In the past, Pippa was surrounded only by gentlemen coming from aristocratic families, such as Jonathan Jardine Patterson, heir to an impressive fortune, Simon Youngman, heir to a diamond business and others.
Between 2004 and 2007, Pippa dated Jonathan Jardine Patterson, heir to a major Hong Kong diamond business.
In 2007 she started a relationship with Simon Youngman, a London socialite whose family is linked to the diamond business.
In 2008, she formed a couple with London socialite and club owner Charlie Gilkes.
That year, George Percy, the son of the Duke of Northumberland, one of the richest men in Britain, dated Pippa for a while when they studied at Edinburgh University, but the relationship didn’t last long.
Pippa and Guy Pelly allegedly had a romantic relationship in 2009, but she never confirmed the suspicions.
Between April and July 2010, Pippa and Alexander Spencer-Churchill were a couple.
Since November 2010 she has been in a relationship with English cricketer Alex Loudon.
Recent rumors said that Pippa and Prince Harry have been enjoying a secret romance.
Then the British press speculated that she had separated from boyfriend Alex Loudon.
“It is common knowledge in their close circle of friends that Pippa and Alex have recently split up,” a source said.
On the other hand, it was alleged that she had returned to ex-boyfriend George Percy, as the two were spotted together in May in Madrid.
They were later seen at the French Open in Paris and recently were out having dinner in London.
Reports say Pippa has recently accepted a job working for Percy, who runs a geothermal energy firm. This is said to have made Loudon envious.
However, the press announced this week that Pippa and Alex are still a couple despite rumors of their breakup.
Now we get to Harry and Pippa, a couple many have been dreaming of since the marriage of William and Kate.
The two are reportedly calling each other names. Pippa calls Harry “Captain”, for his rank in the army, while he nicknamed her “Commando” in reference to the rumor that she wasn’t wearing underwear at her sister’s wedding.
“They speak on the phone all the time and have met up at least five times since the wedding, once for tea at his Clarence House apartments… She thinks he’s got a really cheeky sense of humor,” a source said.
And if that wasn’t enough, Harry is said to have ended his best man’s speech with the line: “Pippa, call me.”
As you can see, there’s a lot of speculation surrounding Pippa, but ultimately who do you think will win her heart?