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Tom Brady added a unique detail to his stylish outfit as he attended Jeff Bezos and Lauren Sanchez’s luxurious wedding celebrations in Venice, surrounded by high-profile guests.
The 47-year-old former NFL star, who was recently seen having lunch with the newly single Orlando Bloom, dressed to impress for a pre-wedding event on Thursday in the picturesque city of Venice.
He donned what seemed to be black velvet opera shoes with a notable feature: a dark teal bow atop each shoe. A similar design from Stubbs & Wootton sells for approximately $650.
Brady additionally wore a white dress shirt that was partially unbuttoned at the top as well as a pair of black slacks.
Tom — who was previously married to supermodel Gisele Bundchen until their split in 2022 — completed the outfit with a tan-colored blazer and black shades.
He was seen leaving the Graffiti Palace hotel alongside Bloom as they stepped into an awaiting boat to head to the Madonna dell’Orto.
Tom Brady, 47, sported a quirky detail to his dapper ensemble as he joined the star-studded guest list for Jeff Bezos and Lauren Sanchez’s lavish wedding festivities in Venice
The star slipped into a pair of what appeared to be black velvet opera shoes with a special addition: a dark teal bow on top of each
He was guided towards a boat floating on the water while his blazer was draped over his left arm.
At one point during the evening, Brady was also spotted having a lighthearted conversation with one of billionaire Rupert Murdoch’s ex-wives Wendi Deng.
The duo — who are both believed to be single — enjoyed a lively exchange during their trek to the historic Madonna dell’Orto in Venice.
The Chinese-born American entrepreneur looked elegant for the party in a sleeveless, ruffled dress and designer heels.
The seven-time Super Bowl winner became a single man in 2022 following his shock split from Bundchen. The exes were married for 13 years and share two children — son Benjamin, 15, and daughter Vivian, 12.
In 2023, Brady began dating Russian runway maven Irina Shayk. However, the romance was short-lived and fizzled out in early 2024.
Around that same time, it was also rumored that he’d sparked up a romance with Kim Kardashian – who also whisked herself away to Italy to attend the extravagant nuptials this weekend.
As of 2025, Brady is believed to be single while ex Gisele has moved on with hunky Jiu-Jitsu instructor Joaquim Valente, who she welcomed a child with in February.
He was seen leaving the Graffiti Palace hotel alongside actor Orlando Bloom as they stepped into an awaiting boat to head to the Madonna dell’Orto
He was guided towards a boat floating on the water while his blazer was draped over his left arm
Before the pre-wedding bash on Thursday, Tom was seen arriving to Venice at the Marco Polo airport
Before the pre-wedding bash on Thursday, Tom was seen arriving to Venice at the Marco Polo airport.
He kept it casual in a dark green NOBULL hoodie as well as a pair of matching sweatpants.
Brady slipped into comfy Nike sneakers and added a white cap on top of his head while carrying a black duffle bag over his shoulder.
The sports star was later spotted spending time with Orlando Bloom as they enjoyed the sunny weather on a boat ride.
He had an outfit change and donned a short-sleeved, printed shirt as well as a pair of black shorts.
Brady and Bloom were then seen taking part in light chatter on a boat while also joined by Alex Spiro and Kris Jenner’s partner Corey Gamble as they took in the sights.
The group also grabbed a quick lunch before heading out onto the water and were seen sitting at a table on a shaded veranda.
It comes after it was reported this week that Orlando split from fiancee Katy Perry after nearly 10 years together and welcoming daughter Daisy.
The sports star was later spotted spending time with Orlando Bloom as they enjoyed the sunny weather on a boat ride
The group also grabbed a quick lunch before heading out onto the water and were seen sitting at a table on a shaded veranda
Tom and Orlando are just some of the many A-list guests that scored an invite to the $20 million wedding of Jeff Bezos and Lauren Sanchez.
Most of the Kardashian/Jenner clan were also seen on Thursday as they stopped by the pre-wedding party, as well as Oprah Winfrey, Gayle King and Leonardo DiCaprio.
The ceremony will take place on Friday – although it was revealed on Thursday that the couple are already legally married.
A source told DailyMail.com, ‘They have been married for at least a month, more than a month. The marriage is fully legal and took place in America under American law.’
They added, ‘When they were planning the wedding, they were clear about the fact that they were already secretly married.
‘There is no application for a wedding license from the couple because it was not required.
Most of the Kardashian/Jenner clan were also seen on Thursday as they stopped by the pre-wedding party, as well as Oprah Winfrey, Gayle King and Leonardo DiCaprio; Kim Kardashian seen above in Venice
The ceremony will take place on Friday – although it was revealed on Thursday that the couple are already legally married; seen in May in France
‘Whatever happens at the wedding on Friday, it will not be a wedding. Under Italian law, it will not be a wedding celebration, any vows said or rings exchanged will have no legal meaning,’ the insider continued.
It was also added that the billionaire confirmed both he and Lauren are legally married and that they have signed a prenuptial agreement as well.
Some of the celebrity guests are staying at luxurious hotels in Venice including the Aman, The Gritti Palace and the Cipriani.
However, the couple and their guests had to run for cover when a thunderstorm let out a downpour during the party on Thursday.
