25+ Most Valuable Celebrity Engagement Rings of All Time

25+ Most Valuable Celebrity Engagement Rings of All Time

It is a well-known fact that diamonds hold a special place in the hearts of most women. We have created a comprehensive list of over 40 dazzling celebrity engagement rings that are considered extremely valuable. The list features a wide variety of celebrities, ring styles, and gemstones, from Serena Williams to Cardi B, and from emerald cut to pear-shaped, and rubies to pearls. Along with details about the carat size and value of each ring, you will also discover some insider information about the relationships between these famous stars.

Jennifer Lopez

The event being referred to is the re-engagement of J.Lo and Ben Affleck. The ring presented during the occasion is believed to be worth around $10 million.
The couple, J.Lo and Ben Affleck, popularly known as Bennifer, prove that people can get second chances. They began dating in 2001, and Ben proposed to J.Lo after a year with a beautiful pink, solitaire ring. Regrettably, they called off their wedding just a few days before the ceremony.

Skipping ahead to the year 2021, Bennifer reignited their romance. In the month of April 2022, Ben asked for Jennifer’s hand in marriage and presented her with an extraordinary 8.5-carat, green diamond engagement ring. The couple exchanged vows in Las Vegas, and subsequently hosted another wedding ceremony at Ben’s Georgia residence with their loved ones in attendance.

Blake Lively

Blake Lively and Ryan Reynold’s engagement was marked by a ring that was worth $2 million.
Blake and Ryan are a highly influential couple in Hollywood. Although they initially met in 2010, they embarked on a double date a year later with different partners which was slightly uncomfortable. In 2012, Reynolds presented Blake with a 12-carat diamond, which is worth an astounding $2 million, and proposed to her.

Even though their wedding was deemed flawless, a wedding sparkler caused a burn on Blake’s wedding dress. Instead of letting it ruin their day, Reynolds turned it into a cherished moment which has now become Blake’s preferred part of her gown. The couple shares three daughters, and they have just shared the news of expecting their fourth child.

Heidi Klum

Event: The engagement of Heidi Klum and Seal
Cost of the ring: The ring had an estimated worth of $150,000.
In 2004, Heidi encountered Seal in the hotel lobby, who quickly proposed with a 10-carat, canary diamond ring. Seal orchestrated a grand proposal by bringing Klum to the Canadian Rockies and setting an atmosphere with scattered rose petals…within an igloo.

In Mexico, the couple tied the knot and later had three children. Seal even legally adopted Klum’s first child from a previous relationship. As a romantic custom, the couple renewed their vows annually. Sadly, their relationship ended in separation in 2012 and divorce in 2014. Despite this, they are still good friends and are actively involved in raising their children.

Serena Williams

Serena Williams and Alexis Ohanian got engaged with a ring worth $2 million.
In 2015, Serena coincidentally encountered Alexis during her breakfast in Rome. Alexis happened to attend the Italian Open on that same day and was invited by Serena to join her at the upcoming French Open. Alexis took a trip to Paris for the weekend to watch Serena play and the subsequent events became history.

Alexis proposed to his partner in the same hotel where they first met in 2016, using a 12-carat diamond ring. Shortly after, the couple discovered they were expecting. Their wedding in 2017 was a star-studded event with three attire changes and was considered to be the best wedding of the year.

Katie Holmes

Event: The engagement of Tom Cruise and Katie Holmes // Price of the ring: $250,000
Katie Holmes and Tom Cruise announced their relationship in 2005, during their trip to Rome, although some people believed it was a publicity stunt. Tom proposed to Katie during a romantic dinner at the Eiffel Tower in less than two months after they met, and gave her a five-carat oval-shaped ring.

Not long after becoming engaged, the famous actors revealed that they were going to have a baby. Cruise went as far as acquiring an ultrasound apparatus to keep up with the baby’s growth. The pair had an extravagant wedding in Italy that was attended by many high-profile celebrities. Following six years of matrimony, Katie initiated the divorce process.

Paris Hilton

Paris Hilton and Carter Reum have become engaged, and the engagement ring’s worth is $5 million.
Although the couple had been acquainted for 15 years, they only began a romantic relationship in 2019 after Paris was invited to their Thanksgiving dinner. Paris attributed the opportunity to spend time with her partner during the lockdown as a contributing factor to their relationship.

Hilton and Reum marked Paris’ 40th birthday by going on a trip to a secluded island, where Carter popped the question with a massive 24-carat diamond ring. As expected, the couple had a lavish wedding in November 2021, with multiple costume changes and a six-foot-tall wedding cake, sparing no expense to make it an unforgettable and opulent event.

Catherine Zeta-Jones

Event: The engagement of Catherine Zeta-Jones and Michael Douglas // Worth of the ring: One million dollars.
In the year 1998, a mutual friend introduced Catherine Zeta-Jones and Michael Douglas to each other. Only three months later, they announced that they were going to have a child together. One month after that, on New Year’s Eve, Douglas proposed to Zeta-Jones with a ten-carat diamond ring designed in a vintage-style.

The couple tied the knot in New York City and marked the occasion with an extravagant celebration that is said to have cost around $1.5 million. Although they have a significant age difference of 25 years, they have been happily married for 21 years, making their expensive wedding worth it. It’s interesting to note that Catherine and Michael share the same birthdate.

