Tiffany Trump and Michael Boulos attend socialite Karen Shiboleth’s lavish Italian wedding

Tiffany Trump was all smiles as attended her longtime friend Karen Shiboleth’s lavish wedding in Italy on Monday. 

The socialite and former ‘Rich Kid of Instagram’ tied the knot with British film exec Rory Japp on July 3 at Villa di Maiano, a 15th-century estate overlooking the city of Florence. 

It was the second ceremony for Shiboleth, 30, and Japp, 33, who first wed in 2021 after the pandemic forced them to postpone their Italian wedding. 

‘Rory and I wanted something different — we didn’t just want to throw a big party,’ Shiboleth told People. ‘We wanted to do something more intimate, with more soul and less chaos than a traditional wedding. We wanted everyone to let loose and celebrate with us in the least stressful way possible.’ 

Tiffany Trump, 29, was all smiles as she watched her friend Karen Shiboleth wed British film exec Rory Japp in Italy on July 3

The former first daughter clapped as her longtime pal walked down the aisle

The former first daughter clapped as her longtime pal walked down the aisle 

Trump wore a hunter-green one-shoulder frock with a slit paired with strappy heels

Trump wore a hunter-green one-shoulder frock with a slit paired with strappy heels

The couple exchanged vows in front of 125 guests, including Trump and her new husband, billionaire heir Michael Boulos. 

The bride walked down the aisle in a custom lace corset gown by Kim Kassas Couture. She topped off her ethereal bridal look with a pearl tiara and a veil. 

Nariman, Anna Wintour’s makeup artist in London, did her makeup for her rehearsal and wedding and George Vallossian styled her hair. 

While Shiboleth was in traditional white, her close friends wore individual dresses in various shades of green. 

Trump opted for a hunter-green one-shoulder frock with a slit paired with strappy heels. Her long blonde hair was styled in loose curls, and she carried a sparkly YSL bag. 

Made in Chelsea star Victoria Baker-Harber served as the maid of honor alongside her sister, DJ Ellie Baker-Harber, according to People. 

Other guests included Peter Brant Jr. (son of art collector Peter Brant and model Stephanie Seymour), Gaia Matisse (granddaughter of French artist Henry Matisse), and Makenzie Moon Phelan (daughter of art collectors John and Amy Phelan). 

Brant, a longtime friend of Trump’s, shared a handful of photos and videos from the wedding on his Instagram Stories. 

Trump was joined by her new husband, Michael Boulos, at the lavish wedding

Trump was joined by her new husband, Michael Boulos, at the lavish wedding 

Trump's long blonde hair was styled in loose curls, and she carried a sparkly YSL bag

Trump's long blonde hair was styled in loose curls, and she carried a sparkly YSL bag

Trump’s long blonde hair was styled in loose curls, and she carried a sparkly YSL bag

It was the second ceremony for Shiboleth, 30, and Japp, 33, who first wed in 2021 after the pandemic forced them to postpone their Italian wedding

It was the second ceremony for Shiboleth, 30, and Japp, 33, who first wed in 2021 after the pandemic forced them to postpone their Italian wedding

Shiboleth walked down the aisle in a custom lace corset gown by Kim Kassas Couture

Shiboleth walked down the aisle in a custom lace corset gown by Kim Kassas Couture

The bride topped off her ethereal bridal look with a pearl tiara and a veil

The bride topped off her ethereal bridal look with a pearl tiara and a veil

The bride topped off her ethereal bridal look with a pearl tiara and a veil

Nariman, Anna Wintour’s makeup artist in London, did her makeup for her rehearsal and wedding and George Vallossian styled her hair

Nariman, Anna Wintour’s makeup artist in London, did her makeup for her rehearsal and wedding and George Vallossian styled her hair

The couple exchanged vows underneath a stunning floral arch in front of 125 guests

The couple exchanged vows underneath a stunning floral arch in front of 125 guests 

Shiboleth's close friends, including Trump, wore various shades of green to the wedding

Shiboleth’s close friends, including Trump, wore various shades of green to the wedding 

Peter Brant Jr., son of art collector Peter Brant and model Stephanie Seymour, and Makenzie Moon Phelan, daughter of art collectors John and Amy Phelan, were among the guests

Peter Brant Jr., son of art collector Peter Brant and model Stephanie Seymour, and Makenzie Moon Phelan, daughter of art collectors John and Amy Phelan, were among the guests 

One of the clips showed a smiling Trump walking arm-and-arm with Boulos while holding her cellphone in her free hand. 

