Now that the world’s most famous bridesmaid is engaged to James Matthews, let’s take a trip down memory lane and relive Pipple Middleton’s love life.
There were actual boyfriends, rumored paramours and men stuck in the friend zone.
Today, they are all no doubt congregating at a high-end bar somewhere in England to talk about what would have been.
JJ Jardine-Paterson
The Hong Kong banking heir and Middleton dated at University of Ediburgh. He is currently a partner at Dalton Strategic Partnership, per his LinkedIn profile.
Charlie Gilkes
Middleton was a guest at the nightclub entrepeneur September 2014 nuptials to Anneke von Trotha Taylor. Gilkes, who dated the former party planner briefly, is also a gradute of the University of Edinburgh.
Alex Loudon
Loudin, a former professional cricket player, dated Middleton in 2011 (he was her date to the royal wedding, where she wowed the world in a clingy Alexander McQueen dress). The two broke up because Loudon couldn’t handle the press attention.
Prince Harry
Hah! Not bloody likely. Though the tabloids have loved linking these two together after they walked up the aisle together at William and Catherine’s wedding, nothing romantic has every transpired (at least not publicly).
George Percy
Percy, who is heir to the Duke of Northumberland title, is a good friend of Middleton’s from the University of Edinburgh. The two were spotted together on a few occasions post-royal wedding, but there was never anything romantic to speak of. Still, Middleton could have been in the running to be a Duchess, which is the highest-ranking title for a non-royal.
Nico Jackson
After Matthews and Middleton ended things in 2012, Middleton began dating Nico Jackson, whom many thought she would marry. The stockbroker had relocated to Geneva for work while they dated, and their relationship was long-distance until both parties agreed to split in 2015.
Tom Kingston
Kingston never officially dated Middleton (though some claim they were together briefly in 2012), but the banker was her (platonic) Plus One on several occasions, including a 2013 visit to the Cheltenham races, and the Boodles Boxing Ball in 2015 (after she and Jackson split).
Alexander Spencer-Churchill
The aristocrat dated Middleton in 2009 after being introduced in Mustique (where the Middletons vacation on the regular). He married Scarlett Strutt in May.
James Matthews
Matthews first dated Middleton back in 2012. The two were friends before getting together, and even though they split for three years, their reunion last fall resulted in an engagement on July 17th, 2016. The couple plan to marry in 2017.