Kim Kardashian

Event: The engagement of Kim Kardashian and Kanye West // The worth of the ring is $3 million.
Kim has gained ample knowledge and expertise regarding rings and weddings. The year 2011 marked the beginning of Kim and Kanye’s romantic relationship when he invited her to witness his fashion show in Paris.

Kanye popped the question to Kim with a 15-carat diamond ring during her 33rd birthday celebrations in 2013. The couple tied the knot in 2014 with a luxurious European wedding that took place from Paris, France, to Italy. The total cost of their wedding was a whopping $2.8 million!


Event: The engagement of Beyoncé and Jay-Z // Worth of the ring: $5,000,000
Beyoncé and Jay-Z are renowned as one of the most legendary celebrity pairs ever. In 2000, the duo crossed paths on a flight headed to Cancun and started dating a year after. They exchanged engagement vows and said their wedding vows secretly in 2008. The highlight of the grand occasion was when Queen Bey was presented with a magnificent 24-carat diamond ring.

In 2011, Beyoncé made a public announcement during her concert about being pregnant for the first time. In addition to this historic moment, Beyoncé shared a fashionable photoshoot on Instagram to announce her second pregnancy.

Anna Kournikova

Anna Kournikova and Enrique Iglesias announced their engagement, and the ring they chose for the occasion was valued at $2.5 million.
The pair’s initial encounter took place in 2001, while they were filming Enrique’s music video. Speculation about their engagement started to arise when Anna was spotted with a yellow, 11-carat ring. Nonetheless, not much information is available regarding when exactly they became engaged, or if they are presently married.

Anna previously expressed that marital status is insignificant to her and that she’s content in her contented partnership. The couple had twins in 2017 and later welcomed another daughter in 2020. The celebrity pair is reserved when it comes to their romance; this attribute extends to their family life and offspring.

Mariah Carey

Event: The engagement of Mariah Carey and James Packer // Worth of the engagement ring: $10 million.
The romantic relationship between Mariah Carey and James Packer was brief and ended as quickly as it began. The couple was introduced in July 2014 and immediately connected. They made their first public appearance as a couple in 2015.

In January 2016, the couple became engaged and Mariah was gifted with a whopping 35-carat diamond ring. Mariah playfully hinted at her upcoming nuptials, but unfortunately, shortly after their engagement was announced, Carey and Packer separated.

Elizabeth Taylor

The event was the presentation of a ring from Richard Burton to Elizabeth Taylor, and the ring itself was worth one million dollars.
Elizabeth and Richard first encountered each other in 1954 during a Hollywood social gathering, but no romantic relationship blossomed at that time. They encountered each other again nine years later, cast as fellow actors in the movie Cleopatra. Despite both being married at the time of the film’s production, they found themselves attracted to each other, and their bond became one of Hollywood’s most scandalous love stories. Burton popped the question in 1964, and following the finalization of their respective divorces, the couple got married that same year.

After being married for a decade, they separated in 1974. The following year, they reconciled and remarried, but their second marriage lasted only a year. Even though it was twice that Taylor tied the knot with Burton, she did not get an engagement ring from him. Instead, when he proposed, he gave her an emerald brooch, which she adorned on her wedding attire. It was only five years after their first union when Burton gifted Taylor with a diamond worth one million dollars and was later dubbed the Taylor-Burton diamond.

Kirsten Dunst

Event: The engagement of Kirsten Dunst and Jesse Plemons
Worth of the ring: $80,000
Kirsten and Jesse first crossed paths while filming in 2015. Two years later, Kirsten was seen sporting a diamond ring on her left hand, sparking rumors that the couple was engaged. The engagement was later confirmed, with Jesse proposing to Kirsten with an expensive three-carat diamond ring costing $80,000.

The couple shared the news in 2018 that they were anticipating their first baby, and subsequently, they greeted their second child in 2021, even though they officially got married in July 2022 during an enchanting ceremony hosted at an exquisite resort situated in Jamaica.

Simone Biles

Simone Biles and Jonathan Owens recently got engaged, and the ring they selected is worth a whopping $300,000.
Jonathan, who is now Simone Biles’ fiancé, was initially met by the gymnast on the Raya dating app, where she took the initiative to reach out to him. Later, in August 2020, they decided to make their relationship public and announced it on Instagram.

The couple marked their first anniversary by taking a trip to Belize and sharing details of their romantic journey with their followers on social media. Jonathan proposed in February 2022, presenting his partner with an impressive eight-carat diamond ring.

Britney Spears

Event: The engagement of Britney Spears and Sam Ashgari // The worth of the engagement ring was $70,000.
In 2016, Britney and Sam encountered each other. However, Sam almost ruined his opportunity with the pop star by making a joke that turned out to be a disaster. Fortunately, Britney disregarded that uncomfortable incident and the two of them swapped contact information.

In September 2021, the couple shared the news of their engagement on Instagram. Sam had designed the four-carat diamond ring that he presented to Britney when he proposed. The wedding took place in June 2022, and it was attended by famous personalities such as Selena Gomez, Madonna, and Paris Hilton.

Lily Collins

The occasion is Lily Collins and Charlie McDowell becoming engaged, and the ring that was given has a value of $100,000.
Lily recalls their first encounter as an instant connection and was certain that she would marry him one day. They made their relationship official on Instagram in August 2019, and Charlie wasted no time in proposing just a year after announcing their relationship to the world.