Shiboleth and Japp’s nuptials were a spectacular all-night event organized by wedding planner Angela Mugnai.

Muganai told People it was a ‘Botticelli, burlesque, House of Gucci-inspired event that took guests through a sensory journey as the night progressed.’

‘Every detail about this wedding was unique and intentional, all the way down to the hand towels in the bathrooms,’ she said. ‘We wanted the wedding to reflect who they are.’

Muganai explained some of the personal touches on her Instagram Stories, sharing that she had Andy Warhol drawings projected onto the villa in honor of Shiboleth’s upbringing in New York City. 

‘I believe this is one of my best ideas to date,’ the planner noted in the caption. 

Sophia Agnella Anita Stolz designed the couple’s six-tier cake based on a drawing featured in Wild Raspberries, a limited-edition cookbook created by Warhol and his friend Suzie Frankfurt in 1959. 

The ceremony and reception were held at Villa di Maiano, a 15th-century estate overlooking the city of Florence

The ceremony and reception were held at Villa di Maiano, a 15th-century estate overlooking the city of Florence

Guests mingled around a fountain on the grounds that was artfully decorated with pink and burgundy flowers

Guests mingled around a fountain on the grounds that was artfully decorated with pink and burgundy flowers 

The florals and greenery that adorned the fountains, walkways, and tables were done by Tattie Rose Studio

The florals and greenery that adorned the fountains, walkways, and tables were done by Tattie Rose Studio

The florals and greenery that adorned the fountains, walkways, and tables were done by Tattie Rose Studio

Wedding planner Angela Muganai told People it was a 'Botticelli, burlesque, House of Gucci-inspired event that took guests through a sensory journey as the night progressed'

Wedding planner Angela Muganai told People it was a ‘Botticelli, burlesque, House of Gucci-inspired event that took guests through a sensory journey as the night progressed’

'Every detail about this wedding was unique and intentional, all the way down to the hand towels in the bathrooms,' Muganai said. 'We wanted the wedding to reflect who they are'

‘Every detail about this wedding was unique and intentional, all the way down to the hand towels in the bathrooms,’ Muganai said. ‘We wanted the wedding to reflect who they are’

The newlyweds were beaming as they posed for a photo with friends during dinner

The newlyweds were beaming as they posed for a photo with friends during dinner 

Muganai explained some of the personal touches on her Instagram Stories, sharing that she had Andy Warhol drawings projected onto the villa in honor of Shiboleth's New York roots

Muganai explained some of the personal touches on her Instagram Stories, sharing that she had Andy Warhol drawings projected onto the villa in honor of Shiboleth’s New York roots

'I believe this is one of my best ideas to date,' the planner said of the projections

'I believe this is one of my best ideas to date,' the planner said of the projections

‘I believe this is one of my best ideas to date,’ the planner said of the projections 

Sophia Agnella Anita Stolz designed the couple's six-tier cake based on a drawing featured in Wild Raspberries, a limited-edition cookbook created by Warhol and Suzie Frankfurt in 1959

Sophia Agnella Anita Stolz designed the couple’s six-tier cake based on a drawing featured in Wild Raspberries, a limited-edition cookbook created by Warhol and Suzie Frankfurt in 1959

Mugania said she saved a photo of the cake sketch on her inspiration board years ago and was 'just waiting for the right moment to use it'

Mugania said she saved a photo of the cake sketch on her inspiration board years ago and was ‘just waiting for the right moment to use it’

Shiboleth's best friend turned out to be the owner of the Warhol cake artwork

Shiboleth’s best friend turned out to be the owner of the Warhol cake artwork 

The happy couple sweetly fed each other cake at the reception

The happy couple sweetly fed each other cake at the reception 

There was also a dessert table filled with fruit and other sweet treats

There was also a dessert table filled with fruit and other sweet treats 

Mugania said she saved a photo of the sketch on her inspiration board years ago and was ‘just waiting for the right moment to use it.’ 

The pink and burgundy florals and greenery that adorned the fountains, walkways, and tables were done by Tattie Rose Studio. 

