Leo, and she started feeling queasy. Despite this, the wedding went ahead, and James officially became an American through his marriage to Grace. The morning after the wedding, Grace discovered she was pregnant.
During the ceremony, James sang Stevie Wonder's "As (1977)", Will's favourite song, and referenced the colour of Grace's hair in his wedding vow: "It's a kind of red that you really don't see that often, outside the Raggedy family". Grace later clarified that she hadn't fainted during the wedding, but had "barely Lindsay Lohan'd".
The episode explored the dynamics of the group, with Will's unease about Grace's marriage to Leo in a previous episode, and the impact of Grace's wedding gown bringing back memories of her previous marriage. It also highlighted the importance of friendship, as Will walked Grace down the aisle when her father couldn't, and Karen's efforts to surprise Grace with a wedding.
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Frequently asked questions
Grace agrees to a green card wedding with James, a Canadian, to help him get a visa.
Will suggests the idea so that James can get a green card and stay in the country.
Hall & Oates perform, and James sings Stevie Wonder's "As" to Will. Grace gets pregnant and later divorces James when Will discovers his self-centred, offensive, and cruel side.











