Charlie popped the question during a journey in Mexico, presenting a distinctive four-carat diamond ring. They tied the knot in September 2021 at a rustic-themed wedding, which was an intimate affair held in Colorado. Lily looked stunning in a beautiful long-sleeved lace gown with a hood, designed by Ralph Lauren.

Nicola Peltz

The event is the engagement of Nicola Peltz and Brooklyn Beckham, and the ring’s worth is estimated to be $2 million.
In October 2019, rumors about Nicola and Brooklyn’s romantic involvement began to circulate after they were spotted having dinner following Leonardo DiCaprio’s Halloween party. They openly express their affection for each other through their social media accounts, which contain numerous posts and captions indicating that they are in a loving relationship.

Brooklyn proposed to Nicola with a magnificent five-carat emerald-cut diamond ring, only six months into their relationship. Nonetheless, Nicola decided to improve the ring, which is currently an eight-carat oval diamond that costs two million dollars. Subsequently, the couple got married in a several-day-long celebration in April 2022.

Sophie Turner

Sophie Turner and Joe Jonas got engaged and the ring they have is estimated to be worth between $20,000 and $58,000.
The couple was initially seen kissing during a Kings of Leon show in 2016, but they didn’t announce their relationship until January 2017. Later in October 2017, Joe surprised Sophie with a marriage proposal and presented her with a three-carat, pear-shaped diamond ring.

The couple got married in a white chapel in Las Vegas and had an Elvis impersonator as part of their ceremony. Afterwards, they had a second wedding in a more formal setting in the south of France with their loved ones. They now have two daughters.

Chrissy Teigen

Event: The engagement of Chrissy Teigen and John Legend
Cost of the ring: The ring they chose was estimated to be worth between $150,000 and $200,000.
We have another influential couple from Hollywood! They initially crossed paths in 2006. John mentioned in an interview that he attempted to break up with Chrissy once. However, she refused and answered directly with a “no.” Just thirty minutes later, they were back together. John proposed to Chrissy in the Maldives five years later, presenting her with a six-carat diamond ring.

The wedding ceremony of the couple took place in Lake Como, which was the location of their initial vacation together. To grace the special occasion, Chrissy wore three bespoke gowns designed by Vera Wang. Both John and the legendary Stevie Wonder also gave musical performances during the event. Since their marriage, the couple has been blessed with a son and a daughter, and they are anticipating another child in 2022.

Gwyneth Paltrow

The event is the engagement of Gwyneth Paltrow and Brad Falchuk, while the estimated worth of the ring is around $500,000.
In 2010, Gwyneth and Falchuk first crossed paths on the set of the popular show “Glee,” which Brad played a co-producing role. After four years of dating, Brad popped the question with a 13-carat sapphire ring, and in a small wedding ceremony held in the Hamptons, the couple tied the knot.

Gwyneth revealed in 2021 that she still feels like she’s experiencing the exciting early stage of her relationship. She also discussed a tradition she and her partner established during their dating period. Gwyneth shared that when Brad was her boyfriend, she made him breakfast every Saturday morning as a way to separate herself from other pressures in her life and direct her attention towards him. This tradition has continued with the couple, and they still refer to it as #boyfriendbreakfasts.

Katy Perry

Katy Perry and Orlando Bloom have gotten engaged and the ring is worth $5 million.
In 2016, speculation about Katy Perry and Orlando Bloom’s romantic involvement arose after they were seen acting flirtatiously at the Golden Globes afterparty, where Katy even started a dance competition with Orlando. Although there were a few instances when they parted ways, the couple declared their engagement in 2019. On a helicopter ride on Valentine’s Day, Orlando proposed to Katy.

Katy was gifted an impressive pink diamond with a weight of four carats. Shortly after, she hinted at being pregnant in one of her music videos by holding onto her baby bump, which caused speculation amongst her fans. Eventually, she confirmed the rumors and announced that she was expecting a child. Katy and her partner welcomed their daughter, named Daisy Dove Bloom, in August of 2020.

Katherine Schwarzenegger

Katherine Schwarzenegger and Chris Pratt became engaged and the ring Chris gave her is worth $350,000.
Chris Pratt and his current wife Katherine Schwarzenegger first encountered one another at church. Pratt mentioned that they had a lot of coincidences and common acquaintances, but the church was where they initially met. Their romantic relationship began in 2018, and they became engaged one year later. Pratt proposed with a majestic five-carat diamond ring.

Not long after they announced they were getting married, the couple held a small ceremony with loved ones in attendance, including Pratt’s six-year-old son Jack from his past marriage with Anna Faris. Schwarzenegger and Pratt had their first child together in 2020 and shared in December 2021 that they were anticipating their second child.

Jada Pinkett-Smith

Jada and Will Smith got engaged and the ring they chose is worth $250,000.
Jada and Will crossed paths for the first time during a Fresh Prince of Bel-Air casting call, but their romantic relationship did not commence until 1995. Will popped the question in 1997, presenting Jada with a stunning 12-carat diamond ring. They tied the knot in a discreet ceremony in Baltimore and became parents for the first time in 1998.

In 2000, the couple had their second child and since then, they have been open about the difficulties they have faced in their relationship. In a 2013 interview, Jada revealed that they have even explored the idea of an open marriage. Nevertheless, despite the obstacles, the couple has managed to stay together and are still married.