Guests dined on risotto with artichokes, veal scallopini, and sea bass at the reception, which featured performances from the band The London Essentials and the pianist OKIEM.

The wedding was a non-stop celebration with not one but two after-parties, where guests were treated to late-night paninis from All’Antico Vinaio.

The first after-party ended at 2 a.m., while the second went on until 7 a.m. 

Shiboleth and Japp had their rehearsal dinner on Saturday night at the Studio Galleria Romanelli in Florence, but it’s not known if Trump and Boulos attended the pre-wedding event. 

The former first daughter and her husband were spotted on the streets of Florence with their friends that evening.  

Trump was dressed to impress in a baby blue halter dress with a feathered hem and nude heels. At one point during the outing, she ducked into a hotel and swapped her heels for a pair of nude loafers, which were undoubtedly easier to walk in. 

Shiboleth is the daughter of international lawyer and investor Amnon Shiboleth and Lynn Krominga, the former head general counsel for Revlon

Shiboleth is the daughter of international lawyer and investor Amnon Shiboleth and Lynn Krominga, the former head general counsel for Revlon

The reception featured performances from the band The London Essentials and the pianist OKIEM (pictured)

The reception featured performances from the band The London Essentials and the pianist OKIEM (pictured) 

The wedding was a non-stop celebration with not one but two after-parties. The first after-party ended at 2 a.m., while the second went on until 7 a.m.

The wedding was a non-stop celebration with not one but two after-parties. The first after-party ended at 2 a.m., while the second went on until 7 a.m.

The wedding was a non-stop celebration with not one but two after-parties. The first after-party ended at 2 a.m., while the second went on until 7 a.m.

Guests were treated to late-night paninis from All’Antico Vinaio for a snack

Guests were treated to late-night paninis from All’Antico Vinaio for a snack 

Trump and Boulos were seen on the dance floor with their friends

Trump and Boulos were seen on the dance floor with their friends 

Brant shared a photo of himself smoking a cigarette in the early hours of the morning

Brant shared a photo of himself smoking a cigarette in the early hours of the morning 

Shiboleth and Japp had their rehearsal dinner on Saturday night at the Studio Galleria Romanelli in Florence, but it's not known if Trump and Boulos attended the pre-wedding event

Shiboleth and Japp had their rehearsal dinner on Saturday night at the Studio Galleria Romanelli in Florence, but it’s not known if Trump and Boulos attended the pre-wedding event

Trump and Boulos took selfies with the groom on the night of his rehearsal dinner

Trump and Boulos took selfies with the groom on the night of his rehearsal dinner

Trump and Boulos took selfies with the groom on the night of his rehearsal dinner 

Trump was dressed to impress in a baby blue halter dress with a feathered hem and nude heels

Trump was dressed to impress in a baby blue halter dress with a feathered hem and nude heels

Made in Chelsea star Victoria Baker-Harber struck a pose with the former first daughter

Made in Chelsea star Victoria Baker-Harber struck a pose with the former first daughter 

Trump has known Shiboleth for years, and her friend was by her side when she wed Boulos at her father's Mar-a-Lago estate in Palm Beach, Florida, in November

Trump has known Shiboleth for years, and her friend was by her side when she wed Boulos at her father’s Mar-a-Lago estate in Palm Beach, Florida, in November

Trump posed for photos with Shiboleth and Japp after the rehearsal dinner as they partied the night away at an unknown venue. 

She has known the bride for years, and her friend was by her side when she wed Boulos at her father’s Mar-a-Lago estate in Palm Beach, Florida, in November. 

Shiboleth is the daughter of international lawyer and investor Amnon Shiboleth and Lynn Krominga, the former head general counsel for Revlon.

She grew up in New York City and attended Columbia University. She and her socialite friends were famously branded the ‘Snap Pack’ and the ‘Rich Kids of Instagram’ in her app’s early days. 

‘That was ridiculous,’ she told People of the nicknames. ‘It was just something that a stranger came up with after we posted pics of ourselves at dinners or clubs as kids, and I managed to minimize my exposure on it — until the tabloids reported on my settlement with United Airlines.’

Shiboleth followed in her father’s footsteps and attended graduate school at King’s College in London to study international law. She and Rory now live in the UK full-time. 

The bride shared that she is now writing a ‘Gossip Girl’-esque memoir about attending Manhattan private schools with the city’s elite offspring. 

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