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Olivia Wilde packs her bags in LA to reunite with her touring toyboy Harry Styles in Boston

Independent Spirit Award-winning filmmaker Olivia Wilde emerged from her $10K/month Los Feliz love nest on Monday morning, Gucci luggage in tow, to reunite with her touring toyboy Harry Styles in Boston.

The 37-year-old native New Yorker dressed for comfort in a shearling coat over an olive-green tank top, white sweatpants, and New Balance sneakers for her cross-country flight.

Olivia wore retro dark sunglasses over her minimally made-up complexion and styled her brunette locks in a messy top bun fastened with a green hair bow.  

Jet setter: Independent Spirit Award-winning filmmaker Olivia Wilde emerged from her $10K/month Los Feliz love nest on Monday morning, Gucci luggage in tow, to reunite with her touring toyboy Harry Styles in Boston

Thus far, Wilde (born Cockburn) has been spotted dancing at four concerts of the 27-year-old Englishman’s 41-date Love On Tour, which runs through November 24.

The How It Ends actress attended Harry’s shows in Las Vegas, Washington, D.C., Manhattan, and Raleigh and he’ll perform at the TD Garden on Monday night.

Olivia began dating Styles sometime between September 2020 and January 2021 after replacing Shia LaBeouf with him in her second directorial feature, Don’t Worry Darling. 

Cross-country flight: The 37-year-old native New Yorker dressed for comfort in a shearling coat over an olive-green tank top, white sweatpants, and New Balance sneakers

Cross-country flight: The 37-year-old native New Yorker dressed for comfort in a shearling coat over an olive-green tank top, white sweatpants, and New Balance sneakers

Gamine: Olivia wore retro dark sunglasses over her minimally made-up complexion and styled her brunette locks in a messy top bun fastened with a green hair bow

Gamine: Olivia wore retro dark sunglasses over her minimally made-up complexion and styled her brunette locks in a messy top bun fastened with a green hair bow

Last Saturday, Wilde’s ex-fiancé Jason Sudeikis gushed about their seven-year-old son Otis Alexander and five-year-old daughter Daisy Josephine during his SNL opening monologue.

‘My last season [on SNL] was in 2013 and since then, I have had two amazing children: Otis and Daisy,’ the Virginia-born, Kansas-raised 46-year-old said on the NBC sketch show.

‘Great kids. Just incredible kids. I don’t know how old they are exactly. You know, I just don’t pay attention to that kind of stuff. But they’re like this and this tall. But they’re great, they’re great. You gotta trust me on that.’  

No. 1 fan: Thus far, Wilde has been spotted dancing at four concerts of the 27-year-old Englishman's 41-date Love On Tour, which runs through November 24

Patricia Edenberg shot this TikTok video of Olivia dancing beside another man at Harry's September 18 concert in Washington, D.C.

No. 1 fan: Thus far, Wilde (pictured September 18) has been spotted dancing at four concerts of the 27-year-old Englishman’s 41-date Love On Tour, which runs through November 24

Making long distance work: The How It Ends actress attended Harry's shows in Las Vegas (pictured September 4), Washington, D.C., Manhattan, and Raleigh and he'll perform at the TD Garden on Monday night

Making long distance work: The How It Ends actress attended Harry’s shows in Las Vegas (pictured September 4), Washington, D.C., Manhattan, and Raleigh and he’ll perform at the TD Garden on Monday night

'That's a wrap': Olivia (2-R, pictured February 13) began dating Styles (3-R) sometime between September 2020 and January 2021 after replacing Shia LaBeouf with him in her second directorial feature, Don't Worry Darling

‘That’s a wrap’: Olivia (2-R, pictured February 13) began dating Styles (3-R) sometime between September 2020 and January 2021 after replacing Shia LaBeouf with him in her second directorial feature, Don’t Worry Darling

Jason is still not completely clear on why the News & Documentary Emmy-winning producer ended their eight-year relationship in November.

‘I’ll have a better understanding of why [we split] in a year,’ Sudeikis told GQ in July.

‘And an even better one in two, and an even greater one in five, and it’ll go from being, you know, a book of my life to becoming a chapter to a paragraph to a line to a word to a doodle.’ 

Mother-of-two: Last Saturday, Wilde's ex-fiancé Jason Sudeikis gushed about their seven-year-old son Otis Alexander and five-year-old daughter Daisy Josephine during his SNL opening monologue (pictured April 22)

Mother-of-two: Last Saturday, Wilde’s ex-fiancé Jason Sudeikis gushed about their seven-year-old son Otis Alexander and five-year-old daughter Daisy Josephine during his SNL opening monologue (pictured April 22)

The Virginia-born, Kansas-raised 46-year-old said: 'Great kids. Just incredible kids. I don't know how old they are exactly. You know, I just don't pay attention to that kind of stuff. But they're like this and this tall. But they're great, they're great. You gotta trust me on that'

The Virginia-born, Kansas-raised 46-year-old said: ‘Great kids. Just incredible kids. I don’t know how old they are exactly. You know, I just don’t pay attention to that kind of stuff. But they’re like this and this tall. But they’re great, they’re great. You gotta trust me on that’

'I'll have a better understanding of why [we split] in a year': Jason (R, pictured February 17, 2020) is still not completely clear on why the News & Documentary Emmy-winning producer (L) ended their eight-year relationship in November

‘I’ll have a better understanding of why [we split] in a year’: Jason (R, pictured February 17, 2020) is still not completely clear on why the News & Documentary Emmy-winning producer (L) ended their eight-year relationship in November

British beauty plays Bex: In early 2021, Sudeikis began dating his Ted Lasso castmate Keeley Hazell (L), whom he originally met in 2013 on the set of Horrible Bosses 2

British beauty plays Bex: In early 2021, Sudeikis began dating his Ted Lasso castmate Keeley Hazell (L), whom he originally met in 2013 on the set of Horrible Bosses 2

In early 2021, the two-time Emmy winner began dating his Ted Lasso castmate Keeley Hazell, whom he originally met in 2013 on the set of Horrible Bosses 2.

Olivia’s street sighting came four days after she wrapped her mystery role in Damien Chazelle’s star-studded, 1920s-set Hollywood drama Babylon, which hits US theaters December 25, 2022.

The ensemble film also stars Brad Pitt, Margot Robbie, Li Jun Li, Tobey Maguire, Jean Smart, Spike Jonze, Chloe Fineman, Katherine Waterston, Jeff Garlin, Max Minghella, Flea, Samara Weaving, Lukas Haas, Rory Scovel, and Eric Roberts.

'That's a wrap!' Olivia's street sighting came four days after she wrapped her mystery role in Damien Chazelle's star-studded, 1920s-set Hollywood drama Babylon, which hits US theaters December 25, 2022

‘That’s a wrap!’ Olivia’s street sighting came four days after she wrapped her mystery role in Damien Chazelle’s star-studded, 1920s-set Hollywood drama Babylon, which hits US theaters December 25, 2022




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