Priyanka Chopra

The engagement of Priyanka Chopra and Nick Jonas was marked by a ring that was worth $200,000.
In 2016, it was Priyanka who took the first step in starting a relationship with Nick by sending him a direct message. Despite the beginning, the couple officially confirmed their relationship in 2018. People began speculating about their engagement not long after they were spotted wearing similar gold rings. Nick then closed a Tiffany store in July of the same year to select a five-carat diamond ring for the proposal.

The couple’s wedding festivities lasted for three days and included elements from both Christian and Hindu marriage customs. Ever since then, they have been happily married and recently became parents to a daughter named Malti Marie Chopra Jonas who was born via surrogacy in January 2022.

Amal Clooney

The event of Amal and George Clooney getting engaged has resulted in a ring worth $750,000 being valued.
George met his current spouse through a mutual friend who invited her over to dinner at George’s place. Coincidentally, George received a call from his agent even before the arrival of the guest, predicting that George would end up marrying her someday. When they finally met, they immediately hit it off and spent the entire evening conversing.

In 2014, George popped the question to his partner with a lovely homemade meal and a stunning diamond ring that weighed seven carats. Their wedding was held in September of the same year and it was considered the most significant celebrity wedding since Prince William and Kate’s wedding that happened three years before. After a couple of years, the couple became parents to twins in the year 2017.

Kate Middleton

The engagement of Kate Middleton and Prince William is marked by the presentation of a ring valued at $500,000.
When it comes to the royal couple, William and Kate initially encountered each other while studying in college back in 2001. They were acquaintances for more than a year before their platonic relationship developed into a romantic one. Despite being together for the majority of their college years, the couple mutually decided to part ways after their graduation so that they could focus on self-discovery. However, they soon rekindled their love during the summer of 2007.

In 2010, Prince William proposed to his now-wife using a 12-carat sapphire ring that once belonged to his late mother, Princess Diana. The ring is estimated to be worth $500,000. The couple got married in 2011 at Westminster Abbey in London. They shared the news of their first pregnancy in 2012, and went on to have two more children in 2015 and 2018.

Eva Longoria

The engagement of Eva Longoria and José Baston was marked by a ring worth $500,000.
According to reports, in 2013, they were introduced by mutual friends. However, it was believed that they didn’t feel an immediate attraction towards each other. They were reintroduced by the same friend after six months and it is said that there was an instant connection. During their trip to Dubai, José proposed to her with a six-carat ruby diamond.

In 2016, they married in Mexico in a grand celebration that was attended by famous personalities. Eva wore a gown created by her close friend, Victoria Beckham. Their first baby was born in 2018, and it is the fourth child for José.

Hailey Baldwin

Event: The engagement of Hailey Baldwin and Justin Bieber
Price of Ring: Five hundred thousand dollars.
In 2009, Hailey and Justin had a short meet-and-greet. Six years later, they were seen kissing during New Year’s celebrations. Even though they separated, they got back together in 2018. That same year, Justin popped the question with a massive diamond ring that weighed 10 carats.

In September 2018, the couple had a legal civil ceremony and Hailey made it Instagram official by changing her handle to @HaileyBieber. A year later, the couple held a wedding ceremony in South Carolina where Hailey wore an iconic veil that had “Till Death Do Us Part” embroidered on it.

Sofia Vergara

Occasion: Sofia Vergara and Joe Manganiello’s engagement // Value of Ring: $750,000
Sofia was engaged when she first met Joe in 2014. Joe reached out to Modern Family co-star Jesse Tyler Ferguson, asking for her number when he heard she was single. The two went on a date and although Sofia spent that entire time listing reasons why they wouldn’t work out, love prevailed — as it always does!

Just six months later, Joe was spotted ring shopping. Out of fear that his proposal would be ruined by paparazzi, he popped the question in their hotel suite while they were on vacation for the Christmas holiday. Not only did he ask the question in Spanish, but he also presented Sofia with a five-carat diamond ring. They wed in Palm Beach in 2015.


Occasion: Ciara and Russell Wilson’s engagement // Value of Ring: $2 million
Russell first met Ciara in 2015 at a basketball game. Russel sealed the deal in 2016 with a beach proposal in Seychelles with a 16-carat diamond ring. They tied the knot just a few months later in a private wedding in England. The couple welcomed their first daughter together in 2017.

In 2020, Ciara and Wilson took to Instagram to announce they were expecting another child. In 2022, while Ciara was co-hosting an episode of The Ellen DeGeneres Show, Russell took the opportunity to propose for a second time and ask that they have another baby together. After a good laugh, Ciara agreed. How cute!

Hilary Duff

Occasion: Hilary Duff and Matthew Koma’s engagement // Value of Ring: $80,000
After hitting it off in the studio while collaborating on an album in 2015, Hilary Duff and Matthew Koma made their debut in 2017. After taking a short break, the couple rekindled their romance in 2018. Soon after, they turned to Instagram to announce that they were expecting. In October 2018, they welcomed their first child together, Banks.

In 2019, the couple went for a walk where Matthew gave Hilary a book he made about their relationship. At the end of the book, there was a secret compartment that held a four-carat diamond ring that cost $80,000. Months later, the couple got married in an intimate ceremony.

