While most of us weren’t born into generational wealth, we may occasionally daydream about marrying into it.

His family isreportedlyworth $271 million.

2.In 2023,Ashley Bensongot engaged to Brandon Davis.

the two sitting courtside at a game

3.Also, from 20042005,Mischa BartondatedBrandon Davis.

4.From 20182020,Ashley Bensonwas in arelationshipwithCara Delevingne.

In 2015, Cara toldVogue, “I grew up in the upper class, for sure.

closeup of the two dressed up for an event

My family was kind of about that whole parties-and-horse-racing thing.

I can understand its fun for some.

I never enjoyed it.”

the two holding hands while walking outside

5.In 2012,Taylor SwiftbrieflydatedConor Kennedy, whose family isreportedlyworth $1.2 billion.

The Pinault family isreportedlyworth $29.3 billion.

The Gettys arereportedlyworth $5.4 billion.

closeup of the two on the red carpet

The actor and thecounthad their wedding ceremony at Villa Tiepolo Passi, his family’s estate.

11.From 20032011, Olivia Wilde wasmarriedto Tao Ruspoli, who’s an Italian prince.

Castello Ruspoli hasremainedin his family since the 1500s.

chris and katherine posing outside their home

Members of his family also maintain the Palazzo Ruspoli in Cerveteri and the Palazzo Ruspoli in Rome.

12.In 1956, Grace KellymarriedPrince Rainier III of Monaco.

His family, the Grimaldis, haveruledMonaco for around 700 years.

the two with arms around each other on the red carpet

13.In 2015, Nicky Hilton who’s the great-granddaughter of Hilton Hotels founder Conrad Hilton marriedJames Rothschild.

He’sdescendedfrom the most notorious European banking dynasty.

Scottreportedlyinherited $25 million from his parents.

the two posing at a media event

16.And finally, in 2018, Meghan MarklemarriedPrince Harry.

His family, theWindsors, have been on the English throne since 1901.

closeup of the two posing while she holds her award

closeup of the two on the red carpet

closeup of the two dressed up for an event

the two at a media event

the two linking arms and posing outside

the two at an event

the two holding hands as they arrive to an event