Kourtney Kardashian

Occasion: Kourtney Kardashian and Travis Barker’s engagement // Value of Ring: $1 million
Kravis confirmed their relationship in 2021 after a few months of dating. The couple pack on the PDA both on social media, as well as in the public eye. Travis finally popped the question in October 2021 on the beach, where the duo was surrounded by hundreds of red roses.

Kourtney received a 12-carat diamond ring. In April 2022, the couple got hitched in Vegas. In May, Kravis had a lavish ceremony in Dolce and Gabbana’s villa in Italy, where they celebrated with all of their family and friends.

Gabrielle Union

Occasion: Gabrielle Union and Dwyane Wade’s engagement // Value of Ring: $1 million
The two began dating in 2009. After a short break, they announced their engagement in 2013. After touring around the construction site of their house, Gabrielle found Dwyane’s sons from his previous marriage holding a sign saying “Will you marry us?” Originally, Gabrielle thought it was a joke, as the kids had asked the same question many times before.

Dwyane proposed with an 8.5-carat diamond ring. In 2014, the couple got married in an intimate wedding in Florida. In 2017, Gabrielle publicly shared her fertility struggles and how she had suffered many miscarriages. In 2018, however, Union and Wade welcomed their first daughter together via surrogacy.

Cardi B

Occasion: Cardi B and Offset’s engagement // Value of Ring: $500, 000
In Jaunary 2017, Cardi B and Offset collaborated and released a track together. A month later, they went on their first date in which Offset took Cardi to the Super Bowl! Iconic, right? In 2017, Cardi publicly dropped a huge engagement hint to her beau. Months later, Offset proposed to Cardi on stage with an eight-carat diamond ring.

In 2017, the musicians secretly wed — and a year later, they welcomed their first child. In September 2020, Cardi filed for divorce, which was later called off. In June 2021, Cardi shared a stunning maternity photoshoot that confirmed the couple was expecting their second child.

Megan Fox

Occasion: Megan Fox and Machine Gun Kelly’s engagement // Value of Ring: $300, 000
Megan and her husband at the time were already separated when rumors began circulating in early 2020 about a possible romance between her and Machine Gun Kelly (MGK). Rumors grew when Megan starred in MGK’s music video. The unconventional duo confirmed their relationship in June 2020.

In January 2022, the couple announced their engagement. MGK designed a ring made of two six-carat diamonds. The ring resembles two parts that came together as one — and it features a diamond (MGK’s birthstone), as well as an emerald (Fox’s birthstone). It’s no secret that the ring, which features thorns, caused some controversy when fans first learned of the engagement.

Jennifer Lawrence

Occasion: Jennifer Lawrence and Cooke Maroney’s engagement // Value of Ring: $150, 000 – $200, 000
The couple started dating when a mutual friend introduced Jennifer and Cooke in 2018. In February of 2019, the duo got engaged. While little details are known about the proposal, we do know that Cooke got his now-wife a five-carat diamond ring.

The lovebirds made it official in October 2019 at the Belcourt of Newport mansion in Rhode Island. According to sources, the actress and art dealer only left their wedding at 5:30 am after partying the whole night, before subsequently jetting off to Indonesia for their honeymoon. The couple welcomed their first child together in 2022.

Reese Witherspoon

Occasion: Reese Witherspoon and Jim Toth’s engagement // Value of Ring: $200, 000
Reese Witherspoon met Jim Toth in 2010 at a friend’s house, and they hit it off right away. In December, less than a year later, the couple got engaged. Jim proposed with a four-carat diamond ring. Shortly after, the couple wed on their ranch.

In 2012, the couple announced they were expecting their first child together. They welcomed a son that same year, in September. Reese shared a selfie on Instagram in March 2022 to commemorate their 11 years of marriage.

Ariana Grande

Occasion: Ariana Grande and Dalton Gomez’s engagement // Value of Ring: $350, 000
After ending her engagement with Saturday Night Live star Pete Davidson in 2018, Ariana kept her new relationship with Dalton private. The couple went public with their relationship in May 2020. Ariana went on to share moments of their relationship on her Instagram, including posts for both of their birthdays.

Dalton proposed just before Christmas in December of 2020, he designed and customized Grande’s ring, which features a five-carat diamond and a pearl. The pearl was from a ring that her grandmother had gifted her. In May 2021, they exchanged vows in an intimate wedding.

Scarlett Johansson

Occasion: Scarlett Johansson and Colin Jost’s engagement // Value of Ring: $450,000
In 2006, Scarlett was hosting Saturday Night Live for the first time. Her now-husband, Colin, had just become a writer on the show. Scarlett hosted SNL quite a few times but it wasn’t until 2017, at an SNL afterparty, that the two were romantically linked.

Colin proposed in 2019 with an 11-carat pear-shaped diamond. Months later, while hosting SNL again, Scarlett joked about how Colin would get fired if the show didn’t go well and thanked SNL for being the place she met the love of her life. The couple wed in 2020 and welcomed their first child a year later.

Yvette Prieto

Occasion: Yvette Prieto and Michael Jordan’s engagement // Value of Ring: $1 million
This ultra-private couple hasn’t shared much about their relationship, but this is what we do know. Yvette and Michael first met on the dance floor of a Miami club in 2007 and moved in together two years later. On Christmas Eve of 2011, basketball legend proposed with an estimated 10-carat diamond ring.

If a million bucks wasn’t a lot to begin with, it’s said that their 2013 lavish wedding cost $10 million! The wedding included 300 of their closest friends and family members — plus, Usher and Robin Thicke both performed at the wedding. In February of 2014, the couple welcomed twin daughters.

Victoria Beckham

Occasion: Victoria and David Beckham’s engagement // Value of Ring: $1.3 million
Victoria said she knew David was the one when they first met in 1997. David proposed in 1998 with a three-carat diamond ring. Over their 22 years of marriage, this is one of many rings that she has received — 1 of 15, to be exact. The couple welcomed their first son in March 1999 and wed four months later.

The bombshell couple went on to have another two sons in 2002 and 2005, and welcomed a daughter in 2011. The latest ring Victoria received was in 2018, a square-cut yellow diamond worth a whopping $1.3 million.

Angelina Jolie

Occasion: Angelina Jolie and Brad Pitt’s engagement // Value of Ring: $1 million
Brad and Angelina first met in 2004 while filming the movie Mr. and Mrs. Smith. Brangelina became official in 2005. In 2006, Brad legally adopted Angelina’s two children, whom she had adopted from Cambodia and Ethiopia. In May of that year, the couple welcomed their first child together.

In 2007, the couple adopted their fourth child from Vietnam and welcomed a set of biological twins in July of 2008. After seven years, Brad popped the question with a 16-carat diamond ring, which he designed himself. In 2014, the couple had a very intimate wedding. Soon after their second wedding anniversary, however, Angelina filed for divorce.

Jessica Biel

Occasion: Jessica Biel and Justin Timberlake’s engagement // Value of Ring: $100,000
While snowboarding together in Utah in 2007, Jessica Biel and Justin Timberlake sparked up a romance. After a brief break in the relationship in 2011, the couple came back stronger than ever and announced their engagement. Justin proposed in December of 2011 while on their annual vacation to Montana, with a six-carat diamond.

The two married in a low-key wedding in Italy in October of 2012. In 2015, the celebs welcomed their first child — and had their second in 2021. Jessica recently posted a series of photos of the couple on Instagram in celebration of their 10th wedding anniversary.

Emily Blunt

Occasion: Emily Blunt and John Krasinski’s engagement // Value of Ring: $100,000
A mutual friend introduced this beloved couple back in November 2008. Less than a year later, John proposed to Emily with a three-carat diamond ring. The two wed in 2010 at George Clooney’s estate in Lake Como. The couple welcomed their first child in February 2014.

In 2016, the A-list celebs welcomed their second child together. A year later, the two announced they’d be creating a film together, A Quiet Place. After much critical acclaim and award nominations — including a win for Emily — Blunt and Krasinski announced they’ll be making a sequel.

Bella Thorne

Occasion: Bella Thorne and Benjamin Mascolo’s engagement // Value of Ring: $150,000
Bella and Benjamin first met at Coachella in April of 2019 and made their relationship Instagram official just months later. Due to the pandemic, the couple had to spend months apart and reunited in July 2020. A few months later, the two became co-stars in Benjamin’s first film.

After almost two years of dating, Ben popped the question with a four-carat, pear-shaped ring. Unfortunately, in June 2022, Bella shared on her Instagram that she had ended their relationship and requested privacy during this time.

When you’re rich and famous, there’s a strong likelihood that you have a lot of people working for you, for a variety of different reasons. Whether you have your own personal chefs, nannies, or assistants, celebrities often have the money to hire others to do virtually everything for them. But, there are often situations where those professional relationships turn into something more. These celebrities got caught cheating with people who worked for them.

David Beckham

There’s no denying that David and Victoria Beckham is one of the most iconic couples in the celebrity world — and has been over the last 25 years. But, things haven’t always been smooth sailing between the two.

During the height of Beckham’s soccer career, his PR assistant, Rebecca Loos, claimed to have had an affair with him. “Golden Balls,” as he’s known in the media, vehemently denied the claims. Thankfully, Victoria believed her husband and the couple relocated to L.A.

The Dream

For a moment there, The Dream and Christina Milian looked like a serious power couple in the world of R&B. They first started dating in 2009 and tied the knot shortly after. However, the cracks started to show and things came to a head in spectacular fashion.

Shortly after Milian gave birth to their child, The Dream was caught cheating on her with their personal assistant, of all people — Melissa Marie Santiago. They got separated immediately and divorced two years later.

James Cameron

He might be known for having made some of the most successful movies of all time — but James Cameron’s personal life has been pretty rocky, to say the very least. The Titanic and Avatar director was once with Linda Hamilton, but seemed to have an on and off relationship with an actress who worked for him, named Suzy Amis.

Despite tying the knot with the former, Cameron’s heart was ultimately with the latter and he settled with Amis shortly after breaking up with Hamilton.


Future and Ciara were a poster couple that many people considered as “relationship goals.” Although things seemed to be going so well for the couple, not even their son could keep them together. The rapper and singer were engaged when Ciara discovered that her fiancé was having an affair with their wardrobe consultant, Tyrina Lee.

Despite this, Future was quick to deny such claims and suggested that they had simply drifted apart. But, Ciara called off their engagement because of the accusations.

Gavin Rossdale

In theory, being married to Gwen Stefani should be the ultimate happy ending. And yet, not even the former lead singer of No Doubt was enough for Gavin Rossdale. Stefani reportedly discovered some texts and indecent photos on her ex-husband’s iPad of their nanny, Mindy Mann.

Sadly, the former couple’s three kids were caught up in all the drama. Without haste, the singer filed for divorce and since then, she has happily moved on with country legend Blake Shelton.

Ben Affleck

Ben Affleck’s personal issues have been well-documented over the last decade, so much so that it even inspired his role in David Fincher’s Gone Girl. The actor/filmmaker announced his divorce to Jennifer Garner.

This came just a week after it was revealed that their nanny, Christine Ouzounian, had been fired. It soon came to light that the two had been having an affair. Despite this, Affleck has bounced back, has reached sobriety, and is successfully co-parenting with Garner.

Tiger Woods

This list certainly wouldn’t be complete without the enigma that is Tiger Woods. It’s been a decade since the iconic golfer experienced a dramatic fall from grace.

This example is kind of different, though, as Woods ended up with his ex-wife — Elin Nordegren — while she was working as a nanny for fellow golf star Jasper Parnevik. It was later on that Woods was guilty of philandering and sleeping around. Thankfully, he has since made a comeback to the world of golf and is doing OK.

Jon Gosselin

Jon and Kate Gosselin’s marriage fell apart in spectacular fashion and was virtually broadcast on their reality show. But, it was only later that reports suggested that Jon’s infidelity was what led to the breakup.

Former waitress Stephanie Santoro worked as the family nanny at one point. She claimed to have had an affair with the patriarch of the family. According to her, they entered his hot tub together, started to massage each other, and one thing led to another.

Bray Wyatt

To be fair, Bray Wyatt had an affair with a different kind of “help.” While he seemed to be happily married at the time, this didn’t stop the WWE superstar from sleeping around — specifically with his ring announcer, Jojo Offerman.

His ex-wife, Samantha, filed for divorce upon learning the shocking news. After lengthy legal issues between the former couple, Wyatt ended up starting a relationship with Offerman and the couple has since had two kids together, Knash and Hyrie.

Robin Williams

The world of entertainment simply hasn’t been the same since the beloved Robin Williams passed away under such tragic circumstances. During his lifetime, though, the comedy man wasn’t always making the best decisions, especially in his private life.

The Aladdin star ended up leaving his first wife, Valerie Velardi, for their nanny, Marsha Garces. They enjoyed two decades of marriage before Williams moved onto his third wife.

Jude Law

Jude Law’s affair with his nanny might be one of the most well-documented stories on this list. During his relationship with Sienna Miller, the British actor was caught by one of his kids while fraternizing in bed with nanny Daisy Wright.

Amazingly, Law was caught between Wright, Miller, and his first wife, Sadie Frost. Despite his desperation to make things work, things eventually fell apart between Law and Miller. It took a while for Law to recover from the scandal and has only recently resurfaced in Hollywood.

Britney Spears

For a couple of years there, Britney Spears and Justin Timberlake were the celebrity couple that everyone else wanted to be. However, things came crashing down pretty abruptly for the two pop stars.

The “Oops I Did It Again” singer reportedly cheated on her N*Sync boyfriend with her choreographer, of all people — Wade Robson. The war of words carried on long after the relationship ended, and JT got his own back on Britney with his song “Cry Me a River.”

Mick Jagger

It’s no secret that Mick Jagger’s relationship with Jerry Hall came to an end because of his infidelity. He had affairs with models such as Carla Bruni and Lucia Gimenez Morad, the latter of which had Jagger’s child.

But, not many people realize that Jagger also had a secret relationship with the nanny. Surely enough, it was just a matter of time before Hall knew that she needed to part ways with The Rolling Stones frontman.

Ashley Cole

One of the most heavily publicized celebrity breakups in British history came between “golden couple” Ashley and Cheryl Cole. Ashley was one of the most celebrated soccer players of his generation, while Cheryl was a successful pop star who first found fame through a reality talent show.

Just months after they tied the knot, it was reported that Ashley had cheated on Cheryl with hairdresser Aimee Walton. By the time 2010 came around, the Girls Aloud singer was ready to sign divorce papers.

Robert “Mutt” Lange

Shania Twain is best known for hits such as “That Don’t Impress Me Much” and “Man I Feel Like a Woman.” But, life hasn’t always been great for the country singer, especially in the love department.

At one point, she was disgusted to learn that her ex-husband Robert “Mutt” Lange had an affair with family friend and manager of their Swiss estate — Marie-Anne Thiebaud. Amazingly, after the divorce had been finalized, Twain tied the knot with the ex-husband of Theibaud!

Stephen Belafonte

When Mel B divorced Stephen Belafonte in 2017, the main cause of the breakup was “emotional and physical abuse” on his part. But, reports soon surfaced that he had actually had an affair with their nanny.

The couple had originally tied the knot in Las Vegas and they even welcomed a kid together. As a result of their tumultuous time together, the former Spice Girls singer became a patron for Women’s Aid, a domestic violence survivor’s charity.

Chris de Burgh

1994 was certainly a tough time for the de Burgh family. Popstar Chris de Burgh was busy taking care of his wife Diane, who had recently broken her neck during a horse-riding accident and was recovering at home.

Little did she know though that the “Lady in Red” singer was cheating on her with their kid’s 19-year-old nanny, Maresa Morgan. Unlike a lot of other stories on this list, de Burgh managed to prevent his wife from leaving him.

Rob Lowe

He might be the beloved Chris Traeger of Parks and Recreation, but Rob Lowe has had some serious issues to contend with in real life.

The successful actor has had some problems in his personal life, especially of the legal kind. He sued one of his former nannies, Jessica Gibson, claiming that she tried to extort money from him after she accused him of harassing her. A similar situation also happened with a second former nanny of his.

Robin Gibb

There was a time when the Bee Gees was one of the most iconic bands in the world. This didn’t mean, though, that the brothers had completely straightforward personal lives. Take Robin Gibb, for example. The late musician happened to be in an open marriage with his wife.

With that said, however, Robin did blow her away when it was revealed that he had been having an affair with their longtime housekeeper, Claire Yang. They ended up having a kid together.

Ethan Hawke

This might be the most relevant story on the entire list. Not only did Ethan Hawke cheat on ex-wife Uma Thurman with their nanny, but he ended up marrying her instead!

When the Kill Bill star learned that her husband had betrayed her this way, she packed her bags and left. A few years after the divorce was finalized, though, Hawke tied the knot with former nanny Ryan Shawhughes. Since then, the couple has had two kids together.

Ozzy Osbourne

It would be an understatement to say that Ozzy Osbourne has had a pretty chaotic life. And yet, his wife Sharon has seemed to be by his side through thick and thin. The Black Sabbath frontman reportedly had an affair with the family nanny, not too long after the birth of son Jack.

In fact, Sharon has suggested that she has caught the Prince of Darkness in bed with more than one nanny. As a result, Ozzy has undergone rehab and it seems like the couple has healed their wounds.

David Letterman

It has been over a decade since talk show favorite David Letterman got caught up in some serious legal issues. He admitted to have had a number of affairs with former employees of his.

“I have had [relations] with women who work for me,” he admitted. This caused an uproar in the celebrity community and Letterman ended up apologizing to his wife and his staff. It seems, though, that she accepted his apology as they are still together until this very day.

Katie Price

Unlike many other celebs on this list, Katie Price was the one who was cheated on, with the “other woman” having been the help. It wasn’t enough that husband Kieran Hayler had gone behind the model’s back with her best friend, Jane Pountney.

Despite working through things, Kieran was at it again three years later when he reportedly cheated on Price with their children’s nanny. She parted ways with him for good when he reportedly cheated on her again with a 19-year-old co-op worker.

Peter Cook

Architect Peter Cook and model Christie Brinkley seemed to be a match made in heaven ever since being introduced to each other by NBC’s Jill Rappaport. And despite tying the knot and having a kid, things took an ugly turn.

It was revealed that Cook had cheated on Brinkley numerous times, most notably with the couple’s 18-year-old assistant Diana Bianchi. This was the last straw for Brinkley who couldn’t spend one more day with her husband. Their divorce was finalized in September 2008.

Joe Piscopo

At the height of his powers, Joe Piscopo was a force to be reckoned with on Saturday Night Live. But, the comedian’s personal life did get in the way of his success more often than not.

Incredibly, Piscopop left his first wife Nancy Jones for the family nanny, Kimberly Driscoll. Then, in a shocking turn of events, they broke up when it was revealed that Piscopo was cheating on her with personal assistant Jessica Nasoff. One issue after another…

Craig Schelske

Sara Evans is another example on this list who’s a celebrity that was the victim of their partner cheating on them with the help. At one time, the country singer was married to author/speaker Craig Schelske.

In a truly grueling, long-winded divorce, Evans had accused Schelske of having cheated on her with their nanny. By the time September 2007 came around, the former couple finalized their divorce, with Evans being ordered to pay Schelske $500,000 in alimony for 10 years.

Tarek El Moussa

He might not be the most well-known name on this list, but Tarek El Moussa certainly deserves to be included for his philandering antics with the help. Best known for featuring on the HGTV hit series Flip or Flop, Tarek has been a mainstay on the reality TV scene for a while now.

But his personal life took an ugly turn. Just four months after ending his marriage, El Moussa began dating the nanny of his children.

Wayne Rooney

Even the best footballers get caught red-handed, from time to time. Although Wayne Rooney tied the knot with his childhood sweetheart, Coleen, this didn’t stop him from cheating on her with a nanny. The retired soccer player reportedly fooled around with a 48-year-old nanny at a party.

This allegation was ultimately brushed under the carpet, though, and the couple managed to move on. This certainly didn’t help Rooney’s professional career, however, which fizzled out in the forthcoming years.

Arnold Schwarzenegger

There’s no denying that Arnold Schwarzenegger’s personal life has been just as eventful as his professional one. But, everyone was taken aback when it was revealed that The Terminator star got both his wife and nanny pregnant around the same time.

Amazingly, nanny Mildred Baena gave birth to her son just one week after Shriver gave birth to their son, Christopher. The truth ended up coming a decade later and just like that, the couple was done.

Heidi Klum

At one point, Heidi Klum and Seal were one of the most recognizable celeb couples on the planet. But, things eventually fell apart when Seal claimed that the German model had been “fornicating with the help.” Apparently, Klum had an affair with her bodyguard, Martin Kristen, and the couple parted ways.

She denied such claims and stated that he had simply helped her get over the divorce. Amazingly, Klum reportedly maintained a relationship with her bodyguard for the next two years, after being spotted vacationing together.

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Aftab Ahmad


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